N-[(E,2R,3S,4R)-3,4-dihydroxy-1-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxytetradec-9-en-2-yl]tridecanamide

Details

• Internal ID: 4ba1c522-0d52-4f83-bbf4-1d8158c0eda4
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acyl glycosides > Fatty acyl glycosides of mono- and disaccharides
• IUPAC Name: N-[(E,2R,3S,4R)-3,4-dihydroxy-1-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxytetradec-9-en-2-yl]tridecanamide
• SMILES (Canonical): CCCCCCCCCCCCC(=O)NC(COC1C(C(C(C(O1)CO)O)O)O)C(C(CCCCC=CCCCC)O)O
• SMILES (Isomeric): CCCCCCCCCCCCC(=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](CCCC/C=C/CCCC)O)O
• InChI: InChI=1S/C33H63NO9/c1-3-5-7-9-11-13-14-16-18-20-22-28(37)34-25(24-42-33-32(41)31(40)30(39)27(23-35)43-33)29(38)26(36)21-19-17-15-12-10-8-6-4-2/h10,12,25-27,29-33,35-36,38-41H,3-9,11,13-24H2,1-2H3,(H,34,37)/b12-10+/t25-,26-,27-,29+,30-,31+,32-,33-/m1/s1
• InChI Key: CPIQTGJAUOUOQA-HZJRDCTESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₃H₆₃NO₉
• Molecular Weight: 617.90 g/mol
• Exact Mass: 617.45028259 g/mol
• Topological Polar Surface Area (TPSA): 169.00 Ų
• XlogP: 5.90
• Atomic LogP (AlogP): 3.63
• H-Bond Acceptor: 9
• H-Bond Donor: 7
• Rotatable Bonds: 26

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	-	0.8762	87.62%
Blood Brain Barrier	-	0.8750	87.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.7759	77.59%
OATP2B1 inhibitior	-	0.5666	56.66%
OATP1B1 inhibitior	+	0.8215	82.15%
OATP1B3 inhibitior	+	0.9207	92.07%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.5666	56.66%
P-glycoprotein inhibitior	-	0.4649	46.49%
P-glycoprotein substrate	-	0.6256	62.56%
CYP3A4 substrate	+	0.6502	65.02%
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	-	0.6797	67.97%
CYP inhibitory promiscuity	-	0.8718	87.18%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6977	69.77%
Eye corrosion	-	0.9899	98.99%
Eye irritation	-	0.9142	91.42%
Skin irritation	-	0.7752	77.52%
Skin corrosion	-	0.9566	95.66%
Ames mutagenesis	-	0.9100	91.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5154	51.54%
Micronuclear	+	0.5600	56.00%
Hepatotoxicity	-	0.7625	76.25%
skin sensitisation	-	0.8711	87.11%
Respiratory toxicity	-	0.6333	63.33%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	+	0.5261	52.61%
Acute Oral Toxicity (c)	III	0.6652	66.52%
Estrogen receptor binding	+	0.7350	73.50%
Androgen receptor binding	-	0.6371	63.71%
Thyroid receptor binding	-	0.5811	58.11%
Glucocorticoid receptor binding	-	0.6139	61.39%
Aromatase binding	+	0.5936	59.36%
PPAR gamma	+	0.5847	58.47%
Honey bee toxicity	-	0.8794	87.94%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	+	0.5689	56.89%
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	99.39%	99.17%
CHEMBL2581	P07339	Cathepsin D	98.82%	98.95%
CHEMBL4040	P28482	MAP kinase ERK2	98.20%	83.82%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	97.63%	97.29%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.29%	96.09%
CHEMBL5255	O00206	Toll-like receptor 4	95.04%	92.50%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.97%	91.11%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	94.84%	92.86%
CHEMBL230	P35354	Cyclooxygenase-2	94.54%	89.63%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	93.57%	92.08%
CHEMBL3401	O75469	Pregnane X receptor	93.01%	94.73%
CHEMBL3359	P21462	Formyl peptide receptor 1	92.76%	93.56%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	91.22%	96.47%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	89.73%	85.94%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	89.15%	96.00%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	88.94%	91.24%
CHEMBL4227	P25090	Lipoxin A4 receptor	88.22%	100.00%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	87.34%	95.58%
CHEMBL220	P22303	Acetylcholinesterase	87.27%	94.45%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	86.78%	95.71%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	86.69%	82.50%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	85.75%	94.33%
CHEMBL299	P17252	Protein kinase C alpha	85.75%	98.03%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	85.24%	100.00%
CHEMBL2001	Q9H244	Purinergic receptor P2Y12	84.57%	96.00%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	84.48%	89.34%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	83.67%	91.81%
CHEMBL256	P0DMS8	Adenosine A3 receptor	83.61%	95.93%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	82.60%	95.00%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	82.30%	92.32%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.63%	95.89%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	81.42%	95.50%
CHEMBL2514	O95665	Neurotensin receptor 2	80.82%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.81%	89.00%

Plants that contains it

• Paullinia pinnata

Cross-Links

• PubChem: 162963165
• LOTUS: LTS0100004
• wikiData: Q104967574