(2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-[[(1S,2R,4S,5S,6R,10S)-5-hydroxy-2-methyl-3,9-dioxatricyclo[4.4.0.02,4]dec-7-en-10-yl]oxy]oxane-3,4,5-triol

Details

• Internal ID: 9083d98a-ee93-417a-8f56-3f68d1934759
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: (2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-[[(1S,2R,4S,5S,6R,10S)-5-hydroxy-2-methyl-3,9-dioxatricyclo[4.4.0.02,4]dec-7-en-10-yl]oxy]oxane-3,4,5-triol
• SMILES (Canonical): CC12C3C(C=COC3OC4C(C(C(C(O4)CO)O)O)O)C(C1O2)O
• SMILES (Isomeric): C[C@@]12[C@@H]3[C@@H](C=CO[C@H]3O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)[C@@H]([C@@H]1O2)O
• InChI: InChI=1S/C15H22O9/c1-15-7-5(8(17)12(15)24-15)2-3-21-13(7)23-14-11(20)10(19)9(18)6(4-16)22-14/h2-3,5-14,16-20H,4H2,1H3/t5-,6-,7-,8+,9-,10+,11-,12+,13+,14+,15-/m1/s1
• InChI Key: DINMMVOHYZBIQX-PZYDOOQISA-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): 141.00 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	-	0.6042	60.42%
Caco-2	-	0.8633	86.33%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.5944	59.44%
OATP2B1 inhibitior	-	0.8606	86.06%
OATP1B1 inhibitior	+	0.8247	82.47%
OATP1B3 inhibitior	+	0.9606	96.06%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9505	95.05%
P-glycoprotein inhibitior	-	0.8782	87.82%
P-glycoprotein substrate	-	0.8702	87.02%
CYP3A4 substrate	+	0.5946	59.46%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8440	84.40%
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	-	0.7186	71.86%
CYP inhibitory promiscuity	-	0.7933	79.33%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6018	60.18%
Eye corrosion	-	0.9885	98.85%
Eye irritation	-	0.9736	97.36%
Skin irritation	-	0.7890	78.90%
Skin corrosion	-	0.9439	94.39%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5173	51.73%
Micronuclear	-	0.6641	66.41%
Hepatotoxicity	-	0.9157	91.57%
skin sensitisation	-	0.8497	84.97%
Respiratory toxicity	-	0.6556	65.56%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	+	0.5341	53.41%
Acute Oral Toxicity (c)	III	0.3874	38.74%
Estrogen receptor binding	-	0.6631	66.31%
Androgen receptor binding	-	0.5787	57.87%
Thyroid receptor binding	+	0.5693	56.93%
Glucocorticoid receptor binding	-	0.5523	55.23%
Aromatase binding	+	0.6463	64.63%
PPAR gamma	+	0.6320	63.20%
Honey bee toxicity	-	0.7313	73.13%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	-	0.7700	77.00%
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	95.57%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	94.90%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.48%	96.09%
CHEMBL230	P35354	Cyclooxygenase-2	87.75%	89.63%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	85.26%	86.92%
CHEMBL3401	O75469	Pregnane X receptor	85.14%	94.73%
CHEMBL218	P21554	Cannabinoid CB1 receptor	83.56%	96.61%
CHEMBL226	P30542	Adenosine A1 receptor	81.93%	95.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.00%	97.09%

Plants that contains it

• Linaria bipartita

Cross-Links

• PubChem: 101928761
• LOTUS: LTS0198247
• wikiData: Q104981514