(2R)-N-[(1S,2R,3E,7E)-1-(Hydroxymethyl)-2-hydroxy-3,7-heptadecadienyl]-2-hydroxypalmitamide

Details

• Internal ID: 01393234-6664-40a5-b79a-77cdff520e99
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Alcohols and polyols > Secondary alcohols
• IUPAC Name: (2R)-N-[(2S,3R,4E,8E)-1,3-dihydroxyoctadeca-4,8-dien-2-yl]-2-hydroxyhexadecanamide
• SMILES (Canonical): CCCCCCCCCCCCCCC(C(=O)NC(CO)C(C=CCCC=CCCCCCCCCC)O)O
• SMILES (Isomeric): CCCCCCCCCCCCCC[C@H](C(=O)N[C@@H](CO)[C@@H](/C=C/CC/C=C/CCCCCCCCC)O)O
• InChI: InChI=1S/C34H65NO4/c1-3-5-7-9-11-13-15-17-19-20-22-24-26-28-32(37)31(30-36)35-34(39)33(38)29-27-25-23-21-18-16-14-12-10-8-6-4-2/h19-20,26,28,31-33,36-38H,3-18,21-25,27,29-30H2,1-2H3,(H,35,39)/b20-19+,28-26+/t31-,32+,33+/m0/s1
• InChI Key: BGCIWBMYVKHZNX-QYJGJREYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₄H₆₅NO₄
• Molecular Weight: 551.90 g/mol
• Exact Mass: 551.49135955 g/mol
• Topological Polar Surface Area (TPSA): 89.80 Ų
• XlogP: 11.20
• Atomic LogP (AlogP): 8.31
• H-Bond Acceptor: 4
• H-Bond Donor: 4
• Rotatable Bonds: 29

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8779	87.79%
Caco-2	-	0.8527	85.27%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.8032	80.32%
OATP2B1 inhibitior	-	0.5704	57.04%
OATP1B1 inhibitior	+	0.8716	87.16%
OATP1B3 inhibitior	+	0.9179	91.79%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8879	88.79%
BSEP inhibitior	+	0.6624	66.24%
P-glycoprotein inhibitior	-	0.4766	47.66%
P-glycoprotein substrate	-	0.7393	73.93%
CYP3A4 substrate	+	0.5250	52.50%
CYP2C9 substrate	-	0.6095	60.95%
CYP2D6 substrate	-	0.8417	84.17%
CYP3A4 inhibition	-	0.7474	74.74%
CYP2C9 inhibition	-	0.6472	64.72%
CYP2C19 inhibition	-	0.8568	85.68%
CYP2D6 inhibition	+	0.6132	61.32%
CYP1A2 inhibition	+	0.6804	68.04%
CYP2C8 inhibition	-	0.8558	85.58%
CYP inhibitory promiscuity	-	0.7998	79.98%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.7308	73.08%
Eye corrosion	-	0.9828	98.28%
Eye irritation	-	0.8648	86.48%
Skin irritation	-	0.8460	84.60%
Skin corrosion	-	0.9802	98.02%
Ames mutagenesis	-	0.8200	82.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7288	72.88%
Micronuclear	-	0.5600	56.00%
Hepatotoxicity	-	0.6713	67.13%
skin sensitisation	-	0.9179	91.79%
Respiratory toxicity	-	0.6889	68.89%
Reproductive toxicity	-	0.7020	70.20%
Mitochondrial toxicity	-	0.7375	73.75%
Nephrotoxicity	+	0.5127	51.27%
Acute Oral Toxicity (c)	III	0.6103	61.03%
Estrogen receptor binding	+	0.6621	66.21%
Androgen receptor binding	-	0.6771	67.71%
Thyroid receptor binding	-	0.5959	59.59%
Glucocorticoid receptor binding	-	0.5064	50.64%
Aromatase binding	-	0.5988	59.88%
PPAR gamma	-	0.5062	50.62%
Honey bee toxicity	-	0.9678	96.78%
Biodegradation	-	0.5250	52.50%
Crustacea aquatic toxicity	+	0.6431	64.31%
Fish aquatic toxicity	-	0.4774	47.74%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.74%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	97.85%	99.17%
CHEMBL230	P35354	Cyclooxygenase-2	97.54%	89.63%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	97.19%	97.29%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	96.71%	92.86%
CHEMBL3359	P21462	Formyl peptide receptor 1	96.50%	93.56%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	93.88%	92.08%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.43%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	91.39%	90.17%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	90.86%	91.81%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	89.44%	91.24%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	89.09%	96.95%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	88.91%	100.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	87.89%	100.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	87.30%	94.33%
CHEMBL340	P08684	Cytochrome P450 3A4	86.46%	91.19%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	86.36%	100.00%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	86.32%	89.34%
CHEMBL4040	P28482	MAP kinase ERK2	85.68%	83.82%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	85.03%	92.88%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	84.98%	85.94%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	84.14%	96.47%
CHEMBL2664	P23526	Adenosylhomocysteinase	83.71%	86.67%
CHEMBL5701	Q9H2K8	Serine/threonine-protein kinase TAO3	83.55%	96.67%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	83.53%	97.21%
CHEMBL1781	P11387	DNA topoisomerase I	83.02%	97.00%
CHEMBL3401	O75469	Pregnane X receptor	81.12%	94.73%
CHEMBL2001	Q9H244	Purinergic receptor P2Y12	81.04%	96.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	80.32%	91.11%
CHEMBL5261	Q7L7X3	Serine/threonine-protein kinase TAO1	80.04%	89.33%

Plants that contains it

• Impatiens balsamina

Cross-Links

• PubChem: 15609680
• NPASS: NPC259611