ID: ALA3359441

Max Phase: Preclinical

Molecular Formula: C38H58O12

Molecular Weight: 706.87

Molecule Type: Small molecule

Representations

Canonical SMILES:  CC(=O)O[C@@H]1C[C@@]23C[C@@]24CC[C@H](O[C@@H]2O[C@H](CO)[C@H](O)[C@H](O)[C@H]2O)C(C)(C)[C@@H]4CC[C@H]3[C@]2(C)C[C@]3(O)O[C@H](C(=O)[C@@H]4OC4(C)C)[C@@H](C)[C@@H]3[C@@]12C

Standard InChI:  InChI=1S/C38H58O12/c1-17-28(27(44)30-33(5,6)50-30)49-38(45)15-34(7)21-10-9-20-32(3,4)22(48-31-26(43)25(42)24(41)19(14-39)47-31)11-12-36(20)16-37(21,36)13-23(46-18(2)40)35(34,8)29(17)38/h17,19-26,28-31,39,41-43,45H,9-16H2,1-8H3/t17-,19-,20+,21+,22+,23-,24+,25+,26-,28+,29-,30+,31+,34+,35-,36-,37+,38+/m1/s1

Standard InChI Key:  BBCOSGGRXMFJEE-NZGURJJWSA-N

Molecule Features

Natural Product: No

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: 706.87

Molecular Weight (Monoisotopic): 706.3928

AlogP: 2.23

#Rotatable Bonds: 6

Polar Surface Area: 184.74

Molecular Species: NEUTRAL

HBA: 12

HBD: 5

#RO5 Violations: 2

HBA (Lipinski): 12

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 11.64

CX Basic pKa:

CX LogP: 1.87

CX LogD: 1.87

Aromatic Rings: 0

Heavy Atoms: 50

QED Weighted: 0.15

Np Likeness Score: 2.71

References

1. Su Y, Wu L, Wang Q, Yang B, Kuang H..  (2014)  New 9,19-cycloartenol glycosides isolated from the roots of Cimicifuga simplex and their anti-inflammatory effects.,  24  (24): [PMID:25467162] [10.1016/j.bmcl.2014.10.066]

2. Su Y, Wu L, Mu G, Wang Q, Yang B, Cheng G, Kuang H..  (2017)  9,19-Cycloartenol glycoside G3 from Cimicifuga simplex regulates immune responses by modulating Th17/Treg ratio.,  25  (17): [PMID:28780985] [10.1016/j.bmc.2017.07.042]

Source

Source(1):

• Scientific Literature