(2S,3R,4R,5R,6R)-2-methyl-6-[[(2R,3S,4S,5R,6R)-3,4,5-trihydroxy-6-[(E,2R)-4-[(1S,2S,4S)-1,2,4-trihydroxy-2,6,6-trimethylcyclohexyl]but-3-en-2-yl]oxyoxan-2-yl]methoxy]oxane-3,4,5-triol

Details

• Internal ID: df60c8d8-f1c3-4338-a26b-f98cd12a6546
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acyl glycosides > Fatty acyl glycosides of mono- and disaccharides
• IUPAC Name: (2S,3R,4R,5R,6R)-2-methyl-6-[[(2R,3S,4S,5R,6R)-3,4,5-trihydroxy-6-[(E,2R)-4-[(1S,2S,4S)-1,2,4-trihydroxy-2,6,6-trimethylcyclohexyl]but-3-en-2-yl]oxyoxan-2-yl]methoxy]oxane-3,4,5-triol
• SMILES (Canonical): CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC(C)C=CC3(C(CC(CC3(C)O)O)(C)C)O)O)O)O)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)OC[C@@H]2[C@H]([C@@H]([C@H]([C@@H](O2)O[C@H](C)/C=C/[C@]3([C@@](C[C@H](CC3(C)C)O)(C)O)O)O)O)O)O)O)O
• InChI: InChI=1S/C25H44O13/c1-11(6-7-25(34)23(3,4)8-13(26)9-24(25,5)33)36-22-20(32)18(30)16(28)14(38-22)10-35-21-19(31)17(29)15(27)12(2)37-21/h6-7,11-22,26-34H,8-10H2,1-5H3/b7-6+/t11-,12+,13+,14-,15+,16-,17-,18+,19-,20-,21-,22-,24+,25+/m1/s1
• InChI Key: FGWBZEUKIFDRDD-DMTJQRHMSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₄₄O₁₃
• Molecular Weight: 552.60 g/mol
• Exact Mass: 552.27819145 g/mol
• Topological Polar Surface Area (TPSA): 219.00 Ų
• XlogP: -3.20
• Atomic LogP (AlogP): -2.74
• H-Bond Acceptor: 13
• H-Bond Donor: 9
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7006	70.06%
Caco-2	-	0.8434	84.34%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.7535	75.35%
OATP2B1 inhibitior	-	0.8622	86.22%
OATP1B1 inhibitior	+	0.9029	90.29%
OATP1B3 inhibitior	+	0.8929	89.29%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.7386	73.86%
P-glycoprotein inhibitior	-	0.5000	50.00%
P-glycoprotein substrate	-	0.6991	69.91%
CYP3A4 substrate	+	0.6502	65.02%
CYP2C9 substrate	-	0.8078	80.78%
CYP2D6 substrate	-	0.8417	84.17%
CYP3A4 inhibition	-	0.9471	94.71%
CYP2C9 inhibition	-	0.8689	86.89%
CYP2C19 inhibition	-	0.8968	89.68%
CYP2D6 inhibition	-	0.9484	94.84%
CYP1A2 inhibition	-	0.9050	90.50%
CYP2C8 inhibition	-	0.7411	74.11%
CYP inhibitory promiscuity	-	0.9292	92.92%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6515	65.15%
Eye corrosion	-	0.9906	99.06%
Eye irritation	-	0.9193	91.93%
Skin irritation	-	0.8189	81.89%
Skin corrosion	-	0.9527	95.27%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6561	65.61%
Micronuclear	-	0.7567	75.67%
Hepatotoxicity	-	0.7000	70.00%
skin sensitisation	-	0.8317	83.17%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	-	0.5222	52.22%
Mitochondrial toxicity	-	0.6500	65.00%
Nephrotoxicity	-	0.9118	91.18%
Acute Oral Toxicity (c)	III	0.6503	65.03%
Estrogen receptor binding	+	0.6367	63.67%
Androgen receptor binding	+	0.5537	55.37%
Thyroid receptor binding	+	0.5642	56.42%
Glucocorticoid receptor binding	-	0.4880	48.80%
Aromatase binding	+	0.6124	61.24%
PPAR gamma	+	0.5676	56.76%
Honey bee toxicity	-	0.7047	70.47%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	+	0.8108	81.08%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL226	P30542	Adenosine A1 receptor	97.46%	95.93%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.94%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.83%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.94%	97.25%
CHEMBL2179	P04062	Beta-glucocerebrosidase	91.40%	85.31%
CHEMBL1951	P21397	Monoamine oxidase A	89.77%	91.49%
CHEMBL221	P23219	Cyclooxygenase-1	89.38%	90.17%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	87.07%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.29%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	85.37%	94.73%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.12%	97.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.65%	96.00%
CHEMBL2581	P07339	Cathepsin D	82.50%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.48%	89.00%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	81.97%	92.86%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.25%	95.89%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	81.04%	92.32%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	81.00%	96.47%
CHEMBL3714130	P46095	G-protein coupled receptor 6	80.84%	97.36%

Plants that contains it

• Amaranthus caudatus

Cross-Links

• PubChem: 163047311
• LOTUS: LTS0257686
• wikiData: Q104995092