3-(4-deoxy-beta-xylo-hexopyranosyl)-4-hydroxy-6-[2-hydroxy-1,1,5,7,9,11-hexamethyl-3,5,8-heptadectrienyl]-2H-pyran-2-one

ID: ALA452440

Chembl Id: CHEMBL452440

PubChem CID: 54732508

Max Phase: Preclinical

Molecular Formula: C34H54O8

Molecular Weight: 590.80

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Dexoyfusapyrone | Dexoyfusapyrone|CHEMBL452440

Canonical SMILES:  CCCCCCC(C)C/C(C)=C\C(C)/C=C(C)/C=C/C(O)C(C)(C)c1cc(O)c([C@@H]2O[C@@H](CO)C[C@@H](O)[C@@H]2O)c(=O)o1

Standard InChI:  InChI=1S/C34H54O8/c1-8-9-10-11-12-21(2)15-23(4)17-24(5)16-22(3)13-14-28(38)34(6,7)29-19-26(36)30(33(40)42-29)32-31(39)27(37)18-25(20-35)41-32/h13-14,16-17,19,21,24-25,27-28,31-32,35-39H,8-12,15,18,20H2,1-7H3/b14-13+,22-16+,23-17-/t21?,24?,25-,27-,28?,31+,32+/m1/s1

Standard InChI Key:  MRMMGDLQIQYRDA-UIMFKQAKSA-N

Alternative Forms

1. Parent:

   

   ALA452440

   DEXOYFUSAPYRONE

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: 590.80

Molecular Weight (Monoisotopic): 590.3819

AlogP: 5.61

#Rotatable Bonds: 15

Polar Surface Area: 140.59

Molecular Species: NEUTRAL

HBA: 8

HBD: 5

#RO5 Violations: 2

HBA (Lipinski): 8

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 7.10

CX Basic pKa: ┄

CX LogP: 5.20

CX LogD: 4.72

Aromatic Rings: 1

Heavy Atoms: 42

QED Weighted: 0.10

Np Likeness Score: 2.33

References

1. Altomare C, Perrone G, Zonno MC, Evidente A, Pengue R, Fanti F, Polonelli L..  (2000)  Biological characterization of fusapyrone and deoxyfusapyrone, two bioactive secondary metabolites of Fusarium semitectum.,  63  (8): [PMID:10978211] [10.1021/np000023r]

Source

Source(1):

• Scientific Literature