Compound Monograph
Orientin
Orientin (luteolin-8-C-glucoside) is a flavone C-glycoside of rooibos, motherwort, chickweed, passionflower and millet, with a genuine but entirely preclinical antioxidant, cardioprotective and neuroprotective profile. Its carbon-bonded sugar resists hydrolysis yet its oral bioavailability stays low — and there are no human trials of the isolate.
Sources · 13
Where Does It Come From?
Orientin is a naturally occurring flavonoid (flavone c-glycoside), found in Rooibos, Motherwort, Passionflower and 10 other sources. It is well tolerated orally (low toxicity).
Principal source Rooibos Aspalathus linearis Herb monograph →
Source Blue Passionflower Passiflora caerulea Herb monograph →
Source Chickweed Stellaria media Herb monograph →
Source Guamura Cecropia obtusifolia Herb monograph →
Source Holy Basil Ocimum tenuiflorum Herb monograph →
Source Motherwort Leonurus cardiaca Herb monograph →
Source Passion Fruit Passiflora edulis Herb monograph →
Source Passionflower Passiflora incarnata Herb monograph → Concentration
Content by Source
Reported concentrations across the plants that contain orientin — the bar marks the typical level, the line shows the reported range.
Literature figures for varying plant parts and preparations. Read them as a comparative guide, not exact assays.
Orientin at a Glance
Orientin is a flavone C-glycoside — specifically luteolin-8-C-glucoside, a molecule of luteolin carrying a single glucose unit joined through a carbon–carbon bond at the 8-position. It is a common dietary flavonoid of rooibos, millet, buckwheat sprouts, açaí and the aerial parts of passionflower, holy basil, motherwort and chickweed, where it usually sits as one C-glycosylflavone among several rather than a dominant constituent.
Its preclinical profile is real and fairly broad — antioxidant, cardioprotective, neuroprotective and anti-inflammatory effects are each reported in cell and rodent models, most consistently as protection of heart and brain tissue against ischaemia–reperfusion injury 5,
The molecule’s defining structural feature cuts two ways. Its carbon-bonded sugar resists hydrolysis — orientin is not cleaved by the acid and glycosidases that split ordinary O-glycosides, so it survives largely intact — yet its oral bioavailability stays low and it crosses the blood–brain barrier poorly 1,
Orientin vs. Iso-orientin & Vitexin
Orientin is easy to confuse with three near-identical siblings, and the herbal literature routinely lists them together as the “flavone C-glycosides” of a plant. The distinctions are small but real:
| Compound | Aglycone | Sugar position |
|---|---|---|
| Orientin | luteolin (3’,4’-diOH B-ring) | glucose at C-8 |
| Iso-orientin (homoorientin) | luteolin | glucose at C-6 |
| Vitexin | apigenin (4’-OH B-ring) | glucose at C-8 |
| Isovitexin | apigenin | glucose at C-6 |
Two axes separate them: the aglycone (luteolin, with its catechol B-ring, versus apigenin, with a single hydroxyl) and the position of C-glycosylation (C-8 versus C-6). Orientin and iso-orientin are positional isomers — luteolin-8-C-glucoside versus luteolin-6-C-glucoside — and the pair are the two that carried the antioxidant activity in the classic chickweed study, while the apigenin-based vitexin and isovitexin did not 3Reference 3Studies on antioxidative activity of some C-glycosylflavonesView study →. The extra B-ring hydroxyl of the luteolin core (the catechol) is the usual explanation: it makes orientin and iso-orientin better radical scavengers than their apigenin twins. Iso-orientin has its own page, where its Nrf2-driven hepatoprotection and ~9% oral bioavailability are covered in depth.
C-Glycoside Stability & Bioavailability
The single most important thing to understand about orientin’s pharmacology is what its carbon–carbon bond does — and does not — buy it.
In an ordinary flavonoid O-glycoside, the sugar hangs off an oxygen atom and is readily cleaved: stomach acid, intestinal glycosidases and gut bacteria hydrolyse it, releasing the free aglycone that is often the truly absorbed species. Orientin is a C-glycoside — the glucose is bolted directly to the flavone carbon skeleton — so it resists that hydrolysis and travels largely as the intact glycoside 1Reference 1Orientin: a natural glycoside with versatile pharmacological activitiesView study →. This stability is real and is part of why C-glycosylflavones are robust dietary markers.
The intuitive expectation — that a stable molecule should therefore be well absorbed — does not hold. Orientin’s oral bioavailability is low, and the reviews of the compound flag establishing it as the key unmet task before any clinical development 1,
What It's Used For
Orientin’s evidence is a preclinical machine: cell and rodent studies of the isolate, plus umbrella reviews. The split that matters is which tissue (heart and brain dominate) and the fact that no rung of it is human.
Support is an experimental score — weighted by study type (human > animal > in vitro) and volume. A beta, not a validated metric. There is no human evidence for isolated orientin, so every score is capped by design — these rank preclinical strength, not clinical proof.
Orientin’s best-replicated thread, and all of it the isolated molecule. In whole-animal models it prolonged survival under hypoxia, increased coronary flow and blunted the ECG changes of chemically-induced myocardial ischaemia 6Reference 6AnimalFu XC, et al. (2007). [Protective effects of orientin on myocardial ischemia and hypoxia in animal models]. Nan Fang Yi Ke Da Xue Xue Bao (Journal of Southern Medical University). https://pubmed.ncbi.nlm.nih.gov/17715018/View study →; in ischaemic/reperfused myocardium and cultured cardiomyocytes it was anti-apoptotic, raising Bcl-2, lowering Bax, and cutting cytochrome-c release and caspase-3 — i.e. blocking the mitochondrial apoptotic pathway 7Reference 7Anti-apoptotic effect and the mechanism of orientin on ischaemic/reperfused myocardiumView study →.
A later mouse infarction study tied the protection to eNOS/NO signalling: orientin reduced infarct size, oxidative stress and adverse remodelling, and the benefit was abolished by the eNOS inhibitor L-NAME 8Reference 8Orientin reduces myocardial infarction size via eNOS/NO signaling and thus mitigates adverse cardiac remodelingView study →.
It also appears in the vasodilation story, mobilising Ca²⁺ in pulmonary endothelial cells 13Reference 13The mechanisms of calcium mobilization by procyanidins, flavonols and flavonoids from Cecropia glaziovii Snethl in pulmonary endothelial cell cultures endorse its popular use as vasodilator phytomedicineView study →.
Gap: every study is rodent or cell, on the isolate; there are no human cardiac trials, and the poor oral bioavailability 10Reference 10AnimalPharmacokinetics and tissue distribution study of orientin in rat by liquid chromatographyView study → leaves the deliverable dose uncertain.
A strong and mechanistically tidy isolate signal — but one especially undercut by delivery. In primary rat cortical neurons subjected to oxygen–glucose deprivation/reperfusion (a model of neonatal ischaemic brain injury), orientin pretreatment dose-dependently restored viability, cut LDH leakage and ROS, restored SOD/catalase/glutathione-peroxidase, and reduced apoptosis (↓caspase-3, ↓Bax, ↑Bcl-2) — effects that depended on the JNK and ERK1/2 pathways, since blocking them abolished the protection 5Reference 5AnimalNeuroprotective effects of orientin on oxygen-glucose deprivation/reperfusion-induced cell injury in primary culture of rat cortical neuronsView study →.
Reviews collect further CNS-injury and neuro-inflammatory models 1,
Gap: isolate + rodent/cell only, and orientin crosses the blood–brain barrier poorly 10Reference 10AnimalPharmacokinetics and tissue distribution study of orientin in rat by liquid chromatographyView study → — so the neuronal potency is a mechanism, not a demonstrated brain-delivered effect; no human neurological data exist.
The foundational property, and the one axis with an old, clean read. In the classic study of C-glycosylflavones from chickweed (Stellaria media), antioxidative activity was found only for orientin and iso-orientin — the two luteolin-based (catechol B-ring) glycosides — and not for the apigenin-based vitexin and isovitexin 3Reference 3Studies on antioxidative activity of some C-glycosylflavonesView study →.
Orientin is also the flavonoid credited with attenuating mitochondrial free-radical generation in motherwort heart-tissue work 4Reference 4The effect of Leonurus cardiaca herb extract and some of its flavonoids on mitochondrial oxidative phosphorylation in the heartView study →, and this radical-scavenging capacity is what most of the tissue-protection results above ultimately rest on.
Gap: antioxidant activity is almost all in-vitro / ex-vivo, sometimes as an isolate and sometimes as an extract constituent among many phenolics; it is a chemical property, not a clinical antioxidant outcome 3,
A single but well-characterised isolate study anchors this. In LPS-stimulated RAW 264.7 macrophages, orientin cut TNF-α, IL-6, IL-18 and IL-1β, and lowered COX-2/iNOS with their products PGE₂ and NO, acting through two pathways at once: suppression of NF-κB (blocking IκBα phosphorylation and NF-κB nuclear translocation) and inhibition of the NLRP3 inflammasome (reduced NLRP3/ASC/caspase-1) 9Reference 9Orientin ameliorates LPS-induced inflammatory responses through the inhibitory of the NF-κB pathway and NLRP3 inflammasomeView study →.
This dovetails with the anti-inflammatory contribution to the cardio- and neuro-protection above.
Gap: essentially one in-vitro macrophage model of the isolate; no in-vivo dose-response or human inflammation data confirm it 9Reference 9Orientin ameliorates LPS-induced inflammatory responses through the inhibitory of the NF-κB pathway and NLRP3 inflammasomeView study →.
Included precisely to draw the marker-versus-extract line. Orientin is one of the HPLC marker C-glycosides (with homoorientin/iso-orientin, vitexin and isovitexin) used to characterise passionflower (Passiflora incarnata) extracts, and such a characterised extract produced a diazepam-comparable, U-shaped anxiolytic effect mediated through the GABAergic system in mice 11Reference 11Anxiolytic activity of a phytochemically characterized Passiflora incarnata extract is mediated via the GABAergic systemView study →.
Gap: the anxiolysis is the whole extract’s, and its GABA mechanism is generally attributed to other flavonoids (apigenin/chrysin-type) — no study shows isolated orientin is anxiolytic. Treat orientin here as a quality marker, not the active principle 11Reference 11Anxiolytic activity of a phytochemically characterized Passiflora incarnata extract is mediated via the GABAergic systemView study →.
Mechanisms
| Target / pathway | Effect | Relevant to |
|---|---|---|
| ROS + antioxidant enzymes (SOD, catalase, GPx) | scavenges radicals; restores endogenous antioxidant enzyme activity | antioxidant; cardio/neuro-protection |
| Mitochondrial apoptotic pathway (Bcl-2 ↑, Bax ↓, cytochrome-c ↓, caspase-3 ↓) | anti-apoptotic — blocks intrinsic cell-death cascade | cardioprotection; neuroprotection |
| eNOS / NO signalling | activates endothelial NO synthase → reduced infarct size and remodelling (L-NAME-reversible) | cardioprotection |
| JNK and ERK1/2 | pathway-dependent neuronal survival after OGD/RP | neuroprotection |
| NF-κB (IκBα phosphorylation, nuclear translocation) | suppressed → ↓TNF-α, IL-6, COX-2/iNOS | anti-inflammatory |
| NLRP3 inflammasome (NLRP3/ASC/caspase-1) | inhibited → ↓IL-1β, IL-18 | anti-inflammatory |
| Endothelial Ca²⁺ mobilisation | mobilises intracellular Ca²⁺ in pulmonary endothelium | vasodilation |
The load-bearing point is that these are mostly one story told in several tissues: an antioxidant / anti-apoptotic core, with eNOS/NO, JNK/ERK and NF-κB/NLRP3 as the tissue-specific arms. Almost all of it is in-vitro or rodent, on the isolate.
Pharmacokinetics
Orientin’s pharmacokinetics are thinly characterised and route-limited. The one dedicated study dosed rats intravenously (20 mg/kg) — deliberately bypassing absorption — and found the compound rapidly distributed and eliminated within ~90 minutes, concentrating in liver, lung and kidney with no long-term tissue accumulation and limited blood–brain-barrier penetration 10Reference 10AnimalPharmacokinetics and tissue distribution study of orientin in rat by liquid chromatographyView study →. As a polar C-glycoside it is hydrophilic, which explains both the poor BBB entry and the low expected oral uptake 1,
Clinical Trials
There are no clinical trials of isolated orientin. The entire evidence base is preclinical (cell and rodent). The nearest human-relevant data belong to a whole Passiflora extract in which orientin is only a marker 11Reference 11Anxiolytic activity of a phytochemically characterized Passiflora incarnata extract is mediated via the GABAergic systemView study →.
| Completed | Planned | Terminated | Preclinical |
|---|---|---|---|
| None(isolate) | — | — | Cardioprotection, neuroprotection, antioxidant, anti-inflammatory (all cell/rodent) |
Last checked: July 2026.
Isolate vs. Plant Studies
The evidence divides cleanly. The mechanistic and protective work is the isolated molecule — the cardiomyocyte anti-apoptosis 7Reference 7Anti-apoptotic effect and the mechanism of orientin on ischaemic/reperfused myocardiumView study →, the eNOS/NO infarction study 8Reference 8Orientin reduces myocardial infarction size via eNOS/NO signaling and thus mitigates adverse cardiac remodelingView study →, the cortical-neuron OGD/RP experiments 5Reference 5AnimalNeuroprotective effects of orientin on oxygen-glucose deprivation/reperfusion-induced cell injury in primary culture of rat cortical neuronsView study → and the LPS/macrophage anti-inflammatory work 9Reference 9Orientin ameliorates LPS-induced inflammatory responses through the inhibitory of the NF-κB pathway and NLRP3 inflammasomeView study → all test orientin itself, which is a genuine strength for a mechanism base. The antioxidant data sit on both sides: the chickweed study isolated the four C-glycosylflavones and compared them head-to-head 3Reference 3Studies on antioxidative activity of some C-glycosylflavonesView study →, while the motherwort finding is orientin acting within a whole-herb extract 4Reference 4The effect of Leonurus cardiaca herb extract and some of its flavonoids on mitochondrial oxidative phosphorylation in the heartView study →.
The one place a plant orientin marks has human-relevant activity is passionflower — and there the effect is explicitly the whole extract’s: an HPLC-characterised Passiflora incarnata extract (orientin among its markers) was anxiolytic via the GABAergic system, comparable to diazepam, in mice 11Reference 11Anxiolytic activity of a phytochemically characterized Passiflora incarnata extract is mediated via the GABAergic systemView study →. That effect cannot be assigned to orientin; the standard reading credits other flavonoids, and no isolated-orientin anxiolysis exists. So the correct framing is: solid isolate mechanism in heart/brain/immune cells + no human isolate data + a plant-level effect (passionflower) that is not orientin’s to claim.
Its Role in Plants
Orientin is a flavone C-glycoside built on the general flavonoid pathway. The flavone core comes from luteolin’s precursors, and the defining C-glycosylation is installed not on the finished flavone but on an intermediate: a 2-hydroxyflavanone produced by a flavanone 2-hydroxylase (F2H, a CYP93-family enzyme) is C-glucosylated by a C-glycosyltransferase (CGT), and dehydration then yields the flavone C-glycoside 12Reference 12Indirect and direct routes to C-glycosylated flavones in Saccharomyces cerevisiaeView study →. Reconstructing this “indirect” route in yeast produces mixtures of the 6-C and 8-C isomers, with 3’-hydroxylation of the flavonoid shifting the balance toward the 8-C-glucoside, orientin 12Reference 12Indirect and direct routes to C-glycosylated flavones in Saccharomyces cerevisiaeView study →. A “direct” route, in which certain CGTs glycosylate the finished flavone, also exists but tends to favour the 6-C products 12Reference 12Indirect and direct routes to C-glycosylated flavones in Saccharomyces cerevisiaeView study →.
Functionally, C-glycosylflavones like orientin contribute to a plant’s antioxidant and UV-protective flavonoid pool and to stress and defence chemistry — the same radical-scavenging property that dominates the pharmacology. As with any constituent, this plant-biology role does not translate into a human-pharmacology claim.
Prevalence in Nature
Orientin is widespread but rarely dominant. It occurs across several plant families, typically as one of a set of co-occurring C-glycosylflavones (orientin, iso-orientin, vitexin, isovitexin). Documented sources include rooibos (Aspalathus linearis), millet, buckwheat sprouts, açaí, bamboo leaves (Phyllostachys spp.), and the aerial parts of holy basil, motherwort, passionflower and chickweed 1,
Where it has been quantified, the levels are modest. In rooibos infusion, orientin is one of the main flavonoids at roughly 1.0–1.3 mg/g 14Reference 14Quantitative characterization of flavonoid compounds in Rooibos tea (Aspalathus linearis) by LC-UV/DADView study →. In bamboo leaf it is a minor C-glycoside, ranging from undetectable to about 0.07 mg/g across species — far below the co-occurring iso-orientin 15Reference 15Rapid screening for flavone C-glycosides in the leaves of different species of bamboo and simultaneous quantitation of four marker compounds by HPLC-UV/DADView study →. Reviews describe millet and passion-fruit peel/juice as comparatively rich sources, but without figures verifiable here (see the gaps tracker) 1,
Major Natural Sources
| Source | Plant part | Reported orientin content |
|---|---|---|
| Rooibos (Aspalathus linearis) | leaf infusion | ~1.0–1.3 mg/g 14Reference 14Quantitative characterization of flavonoid compounds in Rooibos tea (Aspalathus linearis) by LC-UV/DADView study → |
| Bamboo (Phyllostachys spp.) | leaves | 0–0.07 mg/g 15Reference 15Rapid screening for flavone C-glycosides in the leaves of different species of bamboo and simultaneous quantitation of four marker compounds by HPLC-UV/DADView study → |
| Millet, buckwheat sprouts, açaí | grain / sprout / fruit | reported, not quantified here 1, |
| Passionflower, holy basil, motherwort, chickweed | aerial parts | marker constituent, not quantified here 3, |
These are content figures for the stated matrix (e.g. an infusion or dried leaf), not whole-plant percentages, and they shift with species, processing (e.g. fermented vs green rooibos) and method.
Discovery & Synthesis
Orientin is a long-known C-glycosylflavone whose name derives from Polygonum orientale, one of the plants from which it was characterised. The precise date and author of its first isolation are not well documented in the accessible literature, and it entered pharmacology as one of a cluster of flavone C-glycosides identified across many species through the 20th century.
Modern synthesis of orientin is chiefly of interest for supply and study rather than commerce: because direct chemical C-glycosylation is difficult, recent work reconstructs the biosynthetic route in engineered microbes — expressing a flavanone 2-hydroxylase together with a C-glycosyltransferase in Saccharomyces cerevisiae to build orientin (and its isomers) from flavonoid precursors 12Reference 12Indirect and direct routes to C-glycosylated flavones in Saccharomyces cerevisiaeView study →. There is no large-scale commercial manufacture; material for research is obtained by extraction from rich sources (rooibos, bamboo leaf, millet) or by such biosynthetic routes.
Patents: not yet researched.
Toxicity & Safety
Orientin carries a low toxicity flag. It is a constituent of ordinary foods and beverages — millet, rooibos, and passionflower/holy-basil teas — consumed for generations without a specific safety signal attached to the molecule, and its poor absorption further limits systemic exposure 1,
- Low-toxicity dietary flavonoid. A normal constituent of millet, rooibos and herbal teas, with no specific safety signal and limited systemic absorption 1,
10Reference 1Orientin: a natural glycoside with versatile pharmacological activitiesView study →Reference 10AnimalPharmacokinetics and tissue distribution study of orientin in rat by liquid chromatographyView study → . - All evidence is preclinical. No human trials of the isolate exist — efficacy and safety in people are simply unknown.
- Poor bioavailability undercuts potency. In-vitro and rodent effects occur at exposures an oral dose may not reach; do not read the mechanistic results as a delivered human benefit 1,
10Reference 1Orientin: a natural glycoside with versatile pharmacological activitiesView study →Reference 10AnimalPharmacokinetics and tissue distribution study of orientin in rat by liquid chromatographyView study → . - Marker, not proven active, in passionflower. Its presence does not make orientin responsible for a herb’s effect — the passionflower anxiolysis is the whole extract’s 11Reference 11Anxiolytic activity of a phytochemically characterized Passiflora incarnata extract is mediated via the GABAergic systemView study →.
Dosage
There is no established or recommended human dose for isolated orientin. The figures in the literature are preclinical: cell-culture concentrations (typically low micromolar) and rodent doses, including the 20 mg/kg intravenous dose used to map its pharmacokinetics 10Reference 10AnimalPharmacokinetics and tissue distribution study of orientin in rat by liquid chromatographyView study →. None is convertible to human self-dosing, and the compound’s low oral bioavailability would in any case complicate translating a rodent dose to an oral human one 1,
Real human exposure is dietary and indirect — orientin arrives as one C-glycosylflavone within millet, rooibos, passionflower and holy-basil products, whose own dosing (as foods or standardised herbal extracts) is decided at the herb/product level, not the molecule level. These are research figures and food-exposure notes, not a personal recommendation.
References
- Ishaq AR, et al. (2025). Orientin: a natural glycoside with versatile pharmacological activities. Natural Product Research. https://pubmed.ncbi.nlm.nih.gov/39757367/
- Fahmy MI, et al. (2025). Orientin: a comprehensive review of a promising bioactive flavonoid. Inflammopharmacology. https://pubmed.ncbi.nlm.nih.gov/40056319/
- Budzianowski J, et al. (1991). Studies on antioxidative activity of some C-glycosylflavones. Polish Journal of Pharmacology and Pharmacy. https://pubmed.ncbi.nlm.nih.gov/1824129/
- Bernatoniene J, et al. (2014). The effect of Leonurus cardiaca herb extract and some of its flavonoids on mitochondrial oxidative phosphorylation in the heart. Planta Medica. https://pubmed.ncbi.nlm.nih.gov/24841965/
- Tian T, et al. (2018). Neuroprotective effects of orientin on oxygen-glucose deprivation/reperfusion-induced cell injury in primary culture of rat cortical neurons. Experimental Biology and Medicine. https://pubmed.ncbi.nlm.nih.gov/29073777/
- Fu XC, et al. (2007). [Protective effects of orientin on myocardial ischemia and hypoxia in animal models]. Nan Fang Yi Ke Da Xue Xue Bao (Journal of Southern Medical University). https://pubmed.ncbi.nlm.nih.gov/17715018/
- Fu XC, et al. (2006). Anti-apoptotic effect and the mechanism of orientin on ischaemic/reperfused myocardium. Journal of Asian Natural Products Research. https://pubmed.ncbi.nlm.nih.gov/16864433/
- Li F, et al. (2017). Orientin reduces myocardial infarction size via eNOS/NO signaling and thus mitigates adverse cardiac remodeling. Frontiers in Pharmacology. https://pubmed.ncbi.nlm.nih.gov/29311930/
- Xiao Q, et al. (2017). Orientin ameliorates LPS-induced inflammatory responses through the inhibitory of the NF-κB pathway and NLRP3 inflammasome. Evidence-Based Complementary and Alternative Medicine. https://pubmed.ncbi.nlm.nih.gov/28197210/
- Li X, et al. (2008). Pharmacokinetics and tissue distribution study of orientin in rat by liquid chromatography. Journal of Pharmaceutical and Biomedical Analysis. https://pubmed.ncbi.nlm.nih.gov/18395390/
- Grundmann O, et al. (2008). Anxiolytic activity of a phytochemically characterized Passiflora incarnata extract is mediated via the GABAergic system. Planta Medica. https://pubmed.ncbi.nlm.nih.gov/19006051/
- Vanegas KG, et al. (2018). Indirect and direct routes to C-glycosylated flavones in Saccharomyces cerevisiae. Microbial Cell Factories. https://pubmed.ncbi.nlm.nih.gov/29986709/
- Trettel CDS, et al. (2021). The mechanisms of calcium mobilization by procyanidins, flavonols and flavonoids from Cecropia glaziovii Snethl in pulmonary endothelial cell cultures endorse its popular use as vasodilator phytomedicine. Biomedicine & Pharmacotherapy. https://pubmed.ncbi.nlm.nih.gov/34610498/
- Bramati L, et al. (2002). Quantitative characterization of flavonoid compounds in Rooibos tea (Aspalathus linearis) by LC-UV/DAD. Journal of Agricultural and Food Chemistry. https://pubmed.ncbi.nlm.nih.gov/12236672/
- Wang J, et al. (2012). Rapid screening for flavone C-glycosides in the leaves of different species of bamboo and simultaneous quantitation of four marker compounds by HPLC-UV/DAD. International Journal of Analytical Chemistry. https://pubmed.ncbi.nlm.nih.gov/22654910/
