3beta-O-trans-Feruloyl-2alpha,19alpha-dihydroxyurs-12-en-28-oic acid

ID: ALA4474272

Chembl Id: CHEMBL4474272

PubChem CID: 132516270

Max Phase: Preclinical

Molecular Formula: C40H56O8

Molecular Weight: 664.88

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cc(/C=C/C(=O)O[C@H]2[C@H](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/C40H56O8/c1-23-15-18-40(34(44)45)20-19-37(5)25(32(40)39(23,7)46)11-13-30-36(4)22-27(42)33(35(2,3)29(36)16-17-38(30,37)6)48-31(43)14-10-24-9-12-26(41)28(21-24)47-8/h9-12,14,21,23,27,29-30,32-33,41-42,46H,13,15-20,22H2,1-8H3,(H,44,45)/b14-10+/t23-,27-,29+,30-,32-,33+,36+,37-,38-,39-,40+/m1/s1

Standard InChI Key:  ZLJNDEAZTHKUBC-HJHIKMKKSA-N

Alternative Forms

1. Parent:

   

   ALA4474272

   ---

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: 664.88

Molecular Weight (Monoisotopic): 664.3975

AlogP: 7.15

#Rotatable Bonds: 5

Polar Surface Area: 133.52

Molecular Species: ACID

HBA: 7

HBD: 4

#RO5 Violations: 2

HBA (Lipinski): 8

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 4.64

CX Basic pKa: ┄

CX LogP: 6.84

CX LogD: 4.15

Aromatic Rings: 1

Heavy Atoms: 48

QED Weighted: 0.15

Np Likeness Score: 2.83

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