ID: ALA258392

Max Phase: Preclinical

Molecular Formula: C36H56O11

Molecular Weight: 664.83

Molecule Type: Small molecule

Representations

Synonyms (1): phytolaccoside B
Synonyms from Alternative Forms(1):

Canonical SMILES:  COC(=O)[C@@]1(C)CC[C@]2(C(=O)O)CC[C@]3(C)C(=CC[C@@H]4[C@@]5(C)C[C@H](O)[C@H](O[C@@H]6OC[C@@H](O)[C@H](O)[C@H]6O)[C@@](C)(CO)[C@@H]5CC[C@]43C)[C@@H]2C1

Standard InChI:  InChI=1S/C36H56O11/c1-31(30(44)45-6)11-13-36(29(42)43)14-12-34(4)19(20(36)15-31)7-8-24-32(2)16-21(38)27(47-28-26(41)25(40)22(39)17-46-28)33(3,18-37)23(32)9-10-35(24,34)5/h7,20-28,37-41H,8-18H2,1-6H3,(H,42,43)/t20-,21-,22+,23+,24+,25-,26+,27-,28-,31-,32-,33-,34+,35+,36-/m0/s1

Standard InChI Key:  SFZVDNKTWPZIJG-ACNZYQHGSA-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: 664.83

Molecular Weight (Monoisotopic): 664.3823

AlogP: 2.79

#Rotatable Bonds: 5

Polar Surface Area: 183.21

Molecular Species: ACID

HBA: 10

HBD: 6

#RO5 Violations: 2

HBA (Lipinski): 11

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 4.52

CX Basic pKa:

CX LogP: 2.44

CX LogD: -0.36

Aromatic Rings: 0

Heavy Atoms: 47

QED Weighted: 0.14

Np Likeness Score: 2.90

References

1. Wang L, Bai L, Nagasawa T, Hasegawa T, Yang X, Sakai J, Bai Y, Kataoka T, Oka S, Hirose K, Tomida A, Tsuruo T, Ando M..  (2008)  Bioactive triterpene saponins from the roots of Phytolacca americana.,  71  (1): [PMID:18177012] [10.1021/np078012m]

2. Escalante A, Gattuso M, Pérez P, Zacchino S..  (2008)  Evidence for the mechanism of action of the antifungal phytolaccoside B isolated from Phytolacca tetramera Hauman.,  71  (10): [PMID:18816139] [10.1021/np070660i]

Source

Source(1):

• Scientific Literature