(1S,5R,6R)-5,6-dihydroxy-3-(hydroxymethyl)-2-oxocyclohex-3-enyl 2-hydroxy-6-methylbenzoate

ID: ALA516735

Chembl Id: CHEMBL516735

Cas Number: 146475-71-0

PubChem CID: 44584656

Max Phase: Preclinical

Molecular Formula: C15H16O7

Molecular Weight: 308.29

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cccc(O)c1C(=O)O[C@@H]1C(=O)C(CO)=C[C@@H](O)[C@H]1O

Standard InChI:  InChI=1S/C15H16O7/c1-7-3-2-4-9(17)11(7)15(21)22-14-12(19)8(6-16)5-10(18)13(14)20/h2-5,10,13-14,16-18,20H,6H2,1H3/t10-,13-,14-/m1/s1

Standard InChI Key:  ZJIDZZXKQOJXMR-LERXQTSPSA-N

Alternative Forms

1. Parent:

   

   ALA516735

   Benzoic acid, 2-hydroxy-6-methyl-, 5,6-dihydroxy-3-(hydroxymethyl)-2-oxo-3-cyclohexen-1-yl ester, [1S-(1alpha,5beta,6beta)]-

Molecule Features

Natural Product: Yes

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: 308.29

Molecular Weight (Monoisotopic): 308.0896

AlogP: -0.55

#Rotatable Bonds: 3

Polar Surface Area: 124.29

Molecular Species: NEUTRAL

HBA: 7

HBD: 4

#RO5 Violations: 0

HBA (Lipinski): 7

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 9.85

CX Basic pKa:

CX LogP: 1.09

CX LogD: 1.09

Aromatic Rings: 1

Heavy Atoms: 22

QED Weighted: 0.55

Np Likeness Score: 2.08

References

1. Venkatasubbaiah P, Chilton WS.  (1992)  An Epoxydon-Derived Ester from a Phoma sp. Pathogenic to Rhubarb,  55  (5): [10.1021/np50083a013]

Source

Source(1):

• Scientific Literature