ID: ALA3359442

Max Phase: Preclinical

Molecular Formula: C37H54O11

Molecular Weight: 674.83

Molecule Type: Small molecule

Representations

Canonical SMILES:  CC(=O)O[C@@H]1C[C@@]23C[C@@]24CC[C@H](O[C@@H]2OC[C@@H](O)[C@H](O)[C@H]2O)C(C)(C)[C@@H]4CC=C3[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/C37H54O11/c1-17-27(26(42)29-32(5,6)48-29)47-37(43)15-33(7)21-10-9-20-31(3,4)22(46-30-25(41)24(40)19(39)14-44-30)11-12-35(20)16-36(21,35)13-23(45-18(2)38)34(33,8)28(17)37/h10,17,19-20,22-25,27-30,39-41,43H,9,11-16H2,1-8H3/t17-,19-,20+,22+,23-,24+,25-,27+,28-,29+,30+,33+,34-,35-,36+,37+/m1/s1

Standard InChI Key:  GHOWYKNRPKXPBV-ICEOBNQTSA-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: 674.83

Molecular Weight (Monoisotopic): 674.3666

AlogP: 2.79

#Rotatable Bonds: 5

Polar Surface Area: 164.51

Molecular Species: NEUTRAL

HBA: 11

HBD: 4

#RO5 Violations: 2

HBA (Lipinski): 11

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 11.64

CX Basic pKa:

CX LogP: 2.10

CX LogD: 2.10

Aromatic Rings: 0

Heavy Atoms: 48

QED Weighted: 0.19

Np Likeness Score: 2.79

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