Details of the Drug Metabolized by Drug-Metabolizing Enzyme (DME)

General Information of Drug (ID: DR0258)
Drug Name
NSC-675451
Synonyms
Calanolide A; Calanolide A;; S5A9TQN46W; (+)-(10R,11S,12S)-10,11-trans-dihydro-12-hydroxy-6,6,10,11-tetramethyl-4-propyl-2H,6H-benzo[1,2-b:3,4-b':5,6-b'']tripyran-2-one; (+)-Calanolide A; 142632-32-4; 2H,6H,10H-Benzo(1,2-b:3,4-b':5,6-b'')tripyran-2-one, 11,12-dihydro-12-hydroxy-6,6,10,11-tetramethyl-4-propyl-, (10R-(10alpha,11beta,12alpha))-; C22H26O5; CHEBI:65552; CHEMBL267447; NSC 650886; NSC 661122; NSC 675451; NSC-675451; NSC650886; NSC675451; UNII-S5A9TQN46W
Indication Pulmonary tuberculosis [ICD11: 1B10] Phase 1 [1]
Structure
3D MOL 2D MOL
Pharmaceutical Properties Molecular Weight 370.4 Topological Polar Surface Area 65
Heavy Atom Count 27 Rotatable Bond Count 2
Hydrogen Bond Donor Count 1 Hydrogen Bond Acceptor Count 5
Cross-matching ID
PubChem CID
64972
ChEBI ID
CHEBI:65552
CAS Number
142632-32-4
TTD Drug ID
D0S6KA
Formula
C22H26O5
Canonical SMILES
CCCC1=CC(=O)OC2=C1C3=C(C=CC(O3)(C)C)C4=C2C(C(C(O4)C)C)O
InChI
1S/C22H26O5/c1-6-7-13-10-15(23)26-21-16(13)20-14(8-9-22(4,5)27-20)19-17(21)18(24)11(2)12(3)25-19/h8-12,18,24H,6-7H2,1-5H3
InChIKey
NIDRYBLTWYFCFV-FMTVUPSXSA-N
The Metabolic Roadmap of This Drug
The Full List of Drug Metabolites (DM) of This Drug
DM Name DM ID PubChem ID Reaction DM Level REF
(+)-calanolide B DM003529
65008
Unclear 1 [3]
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR003974 NSC-675451 (+)-calanolide B Unclear Unclear [3]
Drug-Metabolizing Enzyme(s) (DME) Metabolizing This Drug
DME Name DME Info Species Uniprot ID EC Number REF
Cytochrome P450 3A4 (CYP3A4) DME0001 Homo sapiens
CP3A4_HUMAN
1.14.14.55
[2]
References
1 ClinicalTrials.gov (NCT00005120) The Safety and Effectiveness of (+)-Calanolide A in HIV-Infected Patients Who Have Never Taken Anti-HIV Drugs.
2 Metabolism of F18, a derivative of calanolide A, in human liver microsomes and cytosol. Front Pharmacol. 2017 Jul 19;8:479.
3 Pharmaceutical properties of related calanolide compounds with activity against human immunodeficiency virus

If you find any error in data or bug in web service, please kindly report it to Dr. Yin and Dr. Li.