2alpha-acetoxy-3beta-O-transferuloyl-19alpha-hydroxyurs-12-en-28-oic acid

ID: ALA4558600

Chembl Id: CHEMBL4558600

PubChem CID: 155557513

Max Phase: Preclinical

Molecular Formula: C42H58O9

Molecular Weight: 706.92

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cc(/C=C/C(=O)O[C@H]2[C@H](OC(C)=O)C[C@]3(C)[C@H]4CC=C5[C@H]6[C@](C(=O)O)(CC[C@@H](C)[C@@]6(C)O)CC[C@@]5(C)[C@]4(C)CC[C@H]3C2(C)C)ccc1O

Standard InChI:  InChI=1S/C42H58O9/c1-24-16-19-42(36(46)47)21-20-39(6)27(34(42)41(24,8)48)12-14-32-38(5)23-30(50-25(2)43)35(37(3,4)31(38)17-18-40(32,39)7)51-33(45)15-11-26-10-13-28(44)29(22-26)49-9/h10-13,15,22,24,30-32,34-35,44,48H,14,16-21,23H2,1-9H3,(H,46,47)/b15-11+/t24-,30-,31+,32-,34-,35+,38+,39-,40-,41-,42+/m1/s1

Standard InChI Key:  KVCWSRZTJGVXQK-ZNTLCHEGSA-N

Alternative Forms

1. Parent:

   

   ALA4558600

   ---

Molecule Features

Natural Product: No

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: 706.92

Molecular Weight (Monoisotopic): 706.4081

AlogP: 7.72

#Rotatable Bonds: 6

Polar Surface Area: 139.59

Molecular Species: ACID

HBA: 8

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 9

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 4.64

CX Basic pKa: ┄

CX LogP: 7.28

CX LogD: 4.59

Aromatic Rings: 1

Heavy Atoms: 51

QED Weighted: 0.15

Np Likeness Score: 2.78

References

1. Kasangana PB, Haddad PS, Eid HM, Nachar A, Stevanovic T..  (2018)  Bioactive Pentacyclic Triterpenes from the Root Bark Extract of Myrianthus arboreus, a Species Used Traditionally to Treat Type-2 Diabetes.,  81  (10): [PMID:30336025] [10.1021/acs.jnatprod.8b00079]

Source

Source(1):

• Scientific Literature