(2E,9Z)-N-(2-hydroxy-2-methylpropyl)pentadeca-2,9-dien-12,14-diynamide

Details

• Internal ID: 30ae2bfb-d0c5-4282-9eb8-dd97a52f6573
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty amides > N-acyl amines
• IUPAC Name: (2E,9Z)-N-(2-hydroxy-2-methylpropyl)pentadeca-2,9-dien-12,14-diynamide
• SMILES (Canonical): CC(C)(CNC(=O)C=CCCCCCC=CCC#CC#C)O
• SMILES (Isomeric): CC(C)(CNC(=O)/C=C/CCCCC/C=C\CC#CC#C)O
• InChI: InChI=1S/C19H27NO2/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-18(21)20-17-19(2,3)22/h1,8-9,15-16,22H,7,10-14,17H2,2-3H3,(H,20,21)/b9-8-,16-15+
• InChI Key: SMIMDPKWDHJDGC-ZHEVCFECSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₇NO₂
• Molecular Weight: 301.40 g/mol
• Exact Mass: 301.204179104 g/mol
• Topological Polar Surface Area (TPSA): 49.30 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 2.96
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9478	94.78%
Caco-2	-	0.7902	79.02%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7502	75.02%
OATP2B1 inhibitior	-	0.8563	85.63%
OATP1B1 inhibitior	+	0.8616	86.16%
OATP1B3 inhibitior	+	0.9457	94.57%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.6796	67.96%
P-glycoprotein inhibitior	-	0.7637	76.37%
P-glycoprotein substrate	-	0.6694	66.94%
CYP3A4 substrate	+	0.5657	56.57%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8827	88.27%
CYP3A4 inhibition	-	0.8405	84.05%
CYP2C9 inhibition	-	0.7869	78.69%
CYP2C19 inhibition	-	0.7719	77.19%
CYP2D6 inhibition	-	0.8639	86.39%
CYP1A2 inhibition	-	0.7713	77.13%
CYP2C8 inhibition	-	0.6203	62.03%
CYP inhibitory promiscuity	-	0.7387	73.87%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.6900	69.00%
Carcinogenicity (trinary)	Non-required	0.6262	62.62%
Eye corrosion	-	0.9470	94.70%
Eye irritation	-	0.9648	96.48%
Skin irritation	-	0.7809	78.09%
Skin corrosion	-	0.9351	93.51%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5403	54.03%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	-	0.6538	65.38%
skin sensitisation	-	0.8833	88.33%
Respiratory toxicity	-	0.7444	74.44%
Reproductive toxicity	-	0.7889	78.89%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	+	0.5203	52.03%
Acute Oral Toxicity (c)	III	0.6715	67.15%
Estrogen receptor binding	+	0.5950	59.50%
Androgen receptor binding	-	0.6636	66.36%
Thyroid receptor binding	+	0.5696	56.96%
Glucocorticoid receptor binding	+	0.5401	54.01%
Aromatase binding	+	0.6831	68.31%
PPAR gamma	+	0.6675	66.75%
Honey bee toxicity	-	0.9188	91.88%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	+	0.7024	70.24%
Fish aquatic toxicity	-	0.6636	66.36%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	94.77%	98.95%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	94.12%	89.34%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.03%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.89%	96.09%
CHEMBL230	P35354	Cyclooxygenase-2	88.22%	89.63%
CHEMBL4179	P45984	c-Jun N-terminal kinase 2	86.13%	90.75%
CHEMBL5251	Q06187	Tyrosine-protein kinase BTK	85.46%	98.51%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	85.33%	100.00%
CHEMBL3401	O75469	Pregnane X receptor	84.45%	94.73%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	84.38%	91.11%
CHEMBL3975	P09467	Fructose-1,6-bisphosphatase	83.15%	92.95%
CHEMBL221	P23219	Cyclooxygenase-1	82.77%	90.17%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.95%	94.33%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.12%	96.95%

Plants that contains it

• Echinacea purpurea

Cross-Links

• PubChem: 50915954
• LOTUS: LTS0229596
• wikiData: Q105255956