5alpha-lanosta-8,24-diene-26-hydroxy-3,7-dione

ID: ALA457601

Chembl Id: CHEMBL457601

Cas Number: 873061-79-1

PubChem CID: 11705156

Max Phase: Preclinical

Molecular Formula: C30H46O3

Molecular Weight: 454.70

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C/C(=C\CC[C@@H](C)[C@H]1CC[C@@]2(C)C3=C(CC[C@]12C)[C@@]1(C)CCC(=O)C(C)(C)[C@@H]1CC3=O)CO

Standard InChI:  InChI=1S/C30H46O3/c1-19(18-31)9-8-10-20(2)21-11-16-30(7)26-22(12-15-29(21,30)6)28(5)14-13-25(33)27(3,4)24(28)17-23(26)32/h9,20-21,24,31H,8,10-18H2,1-7H3/b19-9+/t20-,21-,24+,28-,29-,30+/m1/s1

Standard InChI Key:  SDAWCNCFVWQZDP-GOUGDUPLSA-N

Alternative Forms

1. Parent:

   

   ALA457601

   GANODERONE A

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 454.70

Molecular Weight (Monoisotopic): 454.3447

AlogP: 6.84

#Rotatable Bonds: 5

Polar Surface Area: 54.37

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 6.32

CX LogD: 6.32

Aromatic Rings: ┄

Heavy Atoms: 33

QED Weighted: 0.46

Np Likeness Score: 3.47

References

1. Niedermeyer TH, Lindequist U, Mentel R, Gördes D, Schmidt E, Thurow K, Lalk M..  (2005)  Antiviral Terpenoid Constituents of Ganoderma pfeifferi.,  68  (12): [PMID:16378363] [10.1021/np0501886]

2. Wang K, Bao L, Xiong W, Ma K, Han J, Wang W, Yin W, Liu H..  (2015)  Lanostane Triterpenes from the Tibetan Medicinal Mushroom Ganoderma leucocontextum and Their Inhibitory Effects on HMG-CoA Reductase and α-Glucosidase.,  78  (8): [PMID:26287401] [10.1021/acs.jnatprod.5b00331]

Source

Source(1):

• Scientific Literature