12beta-acetoxyergost-5-ene-3beta,11beta,16-triol

ID: ALA493433

PubChem CID: 44566214

Max Phase: Preclinical

Molecular Formula: C30H50O5

Molecular Weight: 490.73

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C30H50O5/c1-16(2)17(3)8-9-18(4)25-24(33)15-23-22-11-10-20-14-21(32)12-13-29(20,6)26(22)27(34)28(30(23,25)7)35-19(5)31/h10,16-18,21-28,32-34H,8-9,11-15H2,1-7H3/t17-,18+,21-,22-,23-,24?,25-,26+,27+,28+,29-,30-/m0/s1

Standard InChI Key:  NLHKKMMSHLDPKW-MXORTOAHSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA493433

   [(3S,8S,9S,10R,11R,12S,13S,14S,17R)-17-[(2R,5S)-5,6-dimethylheptan-2-yl]-3,11,16-trihydroxy-10,13-dimethyl-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: 490.73

Molecular Weight (Monoisotopic): 490.3658

AlogP: 5.12

#Rotatable Bonds: 6

Polar Surface Area: 86.99

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.84

CX Basic pKa: ┄

CX LogP: 4.30

CX LogD: 4.30

Aromatic Rings: ┄

Heavy Atoms: 35

QED Weighted: 0.36

Np Likeness Score: 3.03

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