6'',7''-Dihydro-5',5'''-dicapsaicin

Details

• Internal ID: eca4b840-ceeb-4d88-b403-eb0ec96d81c8
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Biphenyls and derivatives
• IUPAC Name: N-[[4-hydroxy-3-[2-hydroxy-3-methoxy-5-[[[(E)-8-methylnon-6-enoyl]amino]methyl]phenyl]-5-methoxyphenyl]methyl]-8-methylnonanamide
• SMILES (Canonical): CC(C)CCCCCCC(=O)NCC1=CC(=C(C(=C1)OC)O)C2=C(C(=CC(=C2)CNC(=O)CCCCC=CC(C)C)OC)O
• SMILES (Isomeric): CC(C)CCCCCCC(=O)NCC1=CC(=C(C(=C1)OC)O)C2=C(C(=CC(=C2)CNC(=O)CCCC/C=C/C(C)C)OC)O
• InChI: InChI=1S/C36H54N2O6/c1-25(2)15-11-7-9-13-17-33(39)37-23-27-19-29(35(41)31(21-27)43-5)30-20-28(22-32(44-6)36(30)42)24-38-34(40)18-14-10-8-12-16-26(3)4/h11,15,19-22,25-26,41-42H,7-10,12-14,16-18,23-24H2,1-6H3,(H,37,39)(H,38,40)/b15-11+
• InChI Key: VONRPUZNFPTEEM-RVDMUPIBSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₅₄N₂O₆
• Molecular Weight: 610.80 g/mol
• Exact Mass: 610.39818745 g/mol
• Topological Polar Surface Area (TPSA): 117.00 Ų
• XlogP: 7.70
• Atomic LogP (AlogP): 7.78
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 20

Synonyms

• CHEBI:65771
• (6E)-N-[(2',6-dihydroxy-3',5-dimethoxy-5'-{[(8-methylnonanoyl)amino]methyl}biphenyl-3-yl)methyl]-8-methylnon-6-enamide
• CHEMBL454033
• Q27134258
• N-[[4-hydroxy-3-[2-hydroxy-3-methoxy-5-[[[(E)-8-methylnon-6-enoyl]amino]methyl]phenyl]-5-methoxyphenyl]methyl]-8-methylnonanamide

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9771	97.71%
Caco-2	-	0.8250	82.50%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8920	89.20%
OATP2B1 inhibitior	-	0.7136	71.36%
OATP1B1 inhibitior	+	0.8159	81.59%
OATP1B3 inhibitior	+	0.9189	91.89%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.9916	99.16%
P-glycoprotein inhibitior	+	0.8133	81.33%
P-glycoprotein substrate	+	0.5276	52.76%
CYP3A4 substrate	+	0.6153	61.53%
CYP2C9 substrate	+	0.6153	61.53%
CYP2D6 substrate	-	0.7925	79.25%
CYP3A4 inhibition	+	0.9364	93.64%
CYP2C9 inhibition	-	0.5418	54.18%
CYP2C19 inhibition	-	0.6913	69.13%
CYP2D6 inhibition	-	0.5179	51.79%
CYP1A2 inhibition	-	0.7419	74.19%
CYP2C8 inhibition	+	0.6471	64.71%
CYP inhibitory promiscuity	-	0.8877	88.77%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7971	79.71%
Carcinogenicity (trinary)	Non-required	0.6782	67.82%
Eye corrosion	-	0.9921	99.21%
Eye irritation	-	0.9062	90.62%
Skin irritation	-	0.7148	71.48%
Skin corrosion	-	0.9363	93.63%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7745	77.45%
Micronuclear	+	0.5500	55.00%
Hepatotoxicity	-	0.7039	70.39%
skin sensitisation	-	0.8986	89.86%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.8559	85.59%
Acute Oral Toxicity (c)	III	0.6571	65.71%
Estrogen receptor binding	+	0.8411	84.11%
Androgen receptor binding	+	0.6308	63.08%
Thyroid receptor binding	+	0.5736	57.36%
Glucocorticoid receptor binding	+	0.7415	74.15%
Aromatase binding	+	0.6241	62.41%
PPAR gamma	+	0.7630	76.30%
Honey bee toxicity	-	0.8816	88.16%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.9827	98.27%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3060	Q9Y345	Glycine transporter 2	99.29%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.27%	91.11%
CHEMBL2581	P07339	Cathepsin D	99.24%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.46%	96.09%
CHEMBL2535	P11166	Glucose transporter	95.67%	98.75%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	95.25%	95.17%
CHEMBL1255126	O15151	Protein Mdm4	93.76%	90.20%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	93.09%	90.71%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.61%	94.45%
CHEMBL2179	P04062	Beta-glucocerebrosidase	90.42%	85.31%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	90.29%	95.50%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	89.96%	96.00%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	89.68%	97.29%
CHEMBL1744525	P43490	Nicotinamide phosphoribosyltransferase	89.11%	96.25%
CHEMBL2885	P07451	Carbonic anhydrase III	88.60%	87.45%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	88.53%	97.21%
CHEMBL3401	O75469	Pregnane X receptor	86.97%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.58%	95.56%
CHEMBL340	P08684	Cytochrome P450 3A4	83.75%	91.19%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.69%	93.56%
CHEMBL3975	P09467	Fructose-1,6-bisphosphatase	83.36%	92.95%
CHEMBL2413	P32246	C-C chemokine receptor type 1	83.01%	89.50%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	82.67%	100.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.46%	95.89%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	80.41%	92.88%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	80.07%	89.34%

Plants that contains it

• Capsicum annuum

Cross-Links

• PubChem: 10483873
• NPASS: NPC275027
• LOTUS: LTS0053642
• wikiData: Q27134258