[(2R,3R,4S,5S,6R)-3,4-di(hexanoyloxy)-6-[(2R,3R,4R,5R)-2,3,4,5,6-pentahydroxyhexoxy]-5-propanoyloxy-tetrahydropyran-2-yl]methyl hexanoate

ID: ALA4751200

PubChem CID: 162651045

Max Phase: Preclinical

Molecular Formula: C33H58O15

Molecular Weight: 694.81

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCCCC(=O)OC[C@H]1O[C@@H](OC[C@@H](O)[C@@H](O)[C@H](O)[C@H](O)CO)[C@@H](OC(=O)CC)[C@@H](OC(=O)CCCCC)[C@@H]1OC(=O)CCCCC

Standard InChI:  InChI=1S/C33H58O15/c1-5-9-12-15-25(38)43-20-23-30(47-26(39)16-13-10-6-2)31(48-27(40)17-14-11-7-3)32(46-24(37)8-4)33(45-23)44-19-22(36)29(42)28(41)21(35)18-34/h21-23,28-36,41-42H,5-20H2,1-4H3/t21-,22-,23-,28-,29-,30-,31+,32+,33-/m1/s1

Standard InChI Key:  LTXCUNFNPRJZTF-DQBHAQCLSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4751200

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 694.81

Molecular Weight (Monoisotopic): 694.3776

AlogP: 1.59

#Rotatable Bonds: 25

Polar Surface Area: 224.81

Molecular Species: NEUTRAL

HBA: 15

HBD: 5

#RO5 Violations: 2

HBA (Lipinski): 15

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 12.59

CX Basic pKa: ┄

CX LogP: 3.07

CX LogD: 3.07

Aromatic Rings: ┄

Heavy Atoms: 48

QED Weighted: 0.05

Np Likeness Score: 1.15

References

1. Tsutsui N,Tanabe G,Ikeda N,Okamura S,Ogawa M,Miyazaki K,Kita A,Sugiura R,Muraoka O.  (2016)  Structure-activity relationship studies on acremomannolipin A, the potent calcium signal modulator with a novel glycolipid structure 4: Role of acyl side chains on d-mannose.,  121  [PMID:27243802] [10.1016/j.ejmech.2016.05.034]

Source

Source(1):

• Scientific Literature