[(2R,3S,4S,5R,6R)-2-[(2R,3R,4R,5R)-2,3,4,5,6-pentahydroxyhexoxy]-4,5-di(propanoyloxy)-6-(propanoyloxymethyl)tetrahydropyran-3-yl]octanoate

ID: ALA4787942

PubChem CID: 162669239

Max Phase: Preclinical

Molecular Formula: C29H50O15

Molecular Weight: 638.70

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C29H50O15/c1-5-9-10-11-12-13-23(36)44-28-27(43-22(35)8-4)26(42-21(34)7-3)19(16-39-20(33)6-2)41-29(28)40-15-18(32)25(38)24(37)17(31)14-30/h17-19,24-32,37-38H,5-16H2,1-4H3/t17-,18-,19-,24-,25-,26-,27+,28+,29-/m1/s1

Standard InChI Key:  JXQIAICRKXHFNO-IKUYHIFLSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4787942

   ---

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: 638.70

Molecular Weight (Monoisotopic): 638.3150

AlogP: 0.03

#Rotatable Bonds: 21

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: 1.29

CX LogD: 1.29

Aromatic Rings: ┄

Heavy Atoms: 44

QED Weighted: 0.06

Np Likeness Score: 1.29

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