1-O-caprinyl-2-O-linolenoyl-3-O-(beta-D-glucopyranosyl)-rac-glycerol

ID: ALA225445

PubChem CID: 44422397

Max Phase: Preclinical

Molecular Formula: C37H64O10

Molecular Weight: 668.91

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C37H64O10/c1-3-5-7-9-11-12-13-14-15-16-17-18-20-22-24-26-33(40)46-30(28-44-32(39)25-23-21-19-10-8-6-4-2)29-45-37-36(43)35(42)34(41)31(27-38)47-37/h5,7,11-12,14-15,30-31,34-38,41-43H,3-4,6,8-10,13,16-29H2,1-2H3/b7-5+,12-11+,15-14+/t30?,31-,34-,35+,36-,37-/m1/s1

Standard InChI Key:  FVJOHOGXJXYKGY-WLWYDXHLSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA225445

   [1-decanoyloxy-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxypropan-2-yl] (9E,12E,15E)-octadeca-9,12,15-trienoate

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: 668.91

Molecular Weight (Monoisotopic): 668.4499

AlogP: 5.99

#Rotatable Bonds: 28

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: 7.37

CX LogD: 7.37

Aromatic Rings: ┄

Heavy Atoms: 47

QED Weighted: 0.04

Np Likeness Score: 1.42

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