4-hydroxy-6-(3-hydroxy-8-(hydroxymethyl)-2,6,10,12-tetramethyloctadeca-4,6,9-trien-2-yl)-3-(2-hydroxyethyl)-2H-pyran-2-one

ID: ALA2269329

PubChem CID: 54676271

Max Phase: Preclinical

Molecular Formula: C30H48O6

Molecular Weight: 504.71

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCCCC(C)C/C(C)=C\C(/C=C(C)/C=C/C(O)C(C)(C)c1cc(O)c(CCO)c(=O)o1)CO

Standard InChI:  InChI=1S/C30H48O6/c1-7-8-9-10-11-21(2)16-23(4)18-24(20-32)17-22(3)12-13-27(34)30(5,6)28-19-26(33)25(14-15-31)29(35)36-28/h12-13,17-19,21,24,27,31-34H,7-11,14-16,20H2,1-6H3/b13-12+,22-17+,23-18-

Standard InChI Key:  FFTOWXZOJFEINY-YJBWKGOYSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA2269329

   4-hydroxy-3-(2-hydroxyethyl)-6-[(4E,6E,9Z)-3-hydroxy-8-(hydroxymethyl)-2,6,10,12-tetramethyloctadeca-4,6,9-trien-2-yl]pyran-2-one

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: 504.71

Molecular Weight (Monoisotopic): 504.3451

AlogP: 5.57

#Rotatable Bonds: 16

Polar Surface Area: 111.13

Molecular Species: NEUTRAL

HBA: 6

HBD: 4

#RO5 Violations: 2

HBA (Lipinski): 6

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 7.58

CX Basic pKa: ┄

CX LogP: 5.43

CX LogD: 5.21

Aromatic Rings: 1

Heavy Atoms: 36

QED Weighted: 0.13

Np Likeness Score: 1.97

References

1. Altomare C, Pengue R, Favilla M, Evidente A, Visconti A..  (2004)  Structure-activity relationships of derivatives of fusapyrone, an antifungal metabolite of Fusarium semitectum.,  52  (10): [PMID:15137845] [10.1021/jf035233z]

Source

Source(1):

• Scientific Literature