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Dihydrocapsaicin

CAT: 0013-GTR19159920-02Size: 500 mgDry Ice: NoHazardous: No
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CAT#:0013-GTR19159920-02Size:500 mg
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Description
Dihydrocapsaicin is isolated from Capsicum fruit. Capsaicin is the primary active component of the heat and pain-eliciting lipid soluble fraction of the Capsicum pepper. Like capsaicin, dihydrocapsaicin is an irritant. Capsaicin is found in natural hot pepper extracts along with a number of impurities, including dihydrocapsaicin and several lesser impurities. Separation by HPLC is required in order to obtain pure dihydrocapsaicin. Dihydrocapsaicin represents about 10% of the compound present in commercial preparations purporting to be pure capsaicin, but it has about the same pungency as capsaicin. VR1 (vanilloid receptor 1) is a heat activated calcium ion channel which functions as a part of the normal nociceptive pain pathway. Capsaicin elicits a sensation of burning pain by activation of VR1 on small, non-myelinated polymodal C-type nociceptive nerve fibers. The potency of dihydrocapsaicin at VR1 appears equivalent to capsaicin. Antioxidant. Reduces oxidation of serum lipids. Mutagenic. Dihydrocapsaicin is an activator of VR1.
CAS Number
19408-84-5
Purity
>98% (HPLC)
Solubility
In Vitro: DMSO : 100 mg/mL (325.28 mM)
Smiles
CC (C) CCCCCCC (=O) NCc1cc (c (cc1) O) OC
Molecular Formula
C18H29NO3
Molecular Weight
307.43
Storage Conditions
Storage temperature: -20°C. Stability: ≥ 2 years
Notes
For research use only.

Chemical Information

Dihydrocapsaicin

Dihydrocapsaicin is a capsaicinoid.

CAS Number19408-84-5
PubChem CID107982
IUPAC NameN-[(4-hydroxy-3-methoxyphenyl)methyl]-8-methylnonanamide
Molecular FormulaC18H29NO3
Molecular Weight307.4
XLogP4.4
Topological Polar Surface Area58.6
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count3
Rotatable Bond Count10
Heavy Atom Count22
Formal Charge0
Complexity307
SMILES
CC(C)CCCCCCC(=O)NCC1=CC(=C(C=C1)O)OC
InChI
InChI=1S/C18H29NO3/c1-14(2)8-6-4-5-7-9-18(21)19-13-15-10-11-16(20)17(12-15)22-3/h10-12,14,20H,4-9,13H2,1-3H3,(H,19,21)
InChIKey
XJQPQKLURWNAAH-UHFFFAOYSA-N
Chemical Structure
2D Structure
2D structure of Dihydrocapsaicin
CAS: 19408-84-5
CID: 107982
Formula: C18H29NO3
MW: 307.4
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight307.4
XLogP34.4
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count3
Rotatable Bond Count10
Exact Mass307.21474379
Monoisotopic Mass307.21474379
Topological Polar Surface Area58.6 Ų
Heavy Atom Count22
Formal Charge0
Complexity307
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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