1-O-caprylyl-2-O-linoleoyl-3-O-(beta-D-glucopyranosyl)-rac-glycerol

ID: ALA374827

PubChem CID: 44422382

Max Phase: Preclinical

Molecular Formula: C35H62O10

Molecular Weight: 642.87

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCC/C=C/C/C=C/CCCCCCCC(=O)OC(COC(=O)CCCCCCC)CO[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O

Standard InChI:  InChI=1S/C35H62O10/c1-3-5-7-9-10-11-12-13-14-15-16-17-18-20-22-24-31(38)44-28(26-42-30(37)23-21-19-8-6-4-2)27-43-35-34(41)33(40)32(39)29(25-36)45-35/h10-11,13-14,28-29,32-36,39-41H,3-9,12,15-27H2,1-2H3/b11-10+,14-13+/t28?,29-,32-,33+,34-,35-/m1/s1

Standard InChI Key:  NGYQMDHCTBNAHL-UQVFBATDSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA374827

   [1-octanoyloxy-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxypropan-2-yl] (9E,12E)-octadeca-9,12-dienoate

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: 642.87

Molecular Weight (Monoisotopic): 642.4343

AlogP: 5.43

#Rotatable Bonds: 27

Polar Surface Area: 151.98

Molecular Species: NEUTRAL

HBA: 10

HBD: 4

#RO5 Violations: 2

HBA (Lipinski): 10

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 12.21

CX Basic pKa: ┄

CX LogP: 6.84

CX LogD: 6.84

Aromatic Rings: ┄

Heavy Atoms: 45

QED Weighted: 0.05

Np Likeness Score: 1.37

References

1. Cateni F, Bonivento P, Procida G, Zacchigna M, Gabrielli Favretto L, Scialino G, Banfi E..  (2007)  Chemoenzymatic synthesis and antimicrobial activity evaluation of monoglucosyl diglycerides.,  15  (2): [PMID:17088068] [10.1016/j.bmc.2006.10.045]

Source

Source(1):

• Scientific Literature