12beta-acetoxy-7alpha,19-dihydroxygorgosterol

ID: ALA508686

PubChem CID: 11730989

Max Phase: Preclinical

Molecular Formula: C32H52O5

Molecular Weight: 516.76

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@@]32CO)[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/C32H52O5/c1-17(2)19(4)30(6)15-26(30)18(3)23-8-9-24-29-25(14-28(31(23,24)7)37-20(5)34)32(16-33)11-10-22(35)12-21(32)13-27(29)36/h13,17-19,22-29,33,35-36H,8-12,14-16H2,1-7H3/t18-,19+,22-,23+,24-,25-,26+,27+,28+,29-,30+,31+,32+/m0/s1

Standard InChI Key:  YRZCADRKQLYEGU-YRMWXLKQSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA508686

   [(3S,7S,8R,9S,10S,12R,13R,14S,17R)-3,7-dihydroxy-10-(hydroxymethyl)-13-methyl-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: 516.76

Molecular Weight (Monoisotopic): 516.3815

AlogP: 5.37

#Rotatable Bonds: 6

Polar Surface Area: 86.99

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.14

CX LogD: 4.14

Aromatic Rings: ┄

Heavy Atoms: 37

QED Weighted: 0.33

Np Likeness Score: 3.17

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