trimethyl 2-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxypropane-1,2,3-tricarboxylate

Details

• Internal ID: 0319566f-7ae8-42d0-8345-4368a01a65d7
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acyl glycosides > Fatty acyl glycosides of mono- and disaccharides
• IUPAC Name: trimethyl 2-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxypropane-1,2,3-tricarboxylate
• SMILES (Canonical): COC(=O)CC(CC(=O)OC)(C(=O)OC)OC1C(C(C(C(O1)CO)O)O)O
• SMILES (Isomeric): COC(=O)CC(CC(=O)OC)(C(=O)OC)O[C@H]1[C@@H]([C@H]([C@H]([C@H](O1)CO)O)O)O
• InChI: InChI=1S/C15H24O12/c1-23-8(17)4-15(14(22)25-3,5-9(18)24-2)27-13-12(21)11(20)10(19)7(6-16)26-13/h7,10-13,16,19-21H,4-6H2,1-3H3/t7-,10+,11+,12-,13+/m1/s1
• InChI Key: GTGRGAOFROOWEL-RECBEJSDSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₄O₁₂
• Molecular Weight: 396.34 g/mol
• Exact Mass: 396.12677620 g/mol
• Topological Polar Surface Area (TPSA): 178.00 Ų
• XlogP: -2.60
• Atomic LogP (AlogP): -3.16
• H-Bond Acceptor: 12
• H-Bond Donor: 4
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.8360	83.60%
Caco-2	-	0.7380	73.80%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.7721	77.21%
OATP2B1 inhibitior	-	0.8581	85.81%
OATP1B1 inhibitior	+	0.8742	87.42%
OATP1B3 inhibitior	+	0.9286	92.86%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.6193	61.93%
P-glycoprotein inhibitior	-	0.7267	72.67%
P-glycoprotein substrate	-	0.9262	92.62%
CYP3A4 substrate	+	0.5282	52.82%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8753	87.53%
CYP3A4 inhibition	-	0.9130	91.30%
CYP2C9 inhibition	-	0.9224	92.24%
CYP2C19 inhibition	-	0.9445	94.45%
CYP2D6 inhibition	-	0.9507	95.07%
CYP1A2 inhibition	-	0.9205	92.05%
CYP2C8 inhibition	-	0.8641	86.41%
CYP inhibitory promiscuity	-	0.9783	97.83%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.7243	72.43%
Eye corrosion	-	0.9865	98.65%
Eye irritation	-	0.9191	91.91%
Skin irritation	-	0.8430	84.30%
Skin corrosion	-	0.9603	96.03%
Ames mutagenesis	-	0.8000	80.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6053	60.53%
Micronuclear	-	0.6900	69.00%
Hepatotoxicity	-	0.7819	78.19%
skin sensitisation	-	0.9011	90.11%
Respiratory toxicity	-	0.7000	70.00%
Reproductive toxicity	-	0.6556	65.56%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	+	0.5348	53.48%
Acute Oral Toxicity (c)	III	0.6234	62.34%
Estrogen receptor binding	-	0.4820	48.20%
Androgen receptor binding	+	0.5253	52.53%
Thyroid receptor binding	-	0.5351	53.51%
Glucocorticoid receptor binding	+	0.5730	57.30%
Aromatase binding	-	0.4928	49.28%
PPAR gamma	-	0.4893	48.93%
Honey bee toxicity	-	0.8470	84.70%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.7900	79.00%
Fish aquatic toxicity	-	0.7440	74.40%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	99.52%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.85%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.43%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.82%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.02%	99.17%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	85.62%	94.33%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	83.78%	91.24%
CHEMBL3401	O75469	Pregnane X receptor	82.45%	94.73%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.39%	96.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	80.71%	86.92%
CHEMBL5255	O00206	Toll-like receptor 4	80.38%	92.50%

Plants that contains it

• Gastrodia elata

Cross-Links

• PubChem: 16097950
• LOTUS: LTS0009362
• wikiData: Q105018663