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Hederagenin

Hederagenin structure

CAS No:
465-99-6
Formula:
C30H48O4
Chemical Name:
Hederagenin
Synonyms:
Olean-12-en-28-oic acid,3,23-dihydroxy-,(3β,4α)-;Olean-12-en-28-oic acid,3β,23-dihydroxy-;(3β,4α)-3,23-Dihydroxyolean-12-en-28-oic acid;Caulosapogenin;Hederagenin;Hederagenol;Astrantiagenin E;Hederagenic acid;NSC 24954;Hederagenine;3β,23-Dihydroxyolean-12-en-28-oic acid;Helexin;2102352-61-2
Categories:
Natural Products > Terpenes

Description

Hederagenin is a triterpenoid saponin. It can inhibit LPS-stimulated expression of iNOS, COX-2, and NF-κBHederagenin can Exhibits multiple pharmacological activities in the treatment of hyperlipidemia, antilipid peroxidation, antiplatelet aggregation, liver protection, antidepression, anti-inflammation.[1]In vitro:1) Hederagenin can correct the imbalance of endothelial function by inhibiting the release of large amounts of iNOS and increasing eNOS contents and inhibits the IKKβ/NF-κB sig

Hederagenin is a sapogenin that is olean-12-en-28-oic acid substituted by hydroxy groups at positions 3 and 23 (the 3beta stereoisomer). It has a role as a plant metabolite. It is a pentacyclic triterpenoid, a dihydroxy monocarboxylic acid and a sapogenin. It derives from an oleanolic acid. It is a conjugate acid of a hederagenin(1-). It derives from a hydride of an oleanane.

Hederagenin Basic Attributes

Molecular Weight：

472.71

Exact Mass：

472.70

EC Number：

207-369-9

UNII：

RQF57J8212

NSC Number：

24954

HScode：

29181990

Characteristics

PSA：

77.8

XLogP3：

7.41

Density：

1.1±0.1 g/cm3

Melting Point：

325 °C

Boiling Point：

589.4±50.0 °C at 760 mmHg

Flash Point：

324.3±26.6 °C

Refractive Index：

1.569

Vapor Pressure：

0mmHg at 25°C

Collision Cross Section：

210.6 Å² [M+H-H2O]+ [CCS Type: TW, Method: calibrated with polyalanine and drug standards]

Safety Information

wgk germany：

hazard class code：

R22

safety instructions：

22-45

Marks：

Xi: Irritant;

Drug Information

MeSH Entry Terms：

cyclocaric acid A

Hederagenin Use and Manufacturing

Triterpenoid which can inhibit the proliferation of leukemia HL-60 cells.

Computed Properties

Molecular Weight:472.7
XLogP3:6.8
Hydrogen Bond Donor Count:3
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:2
Exact Mass:472.35526001
Monoisotopic Mass:472.35526001
Topological Polar Surface Area:77.8
Heavy Atom Count:34
Complexity:908
Defined Atom Stereocenter Count:9
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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Guide of Hederagenin

Description
Basic Attributes
Characteristics
Safety Information
Drug Information
Use and Manufacturing
Computed Properties
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