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Astilbin

Astilbin structure

CAS No:
29838-67-3
Formula:
C21H22O11
Chemical Name:
Astilbin
Synonyms:
4H-1-Benzopyran-4-one,3-[(6-deoxy-α-L-mannopyranosyl)oxy]-2-(3,4-dihydroxyphenyl)-2,3-dihydro-5,7-dihydroxy-,(2R,3R)-;Astilbin;4H-1-Benzopyran-4-one,3-[(6-deoxy-α-L-mannopyranosyl)oxy]-2-(3,4-dihydroxyphenyl)-2,3-dihydro-5,7-dihydroxy-,(2R-trans)-;(2R,3R)-3-[(6-Deoxy-α-L-mannopyranosyl)oxy]-2-(3,4-dihydroxyphenyl)-2,3-dihydro-5,7-dihydroxy-4H-1-benzopyran-4-one;Taxifolin 3-rhamnoside;Taxifolin 3-O-rhamnoside;Dihydroquercetin 3-O-α-L-rhamnopyranoside;Dihydroquercetin 3-rhamnoside;(-)-(2R,3R)-Dihydroquercetin 3-O-α-L-rhamnoside;Dihydroquercitrin;(2R,3R)-Astilbin;(2R,3R)-Dihydroquercetin 3-O-α-L-rhamnopyranoside;Taxifolin 3-O-α-L-rhamnopyranoside;11027-89-7;29838-66-2;30375-17-8;953049-81-5
Categories:
Natural Products > Flavonoids

Description

Astilbin, a flavonoid compound, is isolated from the rhizome of Smilax glabra. Astilbin enhances NRF2 activation. Astilbin also suppresses TNF-α expression and NF-κB activation.

Solid

Astilbin is a flavanone glycoside that is (+)-taxifolin substituted by a alpha-L-rhamnosyl moiety at position 3 via a glycosidic linkage. It has a role as a radical scavenger, an anti-inflammatory agent and a plant metabolite. It is an alpha-L-rhamnoside, a member of 3'-hydroxyflavanones, a tetrahydroxyflavanone, a flavanone glycoside, a monosaccharide derivative and a member of 4'-hydroxyflavanones. It derives from a (+)-taxifolin. It is an enantiomer of a neoastilbin.

Astilbin Basic Attributes

Molecular Weight：

450.4

Exact Mass：

450.39

EC Number：

300-009-0

HScode：

29389090

Characteristics

PSA：

186.37000

XLogP3：

0.03810

Appearance：

White powder

Density：

1.7±0.1 g/cm3

Melting Point：

180 °C (decomp)

Boiling Point：

801.1°C at 760 mmHg

Flash Point：

282.9±27.8 °C

Refractive Index：

1.748

Water Solubility：

H2O: soluble1mg/mL, clear, colorless

Storage Conditions：

2-8°C

Vapor Pressure：

4.42E-27mmHg at 25°C

Collision Cross Section：

205.87 Å² [M+H]+ [CCS Type: DT, Method: stepped-field]|212.64 Å² [M+Na]+ [CCS Type: DT, Method: stepped-field]|198.33 Å² [M-H]- [CCS Type: DT, Method: stepped-field]|197.7 Å² [M-H]-

Safety Information

Transport codes：

UN 3077 9 / PGIII

wgk germany：

hazard class code：

safety instructions：

Marks：

Precautionary statement(s)：

P273

Hazard Statements：

H400

GHS Classification：

|Warning|H400 (100%): Very toxic to aquatic life [Warning Hazardous to the aquatic environment, acute hazard]|P273, P391, and P501|Aggregated GHS information provided by 194 companies from 2 notifications to the ECHA C&L Inventory.

Drug Information

MeSH Entry Terms：

(2R-cis)-isomer of astilbin

Computed Properties

Molecular Weight:450.4
XLogP3:0.4
Hydrogen Bond Donor Count:7
Hydrogen Bond Acceptor Count:11
Rotatable Bond Count:3
Exact Mass:450.11621151
Monoisotopic Mass:450.11621151
Topological Polar Surface Area:186
Heavy Atom Count:32
Complexity:676
Defined Atom Stereocenter Count:7
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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Guide of Astilbin

Description
Basic Attributes
Characteristics
Safety Information
Drug Information
Computed Properties
Recommended Suppliers
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