(2R,3S,4S,5R,6S)-2-[[(2R,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-6-[(6E)-3,7-dimethyloctadeca-1,6-dien-3-yl]oxyoxane-3,4,5-triol

Details

• Internal ID: 0b56ffc3-9539-4dd9-8ff1-c4240234c386
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acyl glycosides > Fatty acyl glycosides of mono- and disaccharides
• IUPAC Name: (2R,3S,4S,5R,6S)-2-[[(2R,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-6-[(6E)-3,7-dimethyloctadeca-1,6-dien-3-yl]oxyoxane-3,4,5-triol
• SMILES (Canonical): CCCCCCCCCCCC(=CCCC(C)(C=C)OC1C(C(C(C(O1)COC2C(C(CO2)(CO)O)O)O)O)O)C
• SMILES (Isomeric): CCCCCCCCCCC/C(=C/CCC(C)(C=C)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO[C@H]2[C@@H]([C@](CO2)(CO)O)O)O)O)O)/C
• InChI: InChI=1S/C31H56O10/c1-5-7-8-9-10-11-12-13-14-16-22(3)17-15-18-30(4,6-2)41-28-26(35)25(34)24(33)23(40-28)19-38-29-27(36)31(37,20-32)21-39-29/h6,17,23-29,32-37H,2,5,7-16,18-21H2,1,3-4H3/b22-17+/t23-,24-,25+,26-,27+,28+,29-,30?,31-/m1/s1
• InChI Key: LBKNZKGAGIGSKY-OZANVIPNSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₁H₅₆O₁₀
• Molecular Weight: 588.80 g/mol
• Exact Mass: 588.38734798 g/mol
• Topological Polar Surface Area (TPSA): 158.00 Ų
• XlogP: 4.70
• Atomic LogP (AlogP): 2.86
• H-Bond Acceptor: 10
• H-Bond Donor: 6
• Rotatable Bonds: 20

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5438	54.38%
Caco-2	-	0.8330	83.30%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.6530	65.30%
OATP2B1 inhibitior	-	0.7177	71.77%
OATP1B1 inhibitior	+	0.8730	87.30%
OATP1B3 inhibitior	+	0.9299	92.99%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.7605	76.05%
P-glycoprotein inhibitior	+	0.5916	59.16%
P-glycoprotein substrate	-	0.5252	52.52%
CYP3A4 substrate	+	0.6787	67.87%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8469	84.69%
CYP3A4 inhibition	-	0.7851	78.51%
CYP2C9 inhibition	-	0.8411	84.11%
CYP2C19 inhibition	-	0.8245	82.45%
CYP2D6 inhibition	-	0.9261	92.61%
CYP1A2 inhibition	-	0.8673	86.73%
CYP2C8 inhibition	+	0.6332	63.32%
CYP inhibitory promiscuity	-	0.8991	89.91%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6407	64.07%
Eye corrosion	-	0.9880	98.80%
Eye irritation	-	0.9369	93.69%
Skin irritation	-	0.5991	59.91%
Skin corrosion	-	0.9440	94.40%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7644	76.44%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	-	0.6000	60.00%
skin sensitisation	-	0.8878	88.78%
Respiratory toxicity	-	0.6667	66.67%
Reproductive toxicity	+	0.5333	53.33%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	+	0.5494	54.94%
Acute Oral Toxicity (c)	III	0.4827	48.27%
Estrogen receptor binding	+	0.7336	73.36%
Androgen receptor binding	+	0.5323	53.23%
Thyroid receptor binding	-	0.5722	57.22%
Glucocorticoid receptor binding	-	0.5372	53.72%
Aromatase binding	+	0.6696	66.96%
PPAR gamma	+	0.5753	57.53%
Honey bee toxicity	-	0.7921	79.21%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	+	0.6217	62.17%
Fish aquatic toxicity	+	0.9302	93.02%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.94%	91.11%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	97.60%	92.08%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.74%	97.25%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	95.47%	92.86%
CHEMBL2581	P07339	Cathepsin D	94.18%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.74%	99.17%
CHEMBL226	P30542	Adenosine A1 receptor	92.06%	95.93%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	91.29%	96.90%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	91.13%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.81%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.67%	96.09%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	90.63%	95.50%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	90.20%	97.29%
CHEMBL3401	O75469	Pregnane X receptor	89.87%	94.73%
CHEMBL3714130	P46095	G-protein coupled receptor 6	87.95%	97.36%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.75%	86.33%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	86.89%	80.33%
CHEMBL5957	P21589	5'-nucleotidase	86.16%	97.78%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	85.08%	98.75%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.07%	95.89%
CHEMBL4581	P52732	Kinesin-like protein 1	84.70%	93.18%
CHEMBL2996	Q05655	Protein kinase C delta	84.04%	97.79%
CHEMBL2001	Q9H244	Purinergic receptor P2Y12	83.96%	96.00%
CHEMBL5255	O00206	Toll-like receptor 4	83.72%	92.50%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	83.46%	97.47%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	83.12%	82.50%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	83.08%	91.03%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.94%	100.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.89%	100.00%
CHEMBL1980	Q14524	Sodium channel protein type V alpha subunit	82.86%	92.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.84%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.77%	94.45%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.79%	92.94%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	81.58%	92.32%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	80.77%	85.94%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	80.75%	91.81%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	80.72%	97.21%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.48%	93.56%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	80.04%	96.47%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.03%	89.00%

Plants that contains it

• Vitis vinifera

Cross-Links

• PubChem: 100983860
• LOTUS: LTS0018213
• wikiData: Q105149401