(4aS,6aR,6bR,8aR,9S,10R,11R,12aS,12bR,14aR,14bR)-10,11-dihydroxy-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,14a,14b-icosahydropicene-4a-carboxylic acid

ID: ALA5275505

Max Phase: Preclinical

Molecular Formula: C30H48O5

Molecular Weight: 488.71

Names and Identifiers

Canonical SMILES:  CC1(C)CC[C@]2(C(=O)O)CC[C@]3(C)[C@H](C=C[C@@H]4[C@@]5(C)C[C@@H](O)[C@H](O)[C@](C)(CO)[C@@H]5CC[C@]43C)[C@H]2C1

Standard InChI:  InChI=1S/C30H48O5/c1-25(2)11-13-30(24(34)35)14-12-28(5)18(19(30)15-25)7-8-22-26(3)16-20(32)23(33)27(4,17-31)21(26)9-10-29(22,28)6/h7-8,18-23,31-33H,9-17H2,1-6H3,(H,34,35)/t18-,19-,20-,21-,22-,23+,26+,27-,28-,29-,30+/m1/s1

Standard InChI Key:  PXYDPGTULGLUMF-SBAYXHKCSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA5275505

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 488.71

Molecular Weight (Monoisotopic): 488.3502

AlogP: 5.03

#Rotatable Bonds: 2

Polar Surface Area: 97.99

Molecular Species: ACID

HBA: 4

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 4.75

CX Basic pKa: ┄

CX LogP: 4.28

CX LogD: 1.68

Aromatic Rings: ┄

Heavy Atoms: 35

QED Weighted: 0.41

Np Likeness Score: 2.93

References

1. Xu GB, Xiao YH, Zhang QY, Zhou M, Liao SG..  (2018)  Hepatoprotective natural triterpenoids.,  145  [PMID:29353722] [10.1016/j.ejmech.2018.01.011]

Source

Source(1):

• Scientific Literature