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Agnuside

Agnuside structure

CAS No:
11027-63-7
Formula:
C22H26O11
Chemical Name:
Agnuside
Synonyms:
β-D-Glucopyranoside,(1S,4aR,5S,7aS)-1,4a,5,7a-tetrahydro-5-hydroxy-7-[[(4-hydroxybenzoyl)oxy]methyl]cyclopenta[c]pyran-1-yl;Agnuside;β-D-Glucopyranoside,1,4a,5,7a-tetrahydro-5-hydroxy-7-[[(4-hydroxybenzoyl)oxy]methyl]cyclopenta[c]pyran-1-yl,(1α,4aα,5α,7aα)-;(1S,4aR,5S,7aS)-1,4a,5,7a-Tetrahydro-5-hydroxy-7-[[(4-hydroxybenzoyl)oxy]methyl]cyclopenta[c]pyran-1-yl β-D-glucopyranoside;Buddlejoside A;(-)-Buddlejoside A;Agnoside;31712-40-0;37264-64-5;40737-96-0
Categories:
Flavors and Fragrances > Natural Spices

Description

Yellow Oil

Agnuside is a benzoate ester resulting from the formal condensation of the carboxy group of 4-hydroxybenzoic acid with the primary hydroxy group of aucubin. It is an iridoid glycoside found in several Vitex plants including Vitex agnus-castus. It has a role as a plant metabolite, an anti-inflammatory agent, a pro-angiogenic agent and a cyclooxygenase 2 inhibitor. It is a terpene glycoside, an iridoid monoterpenoid, a benzoate ester, a member of phenols, a beta-D-glucoside, a cyclopentapyran and a monosaccharide derivative. It derives from an aucubin.

Agnuside Basic Attributes

Molecular Weight：

466.44

Exact Mass：

466.44

UNII：

JB24Q0OT9G

DSSTox ID：

DTXSID10149191

HScode：

29329990

Characteristics

PSA：

175.37000

XLogP3：

-1.24

Appearance：

orangish-yellow to light yellow liquid

Density：

1.59±0.1 g/cm3(Predicted)

Melting Point：

146 °C

Boiling Point：

785.5±60.0 °C(Predicted)

Flash Point：

273.5±26.4 °C

Refractive Index：

1.681

Storage Conditions：

-20°C

Vapor Pressure：

5.4E-26mmHg at 25°C

Safety Information

Transport codes：

NONH for all modes of transport

wgk germany：

hazard class code：

safety instructions：

Marks：

Precautionary statement(s)：

P305 + P351 + P338

Hazard Statements：

H319

GHS Classification：

|Warning|H319 (97.5%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]|P264, P280, P305+P351+P338, and P337+P313|Aggregated GHS information provided by 42 companies from 3 notifications to the ECHA C&L Inventory.

Drug Information

MeSH Entry Terms：

agnuside

Agnuside Use and Manufacturing

Agnuside is an known iridoid glycoside found in Vitex herbs or plants. Agnuside have been used in various applications including in the treatment of premenstrual syndrome and regulation of menopause symptoms. This is mainly due to the fact that Agnuside exhibits estrogen-like activities as it interacts with estrogen receptors (ER-alpha) and estrogen receptor-regulated pregesterone receptors. Recent studies have also evaluated Agnuside for the probable mechanism of anti-arthritic activity, which suggested the possible development of Agnuside as a therapeutic agent in the treatment of arthritis by the modulation of the host immune response.

Computed Properties

Molecular Weight:466.4
XLogP3:-1.1
Hydrogen Bond Donor Count:6
Hydrogen Bond Acceptor Count:11
Rotatable Bond Count:7
Exact Mass:466.14751164
Monoisotopic Mass:466.14751164
Topological Polar Surface Area:175
Heavy Atom Count:33
Complexity:747
Defined Atom Stereocenter Count:9
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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Registered Holders

Jiangxi KangShengTang Pharmaceutical Co., Ltd.

China
Inactive

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