[(3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl] 2-deuteriooctanoate

Details

• Internal ID: ba892fb1-1586-4176-9436-d2c5b594b9a6
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acyl glycosides > Fatty acyl glycosides of mono- and disaccharides
• IUPAC Name: [(3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl] 2-deuteriooctanoate
• SMILES (Canonical): CCCCCCCC(=O)OC1C(C(C(C(O1)COC2C(C(C(C(O2)CO)O)O)O)O)O)O
• SMILES (Isomeric): [2H]C(CCCCCC)C(=O)OC1[C@@H]([C@H]([C@@H]([C@H](O1)CO[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O)O)O)O
• InChI: InChI=1S/C20H36O12/c1-2-3-4-5-6-7-12(22)32-20-18(28)16(26)14(24)11(31-20)9-29-19-17(27)15(25)13(23)10(8-21)30-19/h10-11,13-21,23-28H,2-9H2,1H3/t10-,11-,13-,14-,15+,16+,17-,18-,19-,20?/m1/s1/i7D/t7?,10-,11-,13-,14-,15+,16+,17-,18-,19-,20?
• InChI Key: IKEWAMWVJFCTAE-PZTPWFQGSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₆O₁₂
• Molecular Weight: 469.50 g/mol
• Exact Mass: 469.22695333 g/mol
• Topological Polar Surface Area (TPSA): 196.00 Ų
• XlogP: -1.20
• Atomic LogP (AlogP): -2.49
• H-Bond Acceptor: 12
• H-Bond Donor: 7
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7454	74.54%
Caco-2	-	0.8775	87.75%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.8571	85.71%
Subcellular localzation	Mitochondria	0.8326	83.26%
OATP2B1 inhibitior	-	0.8609	86.09%
OATP1B1 inhibitior	+	0.8947	89.47%
OATP1B3 inhibitior	+	0.9021	90.21%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.8988	89.88%
P-glycoprotein inhibitior	-	0.7675	76.75%
P-glycoprotein substrate	-	0.8250	82.50%
CYP3A4 substrate	+	0.6093	60.93%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8821	88.21%
CYP3A4 inhibition	-	0.8790	87.90%
CYP2C9 inhibition	-	0.8831	88.31%
CYP2C19 inhibition	-	0.7899	78.99%
CYP2D6 inhibition	-	0.9155	91.55%
CYP1A2 inhibition	-	0.8719	87.19%
CYP2C8 inhibition	-	0.7938	79.38%
CYP inhibitory promiscuity	-	0.9221	92.21%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.7173	71.73%
Eye corrosion	-	0.9925	99.25%
Eye irritation	-	0.9364	93.64%
Skin irritation	-	0.8078	80.78%
Skin corrosion	-	0.9657	96.57%
Ames mutagenesis	-	0.9200	92.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4222	42.22%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	-	0.6823	68.23%
skin sensitisation	-	0.9249	92.49%
Respiratory toxicity	-	0.7222	72.22%
Reproductive toxicity	-	0.7222	72.22%
Mitochondrial toxicity	-	0.6500	65.00%
Nephrotoxicity	+	0.4543	45.43%
Acute Oral Toxicity (c)	III	0.5378	53.78%
Estrogen receptor binding	+	0.6259	62.59%
Androgen receptor binding	-	0.6297	62.97%
Thyroid receptor binding	-	0.5131	51.31%
Glucocorticoid receptor binding	-	0.6115	61.15%
Aromatase binding	+	0.6974	69.74%
PPAR gamma	-	0.5631	56.31%
Honey bee toxicity	-	0.8790	87.90%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	+	0.5912	59.12%
Fish aquatic toxicity	+	0.8516	85.16%

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	97.18%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	96.54%	99.17%
CHEMBL5255	O00206	Toll-like receptor 4	95.08%	92.50%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.40%	91.11%
CHEMBL2581	P07339	Cathepsin D	93.43%	98.95%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	92.58%	85.94%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	90.33%	92.08%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.08%	97.25%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	88.31%	92.86%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	87.44%	97.29%
CHEMBL2996	Q05655	Protein kinase C delta	87.13%	97.79%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	86.37%	82.50%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	85.85%	96.95%
CHEMBL3401	O75469	Pregnane X receptor	85.24%	94.73%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	84.27%	100.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.88%	94.33%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.83%	95.50%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	82.40%	91.81%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.52%	100.00%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	81.50%	96.47%
CHEMBL299	P17252	Protein kinase C alpha	81.03%	98.03%
CHEMBL218	P21554	Cannabinoid CB1 receptor	80.61%	96.61%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.34%	96.00%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	80.02%	80.33%

Plants that contains it

• Morinda citrifolia

Cross-Links

• PubChem: 129847898
• LOTUS: LTS0032566
• wikiData: Q105114331