ID: ALA207963

Max Phase: Preclinical

Molecular Formula: C30H40O8

Molecular Weight: 528.64

Molecule Type: Small molecule

Associated Items:

Representations

Canonical SMILES:  C=C1CC[C@@H]2[C@]3(C)COC(c4cc(OC)c(OC)cc4OC)O[C@@H]3CC[C@@]2(C)[C@@H]1C/C=C1/C(=O)OC[C@H]1O

Standard InChI:  InChI=1S/C30H40O8/c1-17-7-10-25-29(2,20(17)9-8-18-21(31)15-36-27(18)32)12-11-26-30(25,3)16-37-28(38-26)19-13-23(34-5)24(35-6)14-22(19)33-4/h8,13-14,20-21,25-26,28,31H,1,7,9-12,15-16H2,2-6H3/b18-8+/t20-,21-,25+,26-,28?,29+,30+/m1/s1

Standard InChI Key:  XNMZWTGSGGQIKM-QKINZDJFSA-N

Associated Targets(Human)

Maltase-glucoamylase 654 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Beta-glucosidase cytosolic 63 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

Properties

Molecular Weight: 528.64Molecular Weight (Monoisotopic): 528.2723AlogP: 4.75#Rotatable Bonds: 6
Polar Surface Area: 92.68Molecular Species: NEUTRALHBA: 8HBD: 1
#RO5 Violations: 1HBA (Lipinski): 8HBD (Lipinski): 1#RO5 Violations (Lipinski): 1
CX Acidic pKa: 13.52CX Basic pKa: CX LogP: 4.35CX LogD: 4.35
Aromatic Rings: 1Heavy Atoms: 38QED Weighted: 0.32Np Likeness Score: 2.37

References

1. Dai GF, Xu HW, Wang JF, Liu FW, Liu HM..  (2006)  Studies on the novel alpha-glucosidase inhibitory activity and structure-activity relationships for andrographolide analogues.,  16  (10): [PMID:16504503] [10.1016/j.bmcl.2006.02.011]

Source