2,3-dihydroxy-N-(2-phenylethyl)nona-6,8-diynamide

Details

• Internal ID: ed0b5c16-9cd0-499e-9722-7fd37d7fb55e
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty amides > N-acyl amines
• IUPAC Name: 2,3-dihydroxy-N-(2-phenylethyl)nona-6,8-diynamide
• SMILES (Canonical): C#CC#CCCC(C(C(=O)NCCC1=CC=CC=C1)O)O
• SMILES (Isomeric): C#CC#CCCC(C(C(=O)NCCC1=CC=CC=C1)O)O
• InChI: InChI=1S/C17H19NO3/c1-2-3-4-8-11-15(19)16(20)17(21)18-13-12-14-9-6-5-7-10-14/h1,5-7,9-10,15-16,19-20H,8,11-13H2,(H,18,21)
• InChI Key: VIEOJBIPZBRAGV-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₉NO₃
• Molecular Weight: 285.34 g/mol
• Exact Mass: 285.13649347 g/mol
• Topological Polar Surface Area (TPSA): 69.60 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 0.48
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7941	79.41%
Caco-2	-	0.8072	80.72%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7848	78.48%
OATP2B1 inhibitior	-	0.8579	85.79%
OATP1B1 inhibitior	+	0.9234	92.34%
OATP1B3 inhibitior	+	0.9404	94.04%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.8364	83.64%
P-glycoprotein inhibitior	-	0.8812	88.12%
P-glycoprotein substrate	+	0.5632	56.32%
CYP3A4 substrate	+	0.5074	50.74%
CYP2C9 substrate	-	0.6009	60.09%
CYP2D6 substrate	-	0.7823	78.23%
CYP3A4 inhibition	-	0.9109	91.09%
CYP2C9 inhibition	-	0.8422	84.22%
CYP2C19 inhibition	-	0.8396	83.96%
CYP2D6 inhibition	-	0.8145	81.45%
CYP1A2 inhibition	-	0.7578	75.78%
CYP2C8 inhibition	-	0.5775	57.75%
CYP inhibitory promiscuity	-	0.8545	85.45%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.7622	76.22%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.9805	98.05%
Skin irritation	-	0.8003	80.03%
Skin corrosion	-	0.9558	95.58%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4903	49.03%
Micronuclear	+	0.5032	50.32%
Hepatotoxicity	+	0.5435	54.35%
skin sensitisation	-	0.8951	89.51%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.8486	84.86%
Acute Oral Toxicity (c)	III	0.6924	69.24%
Estrogen receptor binding	+	0.5960	59.60%
Androgen receptor binding	+	0.5727	57.27%
Thyroid receptor binding	-	0.6305	63.05%
Glucocorticoid receptor binding	+	0.6025	60.25%
Aromatase binding	+	0.6313	63.13%
PPAR gamma	+	0.5849	58.49%
Honey bee toxicity	-	0.8879	88.79%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	-	0.9644	96.44%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.61%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	98.24%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.51%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.23%	91.11%
CHEMBL5701	Q9H2K8	Serine/threonine-protein kinase TAO3	89.96%	96.67%
CHEMBL5261	Q7L7X3	Serine/threonine-protein kinase TAO1	87.53%	89.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.07%	99.17%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	86.08%	95.50%
CHEMBL5028	O14672	ADAM10	85.36%	97.50%
CHEMBL1255126	O15151	Protein Mdm4	84.79%	90.20%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	83.72%	94.62%
CHEMBL3401	O75469	Pregnane X receptor	83.56%	94.73%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	83.44%	100.00%
CHEMBL2535	P11166	Glucose transporter	82.27%	98.75%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.19%	96.00%

Plants that contains it

• Acmella oleracea

Cross-Links

• PubChem: 102202311
• LOTUS: LTS0206497
• wikiData: Q105286791