| Identification | Back Directory | [Name]
CAPSIATE | [CAS]
205687-01-0 | [Synonyms]
CAPSIATE
CH-19 Capsiate
Natural capsiate
(4-hydroxy-3-methoxyphenyl)methyl (E)-8-methylnon-6-enoate
(E)-8-Methyl-6-nonenoic acid (4-hydroxy-3-methoxyphenyl)methyl ester
6-Nonenoic acid, 8-methyl-, (4-hydroxy-3-methoxyphenyl)methyl ester, (6E)- | [Molecular Formula]
C18H26O4 | [MDL Number]
MFCD28401009 | [MOL File]
205687-01-0.mol | [Molecular Weight]
306.4 |
| Chemical Properties | Back Directory | [Boiling point ]
421.3±40.0 °C(Predicted) | [density ]
1.053 | [storage temp. ]
-20°C | [solubility ]
DMF: 30 mg/ml,DMSO: 30 mg/ml,Ethanol: 30 mg/ml | [form ]
A liquid | [pka]
9.51±0.20(Predicted) | [color ]
Colorless to light yellow | [InChI]
InChI=1S/C18H26O4/c1-14(2)8-6-4-5-7-9-18(20)22-13-15-10-11-16(19)17(12-15)21-3/h6,8,10-12,14,19H,4-5,7,9,13H2,1-3H3/b8-6+ | [InChIKey]
ZICNYIDDNJYKCP-SOFGYWHQSA-N | [SMILES]
C(OCC1=CC=C(O)C(OC)=C1)(=O)CCCC/C=C/C(C)C | [LogP]
4.515 (est) |
| Hazard Information | Back Directory | [Uses]
Capsiate is a capsinoid compound which are non-pungent capsaicin analogs that can promote metabolic health and exercise tolerance. | [Definition]
ChEBI: Capsiate is a carboxylic ester obtained by formal condensation of the carboxy group of (6E)-8-methylnon-6-enoic acid with the benzylic hydroxy group of vanillyl alcohol. A non-pungent analogue of capsaicin with a similar biological profile. It has a role as a plant metabolite, a hypoglycemic agent, an anti-allergic agent, an antioxidant, an angiogenesis inhibitor, an anti-inflammatory agent and a capsaicin receptor agonist. It is a carboxylic ester, a monomethoxybenzene and a member of phenols. It is functionally related to a vanillyl alcohol. | [in vivo]
Capsiate does not exhibit irritancy-related effects on the oral cavity or eye[1].
Capsiate (0.03~0.54 mM; s.c.) induces nociceptive responses in mice[1]. | Animal Model: | Male ddY-strain mice (20–24 g) [1] | | Dosage: | 0.5 or 5 mM | | Administration: | P.o. | | Result: | Did not cause pungency-related behaviors.
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| [IC 50]
TRPV1 | [storage]
-20°C |
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