ID: ALA508990

Max Phase: Preclinical

Molecular Formula: C39H64O13

Molecular Weight: 740.93

Molecule Type: Small molecule

Representations

Synonyms (1): 25(S) Schidigera-Saponin D5
Synonyms from Alternative Forms(1):

Canonical SMILES:  C[C@H]1CC[C@@]2(OC1)O[C@H]1C[C@H]3[C@@H]4CC[C@@H]5C[C@@H](O[C@@H]6O[C@H](CO)[C@@H](O)[C@H](O)[C@H]6O[C@@H]6O[C@H](CO)[C@@H](O)[C@H](O)[C@H]6O)CC[C@]5(C)[C@H]4CC[C@]3(C)[C@H]1[C@@H]2C

Standard InChI:  InChI=1S/C39H64O13/c1-18-7-12-39(47-17-18)19(2)28-25(52-39)14-24-22-6-5-20-13-21(8-10-37(20,3)23(22)9-11-38(24,28)4)48-36-34(32(45)30(43)27(16-41)50-36)51-35-33(46)31(44)29(42)26(15-40)49-35/h18-36,40-46H,5-17H2,1-4H3/t18-,19-,20+,21-,22+,23-,24-,25-,26+,27+,28-,29+,30+,31-,32-,33+,34+,35-,36+,37-,38-,39+/m0/s1

Standard InChI Key:  MMTWXUQMLQGAPC-XIBAMJMMSA-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: 740.93

Molecular Weight (Monoisotopic): 740.4347

AlogP: 1.44

#Rotatable Bonds: 6

Polar Surface Area: 196.99

Molecular Species: NEUTRAL

HBA: 13

HBD: 7

#RO5 Violations: 3

HBA (Lipinski): 13

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 12.09

CX Basic pKa:

CX LogP: 1.79

CX LogD: 1.79

Aromatic Rings: 0

Heavy Atoms: 52

QED Weighted: 0.19

Np Likeness Score: 2.57

References

1. Miyakoshi M, Tamura Y, Masuda H, Mizutani K, Tanaka O, Ikeda T, Ohtani K, Kasai R, Yamasaki K..  (2000)  Antiyeast steroidal saponins from Yucca schidigera (Mohave yucca), a new anti-food-deteriorating agent.,  63  (3): [PMID:10757713] [10.1021/np9904354]

2. Jung O, Lee J, Lee YJ, Yun JM, Son YJ, Cho JY, Ryou C, Lee SY..  (2016)  Timosaponin AIII inhibits migration and invasion of A549 human non-small-cell lung cancer cells via attenuations of MMP-2 and MMP-9 by inhibitions of ERK1/2, Src/FAK and β-catenin signaling pathways.,  26  (16): [PMID:27422337] [10.1016/j.bmcl.2016.07.004]

Source

Source(1):

• Scientific Literature