12-beta-Hydroxywithaferin A

ID: ALA3234483

Chembl Id: CHEMBL3234483

PubChem CID: 90670451

Max Phase: Preclinical

Molecular Formula: C28H38O7

Molecular Weight: 486.61

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  CC1=C(CO)C(=O)O[C@@H]([C@@H](C)[C@H]2CC[C@H]3[C@@H]4C[C@H]5O[C@]56[C@@H](O)C=CC(=O)[C@]6(C)[C@H]4C[C@@H](O)[C@]23C)C1

Standard InChI:  InChI=1S/C28H38O7/c1-13-9-20(34-25(33)16(13)12-29)14(2)17-5-6-18-15-10-24-28(35-24)22(31)8-7-21(30)27(28,4)19(15)11-23(32)26(17,18)3/h7-8,14-15,17-20,22-24,29,31-32H,5-6,9-12H2,1-4H3/t14-,15-,17+,18-,19-,20+,22-,23+,24+,26+,27-,28+/m0/s1

Standard InChI Key:  QTUMPYRKGLFMME-SDSVCERJSA-N

Associated Targets(Human)

HSPA6 Tbio Heat shock 70 kDa protein 6 (44 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: YesOral: 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: 486.61Molecular Weight (Monoisotopic): 486.2618AlogP: 2.32#Rotatable Bonds: 3
Polar Surface Area: 116.59Molecular Species: NEUTRALHBA: 7HBD: 3
#RO5 Violations: HBA (Lipinski): 7HBD (Lipinski): 3#RO5 Violations (Lipinski):
CX Acidic pKa: 13.44CX Basic pKa: CX LogP: 2.35CX LogD: 2.35
Aromatic Rings: Heavy Atoms: 35QED Weighted: 0.41Np Likeness Score: 3.82

References

1. Wijeratne EM, Xu YM, Scherz-Shouval R, Marron MT, Rocha DD, Liu MX, Costa-Lotufo LV, Santagata S, Lindquist S, Whitesell L, Gunatilaka AA..  (2014)  Structure-activity relationships for withanolides as inducers of the cellular heat-shock response.,  57  (7): [PMID:24625088] [10.1021/jm401279n]

Source