N-[(E,2R,3S,4R)-1,3,4-trihydroxytetracos-12-en-2-yl]octadecanamide

Details

• Internal ID: 11250a42-321d-4ad5-90aa-c5ba49c678bc
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Alcohols and polyols > Secondary alcohols
• IUPAC Name: N-[(E,2R,3S,4R)-1,3,4-trihydroxytetracos-12-en-2-yl]octadecanamide
• SMILES (Canonical): CCCCCCCCCCCCCCCCCC(=O)NC(CO)C(C(CCCCCCCC=CCCCCCCCCCCC)O)O
• SMILES (Isomeric): CCCCCCCCCCCCCCCCCC(=O)N[C@H](CO)[C@@H]([C@@H](CCCCCCC/C=C/CCCCCCCCCCC)O)O
• InChI: InChI=1S/C42H83NO4/c1-3-5-7-9-11-13-15-17-19-20-21-23-24-26-28-30-32-34-36-40(45)42(47)39(38-44)43-41(46)37-35-33-31-29-27-25-22-18-16-14-12-10-8-6-4-2/h21,23,39-40,42,44-45,47H,3-20,22,24-38H2,1-2H3,(H,43,46)/b23-21+/t39-,40-,42+/m1/s1
• InChI Key: YXEZGSCBJLWKTO-INZNNUIRSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₂H₈₃NO₄
• Molecular Weight: 666.10 g/mol
• Exact Mass: 665.63221013 g/mol
• Topological Polar Surface Area (TPSA): 89.80 Ų
• XlogP: 15.60
• Atomic LogP (AlogP): 11.65
• H-Bond Acceptor: 4
• H-Bond Donor: 4
• Rotatable Bonds: 38

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8634	86.34%
Caco-2	-	0.8392	83.92%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.8131	81.31%
OATP2B1 inhibitior	-	0.5654	56.54%
OATP1B1 inhibitior	+	0.8570	85.70%
OATP1B3 inhibitior	+	0.9104	91.04%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8879	88.79%
BSEP inhibitior	+	0.8579	85.79%
P-glycoprotein inhibitior	+	0.5995	59.95%
P-glycoprotein substrate	-	0.7031	70.31%
CYP3A4 substrate	+	0.5223	52.23%
CYP2C9 substrate	-	0.6085	60.85%
CYP2D6 substrate	-	0.8448	84.48%
CYP3A4 inhibition	-	0.8064	80.64%
CYP2C9 inhibition	-	0.6822	68.22%
CYP2C19 inhibition	-	0.8802	88.02%
CYP2D6 inhibition	+	0.5100	51.00%
CYP1A2 inhibition	+	0.5962	59.62%
CYP2C8 inhibition	-	0.8972	89.72%
CYP inhibitory promiscuity	-	0.8268	82.68%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.7225	72.25%
Eye corrosion	-	0.9822	98.22%
Eye irritation	-	0.8575	85.75%
Skin irritation	-	0.8722	87.22%
Skin corrosion	-	0.9834	98.34%
Ames mutagenesis	-	0.9600	96.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	+	0.5100	51.00%
Hepatotoxicity	-	0.6665	66.65%
skin sensitisation	-	0.9076	90.76%
Respiratory toxicity	-	0.8222	82.22%
Reproductive toxicity	-	0.7243	72.43%
Mitochondrial toxicity	-	0.7375	73.75%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.5952	59.52%
Estrogen receptor binding	+	0.7769	77.69%
Androgen receptor binding	-	0.7277	72.77%
Thyroid receptor binding	-	0.5643	56.43%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	-	0.5340	53.40%
PPAR gamma	+	0.6588	65.88%
Honey bee toxicity	-	0.9753	97.53%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.6689	66.89%
Fish aquatic toxicity	-	0.4884	48.84%

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	98.97%	99.17%
CHEMBL2581	P07339	Cathepsin D	98.67%	98.95%
CHEMBL230	P35354	Cyclooxygenase-2	98.55%	89.63%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	98.03%	97.29%
CHEMBL4040	P28482	MAP kinase ERK2	96.91%	83.82%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	95.22%	92.86%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	92.67%	92.08%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	90.45%	96.47%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.37%	96.09%
CHEMBL3359	P21462	Formyl peptide receptor 1	90.32%	93.56%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	89.58%	100.00%
CHEMBL299	P17252	Protein kinase C alpha	89.56%	98.03%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	88.40%	91.81%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	87.43%	85.94%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	86.56%	89.34%
CHEMBL1781	P11387	DNA topoisomerase I	86.40%	97.00%
CHEMBL2664	P23526	Adenosylhomocysteinase	86.24%	86.67%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	85.75%	95.71%
CHEMBL3401	O75469	Pregnane X receptor	85.42%	94.73%
CHEMBL4227	P25090	Lipoxin A4 receptor	85.07%	100.00%
CHEMBL5255	O00206	Toll-like receptor 4	83.64%	92.50%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	83.02%	100.00%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	82.23%	98.75%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	81.86%	91.11%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	81.63%	91.24%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.20%	96.00%
CHEMBL340	P08684	Cytochrome P450 3A4	81.01%	91.19%

Plants that contains it

• Paullinia pinnata

Cross-Links

• PubChem: 162878094
• LOTUS: LTS0007269
• wikiData: Q105367539