2-hydroxy-N-[3-hydroxy-9,17-dimethyl-1-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoctadeca-4,8-dien-2-yl]-15-methylhexadecanamide

Details

• Internal ID: e19d2363-5942-43aa-877a-457584a64d53
• Taxonomy: Lipids and lipid-like molecules > Sphingolipids > Glycosphingolipids
• IUPAC Name: 2-hydroxy-N-[3-hydroxy-9,17-dimethyl-1-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoctadeca-4,8-dien-2-yl]-15-methylhexadecanamide
• SMILES (Canonical): CC(C)CCCCCCCCCCCCC(C(=O)NC(COC1C(C(C(C(O1)CO)O)O)O)C(C=CCCC=C(C)CCCCCCCC(C)C)O)O
• SMILES (Isomeric): CC(C)CCCCCCCCCCCCC(C(=O)NC(COC1C(C(C(C(O1)CO)O)O)O)C(C=CCCC=C(C)CCCCCCCC(C)C)O)O
• InChI: InChI=1S/C43H81NO9/c1-32(2)24-18-13-10-8-6-7-9-11-16-22-29-37(47)42(51)44-35(31-52-43-41(50)40(49)39(48)38(30-45)53-43)36(46)28-23-17-21-27-34(5)26-20-15-12-14-19-25-33(3)4/h23,27-28,32-33,35-41,43,45-50H,6-22,24-26,29-31H2,1-5H3,(H,44,51)
• InChI Key: LKIPXDITLOVSRA-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₃H₈₁NO₉
• Molecular Weight: 756.10 g/mol
• Exact Mass: 755.59113316 g/mol
• Topological Polar Surface Area (TPSA): 169.00 Ų
• XlogP: 10.70
• Atomic LogP (AlogP): 7.02
• H-Bond Acceptor: 9
• H-Bond Donor: 7
• Rotatable Bonds: 32

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5000	50.00%
Caco-2	-	0.8644	86.44%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.8274	82.74%
OATP2B1 inhibitior	-	0.5722	57.22%
OATP1B1 inhibitior	+	0.8556	85.56%
OATP1B3 inhibitior	+	0.9114	91.14%
MATE1 inhibitior	-	0.9412	94.12%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.9594	95.94%
P-glycoprotein inhibitior	+	0.6888	68.88%
P-glycoprotein substrate	-	0.5146	51.46%
CYP3A4 substrate	+	0.6766	67.66%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8739	87.39%
CYP3A4 inhibition	-	0.7839	78.39%
CYP2C9 inhibition	-	0.8914	89.14%
CYP2C19 inhibition	-	0.8774	87.74%
CYP2D6 inhibition	-	0.8723	87.23%
CYP1A2 inhibition	-	0.8815	88.15%
CYP2C8 inhibition	-	0.6444	64.44%
CYP inhibitory promiscuity	-	0.9080	90.80%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6630	66.30%
Eye corrosion	-	0.9879	98.79%
Eye irritation	-	0.9090	90.90%
Skin irritation	-	0.7494	74.94%
Skin corrosion	-	0.9415	94.15%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7308	73.08%
Micronuclear	-	0.5100	51.00%
Hepatotoxicity	-	0.8293	82.93%
skin sensitisation	-	0.8535	85.35%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.6744	67.44%
Estrogen receptor binding	+	0.8002	80.02%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	-	0.5619	56.19%
Glucocorticoid receptor binding	+	0.5458	54.58%
Aromatase binding	+	0.6095	60.95%
PPAR gamma	+	0.6760	67.60%
Honey bee toxicity	-	0.7495	74.95%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.6600	66.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.13%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	97.62%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.30%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.20%	96.09%
CHEMBL3359	P21462	Formyl peptide receptor 1	96.90%	93.56%
CHEMBL3401	O75469	Pregnane X receptor	94.11%	94.73%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	93.01%	97.29%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	92.22%	91.24%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	92.02%	96.47%
CHEMBL4227	P25090	Lipoxin A4 receptor	89.98%	100.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	89.89%	94.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	88.99%	96.00%
CHEMBL5255	O00206	Toll-like receptor 4	88.92%	92.50%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	88.67%	92.86%
CHEMBL2094135	Q96BI3	Gamma-secretase	88.46%	98.05%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	87.78%	92.08%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	87.60%	90.71%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	87.02%	95.71%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	86.84%	82.50%
CHEMBL2514	O95665	Neurotensin receptor 2	86.42%	100.00%
CHEMBL2413	P32246	C-C chemokine receptor type 1	86.12%	89.50%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.82%	95.89%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	85.69%	92.32%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	84.05%	92.88%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.81%	85.14%
CHEMBL340	P08684	Cytochrome P450 3A4	83.22%	91.19%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	82.83%	89.34%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	82.66%	97.21%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	82.61%	96.90%
CHEMBL4040	P28482	MAP kinase ERK2	82.29%	83.82%
CHEMBL1829	O15379	Histone deacetylase 3	82.07%	95.00%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	81.99%	97.47%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	81.81%	98.75%
CHEMBL4015	P41597	C-C chemokine receptor type 2	81.45%	98.57%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.76%	94.45%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163038391
• LOTUS: LTS0018888
• wikiData: Q105153068