2',3',4',7-tetra-O-acetyl-6'-O-lauroyl loganin

ID: ALA2238095

Chembl Id: CHEMBL2238095

PubChem CID: 76329914

Max Phase: Preclinical

Molecular Formula: C37H56O15

Molecular Weight: 740.84

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCCCCCCCCC(=O)OC[C@H]1O[C@@H](O[C@@H]2OC=C(C(=O)OC)[C@H]3C[C@H](OC(C)=O)[C@H](C)[C@@H]23)[C@H](OC(C)=O)[C@@H](OC(C)=O)[C@@H]1OC(C)=O

Standard InChI:  InChI=1S/C37H56O15/c1-8-9-10-11-12-13-14-15-16-17-30(42)45-20-29-32(48-23(4)39)33(49-24(5)40)34(50-25(6)41)37(51-29)52-36-31-21(2)28(47-22(3)38)18-26(31)27(19-46-36)35(43)44-7/h19,21,26,28-29,31-34,36-37H,8-18,20H2,1-7H3/t21-,26+,28-,29+,31+,32+,33-,34+,36-,37-/m0/s1

Standard InChI Key:  UZIGOLKWBFNWIU-PGYHFAPRSA-N

Alternative Forms

1. Parent:

   

   ALA2238095

   methyl (1S,4aS,6S,7R,7aS)-6-acetyloxy-7-methyl-1-[(2S,3R,4S,5R,6R)-3,4,5-triacetyloxy-6-(dodecanoyloxymethyl)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: 740.84

Molecular Weight (Monoisotopic): 740.3619

AlogP: 4.60

#Rotatable Bonds: 19

Polar Surface Area: 185.49

Molecular Species: NEUTRAL

HBA: 15

HBD: ┄

#RO5 Violations: 2

HBA (Lipinski): 15

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 5.07

CX LogD: 5.07

Aromatic Rings: ┄

Heavy Atoms: 52

QED Weighted: 0.10

Np Likeness Score: 1.57

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