1,2-O-dilinolenoyl-3-O-(beta-D-glucopyranosyl)-rac-glycerol

ID: ALA224333

PubChem CID: 6479125

Max Phase: Preclinical

Molecular Formula: C45H74O10

Molecular Weight: 775.08

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C45H74O10/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-40(47)52-36-38(37-53-45-44(51)43(50)42(49)39(35-46)55-45)54-41(48)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h5-8,11-14,17-20,38-39,42-46,49-51H,3-4,9-10,15-16,21-37H2,1-2H3/b7-5+,8-6+,13-11+,14-12+,19-17+,20-18+/t38?,39-,42-,43+,44-,45-/m1/s1

Standard InChI Key:  QUZHZFAQJATMCA-SBCPAGBWSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA224333

   [2-[(9E,12E,15E)-octadeca-9,12,15-trienoyl]oxy-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-propyl] (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: 775.08

Molecular Weight (Monoisotopic): 774.5282

AlogP: 8.44

#Rotatable Bonds: 33

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: 9.84

CX LogD: 9.84

Aromatic Rings: ┄

Heavy Atoms: 55

QED Weighted: 0.03

Np Likeness Score: 1.18

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