3-(4-deoxy-beta-xylo-hexopyranosyl)-4-hydroxy-6-(2-hydroxy-7-hydroxymethyl-1,1,5,9,11-pentamethyl-3,5,8-heptadecatrienyl)-2H-pyran-2-one

ID: ALA2269337

Cas Number: 927209-87-8

PubChem CID: 54684865

Product Number: N463107, Order Now?

Max Phase: Preclinical

Molecular Formula: C34H54O9

Molecular Weight: 606.80

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([C@@H]2O[C@H](CO)C[C@H](O)[C@H]2O)c(=O)o1)CO

Standard InChI:  InChI=1S/C34H54O9/c1-7-8-9-10-11-21(2)14-23(4)16-24(19-35)15-22(3)12-13-28(39)34(5,6)29-18-26(37)30(33(41)43-29)32-31(40)27(38)17-25(20-36)42-32/h12-13,15-16,18,21,24-25,27-28,31-32,35-40H,7-11,14,17,19-20H2,1-6H3/b13-12+,22-15+,23-16-/t21?,24?,25-,27-,28?,31+,32-/m0/s1

Standard InChI Key:  HEECQDWUNPZALD-ZBNIOBMFSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA2269337

   Neofusapyrone

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: 606.80

Molecular Weight (Monoisotopic): 606.3768

AlogP: 4.58

#Rotatable Bonds: 16

Polar Surface Area: 160.82

Molecular Species: NEUTRAL

HBA: 9

HBD: 6

#RO5 Violations: 2

HBA (Lipinski): 9

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 7.10

CX Basic pKa: ┄

CX LogP: 3.84

CX LogD: 3.36

Aromatic Rings: 1

Heavy Atoms: 43

QED Weighted: 0.09

Np Likeness Score: 2.32

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