N-(2-hydroxy-2-methylpropyl)tetradeca-2,4,8,10,12-pentaenamide

Details

• Internal ID: 77208e13-40ae-4858-9dfa-635e4c940ce6
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Alcohols and polyols > Tertiary alcohols
• IUPAC Name: N-(2-hydroxy-2-methylpropyl)tetradeca-2,4,8,10,12-pentaenamide
• SMILES (Canonical): CC=CC=CC=CCCC=CC=CC(=O)NCC(C)(C)O
• SMILES (Isomeric): CC=CC=CC=CCCC=CC=CC(=O)NCC(C)(C)O
• InChI: InChI=1S/C18H27NO2/c1-4-5-6-7-8-9-10-11-12-13-14-15-17(20)19-16-18(2,3)21/h4-9,12-15,21H,10-11,16H2,1-3H3,(H,19,20)
• InChI Key: CRPPMKFSMRODIQ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₇NO₂
• Molecular Weight: 289.40 g/mol
• Exact Mass: 289.204179104 g/mol
• Topological Polar Surface Area (TPSA): 49.30 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 3.45
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9730	97.30%
Caco-2	+	0.7671	76.71%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6677	66.77%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8769	87.69%
OATP1B3 inhibitior	+	0.9479	94.79%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9002	90.02%
P-glycoprotein inhibitior	-	0.7675	76.75%
P-glycoprotein substrate	-	0.8126	81.26%
CYP3A4 substrate	-	0.5237	52.37%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8887	88.87%
CYP3A4 inhibition	-	0.7726	77.26%
CYP2C9 inhibition	-	0.8497	84.97%
CYP2C19 inhibition	-	0.8179	81.79%
CYP2D6 inhibition	-	0.8962	89.62%
CYP1A2 inhibition	-	0.8291	82.91%
CYP2C8 inhibition	-	0.8719	87.19%
CYP inhibitory promiscuity	-	0.8515	85.15%
UGT catelyzed	+	1.0000	100.00%
Carcinogenicity (binary)	-	0.6600	66.00%
Carcinogenicity (trinary)	Non-required	0.6086	60.86%
Eye corrosion	-	0.8748	87.48%
Eye irritation	-	0.9267	92.67%
Skin irritation	-	0.7534	75.34%
Skin corrosion	-	0.9081	90.81%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3722	37.22%
Micronuclear	-	0.7200	72.00%
Hepatotoxicity	-	0.5250	52.50%
skin sensitisation	-	0.8910	89.10%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	-	0.7556	75.56%
Mitochondrial toxicity	-	0.6000	60.00%
Nephrotoxicity	+	0.5557	55.57%
Acute Oral Toxicity (c)	III	0.7099	70.99%
Estrogen receptor binding	+	0.7060	70.60%
Androgen receptor binding	-	0.6161	61.61%
Thyroid receptor binding	+	0.6192	61.92%
Glucocorticoid receptor binding	+	0.6157	61.57%
Aromatase binding	+	0.6619	66.19%
PPAR gamma	+	0.6647	66.47%
Honey bee toxicity	-	0.9263	92.63%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	-	0.9495	94.95%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL218	P21554	Cannabinoid CB1 receptor	184 nM	IC50	via Super-PRED
CHEMBL253	P34972	Cannabinoid CB2 receptor	224 nM; 197 nM	IC50; IC50	via Super-PRED; via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	96.34%	83.82%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	95.03%	89.34%
CHEMBL2581	P07339	Cathepsin D	89.33%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.44%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.12%	91.11%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	84.79%	100.00%
CHEMBL3401	O75469	Pregnane X receptor	84.53%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.37%	99.17%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	83.81%	96.95%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.59%	94.33%

Plants that contains it

• Zanthoxylum bungeanum
• Zanthoxylum integrifoliolum
• Zanthoxylum schinifolium

Cross-Links

• PubChem: 72727915
• LOTUS: LTS0005004
• wikiData: Q104968670