ChemicalBook Product Catalog Biochemical Engineering Natural Products ORIENTIN

ORIENTIN

Product NameORIENTIN
CAS28608-75-5
MFC21H20O11
MW448.38
EINECS
MOL File28608-75-5.mol

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

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 Supplier

ORIENTIN manufacturers

Related Product Information

Send Inquriy