[(2R,3R,4S,5S,6R)-3,4,5-tri(butanoyloxy)-6-[(2R,3R,4R,5R)-2,3,4,5,6-pentahydroxyhexoxy]tetrahydropyran-2-yl]methyl butanoate

ID: ALA4787591

PubChem CID: 162667370

Max Phase: Preclinical

Molecular Formula: C28H48O15

Molecular Weight: 624.68

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCC(=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)CCC)[C@@H](OC(=O)CCC)[C@@H]1OC(=O)CCC

Standard InChI:  InChI=1S/C28H48O15/c1-5-9-19(32)38-15-18-25(41-20(33)10-6-2)26(42-21(34)11-7-3)27(43-22(35)12-8-4)28(40-18)39-14-17(31)24(37)23(36)16(30)13-29/h16-18,23-31,36-37H,5-15H2,1-4H3/t16-,17-,18-,23-,24-,25-,26+,27+,28-/m1/s1

Standard InChI Key:  VDHHFVGTUYBIPS-LNPVCBHGSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4787591

   ---

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: 624.68

Molecular Weight (Monoisotopic): 624.2993

AlogP: -0.36

#Rotatable Bonds: 20

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: 0.84

CX LogD: 0.84

Aromatic Rings: ┄

Heavy Atoms: 43

QED Weighted: 0.09

Np Likeness Score: 1.18

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