Hexadecanoic acid (R)-2-((4aS,7R,7aR)-2,4a-dihydroxy-7a-methoxy-5-oxo-hexahydro-furo[3,4-b]pyran-7-yl)-2-hydroxy-ethyl ester

ID: ALA416976

Chembl Id: CHEMBL416976

PubChem CID: 10345949

Max Phase: Preclinical

Molecular Formula: C26H46O9

Molecular Weight: 502.65

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCCCCCCCCCCCCC(=O)OC[C@@H](O)[C@H]1OC(=O)[C@]2(O)CCC(O)O[C@]12OC

Standard InChI:  InChI=1S/C26H46O9/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-21(28)33-19-20(27)23-26(32-2)25(31,24(30)34-23)18-17-22(29)35-26/h20,22-23,27,29,31H,3-19H2,1-2H3/t20-,22?,23-,25-,26-/m1/s1

Standard InChI Key:  RHHIGCAKSVNTAH-BACQYKEXSA-N

Alternative Forms

1. Parent:

   

   ALA416976

   Hexadecanoic acid (R)-2-((4aS,7R,7aR)-2,4a-dihydroxy-7a-methoxy-5-oxo-hexahydro-furo[3,4-b]pyran-7-yl)-2-hydroxy-ethyl ester

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 502.65

Molecular Weight (Monoisotopic): 502.3142

AlogP: 3.50

#Rotatable Bonds: 18

Polar Surface Area: 131.75

Molecular Species: NEUTRAL

HBA: 9

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 10.52

CX Basic pKa: ┄

CX LogP: 5.16

CX LogD: 5.16

Aromatic Rings: ┄

Heavy Atoms: 35

QED Weighted: 0.19

Np Likeness Score: 1.37

References

1. Fathi AR, Krautheim A, Kaap S, Eger K, Steinfelder HJ..  (2000)  Michael adducts of ascorbic acid as inhibitors of protein phosphatase 2A and inducers of apoptosis.,  10  (14): [PMID:10915062] [10.1016/s0960-894x(00)00294-8]

Source

Source(1):

• Scientific Literature