(3S,4S)-3,4-dihydroxy-N-[(E,2R,3S,6R)-1,3,6-trihydroxynonacos-4-en-2-yl]dodecanamide

Details

• Internal ID: 056b901a-e1f1-4535-9aa2-e5daf75af1e1
• Taxonomy: Lipids and lipid-like molecules > Sphingolipids > Ceramides
• IUPAC Name: (3S,4S)-3,4-dihydroxy-N-[(E,2R,3S,6R)-1,3,6-trihydroxynonacos-4-en-2-yl]dodecanamide
• SMILES (Canonical): CCCCCCCCCCCCCCCCCCCCCCCC(C=CC(C(CO)NC(=O)CC(C(CCCCCCCC)O)O)O)O
• SMILES (Isomeric): CCCCCCCCCCCCCCCCCCCCCCC[C@H](/C=C/[C@@H]([C@@H](CO)NC(=O)C[C@@H]([C@H](CCCCCCCC)O)O)O)O
• InChI: InChI=1S/C41H81NO6/c1-3-5-7-9-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26-28-30-36(44)32-33-38(45)37(35-43)42-41(48)34-40(47)39(46)31-29-27-10-8-6-4-2/h32-33,36-40,43-47H,3-31,34-35H2,1-2H3,(H,42,48)/b33-32+/t36-,37-,38+,39+,40+/m1/s1
• InChI Key: UZGYBDZGERJBMR-PGDBFIMUSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₁H₈₁NO₆
• Molecular Weight: 684.10 g/mol
• Exact Mass: 683.60638930 g/mol
• Topological Polar Surface Area (TPSA): 130.00 Ų
• XlogP: 12.70
• Atomic LogP (AlogP): 9.21
• H-Bond Acceptor: 6
• H-Bond Donor: 6
• Rotatable Bonds: 37

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	-	0.8695	86.95%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.8571	85.71%
Subcellular localzation	Mitochondria	0.8131	81.31%
OATP2B1 inhibitior	-	0.5651	56.51%
OATP1B1 inhibitior	+	0.9162	91.62%
OATP1B3 inhibitior	+	0.9104	91.04%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8879	88.79%
BSEP inhibitior	+	0.7937	79.37%
P-glycoprotein inhibitior	+	0.5895	58.95%
P-glycoprotein substrate	-	0.7389	73.89%
CYP3A4 substrate	+	0.5500	55.00%
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	-	0.8943	89.43%
CYP inhibitory promiscuity	-	0.8268	82.68%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.7225	72.25%
Eye corrosion	-	0.9822	98.22%
Eye irritation	-	0.9060	90.60%
Skin irritation	-	0.8722	87.22%
Skin corrosion	-	0.9834	98.34%
Ames mutagenesis	-	0.9154	91.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7277	72.77%
Micronuclear	+	0.5100	51.00%
Hepatotoxicity	-	0.6137	61.37%
skin sensitisation	-	0.9076	90.76%
Respiratory toxicity	-	0.6333	63.33%
Reproductive toxicity	-	0.7243	72.43%
Mitochondrial toxicity	-	0.7375	73.75%
Nephrotoxicity	+	0.5834	58.34%
Acute Oral Toxicity (c)	III	0.5952	59.52%
Estrogen receptor binding	+	0.7778	77.78%
Androgen receptor binding	-	0.6369	63.69%
Thyroid receptor binding	-	0.6385	63.85%
Glucocorticoid receptor binding	+	0.5440	54.40%
Aromatase binding	+	0.5694	56.94%
PPAR gamma	+	0.5968	59.68%
Honey bee toxicity	-	0.9576	95.76%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	+	0.5524	55.24%
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
CHEMBL230	P35354	Cyclooxygenase-2	98.60%	89.63%
CHEMBL2581	P07339	Cathepsin D	98.52%	98.95%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	97.42%	97.29%
CHEMBL4040	P28482	MAP kinase ERK2	97.36%	83.82%
CHEMBL3060	Q9Y345	Glycine transporter 2	96.82%	99.17%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	96.24%	92.86%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	92.88%	92.08%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	89.88%	100.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	88.11%	93.56%
CHEMBL221	P23219	Cyclooxygenase-1	88.00%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.86%	96.09%
CHEMBL299	P17252	Protein kinase C alpha	87.51%	98.03%
CHEMBL4227	P25090	Lipoxin A4 receptor	87.44%	100.00%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	87.31%	91.81%
CHEMBL2001	Q9H244	Purinergic receptor P2Y12	86.69%	96.00%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	86.49%	85.94%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	85.89%	100.00%
CHEMBL256	P0DMS8	Adenosine A3 receptor	85.76%	95.93%
CHEMBL3401	O75469	Pregnane X receptor	84.66%	94.73%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	83.17%	94.33%
CHEMBL340	P08684	Cytochrome P450 3A4	82.98%	91.19%
CHEMBL2664	P23526	Adenosylhomocysteinase	82.43%	86.67%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	82.02%	91.11%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.96%	96.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.01%	90.71%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.90%	96.95%

Plants that contains it

• Tanacetum artemisioides

Cross-Links

• PubChem: 163074932
• LOTUS: LTS0041964
• wikiData: Q105282198