((2R,3R,4aR,8R,8aS)-8-hydroxy-2,3-dimethoxy-2,3-dimethyl-5-oxo-2,3,4a,5,8,8a-hexahydrobenzo[b][1,4]dioxin-6-yl)methyl acetate

ID: ALA1938626

Chembl Id: CHEMBL1938626

PubChem CID: 56926707

Max Phase: Preclinical

Molecular Formula: C15H22O8

Molecular Weight: 330.33

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  CO[C@]1(C)O[C@H]2[C@H](O)C=C(COC(C)=O)C(=O)[C@@H]2O[C@@]1(C)OC

Standard InChI:  InChI=1S/C15H22O8/c1-8(16)21-7-9-6-10(17)12-13(11(9)18)23-15(3,20-5)14(2,19-4)22-12/h6,10,12-13,17H,7H2,1-5H3/t10-,12+,13+,14-,15-/m1/s1

Standard InChI Key:  AFUYITFFCLEQCI-BGNCJLHMSA-N

Associated Targets(Human)

GSTA2 Tbio Glutathione S-transferase A2 (52 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
GSTM1 Tbio Glutathione S-transferase Mu 1 (61 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
GSTP1 Tchem Glutathione S-transferase Pi (449 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: Small moleculeTopical: NoFirst In Class: NoBlack Box: No
Chirality: NoAvailability: NoProdrug: No

Drug Indications

MESH IDMESH Heading EFO IDsEFO TermsMax Phase for IndicationReferences

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Calculated Properties

Molecular Weight: 330.33Molecular Weight (Monoisotopic): 330.1315AlogP: -0.07#Rotatable Bonds: 4
Polar Surface Area: 100.52Molecular Species: NEUTRALHBA: 8HBD: 1
#RO5 Violations: HBA (Lipinski): 8HBD (Lipinski): 1#RO5 Violations (Lipinski):
CX Acidic pKa: 13.65CX Basic pKa: CX LogP: 0.35CX LogD: 0.35
Aromatic Rings: Heavy Atoms: 23QED Weighted: 0.72Np Likeness Score: 1.88

References

1. Wang CH, Wu HT, Cheng HM, Yen TJ, Lu IH, Chang HC, Jao SC, Shing TK, Li WS..  (2011)  Inhibition of glutathione S-transferase M1 by new gabosine analogues is essential for overcoming cisplatin resistance in lung cancer cells.,  54  (24): [PMID:22085405] [10.1021/jm201131n]

Source