ID: ALA2047219

Max Phase: Preclinical

Molecular Formula: C36H58O8

Molecular Weight: 618.85

Molecule Type: Small molecule

Representations

Synonyms (1): Vitalboside A
Synonyms from Alternative Forms(1):

Canonical SMILES:  CC1(C)CC[C@]2(C(=O)O)CC[C@]3(C)C(=CC[C@@H]4[C@@]5(C)CC[C@H](O[C@@H]6O[C@H](CO)[C@@H](O)[C@H](O)[C@H]6O)C(C)(C)[C@@H]5CC[C@]43C)[C@@H]2C1

Standard InChI:  InChI=1S/C36H58O8/c1-31(2)14-16-36(30(41)42)17-15-34(6)20(21(36)18-31)8-9-24-33(5)12-11-25(32(3,4)23(33)10-13-35(24,34)7)44-29-28(40)27(39)26(38)22(19-37)43-29/h8,21-29,37-40H,9-19H2,1-7H3,(H,41,42)/t21-,22+,23-,24+,25-,26+,27-,28+,29-,33-,34+,35+,36-/m0/s1

Standard InChI Key:  ZNFRITHWVZXJRK-YHFBEQRYSA-N

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

Properties

Molecular Weight: 618.85

Molecular Weight (Monoisotopic): 618.4132

AlogP: 5.06

#Rotatable Bonds: 4

Polar Surface Area: 136.68

Molecular Species: ACID

HBA: 7

HBD: 5

#RO5 Violations: 2

HBA (Lipinski): 8

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 4.74

CX Basic pKa:

CX LogP: 4.82

CX LogD: 2.22

Aromatic Rings: 0

Heavy Atoms: 44

QED Weighted: 0.22

Np Likeness Score: 3.17

References

1. Kakuta K, Baba M, Ito S, Kinoshita K, Koyama K, Takahashi K..  (2012)  New triterpenoid saponins from cacti and anti-type I allergy activity of saponins from cactus.,  22  (14): [PMID:22704889] [10.1016/j.bmcl.2012.05.058]

2. Wang WW, Xu SH, Zhao YZ, Zhang C, Zhang YY, Yu BY, Zhang J..  (2017)  Microbial hydroxylation and glycosylation of pentacyclic triterpenes as inhibitors on tissue factor procoagulant activity.,  27  (4): [PMID:28109788] [10.1016/j.bmcl.2016.12.066]

Source

Source(1):

• Scientific Literature