Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-11-17 23:39:29 UTC
Update Date2024-04-30 19:41:36 UTC
Metabolite IDMMDBc0029734
Metabolite Identification
Common Name(S)-3-Hydroxyhexadecanoyl-CoA
Description(S)-3-Hydroxyhexadecanoyl-CoA is a beta-oxidation intermediate derivative of palmitoyl-CoA and the substrate of the enzyme long chain-fatty acyl-CoA Ligase. This enzyme catalyzes the esterification, concomitant with transport, of exogenous long-chain fatty acids into metabolically active CoA thioesters for subsequent degradation or incorporation into phospholipids. This compound is also a substrate for 3-ketoacyl-CoA thiolase. This enzyme catalyzes the final step of fatty acid oxidation in which acetyl-CoA is released and the CoA ester of a fatty acid two carbons shorter is formed.
Structure
Synonyms
ValueSource
(S)-3-Hydroxyhexadecanoyl-coenzyme AHMDB
(S)-3-Hydroxypalmitoyl-coenzyme AHMDB
b-Hydroxypalmitoyl-CoAHMDB
b-Hydroxypalmitoyl-coenzyme AHMDB
beta-Hydroxypalmitoyl-CoAHMDB
beta-Hydroxypalmitoyl-coenzyme AHMDB
DL-3-Hydroxyhexadecanoyl-S-coenzyme AHMDB
DL-3-Hydroxyhexadecanoyl-scoaHMDB
DL-3-Hydroxyhexadecanoyl-Scoenzyme AHMDB
S-(3-HydroxyhexadecanoateHMDB
S-(3-Hydroxyhexadecanoate)coenzyme AHMDB
S-(3-Hydroxyhexadecanoic acidHMDB
S-DL-3-HydroxyhexadecanoateHMDB
S-DL-3-Hydroxyhexadecanoic acidHMDB
3-Hydroxyhexadecanoyl-CoAHMDB
3-Hydroxyhexadecanoyl-coenzyme AHMDB
Molecular FormulaC37H66N7O18P3S
Average Mass1021.942
Monoisotopic Mass1021.339788569
IUPAC Name{[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-2-({[hydroxy({hydroxy[3-hydroxy-3-({2-[(2-{[(3S)-3-hydroxyhexadecanoyl]sulfanyl}ethyl)carbamoyl]ethyl}carbamoyl)-2,2-dimethylpropoxy]phosphoryl}oxy)phosphoryl]oxy}methyl)oxolan-3-yl]oxy}phosphonic acid
Traditional Name[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-2-[({hydroxy[hydroxy(3-hydroxy-3-({2-[(2-{[(3S)-3-hydroxyhexadecanoyl]sulfanyl}ethyl)carbamoyl]ethyl}carbamoyl)-2,2-dimethylpropoxy)phosphoryl]oxyphosphoryl}oxy)methyl]oxolan-3-yl]oxyphosphonic acid
CAS Registry Number35106-50-4
SMILES
CCCCCCCCCCCCC[C@H](O)CC(=O)SCCNC(=O)CCNC(=O)C(O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C(N)N=CN=C12
InChI Identifier
InChI=1S/C37H66N7O18P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-25(45)20-28(47)66-19-18-39-27(46)16-17-40-35(50)32(49)37(2,3)22-59-65(56,57)62-64(54,55)58-21-26-31(61-63(51,52)53)30(48)36(60-26)44-24-43-29-33(38)41-23-42-34(29)44/h23-26,30-32,36,45,48-49H,4-22H2,1-3H3,(H,39,46)(H,40,50)(H,54,55)(H,56,57)(H2,38,41,42)(H2,51,52,53)/t25-,26+,30+,31+,32?,36+/m0/s1
InChI KeyDEHLMTDDPWDRDR-QQOJFMBSSA-N