[6-[3,4-Dihydroxy-2,5-bis(hydroxymethyl)oxolan-2-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl 2-(2-hydroxypropan-2-yl)-7-(3-methylbut-2-enyl)-2,3-dihydro-1-benzofuran-5-carboxylate

Details

• Internal ID: 79d900e7-664a-44e5-aa80-528f6899a576
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: [6-[3,4-dihydroxy-2,5-bis(hydroxymethyl)oxolan-2-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl 2-(2-hydroxypropan-2-yl)-7-(3-methylbut-2-enyl)-2,3-dihydro-1-benzofuran-5-carboxylate
• SMILES (Canonical): CC(=CCC1=CC(=CC2=C1OC(C2)C(C)(C)O)C(=O)OCC3C(C(C(C(O3)OC4(C(C(C(O4)CO)O)O)CO)O)O)O)C
• SMILES (Isomeric): CC(=CCC1=CC(=CC2=C1OC(C2)C(C)(C)O)C(=O)OCC3C(C(C(C(O3)OC4(C(C(C(O4)CO)O)O)CO)O)O)O)C
• InChI: InChI=1S/C29H42O14/c1-13(2)5-6-14-7-16(8-15-9-19(28(3,4)38)41-24(14)15)26(37)39-11-18-20(32)22(34)23(35)27(40-18)43-29(12-31)25(36)21(33)17(10-30)42-29/h5,7-8,17-23,25,27,30-36,38H,6,9-12H2,1-4H3
• InChI Key: OHVDEVQPVJZOHJ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₄₂O₁₄
• Molecular Weight: 614.60 g/mol
• Exact Mass: 614.25745601 g/mol
• Topological Polar Surface Area (TPSA): 225.00 Ų
• XlogP: -0.30
• Atomic LogP (AlogP): -1.95
• H-Bond Acceptor: 14
• H-Bond Donor: 8
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8813	88.13%
Caco-2	-	0.8907	89.07%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.7860	78.60%
OATP2B1 inhibitior	-	0.8649	86.49%
OATP1B1 inhibitior	+	0.8261	82.61%
OATP1B3 inhibitior	+	0.9035	90.35%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.8317	83.17%
P-glycoprotein inhibitior	+	0.6092	60.92%
P-glycoprotein substrate	-	0.5806	58.06%
CYP3A4 substrate	+	0.6844	68.44%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8459	84.59%
CYP3A4 inhibition	-	0.9555	95.55%
CYP2C9 inhibition	-	0.7654	76.54%
CYP2C19 inhibition	-	0.6464	64.64%
CYP2D6 inhibition	-	0.8701	87.01%
CYP1A2 inhibition	-	0.6777	67.77%
CYP2C8 inhibition	+	0.6467	64.67%
CYP inhibitory promiscuity	-	0.5616	56.16%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6587	65.87%
Eye corrosion	-	0.9900	99.00%
Eye irritation	-	0.9238	92.38%
Skin irritation	-	0.7659	76.59%
Skin corrosion	-	0.9428	94.28%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3734	37.34%
Micronuclear	-	0.6526	65.26%
Hepatotoxicity	-	0.6536	65.36%
skin sensitisation	-	0.8073	80.73%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.9176	91.76%
Acute Oral Toxicity (c)	III	0.4746	47.46%
Estrogen receptor binding	+	0.7894	78.94%
Androgen receptor binding	+	0.6180	61.80%
Thyroid receptor binding	+	0.5228	52.28%
Glucocorticoid receptor binding	+	0.6292	62.92%
Aromatase binding	+	0.6730	67.30%
PPAR gamma	+	0.6988	69.88%
Honey bee toxicity	-	0.6904	69.04%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9777	97.77%

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	99.05%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	97.76%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.49%	86.33%
CHEMBL218	P21554	Cannabinoid CB1 receptor	92.98%	96.61%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.53%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.16%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.26%	99.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.91%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.49%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.15%	95.89%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	88.60%	96.90%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	87.57%	83.00%
CHEMBL340	P08684	Cytochrome P450 3A4	87.05%	91.19%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.43%	96.00%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	85.66%	98.75%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.50%	92.62%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	85.32%	95.50%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.79%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.45%	100.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	84.11%	93.04%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.68%	94.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	83.10%	96.95%
CHEMBL1951	P21397	Monoamine oxidase A	81.98%	91.49%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	81.95%	89.34%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	81.55%	100.00%
CHEMBL5028	O14672	ADAM10	80.14%	97.50%

Plants that contains it

• Anodendron affine

Cross-Links

• PubChem: 85111239
• LOTUS: LTS0210982
• wikiData: Q105192318