Basic information
- CAS
3546-17-6- Standard SMILES
CCCCCCCCCCCCCCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(=O)(O)OP(=O)(O)OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)(O)O- InChIKey
DRABUZIHHACUPI-DUPKZGIXSA-N- Molecular formula
- C38H68N7O17P3S
- Average molar mass
- 1,020 g/mol
- Monoisotopic mass
- 1,019.36052589
Overview
Heptadecanoyl-CoA is a long-chain fatty acyl-CoA that results from the formal condensation of the thiol group of coenzyme A with the carboxy group of heptadecanoic acid. It has a role as a metabolite. It is a saturated fatty acyl-CoA, a long-chain fatty acyl-CoA and an 11,12-saturated fatty acyl-CoA. It is functionally related to a heptadecanoic acid. It is a conjugate acid of a heptadecanoyl-CoA(4-).
Names & identifiers
- Preferred name
- heptadecanoyl-CoA
- IUPAC
- S-[2-[3-[[(2R)-4-[[[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-3-phosphonooxyoxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-hydroxyphosphoryl]oxy-2-hydroxy-3,3-dimethylbutanoyl]amino]propanoylamino]ethyl] heptadecanethioate
- English name
- N-HEPTADECANOYL COENZYME A LITHIUM SALT
- Molecular formula
- C38H68N7O17P3S
- Molecular weight
- 1019.97
Names & synonyms
Heptadecanoyl-coa3546-17-6Heptadecyl-coaHeptadecanoyl-coenzyme AHeptadecyl-coenzyme ACoenzyme A, heptadecyl-Coenzyme A, heptadecanoyl-CHEBI:74397DTXSID201316404RefChem:922842DTXCID301746256Heptadecanoyl coenzyme A
Show more names
17:0 Coenzyme AS-Heptadecanoyl CoAN-heptadecanoyl coenzyme AN-HEPTADECANOYL COENZYME A (C17:0)n-Heptadecanoyl coenzyme A lithium salt >=90%coenzyme A n-heptadecanoyl derivative (C17:0), lithium
Heptadecanoyl CoACoenzyme A, S-heptadecanoateS-[2-[3-[[(2R)-4-[[[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-3-phosphonooxyoxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-hydroxyphosphoryl]oxy-2-hydroxy-3,3-dimethylbutanoyl]amino]propanoylamino]ethyl] heptadecanethioaten-Heptadecanoyl coenzyme A lithium salt{[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-2-({[({[(3R)-3-[(2-{[2-(heptadecanoylsulfanyl)ethyl]carbamoyl}ethyl)carbamoyl]-3-hydroxy-2,2-dimethylpropoxy](hydroxy)phosphoryl}oxy)(hydroxy)phosphoryl]oxy}methyl)-4-hydroxyoxolan-3-yl]oxy}phosphonic acids-heptadecanoateMargaric acid coas-heptadecanoic acid
Properties
Computed structural properties
- XLogP
- 2.2
- Topological polar surface area
- 389 Ų
- Hydrogen bond donors
- 9
- Hydrogen bond acceptors
- 22
- Rotatable bonds
- 35
- Heavy atoms
- 66
- Formal charge
- 0
- Complexity
- 1,640
Experimental & physicochemical properties
LipidsFatty Acyls [FA] -> Fatty esters [FA07] -> Fatty acyl CoAs [FA0705]
Physical DescriptionSolid
Physicochemical properties
- Density
- 1.533 · 1.533±0.14 g/cm3(Temp: 25 °C; Press: 760 Torr)(predicted)
- storage temp.
- -20 °C · -20°C
- form
- Solid
- pka
- 1.157 · 1.157±0.50(predicted)
- color
- White to off-white
- InChIKey
- DRABUZIHHACUPI-UVICFMDKSA-N
- SMILES
- CCCCCCCCCCCCCCCCC(=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)n2cnc3c(N)ncnc23
- UNSPSC Code
- 41106305 · 41106305
- NACRES
- 51 · NA.51
- PPE
- 95 · Eyeshields, Gloves, type N95 (US)
- WGK Germany
- 3 · 3
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- PPE
- Eyeshields, Gloves, type N95 (US)
- wgk
- 3
- Storage Class
- 11 - Combustible Solids
Chemistry & industry
Pharmacology
Cellular LocationsCytoplasm
Metabolite PathwaysDe Novo Triacylglycerol Biosynthesis TG(10:0/10:0/17:0)
Applications
Uses17:0 Coenzyme A or heptadecanoyl Coenzyme A (ammonium salt) has been used as an internal standard for long-chain acyl-CoA (LCACoA) analysis by liquid chromatography/tandem mass spectrometry. It has also been used as an internal standard to measure the percentage recovery of fatty acyl-CoAs by high performance liquid chromatography.
Suppliers10 total
浙江珲达生物科技有限公司0571-89903022 18679456698 · [email protected]
Aladdin Scientific[email protected]
安耐吉化学&3A（安徽泽升科技有限公司）021-58432009 400-005-6266 · [email protected]
上海梅凯科技有限公司021-68689288 15300790979 · [email protected]
Sigma-Aldrich西格玛奥德里奇(上海)贸易有限公司021-61415566 800-8193336 · [email protected]
Alfa Chemistry+1-5166625404 · [email protected]
Creative Enzymes1-516-855-7709 · [email protected]
上海贝万塔生物科技有限公司021-67187366 19901745723 · [email protected]
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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