3beta-Hydroxy-olean-12-en-28-methyl acetoacetate

ID: ALA2283549

PubChem CID: 76309111

Max Phase: Preclinical

Molecular Formula: C33H52O5

Molecular Weight: 528.77

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)COC(=O)[C@]12CCC(C)(C)C[C@H]1C1=CC[C@@H]3[C@@]4(C)CC[C@H](O)C(C)(C)[C@@H]4CC[C@@]3(C)[C@]1(C)CC2

Standard InChI:  InChI=1S/C33H52O5/c1-28(2)15-17-33(27(36)38-20-26(35)37-8)18-16-31(6)21(22(33)19-28)9-10-24-30(5)13-12-25(34)29(3,4)23(30)11-14-32(24,31)7/h9,22-25,34H,10-20H2,1-8H3/t22-,23-,24+,25-,30-,31+,32+,33-/m0/s1

Standard InChI Key:  SNSDDSVYIJZZBC-FBXMHRQLSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA2283549

   3BETA-HYDROXY-OLEAN-12-EN-28-METHYL ACETOACETATE

Molecule Features

Natural Product: No

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: 528.77

Molecular Weight (Monoisotopic): 528.3815

AlogP: 6.87

#Rotatable Bonds: 3

Polar Surface Area: 72.83

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 6.36

CX LogD: 6.36

Aromatic Rings: ┄

Heavy Atoms: 38

QED Weighted: 0.32

Np Likeness Score: 2.74

References

1. Mallavadhani UV, Mahapatra A, Pattnaik B, Vanga N, Suri N, Saxena AK.  (2013)  Synthesis and anti-cancer activity of some novel C-17 analogs of ursolic and oleanolic acids,  22  (3): [10.1007/s00044-012-0106-y]

Source

Source(1):

• Scientific Literature