Structure Database (LMSD)

Common Name
Heptadecanoyl CoA
Systematic Name
{[(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 acid
Synonyms
LM ID
LMFA07050325
Formula
C38H68N7O17P3S
Exact Mass
Calculate m/z
1019.360534
Sum Composition
CoA 17:0
Status
Curated
Show lipids differing only in stereochemistry/bond geometry
View NP-MRD ID(NMR) spectrum

Classification

Category
Main Class
Sub Class
Fatty Acyls [FA]
Fatty esters [FA07]
Fatty acyl CoAs [FA0705]
Fatty Acids and Conjugates [FA01]
Unsaturated fatty acids [FA0103]
Branched fatty acids [FA0102]
Hydroxy fatty acids [FA0105]
Amino fatty acids [FA0110]
Carbocyclic fatty acids [FA0114]

Biological Context

Heptadecanoyl-coenzyme A (heptadecanoyl-CoA) is a long-chain saturated fatty acyl CoA. It has been used as an internal standard for the quantification of hepatic and mitochondrial fatty acyl CoAs.1

This information has been provided by Cayman Chemical

References

1. Zhou, M., Xu, A., Lam, K.S.L., et al. Rosiglitazone promotes fatty acyl CoA accumulation and excessive glycogen storage in livers of mice without adiponectin. J. Hepatol. 53(6), 1108-1116 (2010).

Reactions

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ⓘ Reactions are shown if the E.C. number of the enzyme catalysing it is annotated in the UniProt database for a species belonging to the selected taxonomic class.
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Reactions graph legend

String Representations

InChiKey (Click to copy)
DRABUZIHHACUPI-DUPKZGIXSA-N
InChi (Click to copy)
InChI=1S/C38H68N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-29(47)66-22-21-40-28(46)19-20-41-36(50)33(49)38(2,3)24-59-65(56,57)62-64(54,55)58-23-27-32(61-63(51,52)53)31(48)37(60-27)45-26-44-30-34(39)42-25-43-35(30)45/h25-27,31-33,37,48-49H,4-24H2,1-3H3,(H,40,46)(H,41,50)(H,54,55)(H,56,57)(H2,39,42,43)(H2,51,52,53)/t27-,31-,32-,33+,37-/m1/s1
SMILES (Click to copy)
S(CCNC(CCNC([C@@H](C(C)(C)COP(=O)(O)OP(=O)(O)OC[C@@H]1[C@H]([C@H]([C@H](N2C=NC3=C(N)N=CN=C23)O1)O)OP(=O)(O)O)O)=O)=O)C(CCCCCCCCCCCCCCCC)=O

Other Databases

HMDB ID
HMDB0006497
CHEBI ID
74397
PubChem CID
3082004
SwissLipids ID
SLM:000000632
Cayman ID
25999

Calculated Physicochemical Properties

Heavy Atoms 66
Rings 3
Aromatic Rings 2
Rotatable Bonds 35
Van der Waals Molecular Volume 893.03
Topological Polar Surface Area 365.70
Hydrogen Bond Donors 9
Hydrogen Bond Acceptors 21
logP 7.79
Molar Refractivity 245.98

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Created at
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Updated at
25th Apr 2022