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

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

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

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(28608-75-5)Related Product Information

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