General
Preferred name
DIHYDROCAPSAICIN
Synonyms
8-Methyl-N-vanillylnonanamide ()
6,7-Dihydrocapsaicin ()
CCRIS1589 ()
6,7-Dihydrocapsaicin, 8-Methyl-N-vanillylnonanamide, CCRIS1589 ()
P&D ID
PD014955
CAS
19408-84-5
Tags
available
Structure
Probe scores
P&D probe-likeness score
[[ v.score ]]%
Structure formats
[[ format ]]
[[ compound[format === 'MOL' ? 'molblock' : format.toLowerCase()] ]]
Description
(extracted from source data)
DESCRIPTION Dihydrocapsaicin, a capsaicin, is a potent and selective TRPV1 (transient receptor potential vanilloid channel 1) agonist. Dihydrocapsaicin reduces AIF, Bax, and Caspase-3 expressions, and increased Bcl-2, Bcl-xL and p-Akt levels. Dihydrocapsaicin enhances the hypothermia-induced neuroprotection following ischemic stroke via PI3K/Akt regulation in rat[1][2][3].
PRICE 40
DESCRIPTION Capsaicin analog (LOPAC library)
DESCRIPTION Dihydrocapsaicin (CCRIS1589) 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. (TargetMol Bioactive Compound Library)
Cell lines
0
Organisms
1
Compound Sets
6
Cayman Chemical Bioactives
92355
DrugMatrix
LOPAC library
MedChem Express Bioactive Compound Library
HY-N0361
Selleckchem Bioactive Compound Library
dihydrocapsaicin
TargetMol Bioactive Compound Library
T2163
External IDs
30
Properties
(calculated by RDKit )
Molecular Weight
307.21
Hydrogen Bond Acceptors
3
Hydrogen Bond Donors
2
Rotatable Bonds
10
Ring Count
1
Aromatic Ring Count
1
cLogP
4.01
TPSA
58.56
Fraction CSP3
0.61
Chiral centers
0.0
Largest ring
6.0
QED
0.64
Structural alerts
0
No structural alerts detected
Custom attributes
(extracted from source data)
Target
TRP Channel
VR1
Akt
Apoptosis
Bcl-2 Family
Caspase
PI3K
Reactive Oxygen Species (ROS)
Reactive Oxygen Species
Pathway
Membrane Transporter/Ion Channel
Immunology/Inflammation
Metabolic Enzyme/Protease
Neuronal Signaling
NF-κB
PI3K/Akt/mTOR
NF-¦ÊB
Source data