2-[(4-Hydroxy-2,10-dioxatricyclo[5.3.1.04,8]undec-5-en-9-yl)oxy]-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: db626882-24cd-4ce0-ab89-a5ba8bcf8dd3
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: 2-[(4-hydroxy-2,10-dioxatricyclo[5.3.1.04,8]undec-5-en-9-yl)oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): C1C2C=CC3(C2C(OC1OC3)OC4C(C(C(C(O4)CO)O)O)O)O
• SMILES (Isomeric): C1C2C=CC3(C2C(OC1OC3)OC4C(C(C(C(O4)CO)O)O)O)O
• InChI: InChI=1S/C15H22O9/c16-4-7-10(17)11(18)12(19)14(22-7)24-13-9-6-1-2-15(9,20)5-21-8(3-6)23-13/h1-2,6-14,16-20H,3-5H2
• InChI Key: NPRQMRFYHZUOIN-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₉
• Molecular Weight: 346.33 g/mol
• Exact Mass: 346.12638228 g/mol
• Topological Polar Surface Area (TPSA): 138.00 Ų
• XlogP: -2.20
• Atomic LogP (AlogP): -2.56
• H-Bond Acceptor: 9
• H-Bond Donor: 5
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6992	69.92%
Caco-2	-	0.8532	85.32%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.5345	53.45%
OATP2B1 inhibitior	-	0.8581	85.81%
OATP1B1 inhibitior	+	0.8929	89.29%
OATP1B3 inhibitior	+	0.9588	95.88%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.9698	96.98%
P-glycoprotein inhibitior	-	0.8924	89.24%
P-glycoprotein substrate	-	0.8269	82.69%
CYP3A4 substrate	+	0.6013	60.13%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8268	82.68%
CYP3A4 inhibition	-	0.9609	96.09%
CYP2C9 inhibition	-	0.9465	94.65%
CYP2C19 inhibition	-	0.7918	79.18%
CYP2D6 inhibition	-	0.9079	90.79%
CYP1A2 inhibition	-	0.9234	92.34%
CYP2C8 inhibition	-	0.7306	73.06%
CYP inhibitory promiscuity	-	0.9442	94.42%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6499	64.99%
Eye corrosion	-	0.9903	99.03%
Eye irritation	-	0.9713	97.13%
Skin irritation	-	0.8096	80.96%
Skin corrosion	-	0.9544	95.44%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4343	43.43%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	-	0.7302	73.02%
skin sensitisation	-	0.8929	89.29%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	-	0.6375	63.75%
Nephrotoxicity	-	0.5745	57.45%
Acute Oral Toxicity (c)	III	0.3282	32.82%
Estrogen receptor binding	-	0.6517	65.17%
Androgen receptor binding	-	0.5800	58.00%
Thyroid receptor binding	+	0.5242	52.42%
Glucocorticoid receptor binding	-	0.5381	53.81%
Aromatase binding	+	0.7341	73.41%
PPAR gamma	+	0.6445	64.45%
Honey bee toxicity	-	0.6879	68.79%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	-	0.3874	38.74%

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	97.06%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	96.72%	95.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.47%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.91%	96.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	86.86%	92.94%
CHEMBL218	P21554	Cannabinoid CB1 receptor	85.91%	96.61%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.60%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.52%	94.45%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	80.77%	97.21%
CHEMBL221	P23219	Cyclooxygenase-1	80.56%	90.17%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.15%	96.95%

Plants that contains it

• Crescentia cujete

Cross-Links

• PubChem: 162886082
• LOTUS: LTS0226828
• wikiData: Q105183359