3beta-hydroxy-18alpha,19alpha-urs-20-en-28-oic acid

ID: ALA517086

Cas Number: 851207-88-0

PubChem CID: 44575399

Max Phase: Preclinical

Molecular Formula: C30H48O3

Molecular Weight: 456.71

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1=CC[C@]2(C(=O)O)CC[C@]3(C)[C@H](CC[C@@H]4[C@@]5(C)CC[C@H](O)C(C)(C)[C@@H]5CC[C@]43C)[C@H]2[C@@H]1C

Standard InChI:  InChI=1S/C30H48O3/c1-18-10-15-30(25(32)33)17-16-28(6)20(24(30)19(18)2)8-9-22-27(5)13-12-23(31)26(3,4)21(27)11-14-29(22,28)7/h10,19-24,31H,8-9,11-17H2,1-7H3,(H,32,33)/t19-,20-,21+,22-,23+,24-,27+,28-,29-,30+/m1/s1

Standard InChI Key:  HNJKFVJZKCXLRL-SILQXMKOSA-N

Molfile:  

     RDKit          2D

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 35 37  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA517086

   (3beta,19alpha)-3-Hydroxyurs-20-en-28-oic 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: 456.71

Molecular Weight (Monoisotopic): 456.3603

AlogP: 7.09

#Rotatable Bonds: 1

Polar Surface Area: 57.53

Molecular Species: ACID

HBA: 2

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 4.74

CX Basic pKa: ┄

CX LogP: 6.58

CX LogD: 3.98

Aromatic Rings: ┄

Heavy Atoms: 33

QED Weighted: 0.41

Np Likeness Score: 3.09

References

1. Lobo-Echeverri T, Rivero-Cruz JF, Su BN, Chai HB, Cordell GA, Pezzuto JM, Swanson SM, Soejarto DD, Kinghorn AD..  (2005)  Constituents of the leaves and twigs of Calyptranthes pallens collected from an experimental plot in Southern Florida.,  68  (4): [PMID:15844953] [10.1021/np0496688]

2. Wang C, Wu P, Tian S, Xue J, Xu L, Li H, Wei X..  (2016)  Bioactive Pentacyclic Triterpenoids from the Leaves of Cleistocalyx operculatus.,  79  (11): [PMID:27797185] [10.1021/acs.jnatprod.6b00715]

Source

Source(1):

• Scientific Literature