12beta-acetoxy-7alpha-hydroxygorgosterol

ID: ALA454512

PubChem CID: 637179

Max Phase: Preclinical

Molecular Formula: C32H52O4

Molecular Weight: 500.76

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)O[C@@H]1C[C@H]2[C@@H]([C@H](O)C=C3C[C@@H](O)CC[C@@]32C)[C@@H]2CC[C@H]([C@H](C)[C@H]3C[C@]3(C)[C@H](C)C(C)C)[C@@]12C

Standard InChI:  InChI=1S/C32H52O4/c1-17(2)19(4)31(7)16-26(31)18(3)23-9-10-24-29-25(15-28(32(23,24)8)36-20(5)33)30(6)12-11-22(34)13-21(30)14-27(29)35/h14,17-19,22-29,34-35H,9-13,15-16H2,1-8H3/t18-,19+,22-,23+,24-,25-,26+,27+,28+,29-,30-,31+,32+/m0/s1

Standard InChI Key:  CUYULTOZWPGDFW-OZYXUASZSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA454512

   [(3S,7S,8R,9S,10R,12R,13R,14S,17R)-3,7-dihydroxy-10,13-dimethyl-17-[(1R)-1-[(1R,2R)-2-methyl-2-[(2R)-3-methylbutan-2-yl]cyclopropyl]ethyl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-12-yl] acetate

Molecule Features

Natural Product: Yes

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: 500.76

Molecular Weight (Monoisotopic): 500.3866

AlogP: 6.39

#Rotatable Bonds: 5

Polar Surface Area: 66.76

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 5.42

CX LogD: 5.42

Aromatic Rings: ┄

Heavy Atoms: 36

QED Weighted: 0.34

Np Likeness Score: 3.11

References

1. Wright AD, Goclik E, König GM..  (2003)  Oxygenated analogues of gorgosterol and ergosterol from the soft coral Capnella lacertiliensis.,  66  (2): [PMID:12608844] [10.1021/np0200111]

Source

Source(1):

• Scientific Literature