(20S, 24R)-Epoxydammarane-3β, 25-diol

(20S, 24R)-Epoxydammarane-3β, 25-diol
Compound Structure:
Synonyms: 3-Dehydropyxinol;20S,24R-Epoxydammar-12,25-diol-3-one;(20S)-Protopanaxadiol metabolite M2-2;(20S,24R)-12beta,25-Dihydroxy-20,24-epoxydammaran-3-one; (12beta,24R)-20,24-Epoxy-12,25-dihydroxydammaran-3-one; Dammaran-3-one, 20,24-epoxy-12,25-dihydroxy-, (12b
Compound ID: NMPC-020
PubChem ID:

14038588

Molecular Formula: C30H50O4
Canonical SMILES: CC1(C2CCC3(C(C2(CCC1=O)C)CC(C4C3(CCC4C5(CCC(O5)C(C)(C)O)C)C)O)C)C
InChIKey: MOCDJPYINJXPKU-BDSQRYQESA-N
About the compound:

This molecule belongs to the dammarane family of triterpenoids, which is a type of naturally occurring organic compound characterized by a four-ring structure. The "epoxy" indicates an oxygen bridge between two carbon atoms, and "diol" indicates the presence of two alcohol (-OH) groups. The specific stereochemistry is indicated by the "20S, 24R" configuration. Triterpenoids like the one mentioned are typically found in various plants, especially in resins and saps of trees. Dammarane triterpenoids, for example, are commonly found in the sap of trees in the Dipterocarpaceae family, which produce dammar resin. Some dammarane triterpenoids are also found in certain medicinal herbs, notably ginseng. Many triterpenoids, including various dammarane types, have been used in traditional medicines across different cultures. Their potential therapeutic effects range from anti-inflammatory to anti-tumor activities.

Properties:

Chemical and Physical Properties

Property Name

Property Value

Molecular Weight

474.7 g/mol

XLogP3-AA

5.6

Hydrogen Bond Donor Count

2

Hydrogen Bond Acceptor Count

4

Rotatable Bond Count

2

Exact Mass

474.37091007 g/mol

Monoisotopic Mass

474.37091007 g/mol

Topological Polar Surface Area

66.8²

Heavy Atom Count

34

Formal Charge

0

Complexity

864

Isotope Atom Count

0

Defined Atom Stereocenter Count

10

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: Ficus thonningii
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