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

Details

• Internal ID: 49230d69-f271-427a-b2cc-8ae72d02b605
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: (2R,3R,4S,5S,6R)-2-[[(1R,2S,4S,5R,6S,10S)-5,6-dihydroxy-2-(hydroxymethyl)-3,9-dioxatricyclo[4.4.0.02,4]dec-7-en-10-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• InChI: InChI=1S/C15H22O11/c16-3-5-6(18)7(19)8(20)12(24-5)25-13-9-14(22,1-2-23-13)10(21)11-15(9,4-17)26-11/h1-2,5-13,16-22H,3-4H2/t5-,6-,7+,8-,9-,10-,11+,12-,13+,14+,15-/m1/s1
• InChI Key: ZLRJFSGSNKPVIT-YEUUDHQISA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₁₁
• Molecular Weight: 378.33 g/mol
• Exact Mass: 378.11621151 g/mol
• Topological Polar Surface Area (TPSA): 182.00 Ų
• XlogP: -4.30
• Atomic LogP (AlogP): -4.48
• H-Bond Acceptor: 11
• H-Bond Donor: 7
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7320	73.20%
Caco-2	-	0.8807	88.07%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.5544	55.44%
OATP2B1 inhibitior	-	0.8604	86.04%
OATP1B1 inhibitior	+	0.8836	88.36%
OATP1B3 inhibitior	+	0.9582	95.82%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9719	97.19%
P-glycoprotein inhibitior	-	0.8783	87.83%
P-glycoprotein substrate	-	0.8814	88.14%
CYP3A4 substrate	+	0.5839	58.39%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8420	84.20%
CYP3A4 inhibition	-	0.9510	95.10%
CYP2C9 inhibition	-	0.9133	91.33%
CYP2C19 inhibition	-	0.7795	77.95%
CYP2D6 inhibition	-	0.9021	90.21%
CYP1A2 inhibition	-	0.8936	89.36%
CYP2C8 inhibition	-	0.7291	72.91%
CYP inhibitory promiscuity	-	0.8277	82.77%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5906	59.06%
Eye corrosion	-	0.9882	98.82%
Eye irritation	-	0.9647	96.47%
Skin irritation	-	0.7993	79.93%
Skin corrosion	-	0.9483	94.83%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5104	51.04%
Micronuclear	-	0.7041	70.41%
Hepatotoxicity	-	0.8853	88.53%
skin sensitisation	-	0.8502	85.02%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.5444	54.44%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	+	0.5206	52.06%
Acute Oral Toxicity (c)	III	0.3217	32.17%
Estrogen receptor binding	-	0.6706	67.06%
Androgen receptor binding	-	0.4938	49.38%
Thyroid receptor binding	+	0.5347	53.47%
Glucocorticoid receptor binding	-	0.6224	62.24%
Aromatase binding	+	0.7509	75.09%
PPAR gamma	+	0.6500	65.00%
Honey bee toxicity	-	0.8431	84.31%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.7350	73.50%
Fish aquatic toxicity	-	0.6525	65.25%

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	95.63%	91.11%
CHEMBL218	P21554	Cannabinoid CB1 receptor	94.18%	96.61%
CHEMBL226	P30542	Adenosine A1 receptor	88.78%	95.93%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.87%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.65%	94.45%
CHEMBL221	P23219	Cyclooxygenase-1	85.07%	90.17%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	82.09%	86.92%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.05%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.97%	97.25%
CHEMBL3401	O75469	Pregnane X receptor	80.74%	94.73%

Plants that contains it

• Cymbalaria muralis

Cross-Links

• PubChem: 162890156
• LOTUS: LTS0250245
• wikiData: Q105379116