(1S,4aS,4bS,6aS,10aR,10bS,12aS)-10a-(acetoxymethyl)-1-formyl-4b,7,7,12a-tetramethyl-1,4,4a,4b,5,6,6a,7,8,9,10,10a,10b,11,12,12a-hexadecahydrochrysene-2-carboxylic acid

ID: ALA574761

PubChem CID: 25158954

Max Phase: Preclinical

Molecular Formula: C27H40O5

Molecular Weight: 444.61

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)OC[C@]12CCCC(C)(C)[C@@H]1CC[C@@]1(C)[C@@H]3CC=C(C(=O)O)[C@@H](C=O)[C@@]3(C)CC[C@@H]12

Standard InChI:  InChI=1S/C27H40O5/c1-17(29)32-16-27-12-6-11-24(2,3)20(27)9-14-26(5)21-8-7-18(23(30)31)19(15-28)25(21,4)13-10-22(26)27/h7,15,19-22H,6,8-14,16H2,1-5H3,(H,30,31)/t19-,20+,21-,22+,25-,26+,27-/m1/s1

Standard InChI Key:  AYHRXZJQXUDDKY-FKIMKXKBSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA574761

   (1S,4aS,4bS,6aS,10aR,10bS,12aS)-10a-(acetyloxymethyl)-1-formyl-4b,7,7,12a-tetramethyl-1,4,4a,5,6,6a,8,9,10,10b,11,12-dodecahydrochrysene-2-carboxylic acid

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: 444.61

Molecular Weight (Monoisotopic): 444.2876

AlogP: 5.42

#Rotatable Bonds: 4

Polar Surface Area: 80.67

Molecular Species: ACID

HBA: 4

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 4.30

CX Basic pKa: ┄

CX LogP: 4.45

CX LogD: 1.49

Aromatic Rings: ┄

Heavy Atoms: 32

QED Weighted: 0.46

Np Likeness Score: 2.74

References

1. Song J, Jeong W, Wang N, Lee HS, Sim CJ, Oh KB, Shin J..  (2008)  Scalarane sesterterpenes from the sponge Smenospongia sp.,  71  (11): [PMID:18973387] [10.1021/np8003694]

Source

Source(1):

• Scientific Literature