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Homocapsaicin

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

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Internal ID a4070394-19b2-4128-bb0e-57cd9878901e
Taxonomy Benzenoids > Phenols > Methoxyphenols
IUPAC Name (E)-N-[(4-hydroxy-3-methoxyphenyl)methyl]-9-methyldec-7-enamide
SMILES (Canonical) CC(C)C=CCCCCCC(=O)NCC1=CC(=C(C=C1)O)OC
SMILES (Isomeric) CC(C)/C=C/CCCCCC(=O)NCC1=CC(=C(C=C1)O)OC
InChI InChI=1S/C19H29NO3/c1-15(2)9-7-5-4-6-8-10-19(22)20-14-16-11-12-17(21)18(13-16)23-3/h7,9,11-13,15,21H,4-6,8,10,14H2,1-3H3,(H,20,22)/b9-7+
InChI Key JKIHLSTUOQHAFF-VQHVLOKHSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C19H29NO3
Molecular Weight 319.40 g/mol
Exact Mass 319.21474379 g/mol
Topological Polar Surface Area (TPSA) 58.60 Ų
XlogP 4.10
Atomic LogP (AlogP) 4.18
H-Bond Acceptor 3
H-Bond Donor 2
Rotatable Bonds 10

Synonyms

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E-Homocapsaicin
58493-48-4
S5KLC0JPH3
UNII-S5KLC0JPH3
(E)-N-[(4-hydroxy-3-methoxyphenyl)methyl]-9-methyldec-7-enamide
N-VANILLYL-9-METHYLDEC-7-(E)-ENAMIDE
TRANS-N-VANILLYL-9-METHYLDEC-7-ENAMIDE
VANILLYLAMIDE OF 9-METHYLDEC-TRANS-7-ENOIC ACID
(3e)-n-(4-hydroxy-3-methoxybenzyl)-9-methyldec-7-enamide
7-Decenamide, N-((4-hydroxy-3-methoxyphenyl)methyl)-9-methyl-, (7E)-
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of Homocapsaicin

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9906 99.06%
Caco-2 - 0.5924 59.24%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.9272 92.72%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8785 87.85%
OATP1B3 inhibitior + 0.9404 94.04%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior + 0.5250 52.50%
BSEP inhibitior + 0.9058 90.58%
P-glycoprotein inhibitior - 0.8439 84.39%
P-glycoprotein substrate - 0.7481 74.81%
CYP3A4 substrate + 0.5230 52.30%
CYP2C9 substrate + 0.6153 61.53%
CYP2D6 substrate - 0.7925 79.25%
CYP3A4 inhibition + 0.8287 82.87%
CYP2C9 inhibition + 0.8948 89.48%
CYP2C19 inhibition - 0.9025 90.25%
CYP2D6 inhibition + 0.8932 89.32%
CYP1A2 inhibition + 0.9107 91.07%
CYP2C8 inhibition + 0.6895 68.95%
CYP inhibitory promiscuity - 0.7551 75.51%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.8071 80.71%
Carcinogenicity (trinary) Non-required 0.6924 69.24%
Eye corrosion - 0.9885 98.85%
Eye irritation - 0.8160 81.60%
Skin irritation + 0.5683 56.83%
Skin corrosion - 0.9425 94.25%
Ames mutagenesis - 0.8300 83.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6772 67.72%
Micronuclear - 0.5800 58.00%
Hepatotoxicity - 0.9323 93.23%
skin sensitisation - 0.8775 87.75%
Respiratory toxicity + 0.7111 71.11%
Reproductive toxicity + 0.7889 78.89%
Mitochondrial toxicity + 0.8500 85.00%
Nephrotoxicity - 0.8585 85.85%
Acute Oral Toxicity (c) III 0.6676 66.76%
Estrogen receptor binding + 0.5664 56.64%
Androgen receptor binding - 0.6294 62.94%
Thyroid receptor binding + 0.6977 69.77%
Glucocorticoid receptor binding - 0.5438 54.38%
Aromatase binding + 0.5400 54.00%
PPAR gamma + 0.6426 64.26%
Honey bee toxicity - 0.8915 89.15%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.5900 59.00%
Fish aquatic toxicity + 0.6765 67.65%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.71% 91.11%
CHEMBL3060 Q9Y345 Glycine transporter 2 99.23% 99.17%
CHEMBL2581 P07339 Cathepsin D 98.79% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.38% 96.09%
CHEMBL2535 P11166 Glucose transporter 96.82% 98.75%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.27% 94.45%
CHEMBL1255126 O15151 Protein Mdm4 94.41% 90.20%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.54% 95.56%
CHEMBL3492 P49721 Proteasome Macropain subunit 90.31% 90.24%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 89.25% 95.50%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 89.14% 90.71%
CHEMBL1163101 O75460 Serine/threonine-protein kinase/endoribonuclease IRE1 88.40% 98.11%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 88.14% 96.00%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 87.96% 97.29%
CHEMBL5701 Q9H2K8 Serine/threonine-protein kinase TAO3 86.52% 96.67%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 86.28% 95.17%
CHEMBL4208 P20618 Proteasome component C5 85.53% 90.00%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 84.88% 92.88%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 84.83% 99.15%
CHEMBL3975 P09467 Fructose-1,6-bisphosphatase 84.81% 92.95%
CHEMBL1744525 P43490 Nicotinamide phosphoribosyltransferase 84.28% 96.25%
CHEMBL2179 P04062 Beta-glucocerebrosidase 82.92% 85.31%
CHEMBL3401 O75469 Pregnane X receptor 82.57% 94.73%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 82.53% 97.21%
CHEMBL5261 Q7L7X3 Serine/threonine-protein kinase TAO1 81.75% 89.33%
CHEMBL1907591 P30926 Neuronal acetylcholine receptor; alpha4/beta4 80.97% 100.00%
CHEMBL340 P08684 Cytochrome P450 3A4 80.58% 91.19%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
Capsicum annuum
Capsicum pubescens

Cross-Links

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PubChem 6442566
NPASS NPC259193
LOTUS LTS0187885
wikiData Q76386883