2-[[3,4-Dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-6-[4-(4-hydroxy-2,2,6-trimethylcyclohexyl)but-3-en-2-yloxy]oxane-3,4,5-triol

Details

• Internal ID: 092ca0c4-0e69-49ee-af4f-ba16937701bb
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acyl glycosides > Fatty acyl glycosides of mono- and disaccharides
• IUPAC Name: 2-[[3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-6-[4-(4-hydroxy-2,2,6-trimethylcyclohexyl)but-3-en-2-yloxy]oxane-3,4,5-triol
• SMILES (Canonical): CC1CC(CC(C1C=CC(C)OC2C(C(C(C(O2)COC3C(C(CO3)(CO)O)O)O)O)O)(C)C)O
• SMILES (Isomeric): CC1CC(CC(C1C=CC(C)OC2C(C(C(C(O2)COC3C(C(CO3)(CO)O)O)O)O)O)(C)C)O
• InChI: InChI=1S/C24H42O11/c1-12-7-14(26)8-23(3,4)15(12)6-5-13(2)34-21-19(29)18(28)17(27)16(35-21)9-32-22-20(30)24(31,10-25)11-33-22/h5-6,12-22,25-31H,7-11H2,1-4H3
• InChI Key: KGEFHNQXQSWBCB-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₄₂O₁₁
• Molecular Weight: 506.60 g/mol
• Exact Mass: 506.27271215 g/mol
• Topological Polar Surface Area (TPSA): 179.00 Ų
• XlogP: -1.00
• Atomic LogP (AlogP): -1.35
• H-Bond Acceptor: 11
• H-Bond Donor: 7
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7719	77.19%
Caco-2	-	0.8375	83.75%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.7014	70.14%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8729	87.29%
OATP1B3 inhibitior	+	0.9250	92.50%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.8769	87.69%
P-glycoprotein inhibitior	-	0.5517	55.17%
P-glycoprotein substrate	-	0.6191	61.91%
CYP3A4 substrate	+	0.6747	67.47%
CYP2C9 substrate	-	0.8034	80.34%
CYP2D6 substrate	-	0.8507	85.07%
CYP3A4 inhibition	-	0.9132	91.32%
CYP2C9 inhibition	-	0.8754	87.54%
CYP2C19 inhibition	-	0.8860	88.60%
CYP2D6 inhibition	-	0.9371	93.71%
CYP1A2 inhibition	-	0.9118	91.18%
CYP2C8 inhibition	+	0.4764	47.64%
CYP inhibitory promiscuity	-	0.8663	86.63%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6100	61.00%
Eye corrosion	-	0.9908	99.08%
Eye irritation	-	0.9488	94.88%
Skin irritation	-	0.8091	80.91%
Skin corrosion	-	0.9543	95.43%
Ames mutagenesis	+	0.5017	50.17%
Human Ether-a-go-go-Related Gene inhibition	+	0.6785	67.85%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	-	0.6375	63.75%
skin sensitisation	-	0.8666	86.66%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.5111	51.11%
Mitochondrial toxicity	-	0.6375	63.75%
Nephrotoxicity	-	0.6493	64.93%
Acute Oral Toxicity (c)	III	0.4702	47.02%
Estrogen receptor binding	+	0.6465	64.65%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	+	0.5529	55.29%
Glucocorticoid receptor binding	+	0.5447	54.47%
Aromatase binding	+	0.6565	65.65%
PPAR gamma	+	0.5928	59.28%
Honey bee toxicity	-	0.6636	66.36%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.7138	71.38%

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	99.42%	95.93%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.38%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.97%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.93%	97.09%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	90.03%	96.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.25%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.04%	100.00%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	86.53%	96.47%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	86.36%	97.21%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.96%	95.56%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	84.42%	98.75%
CHEMBL2581	P07339	Cathepsin D	84.29%	98.95%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	84.12%	92.32%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.75%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.61%	86.33%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	83.17%	86.92%
CHEMBL5957	P21589	5'-nucleotidase	82.87%	97.78%
CHEMBL221	P23219	Cyclooxygenase-1	82.67%	90.17%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	81.90%	92.86%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	81.85%	97.47%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.65%	97.14%

Plants that contains it

• Alangium premnifolium

Cross-Links

• PubChem: 163056661
• LOTUS: LTS0169823
• wikiData: Q105140713