2-hydroxy-N-[3-hydroxy-9-methyl-1-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoctadeca-4,8-dien-2-yl]tricosanamide

Details

• Internal ID: 13616001-c9bd-4485-be48-286fc617945d
• Taxonomy: Lipids and lipid-like molecules > Sphingolipids > Glycosphingolipids > Simple glycosylceramides > Glycosyl-N-acylsphingosines
• IUPAC Name: 2-hydroxy-N-[3-hydroxy-9-methyl-1-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoctadeca-4,8-dien-2-yl]tricosanamide
• SMILES (Canonical): CCCCCCCCCCCCCCCCCCCCCC(C(=O)NC(COC1C(C(C(C(O1)CO)O)O)O)C(C=CCCC=C(C)CCCCCCCCC)O)O
• SMILES (Isomeric): CCCCCCCCCCCCCCCCCCCCCC(C(=O)NC(COC1C(C(C(C(O1)CO)O)O)O)C(C=CCCC=C(C)CCCCCCCCC)O)O
• InChI: InChI=1S/C48H91NO9/c1-4-6-8-10-12-13-14-15-16-17-18-19-20-21-22-23-25-27-31-36-42(52)47(56)49-40(38-57-48-46(55)45(54)44(53)43(37-50)58-48)41(51)35-32-28-30-34-39(3)33-29-26-24-11-9-7-5-2/h32,34-35,40-46,48,50-55H,4-31,33,36-38H2,1-3H3,(H,49,56)
• InChI Key: QRHLRNZLQWPTFA-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₈H₉₁NO₉
• Molecular Weight: 826.20 g/mol
• Exact Mass: 825.66938348 g/mol
• Topological Polar Surface Area (TPSA): 169.00 Ų
• XlogP: 14.00
• Atomic LogP (AlogP): 9.25
• H-Bond Acceptor: 9
• H-Bond Donor: 7
• Rotatable Bonds: 39

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5572	55.72%
Caco-2	-	0.8631	86.31%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.7659	76.59%
OATP2B1 inhibitior	-	0.5683	56.83%
OATP1B1 inhibitior	+	0.8309	83.09%
OATP1B3 inhibitior	+	0.9194	91.94%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.8889	88.89%
P-glycoprotein inhibitior	+	0.6850	68.50%
P-glycoprotein substrate	-	0.5278	52.78%
CYP3A4 substrate	+	0.6747	67.47%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8690	86.90%
CYP3A4 inhibition	-	0.6461	64.61%
CYP2C9 inhibition	-	0.8984	89.84%
CYP2C19 inhibition	-	0.8474	84.74%
CYP2D6 inhibition	-	0.8473	84.73%
CYP1A2 inhibition	-	0.8522	85.22%
CYP2C8 inhibition	-	0.5721	57.21%
CYP inhibitory promiscuity	-	0.8504	85.04%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6660	66.60%
Eye corrosion	-	0.9885	98.85%
Eye irritation	-	0.9105	91.05%
Skin irritation	-	0.7465	74.65%
Skin corrosion	-	0.9477	94.77%
Ames mutagenesis	-	0.8500	85.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6796	67.96%
Micronuclear	-	0.5100	51.00%
Hepatotoxicity	-	0.8201	82.01%
skin sensitisation	-	0.8664	86.64%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	+	0.6286	62.86%
Acute Oral Toxicity (c)	III	0.6791	67.91%
Estrogen receptor binding	+	0.7752	77.52%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	-	0.5857	58.57%
Glucocorticoid receptor binding	+	0.5865	58.65%
Aromatase binding	+	0.5986	59.86%
PPAR gamma	+	0.6846	68.46%
Honey bee toxicity	-	0.7925	79.25%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5634	56.34%
Fish aquatic toxicity	+	0.6688	66.88%

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	98.81%	99.17%
CHEMBL2581	P07339	Cathepsin D	98.73%	98.95%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	98.68%	92.08%
CHEMBL3359	P21462	Formyl peptide receptor 1	97.51%	93.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.22%	96.09%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	97.12%	92.86%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.33%	91.11%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	96.22%	97.29%
CHEMBL3401	O75469	Pregnane X receptor	93.86%	94.73%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	93.79%	91.24%
CHEMBL5255	O00206	Toll-like receptor 4	93.40%	92.50%
CHEMBL4227	P25090	Lipoxin A4 receptor	91.87%	100.00%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	90.91%	85.94%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	90.77%	94.33%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	89.14%	82.50%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	88.51%	100.00%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	87.45%	91.81%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	87.10%	96.47%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.01%	96.00%
CHEMBL340	P08684	Cytochrome P450 3A4	85.94%	91.19%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	85.85%	92.88%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	85.59%	92.32%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	84.45%	96.90%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	84.19%	95.50%
CHEMBL2514	O95665	Neurotensin receptor 2	83.99%	100.00%
CHEMBL2413	P32246	C-C chemokine receptor type 1	83.79%	89.50%
CHEMBL218	P21554	Cannabinoid CB1 receptor	83.61%	96.61%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	83.19%	89.34%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.86%	90.71%
CHEMBL4040	P28482	MAP kinase ERK2	82.27%	83.82%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.86%	97.25%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	81.51%	97.21%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	81.36%	95.00%
CHEMBL2001	Q9H244	Purinergic receptor P2Y12	81.28%	96.00%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	81.14%	92.29%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	80.66%	97.47%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.24%	95.89%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163085537
• LOTUS: LTS0183140
• wikiData: Q104196123