2-[(1,5-Dihydroxy-5-methyl-3,8-dioxatricyclo[4.4.0.02,4]dec-9-en-7-yl)oxy]-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: 04a0cc00-955b-4df0-9435-0afaa89e96de
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: 2-[(1,5-dihydroxy-5-methyl-3,8-dioxatricyclo[4.4.0.02,4]dec-9-en-7-yl)oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): CC1(C2C(OC=CC2(C3C1O3)O)OC4C(C(C(C(O4)CO)O)O)O)O
• SMILES (Isomeric): CC1(C2C(OC=CC2(C3C1O3)O)OC4C(C(C(C(O4)CO)O)O)O)O
• InChI: InChI=1S/C15H22O10/c1-14(20)9-13(22-3-2-15(9,21)11-10(14)24-11)25-12-8(19)7(18)6(17)5(4-16)23-12/h2-3,5-13,16-21H,4H2,1H3
• InChI Key: QLPYUGJILSEKQD-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₁₀
• Molecular Weight: 362.33 g/mol
• Exact Mass: 362.12129689 g/mol
• Topological Polar Surface Area (TPSA): 162.00 Ų
• XlogP: -3.20
• Atomic LogP (AlogP): -3.45
• H-Bond Acceptor: 10
• H-Bond Donor: 6
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6042	60.42%
Caco-2	-	0.8623	86.23%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.5944	59.44%
OATP2B1 inhibitior	-	0.8602	86.02%
OATP1B1 inhibitior	+	0.8700	87.00%
OATP1B3 inhibitior	+	0.9606	96.06%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9393	93.93%
P-glycoprotein inhibitior	-	0.8713	87.13%
P-glycoprotein substrate	-	0.8804	88.04%
CYP3A4 substrate	+	0.6084	60.84%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8514	85.14%
CYP3A4 inhibition	-	0.9379	93.79%
CYP2C9 inhibition	-	0.9168	91.68%
CYP2C19 inhibition	-	0.8492	84.92%
CYP2D6 inhibition	-	0.9275	92.75%
CYP1A2 inhibition	-	0.8922	89.22%
CYP2C8 inhibition	-	0.7789	77.89%
CYP inhibitory promiscuity	-	0.7933	79.33%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6018	60.18%
Eye corrosion	-	0.9885	98.85%
Eye irritation	-	0.9804	98.04%
Skin irritation	-	0.7890	78.90%
Skin corrosion	-	0.9439	94.39%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6586	65.86%
Micronuclear	-	0.6641	66.41%
Hepatotoxicity	-	0.8606	86.06%
skin sensitisation	-	0.8497	84.97%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	+	0.5363	53.63%
Acute Oral Toxicity (c)	III	0.3874	38.74%
Estrogen receptor binding	-	0.5660	56.60%
Androgen receptor binding	-	0.4943	49.43%
Thyroid receptor binding	+	0.6147	61.47%
Glucocorticoid receptor binding	-	0.5433	54.33%
Aromatase binding	+	0.6618	66.18%
PPAR gamma	+	0.6551	65.51%
Honey bee toxicity	-	0.8338	83.38%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.7800	78.00%
Fish aquatic toxicity	-	0.6079	60.79%

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	95.95%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.91%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.95%	97.25%
CHEMBL3401	O75469	Pregnane X receptor	83.95%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.75%	94.45%
CHEMBL1951	P21397	Monoamine oxidase A	81.46%	91.49%
CHEMBL226	P30542	Adenosine A1 receptor	80.79%	95.93%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.53%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.01%	86.33%

Plants that contains it

• Physostegia virginiana

Cross-Links

• PubChem: 14414192
• LOTUS: LTS0246641
• wikiData: Q105223722