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

ID: ALA4752006

PubChem CID: 162653139

Max Phase: Preclinical

Molecular Formula: C32H56O15

Molecular Weight: 680.78

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)CCC)[C@@H](OC(=O)CCC)[C@@H]1OC(=O)CCC

Standard InChI:  InChI=1S/C32H56O15/c1-5-9-10-11-12-16-26(39)47-31-30(46-25(38)15-8-4)29(45-24(37)14-7-3)22(19-42-23(36)13-6-2)44-32(31)43-18-21(35)28(41)27(40)20(34)17-33/h20-22,27-35,40-41H,5-19H2,1-4H3/t20-,21-,22-,27-,28-,29-,30+,31+,32-/m1/s1

Standard InChI Key:  BHKJHIRDGAGOBO-NLBUCSMPSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4752006

   ---

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: 680.78

Molecular Weight (Monoisotopic): 680.3619

AlogP: 1.20

#Rotatable Bonds: 24

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: 2.62

CX LogD: 2.62

Aromatic Rings: ┄

Heavy Atoms: 47

QED Weighted: 0.05

Np Likeness Score: 1.17

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