CHEBI:70712 - (5Z)-tetradecenoyl-CoA

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ChEBI Name (5Z)-tetradecenoyl-CoA ChEBI ID CHEBI:70712 ChEBI ASCII Name (5Z)-tetradecenoyl-CoA Definition An unsaturated fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of (5Z)-tetradecenoic acid. Stars This entity has been manually annotated by the ChEBI Team. Supplier Information ZINC000205693624 Download Molfile XML SDF Find compounds which contain this structure Find compounds which resemble this structure Take structure to the Advanced Search Formula C35H60N7O17P3S Net Charge 0 Average Mass 975.87400 Monoisotopic Mass 975.29793 InChI InChI=1S/C35H60N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-26(44)63-19-18-37-25(43)16-17-38-33(47)30(46)35(2,3)21-56-62(53,54)59-61(51,52)55-20-24-29(58-60(48,49)50)28(45)34(57-24)42-23-41-27-31(36)39-22-40-32(27)42/h11-12,22-24,28-30,34,45-46H,4-10,13-21H2,1-3H3,(H,37,43)(H,38,47)(H,51,52)(H,53,54)(H2,36,39,40)(H2,48,49,50)/b12-11-/t24-,28-,29-,30+,34-/m1/s1 InChIKey MRVDZOHJMLTLHJ-STFCKWFXSA-N SMILES CCCCCCCC\C=C/CCCC(=O)SCCNC(=O)CCNC(=O)[C@H](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)n1cnc2c(N)ncnc12 Roles Classification Chemical Role(s): acyl donor Any donor that can transfer acyl groups between molecular entities. (via acyl-CoA ) View more via ChEBI Ontology ChEBI Ontology Outgoing (5Z)-tetradecenoyl-CoA (CHEBI:70712) has functional parent cis-tetradec-5-enoic acid (CHEBI:70716) (5Z)-tetradecenoyl-CoA (CHEBI:70712) is a 11,12-saturated fatty acyl-CoA (CHEBI:85348) (5Z)-tetradecenoyl-CoA (CHEBI:70712) is a long-chain fatty acyl-CoA (CHEBI:33184) (5Z)-tetradecenoyl-CoA (CHEBI:70712) is a monounsaturated fatty acyl-CoA (CHEBI:139575) (5Z)-tetradecenoyl-CoA (CHEBI:70712) is conjugate acid of (5Z)-tetradecenoyl-CoA(4−) (CHEBI:84650) Incoming (5Z)-tetradecenoyl-CoA(4−) (CHEBI:84650) is conjugate base of (5Z)-tetradecenoyl-CoA (CHEBI:70712) IUPAC Name 3'-phosphoadenosine 5'-{3-[(3R)-3-hydroxy-2,2-dimethyl-4-oxo-4-({3-oxo-3-[(2-{[(5Z)-tetradec-5-enoyl]sulfanyl}ethyl)amino]propyl}amino)butyl] dihydrogen diphosphate} Synonyms Sources (cis-Δ5)-tetradecanoyl-CoA ChEBI (cis-Δ5)-tetradecanoyl-coenzyme A ChEBI 14:1(n-9)-CoA ChEBI 5Z-tetradecenoyl-CoA ChEBI 5Z-tetradecenoyl-coenzyme A ChEBI C14:1(n-9)-CoA ChEBI cis-5-tetradecenoyl-CoA ChEBI cis-5-tetradecenoyl-coenzyme A ChEBI cis-tetradec-5-enoyl-CoA ChEBI cis-tetradec-5-enoyl-coenzyme A ChEBI Z-tetradec-5-enoyl-CoA ChEBI Z-tetradec-5-enoyl-coenzyme A ChEBI Manual Xref Database CPD-15436 MetaCyc View more database links Citation Neubert TA, Johnson RS, Hurley JB, Walsh KA (1992) The rod transducin alpha subunit amino terminus is heterogeneously fatty acylated. The Journal of biological chemistry 267, 18274-18277 [PubMed:1326520] [show Abstract] Rod transducin (Tr), a heterotrimeric GTP-binding protein composed of alpha, beta, and gamma subunits, couples photolysis of rhodopsin to the activation of cyclic GMP phosphodiesterase in the vertebrate visual signal transduction cascade. To determine if T alpha r is covalently modified, we analyzed tryptic fragments of bovine retinal T alpha r using electrospray mass spectrometry, liquid chromatography/mass spectrometry, tandem mass spectrometry, and gas chromatography. A novel heterogeneous fatty acylation was detected at the NH2 terminus. Four types of NH2-terminal tryptic fragments of T alpha r were isolated, and each contained either a lauroyl (C12:0), myristoyl (C14:0), (cis-delta 5)-tetradecaenoyl (C14:1) or (cis,cis-delta 5, delta 8)-tetradecadienoyl (C14:2) fatty acyl residue amide-linked to the NH2-terminal glycine residue. NH2-terminal fatty acylation does not anchor T alpha r permanently in the membrane, since T alpha r used in these experiments was eluted without detergent from rod outer segment membranes. Last Modified 05 February 2018

General Comment 2012-10-19 Compound cited in Reactome.