2alpha,3alpha-Diacetyloxy-olean-12-en-28-oic acid

ID: ALA4530735

Chembl Id: CHEMBL4530735

PubChem CID: 21594135

Max Phase: Preclinical

Molecular Formula: C34H52O6

Molecular Weight: 556.78

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(=O)O[C@@H]1[C@H](OC(C)=O)C[C@]2(C)[C@H]3CC=C4[C@@H]5CC(C)(C)CC[C@]5(C(=O)O)CC[C@@]4(C)[C@]3(C)CC[C@H]2C1(C)C

Standard InChI:  InChI=1S/C34H52O6/c1-20(35)39-24-19-31(7)25(30(5,6)27(24)40-21(2)36)12-13-33(9)26(31)11-10-22-23-18-29(3,4)14-16-34(23,28(37)38)17-15-32(22,33)8/h10,23-27H,11-19H2,1-9H3,(H,37,38)/t23-,24+,25-,26+,27+,31-,32+,33+,34-/m0/s1

Standard InChI Key:  BZDICYRSPZNHNV-CTPCQWCISA-N

Alternative Forms

1. Parent:

   

   ALA4530735

   (4aS,6aR,6aS,6bR,8aR,10S,11R,12aR,14bS)-10,11-diacetyloxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid

Molecule Features

Natural Product: Yes

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 556.78

Molecular Weight (Monoisotopic): 556.3764

AlogP: 7.35

#Rotatable Bonds: 3

Polar Surface Area: 89.90

Molecular Species: ACID

HBA: 5

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 4.74

CX Basic pKa: ┄

CX LogP: 6.40

CX LogD: 3.80

Aromatic Rings: ┄

Heavy Atoms: 40

QED Weighted: 0.29

Np Likeness Score: 3.10

References

1. Sommerwerk S, Heller L, Kuhfs J, Csuk R..  (2016)  Urea derivates of ursolic, oleanolic and maslinic acid induce apoptosis and are selective cytotoxic for several human tumor cell lines.,  119  [PMID:27149037] [10.1016/j.ejmech.2016.04.051]

Source

Source(1):

• Scientific Literature