(Z,2R)-10-(2-decylcyclopropyl)-N-[(2S,3R)-10-(2-decylcyclopropyl)-1-[(2R,3R,4S,5R,6R)-4,5-dihydroxy-3-(3-methylbut-2-enoxy)-6-[[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxy-3-hydroxydecan-2-yl]-2-hydroxydec-5-enamide

Details

• Internal ID: 4224fe95-fc86-47a3-9b76-b0ba75a1784b
• Taxonomy: Lipids and lipid-like molecules > Sphingolipids > Glycosphingolipids
• IUPAC Name: (Z,2R)-10-(2-decylcyclopropyl)-N-[(2S,3R)-10-(2-decylcyclopropyl)-1-[(2R,3R,4S,5R,6R)-4,5-dihydroxy-3-(3-methylbut-2-enoxy)-6-[[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxy-3-hydroxydecan-2-yl]-2-hydroxydec-5-enamide
• SMILES (Canonical): CCCCCCCCCCC1CC1CCCCCCCC(C(COC2C(C(C(C(O2)COC3C(C(C(C(O3)CO)O)O)O)O)O)OCC=C(C)C)NC(=O)C(CCC=CCCCCC4CC4CCCCCCCCCC)O)O
• SMILES (Isomeric): CCCCCCCCCCC1CC1CCCCCCC[C@H]([C@H](CO[C@H]2[C@@H]([C@H]([C@H]([C@H](O2)CO[C@H]3[C@@H]([C@H]([C@H]([C@H](O3)CO)O)O)O)O)O)OCC=C(C)C)NC(=O)[C@@H](CC/C=C\CCCCC4CC4CCCCCCCCCC)O)O
• InChI: InChI=1S/C63H115NO14/c1-5-7-9-11-13-15-20-26-32-46-40-48(46)34-28-22-17-18-24-31-37-52(67)61(73)64-50(51(66)36-30-25-19-23-29-35-49-41-47(49)33-27-21-16-14-12-10-8-6-2)43-75-63-60(74-39-38-45(3)4)58(71)56(69)54(78-63)44-76-62-59(72)57(70)55(68)53(42-65)77-62/h18,24,38,46-60,62-63,65-72H,5-17,19-23,25-37,39-44H2,1-4H3,(H,64,73)/b24-18-/t46?,47?,48?,49?,50-,51+,52+,53+,54+,55-,56-,57-,58-,59+,60+,62+,63+/m0/s1
• InChI Key: HBNZOEMODIHKHA-LLRBVJONSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆₃H₁₁₅NO₁₄
• Molecular Weight: 1110.60 g/mol
• Exact Mass: 1109.83175734 g/mol
• Topological Polar Surface Area (TPSA): 237.00 Ų
• XlogP: 15.10
• Atomic LogP (AlogP): 9.79
• H-Bond Acceptor: 14
• H-Bond Donor: 9
• Rotatable Bonds: 47

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6280	62.80%
Caco-2	-	0.8656	86.56%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.7718	77.18%
OATP2B1 inhibitior	-	0.8635	86.35%
OATP1B1 inhibitior	+	0.8227	82.27%
OATP1B3 inhibitior	+	0.9039	90.39%
MATE1 inhibitior	-	0.9412	94.12%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9544	95.44%
P-glycoprotein inhibitior	+	0.7260	72.60%
P-glycoprotein substrate	+	0.6553	65.53%
CYP3A4 substrate	+	0.7098	70.98%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8765	87.65%
CYP3A4 inhibition	+	0.5107	51.07%
CYP2C9 inhibition	-	0.8443	84.43%
CYP2C19 inhibition	-	0.8304	83.04%
CYP2D6 inhibition	-	0.8524	85.24%
CYP1A2 inhibition	-	0.8580	85.80%
CYP2C8 inhibition	+	0.5401	54.01%
CYP inhibitory promiscuity	-	0.7932	79.32%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6126	61.26%
Eye corrosion	-	0.9872	98.72%
Eye irritation	-	0.9027	90.27%
Skin irritation	-	0.7452	74.52%
Skin corrosion	-	0.9362	93.62%
Ames mutagenesis	-	0.8000	80.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7072	70.72%
Micronuclear	+	0.5800	58.00%
Hepatotoxicity	-	0.6562	65.62%
skin sensitisation	-	0.8558	85.58%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	+	0.5149	51.49%
Acute Oral Toxicity (c)	III	0.6893	68.93%
Estrogen receptor binding	+	0.8217	82.17%
Androgen receptor binding	+	0.6660	66.60%
Thyroid receptor binding	-	0.5102	51.02%
Glucocorticoid receptor binding	+	0.6710	67.10%
Aromatase binding	+	0.6016	60.16%
PPAR gamma	+	0.7652	76.52%
Honey bee toxicity	-	0.7938	79.38%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	+	0.5278	52.78%
Fish aquatic toxicity	+	0.8248	82.48%

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	98.53%	99.17%
CHEMBL2581	P07339	Cathepsin D	98.44%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.85%	91.11%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	97.66%	92.86%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.42%	96.09%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	95.26%	97.29%
CHEMBL5255	O00206	Toll-like receptor 4	95.05%	92.50%
CHEMBL3359	P21462	Formyl peptide receptor 1	93.77%	93.56%
CHEMBL221	P23219	Cyclooxygenase-1	93.32%	90.17%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	92.45%	96.95%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	91.26%	96.47%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	91.11%	95.71%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	90.96%	100.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	90.93%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.90%	94.45%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	90.83%	95.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.64%	97.09%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	89.81%	91.24%
CHEMBL3401	O75469	Pregnane X receptor	89.80%	94.73%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	89.67%	97.21%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	89.46%	94.33%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	89.23%	95.58%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	89.06%	96.00%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	88.68%	91.81%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	88.26%	92.32%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	87.86%	92.08%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	87.39%	96.90%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	87.08%	89.34%
CHEMBL230	P35354	Cyclooxygenase-2	86.43%	89.63%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.22%	97.25%
CHEMBL2514	O95665	Neurotensin receptor 2	84.04%	100.00%
CHEMBL4588	P22894	Matrix metalloproteinase 8	83.74%	94.66%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	83.15%	95.83%
CHEMBL340	P08684	Cytochrome P450 3A4	83.14%	91.19%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.88%	95.89%
CHEMBL4462	Q8IXJ6	NAD-dependent deacetylase sirtuin 2	82.22%	90.24%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	82.03%	98.75%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	81.84%	97.50%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	81.72%	82.50%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.30%	95.50%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	80.22%	97.47%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 101063661
• LOTUS: LTS0176213
• wikiData: Q105025390