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

General Information of Drug (ID: DR2154)
Drug Name
RTR-001007
Synonyms
Caffeic acid 2-phenylethyl ester; Caffeic acid phenethyl ester; Caffeic acid-phenethyl ester; Capeee; PHENETHYL CAFFEATE (CAPE); Phenethyl caffeate; Phenylethyl caffeate; SWUARLUWKZWEBQ-VQHVLOKHSA-N; caffeic acid phenylethyl ester; 100981-80-4; 104594-70-9; 115610-29-2; 2-Phenylethyl (2e)-3-(3,4-Dihydroxyphenyl; 2-phenylethyl 3-(3,4-dihydroxyphenyl)-2-propenoate; 2-phenylethyl caffeate; CAPE; CHEBI:8062; CHEMBL319244; Caffeic Acid Phenethyl Ester, Synthetic; G960R9S5SK; UNII-G960R9S5SK; phenethyl 3-(3,4-dihydroxyphenyl)acrylate
Indication Diabetes mellitus [ICD11: 5A10] Phase 1 [1]
Structure
3D MOL 2D MOL
Pharmaceutical Properties Molecular Weight 284.31 Topological Polar Surface Area 66.8
Heavy Atom Count 21 Rotatable Bond Count 6
Hydrogen Bond Donor Count 2 Hydrogen Bond Acceptor Count 4
Cross-matching ID
PubChem CID
5281787
PubChem SID
12667 ; 612314 ; 8616777 ; 12015124 ; 12016057 ; 14848879 ; 17404832 ; 24278341 ; 26612332 ; 26680006 ; 26747475 ; 26747476 ; 26753537 ; 26758378 ; 39315396 ; 46500450 ; 47274169 ; 47498112 ; 47498113 ; 47572002 ; 47572003 ; 49747045 ; 50024592 ; 50106023 ; 50106024 ; 50106025 ; 50106026 ; 50106027 ; 53777375 ; 53789035 ; 57358384 ; 76101379 ; 80954258 ; 85787755 ; 85789112 ; 85789433 ; 90341501 ; 91010615 ; 92303625 ; 92309976 ; 93576740 ; 93617082 ; 99300888 ; 99302408 ; 103323115 ; 103938278 ; 113855929 ; 118842495 ; 121360924 ; 124637378
ChEBI ID
CHEBI:8062
CAS Number
104594-70-9
TTD Drug ID
D06YGF
Formula
C17H16O4
Canonical SMILES
C1=CC=C(C=C1)CCOC(=O)C=CC2=CC(=C(C=C2)O)O
InChI
1S/C17H16O4/c18-15-8-6-14(12-16(15)19)7-9-17(20)21-11-10-13-4-2-1-3-5-13/h1-9,12,18-19H,10-11H2/b9-7+
InChIKey
SWUARLUWKZWEBQ-VQHVLOKHSA-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
Caffeic acid DM003530
689043
Hydrolysis - Hydrolysis 1 [4]
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR003975 RTR-001007 Caffeic acid Hydrolysis - Hydrolysis CES [4]
Drug-Metabolizing Enzyme(s) (DME) Metabolizing This Drug
DME Name DME Info Species Uniprot ID EC Number REF
Amylosucrase (AMS) DME1166 Deinococcus geothermalis
Q1J0W0_DEIGD
2.4.1.4
[2] , [3]
Carboxylesterase (CES) DMEN121 Homo sapiens Not Available Not Available [4]
Dextransucrase 1 (dsrF1) DME1167 Leuconostoc mesenteroides
GTF1_LEUME
2.4.1.5
[5]
Dextransucrase 2 (dsrF2) DME1168 Leuconostoc mesenteroides
GTF2_LEUME
2.4.1.5
[5]
Dextransucrase 3 (dsrF3) DME1169 Leuconostoc mesenteroides
GTF3_LEUME
2.4.1.5
[5]
Dextransucrase 4 (dsrF4) DME1170 Leuconostoc mesenteroides
GTF4_LEUME
2.4.1.5
[5]
⏷ Show the Full List of 6  DME(s)
References
1 Therapeutic potential of caffeic acid phenethyl ester (CAPE) in diabetes. Curr Med Chem. 2018;25(37):4827-4836.
2 The complete genome and proteome of Laribacter hongkongensis reveal potential mechanisms for adaptations to different temperatures and habitats. PLoS Genet. 2009 Mar;5(3):e1000416.
3 Glycosylation enhances the physicochemical properties of caffeic acid phenethyl ester. J Microbiol Biotechnol. 2017 Nov 28;27(11):1916-1924.
4 In vitro and in vivo stability of caffeic acid phenethyl ester, a bioactive compound of propolis
5 Transglycosylation improved caffeic acid phenethyl ester anti-inflammatory activity and water solubility by Leuconostoc mesenteroides dextransucrase. J Agric Food Chem. 2019 Apr 24;67(16):4505-4512.

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