methyl 17-((2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yloxy)tetrahydro-2H-pyran-2-yloxy)octadec-9-enoate

ID: ALA5199725

PubChem CID: 10985080

Max Phase: Preclinical

Molecular Formula: C31H56O13

Molecular Weight: 636.78

Names and Identifiers

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

Standard InChI:  InChI=1S/C31H56O13/c1-20(16-14-12-10-8-6-4-3-5-7-9-11-13-15-17-23(34)40-2)41-31-29(27(38)25(36)22(19-33)43-31)44-30-28(39)26(37)24(35)21(18-32)42-30/h3-4,20-22,24-33,35-39H,5-19H2,1-2H3/b4-3-/t20?,21-,22-,24-,25-,26+,27+,28-,29-,30+,31-/m1/s1

Standard InChI Key:  XFDYHTGZNJTRDS-JAUZJEAXSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA5199725

   methyl (Z)-17-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxyoctadec-9-enoate

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 636.78

Molecular Weight (Monoisotopic): 636.3721

AlogP: 0.82

#Rotatable Bonds: 21

Polar Surface Area: 204.83

Molecular Species: NEUTRAL

HBA: 13

HBD: 7

#RO5 Violations: 3

HBA (Lipinski): 13

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 12.09

CX Basic pKa: ┄

CX LogP: 1.92

CX LogD: 1.92

Aromatic Rings: ┄

Heavy Atoms: 44

QED Weighted: 0.05

Np Likeness Score: 1.46

References

1. Miceli RT, Corr DT, Barroso M, Dogra N, Gross RA..  (2022)  Sophorolipids: Anti-cancer activities and mechanisms.,  65  [PMID:35526504] [10.1016/j.bmc.2022.116787]

Source

Source(1):

• Scientific Literature