Daucosterol

Daucosterol
Compound Structure:
Synonyms: (-)-beta-Sitosterol-beta-D-glucopyranoside; (2R,3R,4S,5S,6R)-2-(((3S,8S,9S,10R,13R,14S,17R)-17-((2R,5R)-5-Ethyl-6-methylheptan-2-yl)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl)oxy)-6-(hydroxymethyl)t
Compound ID: NMPC-949
PubChem ID:

5742590
Molecular Formula: C35H60O6
Canonical SMILES: CCC(CCC(C)C1CCC2C1(CCC3C2CC=C4C3(CCC(C4)OC5C(C(C(C(O5)CO)O)O)O)C)C)C(C)C
InChIKey: NPJICTMALKLTFW-OFUAXYCQSA-N
About the compound:

Daucosterol is a type of steroid saponin, characterized by its structure where sitosterol is attached to a beta-D-glucopyranosyl residue at the 3rd position through a glycosidic linkage. This compound has been isolated from plants such as Panax japonicus var. major and Breynia fruticosa, and it functions as a plant metabolite. As a steroid saponin, daucosterol falls into the categories of both a beta-D-glucoside and a monosaccharide derivative. It is functionally related to sitosterol, a naturally occurring sterol. Structurally, daucosterol is derived from a hydride of stigmastane. Daucosterol's presence in specific plants, along with its classification as a steroid saponin, highlights its potential biological importance and possible roles in the plant's physiology and interactions with its environment.
Properties:

Chemical and Physical Properties

Property Name

Property Value

Molecular Weight

576.8 g/mol

XLogP3-AA

7.7

Hydrogen Bond Donor Count

4

Hydrogen Bond Acceptor Count

6

Rotatable Bond Count

9

Exact Mass

576.43898963 g/mol

Monoisotopic Mass

576.43898963 g/mol

Topological Polar Surface Area

99.4Ų

Heavy Atom Count

41

Formal Charge

0

Complexity

920

Isotope Atom Count

0

Defined Atom Stereocenter Count

14

Undefined Atom Stereocenter Count

0

Defined Bond Stereocenter Count

0

Undefined Bond Stereocenter Count

0

Covalently-Bonded Unit Count

1

Compound Is Canonicalized

Yes

Source: PubChem
Source Species: Calliandra portoricensis
Download SDF