(2R)-N-[(E,2S,3S,4R)-3,4-dihydroxy-1-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoctadec-10-en-2-yl]-2-hydroxytricosanamide

Details

• Internal ID: fc6cf284-8800-485f-8f65-c635dd27efb7
• Taxonomy: Lipids and lipid-like molecules > Sphingolipids > Glycosphingolipids
• IUPAC Name: (2R)-N-[(E,2S,3S,4R)-3,4-dihydroxy-1-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoctadec-10-en-2-yl]-2-hydroxytricosanamide
• SMILES (Canonical): CCCCCCCCCCCCCCCCCCCCCC(C(=O)NC(COC1C(C(C(C(O1)CO)O)O)O)C(C(CCCCCC=CCCCCCCC)O)O)O
• SMILES (Isomeric): CCCCCCCCCCCCCCCCCCCCC[C@H](C(=O)N[C@@H](CO[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O)[C@@H]([C@@H](CCCCC/C=C/CCCCCCC)O)O)O
• InChI: InChI=1S/C47H91NO10/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-25-27-29-31-33-35-40(51)46(56)48-38(37-57-47-45(55)44(54)43(53)41(36-49)58-47)42(52)39(50)34-32-30-28-26-24-16-14-12-10-8-6-4-2/h16,24,38-45,47,49-55H,3-15,17-23,25-37H2,1-2H3,(H,48,56)/b24-16+/t38-,39+,40+,41+,42-,43+,44-,45+,47+/m0/s1
• InChI Key: AVYAQWMFKDUTIG-PIBRYAMRSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₇H₉₁NO₁₀
• Molecular Weight: 830.20 g/mol
• Exact Mass: 829.66429810 g/mol
• Topological Polar Surface Area (TPSA): 189.00 Ų
• XlogP: 12.70
• Atomic LogP (AlogP): 8.06
• H-Bond Acceptor: 10
• H-Bond Donor: 8
• Rotatable Bonds: 40

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5955	59.55%
Caco-2	-	0.8659	86.59%
Blood Brain Barrier	-	0.8750	87.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.7759	77.59%
OATP2B1 inhibitior	-	0.5663	56.63%
OATP1B1 inhibitior	+	0.8241	82.41%
OATP1B3 inhibitior	+	0.9207	92.07%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.8659	86.59%
P-glycoprotein inhibitior	+	0.6627	66.27%
P-glycoprotein substrate	-	0.6137	61.37%
CYP3A4 substrate	+	0.6535	65.35%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8690	86.90%
CYP3A4 inhibition	-	0.7519	75.19%
CYP2C9 inhibition	-	0.9321	93.21%
CYP2C19 inhibition	-	0.9108	91.08%
CYP2D6 inhibition	-	0.8519	85.19%
CYP1A2 inhibition	-	0.8906	89.06%
CYP2C8 inhibition	-	0.6647	66.47%
CYP inhibitory promiscuity	-	0.8718	87.18%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6977	69.77%
Eye corrosion	-	0.9899	98.99%
Eye irritation	-	0.9087	90.87%
Skin irritation	-	0.7752	77.52%
Skin corrosion	-	0.9566	95.66%
Ames mutagenesis	-	0.8700	87.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6861	68.61%
Micronuclear	+	0.5600	56.00%
Hepatotoxicity	-	0.7575	75.75%
skin sensitisation	-	0.8711	87.11%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	+	0.4577	45.77%
Acute Oral Toxicity (c)	III	0.6652	66.52%
Estrogen receptor binding	+	0.7746	77.46%
Androgen receptor binding	-	0.5066	50.66%
Thyroid receptor binding	-	0.5923	59.23%
Glucocorticoid receptor binding	-	0.4929	49.29%
Aromatase binding	+	0.6044	60.44%
PPAR gamma	+	0.6468	64.68%
Honey bee toxicity	-	0.8811	88.11%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.5726	57.26%
Fish aquatic toxicity	-	0.4245	42.45%

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	98.70%	99.17%
CHEMBL2581	P07339	Cathepsin D	98.56%	98.95%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	97.66%	97.29%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	96.70%	92.86%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.48%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	95.67%	83.82%
CHEMBL3359	P21462	Formyl peptide receptor 1	94.98%	93.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.79%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	91.92%	94.73%
CHEMBL5255	O00206	Toll-like receptor 4	91.76%	92.50%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	91.20%	92.08%
CHEMBL4227	P25090	Lipoxin A4 receptor	90.63%	100.00%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	90.34%	91.24%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	90.27%	96.47%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	88.04%	94.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.41%	96.00%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	86.48%	89.34%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	85.65%	95.58%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	85.56%	100.00%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	85.38%	82.50%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	84.95%	96.95%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	84.85%	91.81%
CHEMBL4588	P22894	Matrix metalloproteinase 8	83.59%	94.66%
CHEMBL2094135	Q96BI3	Gamma-secretase	83.54%	98.05%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	82.60%	85.94%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	82.08%	95.71%
CHEMBL2514	O95665	Neurotensin receptor 2	81.89%	100.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.57%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.27%	89.00%

Plants that contains it

• Gynura divaricata

Cross-Links

• PubChem: 163005028
• LOTUS: LTS0120181
• wikiData: Q104919900