| Identification | Back Directory | [Name]
ORIENTIN | [CAS]
28608-75-5 | [Synonyms]
lutexin
ORIENTIN
ORIENTINE
Polygonin
Aids026706
Aids-026706
ORIENTIN(P)
ORIENTIN(SH)
ORIDONIN (RG)
Orientin,Lutexin
orientin(flavone)
8-Glucosylluteolin
ORIENTIN WITH HPLC
ORIENTIN USP/EP/BP
luteolin8-glucoside
LUTEOLIN-8-C-GLUCOSIDE
Luteolin 8-C-β-D-glucopyranoside
Orientin, froM PolygonuM orientale
Luteolin 8-C-beta-D-Glucopyranoside
Orientin, 98%, from Polygonum orientale
Orientin, 98%, from Polygonum orientale L.
8-β-D-Glucopyranosyl-3',4',5,7-tetrahydroxyflavone
8-beta-D-Glucopyranosyl-3',4',5,7-tetrahydroxyflavone
2-(3,4-dihydroxyphenyl)-8-beta-d-glucopyranosyl-5,7-dihydroxy-4h-1-benzopyra
4h-1-benzopyran-4-one,2-(3,4-dihydroxyphenyl)-8-beta-d-glucopyranosyl-5,7-dihy
2-(3,4-Dihydroxyphenyl)-8-β-D-glucopyranosyl-5,7-dihydroxy-4H-1-benzopyran-4-one
4H-1-Benzopyran-4-one, 2-(3,4-dihydroxyphenyl)-8-β-D-glucopyranosyl-5,7-dihydroxy-
2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-8-(β-D-glucopyranosyl)-4H-1-benzopyran-4-one
2-(3,4-Dihydroxyphenyl)-8-beta-D-glucopyranosyl-5,7-dihydroxy-4H-1-benzopyran-4-one
4H-1-Benzopyran-4-one, 2-(3,4-dihydroxyphenyl)-8-.beta.-D-glucopyranosyl-5,7-dihydroxy- | [Molecular Formula]
C21H20O11 | [MDL Number]
MFCD00017432 | [MOL File]
28608-75-5.mol | [Molecular Weight]
448.38 |
| Chemical Properties | Back Directory | [Melting point ]
260-285°C | [Boiling point ]
816.1±65.0 °C(Predicted) | [density ]
1.759±0.06 g/cm3(Predicted) | [storage temp. ]
Keep in dark place,Sealed in dry,2-8°C | [solubility ]
1 M NaOH: soluble1mg/mL, clear, yellow-orange | [form ]
powder | [pka]
6.24±0.40(Predicted) | [color ]
yellow | [Stability:]
Hygroscopic | [Major Application]
metabolomics
vitamins, nutraceuticals, and natural products | [InChIKey]
PLAPMLGJVGLZOV-FYNBPVOANA-N | [SMILES]
C12OC(=CC(=O)C=1C(=CC(O)=C2[C@H]1[C@H](O)[C@H]([C@H](O)[C@@H](CO)O1)O)O)C1C=CC(O)=C(O)C=1 |&1:12,13,15,16,18,r| | [LogP]
1.580 (est) |
| Hazard Information | Back Directory | [Description]
Orientin is a flavone glycoside originally isolated from P. orientale that has diverse biological activities, including antioxidant, antibacterial, and anti-inflammatory properties.1,2,3,4 Orientin scavenges 2,2-diphenyl-1-picryl-hydrazyl (DPPH; Item No. 14805) radicals with an IC50 value of 316.21 μg/ml.2 It also decreases the cytopathic effects of parainfluenza type 3 virus with an IC50 value of 11.7 μg/ml and a cytotoxic concentration (CC50) value of 375 μg/ml in Hep-2 cells.3 Orientin (5-40 μM) inhibits LPS-induced barrier disruption, decreases the expression of toll-like receptor 4 (TLR4), phosphorylated p38, and NF-κB, and decreases TNF-α production and IL-6 secretion in a dose-dependent manner in human umbilical vein endothelial cells (HUVECs).4 It also prolongs survival in a mouse model of LPS-induced lethal endotoxemia when administered at a dose of 36 μg/animal 12 hours after LPS administration. | [Chemical Properties]
Yellow powder | [Uses]
Orientin is a flavone, a chemical flavonoid compound. Orientin have been investigated for its anti-oxidant, antihypertensive and antihyperlipidemic effects. | [Definition]
ChEBI: A C-glycosyl compound that is luteolin substituted by a beta-D-glucopyranosyl moiety at position 8. | [in vivo]
Orientin (0.1–10 mg/kg for p.o.;once) inhibits allergic reaction in PCA mouse model[1].
Orientin (10–40 mg/kg for i.p.;once daily for 12 days) has an anti-neuroinflammatory effect in SNL rat model[2]. | Animal Model: | PCA mouse model[1] | | Dosage: | 0.1–10 mg/kg | | Administration: | Oral gavage (p.o.); Euthanized mouse after 1 h | | Result: | Significantly suppressed PCA reactions in PCA mouse model. |
| Animal Model: | SNL rat model[2] | | Dosage: | 10, 20, 40 mg/kg | | Administration: | Intraperitoneal injection (i.p.); Once daily for 12 days | | Result: | Alleviated the downreg-ulation of PWL and promoted the behavior recovery in SNL rat model.
Decreased the levels of IL-6, IL-1β and TNF-α.
Increased the level of anti-inflammatory IL-10.
Down-regulated the level of MDA.
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| [References]
[1] De Souza, F.I., Zumiotti, A.V., and Da Silva, C.F. Neuregulins 1-α and 1-β on the regeneration the peripheral nerves[J]. Acta Ortop Bras.
[2] NAN WU. Antioxidant activities of extracts and main components of Pigeonpea [Cajanus cajan (L.) Millsp.] leaves.[J]. Molecules, 2009, 14 3: 1032-1043. DOI: 10.3390/molecules14031032
[3] YAO-LAN LI . Antiviral activities of flavonoids and organic acid from Trollius chinensis Bunge[J]. Journal of ethnopharmacology, 2002, 79 3: Pages 365-368. DOI: 10.1016/s0378-8741(01)00410-x
[4] WONHWA LEE Jong S B Sae Kwang Ku. Vascular barrier protective effects of orientin and isoorientin in LPS-induced inflammation in vitro and in vivo[J]. Vascular pharmacology, 2014, 62 1: Pages 3-14. DOI: 10.1016/j.vph.2014.04.006 |
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