2',3',4',7-tetra-Oacetyl-6'-O-(3''', 4''', 5''')-trimethoxybenzoyl loganin

ID: ALA2238100

Chembl Id: CHEMBL2238100

PubChem CID: 16112829

Max Phase: Preclinical

Molecular Formula: C35H44O18

Molecular Weight: 752.72

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)C1=CO[C@@H](O[C@@H]2O[C@H](COC(=O)c3cc(OC)c(OC)c(OC)c3)[C@@H](OC(C)=O)[C@H](OC(C)=O)[C@H]2OC(C)=O)[C@@H]2[C@@H](C)[C@@H](OC(C)=O)C[C@H]12

Standard InChI:  InChI=1S/C35H44O18/c1-15-23(48-16(2)36)12-21-22(33(41)45-9)13-47-34(27(15)21)53-35-31(51-19(5)39)30(50-18(4)38)29(49-17(3)37)26(52-35)14-46-32(40)20-10-24(42-6)28(44-8)25(11-20)43-7/h10-11,13,15,21,23,26-27,29-31,34-35H,12,14H2,1-9H3/t15-,21+,23-,26+,27+,29+,30-,31+,34-,35-/m0/s1

Standard InChI Key:  VEDPZJPWKILDSR-DAGYHHOZSA-N

Alternative Forms

1. Parent:

   

   ALA2238100

   methyl (1S,4aS,6S,7R,7aS)-6-acetyloxy-7-methyl-1-[(2S,3R,4S,5R,6R)-3,4,5-triacetyloxy-6-[(3,4,5-trimethoxybenzoyl)oxymethyl]oxan-2-yl]oxy-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-4-carboxylate

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

Calculated Properties

Molecular Weight: 752.72

Molecular Weight (Monoisotopic): 752.2528

AlogP: 2.02

#Rotatable Bonds: 13

Polar Surface Area: 213.18

Molecular Species: NEUTRAL

HBA: 18

HBD: ┄

#RO5 Violations: 2

HBA (Lipinski): 18

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 1.95

CX LogD: 1.95

Aromatic Rings: 1

Heavy Atoms: 53

QED Weighted: 0.21

Np Likeness Score: 1.49

References

1. Khan M, Garg A, Srivastava SK, Darokar MP.  (2012)  A cytotoxic agent from Strychnos nux-vomica and biological evaluation of its modified analogues,  21  (10): [10.1007/s00044-011-9832-9]

Source

Source(1):

• Scientific Literature