A medium-chain acyl CoA
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Heptanoyl-Coenzyme A (sodium salt)

Item No. 40459

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
S-(2-(3-((2R)-4-(((((((2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)tetrahydrofuran-2-yl)methoxy)(hydroxy)phosphoryl)oxy)(hydroxy)phosphoryl)oxy)-2-hydroxy-3,3-dimethylbutanamido)propanamido)ethyl) heptanethioate, sodium salt
Synonyms
  • C7-CoA
  • Enanthyl-coenzyme A
  • Heptanoyl-CoA
Molecular Formula
C28H48N7O17P3S • XNa
Formula Weight
879.7
Purity
≥90%
Formulation
A solid
Solubility(Learn about Variance in Solubility)
Water: Soluble
SMILES
O[C@H]1[C@@H](O[C@@H]([C@H]1OP(O)(O)=O)COP(OP(OCC(C)(C)[C@@H](O)C(NCCC(NCCSC(CCCCCC)=O)=O)=O)(O)=O)(O)=O)N2C3=NC=NC(N)=C3N=C2.[Na]
InChi Code
InChI=1S/C28H48N7O17P3S.Na/c1-4-5-6-7-8-19(37)56-12-11-30-18(36)9-10-31-26(40)23(39)28(2,3)14-49-55(46,47)52-54(44,45)48-13-17-22(51-53(41,42)43)21(38)27(50-17)35-16-34-20-24(29)32-15-33-25(20)35;/h15-17,21-23,27,38-39H,4-14H2,1-3H3,(H,30,36)(H,31,40)(H,44,45)(H,46,47)(H2,29,32,33)(H2,41,42,43);/t17-,21-,22-,23+,27-;/m1./s1
InChi Key
OYPCUFOHAQMMCZ-PCNICUCJSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
Certificates of Analysis & Batch Specific Data

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    1 mg

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    Product Description

    Heptanoyl-coenzyme A (heptanoyl-CoA) is a derivative of CoA (Item Nos. 16147 | 21499 | 21722) that contains the medium-chain fatty acid heptanoic acid (Item No. 33672).1 It inhibits butyryl-CoA:acetate-CoA transferase isolated from the gut bacteria P. elsdenii when used at a concentration of 200 µM. Heptanoyl-CoA levels are increased in primary fibroblasts derived from patients with medium-chain acyl-CoA dehydrogenase (MCAD) deficiency in the presence of heptanoic acid, indicating heptanoyl-CoA formation by short-chain acyl-transferases.2 It blocks decreases in infarct volume and improvements in motor function induced by the isoquinoline alkaloid berberine (Item No. 10006427) in a mouse model of ischemic stroke induced by middle cerebral artery occlusion (MCAO) when administered at a dose of 0.4 mg/kg per day.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Schulman, M., and Valentino, D. Kinetics and catalytic properties of coenzyme A transferase from Peptostreptococcus elsdenii. J. Bacteriol. 128(1), 372-378 (1976).

    2. Karunanidhi, A., Basu, S., Zhao, X.-J., et al. Heptanoic and medium branched-chain fatty acids as anaplerotic treatment for medium chain acyl-CoA dehydrogenase deficiency. Mol. Genet. Metab. 140(3), 107689 (2023).

    3. Duan, H., Hu, J., Deng, Y., et al. Berberine mediates the production of butyrate to ameliorate cerebral ischemia via the gut microbiota in mice. Nutrients 16(1), 9 (2023).