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

General Information of Drug (ID: DR0586)
Drug Name
Ephedrin
Synonyms
Eciphin; Efedrin; Ephedral; Ephedremal; Ephedrin; Ephedrine; Ephedrine [USAN:BAN]; Ephedrine l-form; Ephedrital; Ephedrol; Ephedrosan; Ephedrotal; Ephedsol; Ephendronal; Ephoxamin; Fedrin; I-Sedrin; Kratedyn; L(-)-Ephedrine; Biophedrin; Lexofedrin; Manadrin; Mandrin; Norephedrine, N-methyl-; Sanedrine; Vencipon; Zephrol; l-Ephedrine; racephedrine; (-)-Ephedrine; (1R,2S)-2-(methylamino)-1-phenylpropan-1-ol; (L)-EPHEDRINE; 1-Phenyl-2-methylaminopropanol; 1-Sedrin; 299-42-3; HSDB 3072; Nasol; UNII-GN83C131XS
Indication Contraception [ICD11: JA65] Phase 4 [1]
Structure
3D MOL 2D MOL
Pharmaceutical Properties Molecular Weight 165.23 Topological Polar Surface Area 32.299
Heavy Atom Count 12 Rotatable Bond Count 3
Hydrogen Bond Donor Count 2 Hydrogen Bond Acceptor Count 2
Cross-matching ID
PubChem CID
9294
PubChem SID
4732 ; 598368 ; 7847192 ; 7979173 ; 8143173 ; 8156646 ; 10517637 ; 15147083 ; 15219436 ; 24848190 ; 24868714 ; 29227903 ; 46507538 ; 47291377 ; 47365458 ; 47736757 ; 48415944 ; 48424318 ; 49965013 ; 50111064 ; 57325562 ; 57392731 ; 79710055 ; 99222720 ; 103492152 ; 104320122 ; 117475916 ; 119525662 ; 124749764 ; 124892369 ; 128443809 ; 131309442 ; 134975118 ; 135650234 ; 136903786 ; 137001226 ; 142245143 ; 160964651 ; 163418533 ; 163850169 ; 175265573 ; 179150516 ; 198946050 ; 223520862 ; 223667135 ; 223671453 ; 223671797 ; 223786876 ; 226396713 ; 241058217
ChEBI ID
ChEBI:15407
CAS Number
299-42-3
TTD Drug ID
D0LG8E
Formula
C10H15NO
Canonical SMILES
CC(C(C1=CC=CC=C1)O)NC
InChI
1S/C10H15NO/c1-8(11-2)10(12)9-6-4-3-5-7-9/h3-8,10-12H,1-2H3/t8-,10-/m0/s1
InChIKey
KWGRBVOPPLSCSI-WPRPVWTQSA-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
(-)-Norephedrine DM006614
10297
Oxidation - Demethylation 1 [3]
1,2-dihydroxypropylbenzene DM006615 N. A. Oxidation - Hydrolyzationn 1 [4]
P-(-)-hydroxyephedrine DM006612
688009
Oxidation - Hydrolyzationn 1 [3]
Unclear DM009999 N. A. Unclear 1 [2]
P-(-)-hydroxynorephedrine DM006613
11099
Oxidation - Hydrolyzationn 2 [3]
P-(-)-hydroxynorephedrine DM006613
11099
Oxidation - Demethylation 2 [3]
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR007132 Ephedrin P-(-)-hydroxyephedrine Oxidation - Hydrolyzationn CYP [3]
MR007134 Ephedrin (-)-Norephedrine Oxidation - Demethylation Unclear [3]
MR007136 Ephedrin 1,2-dihydroxypropylbenzene Oxidation - Hydrolyzationn Unclear [4]
MR007137 Ephedrin Unclear Unclear SULT [2]
MR007135 (-)-Norephedrine P-(-)-hydroxynorephedrine Oxidation - Hydrolyzationn Unclear [3]
MR007133 P-(-)-hydroxyephedrine P-(-)-hydroxynorephedrine Oxidation - Demethylation Unclear [3]
⏷ Show the Full List of 6 MR(s)
Drug-Metabolizing Enzyme(s) (DME) Metabolizing This Drug
DME Name DME Info Species Uniprot ID EC Number REF
Sulfotransferase 1A1 (SULT1A1) DME0008 Homo sapiens
ST1A1_HUMAN
2.8.2.1
[2]
References
1 ClinicalTrials.gov (NCT03719625) Norepinephrine Versus Ephedrin for Prevention of Post Spinal Anesthesia in Cesarean Section.
2 Benzylic alcohols as stereospecific substrates and inhibitors for aryl sulfotransferase. Chirality. 1991;3(2):104-11.
3 Biodegradation of Ephedrine Isomers by Arthrobacter sp. Strain TS-15: Discovery of Novel Ephedrine and Pseudoephedrine Dehydrogenases
4 The metabolism of (-)-ephedrine in man

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