Introduction：Basic information about ORIENTIN CAS 28608-75-5, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
ORIENTIN Basic information
| Product Name: | ORIENTIN |
| Synonyms: | 2-(3,4-Dihydroxyphenyl)-8-beta-D-glucopyranosyl-5,7-dihydroxy-4H-1-benzopyran-4-one;ORIDONIN (RG);4H-1-Benzopyran-4-one, 2-(3,4-dihydroxyphenyl)-8-.beta.-D-glucopyranosyl-5,7-dihydroxy-;Aids026706;Aids-026706;8-Glucosylluteolin;ORIENTIN;ORIENTINE |
| CAS: | 28608-75-5 |
| MF: | C21H20O11 |
| MW: | 448.38 |
| EINECS: | |
| Product Categories: | chemical reagent;pharmaceutical intermediate;phytochemical;reference standards from Chinese medicinal herbs (TCM).;standardized herbal extract;Aromatics, Glucuronides, Pharmaceuticals, Intermediates & Fine Chemicals |
| Mol File: | 28608-75-5.mol |
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ORIENTIN Chemical Properties
| Melting point | 260-285°C |
| Boiling point | 816.1±65.0 °C(Predicted) |
| density | 1.759±0.06 g/cm3(Predicted) |
| storage temp. | 2-8°C(protect from light) |
| solubility | 1 M NaOH: soluble1mg/mL, clear, yellow-orange |
| pka | 6.24±0.40(Predicted) |
| form | powder |
| 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) |
Safety Information
| Safety Statements | 24/25 |
| WGK Germany | 3 |
| RTECS | DJ3009300 |
| HS Code | 29389090 |
| Storage Class | 11 - Combustible Solids |
ORIENTIN Usage And Synthesis
| Description | Orientin is a flavone glycoside originally isolated from P. orientale that has diverse biological activities, including antioxidant, antibacterial, and anti-inflammatory properties. Orientin scavenges 2,2-diphenyl-1-picryl-hydrazyl (DPPH; ) radicals with an IC50 value of 316.21 μg/ml. 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. 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). 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. |
| | 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 |
ORIENTIN Preparation Products And Raw materials |
