Lutoside

Details

• Internal ID: 335f138e-abc4-403b-8b92-224c4b8d4890
• Taxonomy: Lipids and lipid-like molecules > Glycerolipids > Glycosylglycerols > Glycosylmonoacylglycerols
• IUPAC Name: [(2R)-3-[(2S,3S,4S,5R,6R)-3,5-dihydroxy-6-(13-methyltetradecanoyloxymethyl)-4-[(2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-2-hydroxypropyl] pentadecanoate
• SMILES (Canonical): CCCCCCCCCCCCCCC(=O)OCC(COC1C(C(C(C(O1)COC(=O)CCCCCCCCCCCC(C)C)O)OC2C(C(C(C(O2)CO)O)O)O)O)O
• SMILES (Isomeric): CCCCCCCCCCCCCCC(=O)OC[C@@H](CO[C@@H]1[C@H]([C@H]([C@@H]([C@H](O1)COC(=O)CCCCCCCCCCCC(C)C)O)O[C@@H]2[C@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O)O)O
• InChI: InChI=1S/C45H84O15/c1-4-5-6-7-8-9-10-11-14-17-20-23-26-36(48)55-29-33(47)30-57-44-42(54)43(60-45-41(53)40(52)38(50)34(28-46)58-45)39(51)35(59-44)31-56-37(49)27-24-21-18-15-12-13-16-19-22-25-32(2)3/h32-35,38-47,50-54H,4-31H2,1-3H3/t33-,34+,35+,38+,39+,40-,41-,42-,43-,44-,45+/m0/s1
• InChI Key: JQSQHJIAMUADHW-HLLPHDFESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₅H₈₄O₁₅
• Molecular Weight: 865.10 g/mol
• Exact Mass: 864.58102197 g/mol
• Topological Polar Surface Area (TPSA): 231.00 Ų
• XlogP: 8.90
• Atomic LogP (AlogP): 5.12
• H-Bond Acceptor: 15
• H-Bond Donor: 7
• Rotatable Bonds: 35

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6270	62.70%
Caco-2	-	0.8623	86.23%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.8714	87.14%
Subcellular localzation	Mitochondria	0.8543	85.43%
OATP2B1 inhibitior	-	0.5704	57.04%
OATP1B1 inhibitior	+	0.8710	87.10%
OATP1B3 inhibitior	+	0.8369	83.69%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.9213	92.13%
P-glycoprotein inhibitior	+	0.6790	67.90%
P-glycoprotein substrate	-	0.5884	58.84%
CYP3A4 substrate	+	0.6437	64.37%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8932	89.32%
CYP3A4 inhibition	+	0.5000	50.00%
CYP2C9 inhibition	-	0.8740	87.40%
CYP2C19 inhibition	-	0.8636	86.36%
CYP2D6 inhibition	-	0.9329	93.29%
CYP1A2 inhibition	-	0.9096	90.96%
CYP2C8 inhibition	-	0.6651	66.51%
CYP inhibitory promiscuity	-	0.9816	98.16%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7303	73.03%
Eye corrosion	-	0.9915	99.15%
Eye irritation	-	0.8914	89.14%
Skin irritation	-	0.8029	80.29%
Skin corrosion	-	0.9629	96.29%
Ames mutagenesis	-	0.9000	90.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3734	37.34%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	-	0.7125	71.25%
skin sensitisation	-	0.9351	93.51%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	-	0.6667	66.67%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.7992	79.92%
Acute Oral Toxicity (c)	III	0.6478	64.78%
Estrogen receptor binding	+	0.7310	73.10%
Androgen receptor binding	-	0.5923	59.23%
Thyroid receptor binding	-	0.6032	60.32%
Glucocorticoid receptor binding	-	0.6310	63.10%
Aromatase binding	+	0.5679	56.79%
PPAR gamma	+	0.5989	59.89%
Honey bee toxicity	-	0.8422	84.22%
Biodegradation	-	0.5250	52.50%
Crustacea aquatic toxicity	-	0.5685	56.85%
Fish aquatic toxicity	+	0.9011	90.11%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.06%	96.09%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	98.01%	97.29%
CHEMBL3060	Q9Y345	Glycine transporter 2	97.73%	99.17%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	97.40%	85.94%
CHEMBL2581	P07339	Cathepsin D	96.33%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.79%	97.25%
CHEMBL5255	O00206	Toll-like receptor 4	94.70%	92.50%
CHEMBL3359	P21462	Formyl peptide receptor 1	94.25%	93.56%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	92.82%	92.86%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	91.99%	100.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.85%	91.11%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	91.72%	96.47%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	90.79%	92.08%
CHEMBL4227	P25090	Lipoxin A4 receptor	90.16%	100.00%
CHEMBL230	P35354	Cyclooxygenase-2	88.99%	89.63%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	88.59%	94.33%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	88.52%	95.17%
CHEMBL299	P17252	Protein kinase C alpha	87.48%	98.03%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	87.39%	82.50%
CHEMBL3401	O75469	Pregnane X receptor	87.35%	94.73%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.26%	96.00%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	86.14%	91.81%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	85.84%	91.24%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.63%	94.45%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	83.90%	83.00%
CHEMBL218	P21554	Cannabinoid CB1 receptor	83.65%	96.61%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.48%	90.71%
CHEMBL2885	P07451	Carbonic anhydrase III	81.89%	87.45%
CHEMBL1907	P15144	Aminopeptidase N	81.80%	93.31%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	81.61%	95.00%
CHEMBL2514	O95665	Neurotensin receptor 2	81.15%	100.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.84%	95.89%
CHEMBL340	P08684	Cytochrome P450 3A4	80.29%	91.19%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	80.10%	92.32%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139583722
• LOTUS: LTS0183045
• wikiData: Q75066687