(2R,3R,4S,5S,6R)-2-[(1R,6S)-6-hydroxycyclohex-2-en-1-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: 7170b2ff-140d-4cee-a77a-de075b3c1786
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: (2R,3R,4S,5S,6R)-2-[(1R,6S)-6-hydroxycyclohex-2-en-1-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): C1CC(C(C=C1)OC2C(C(C(C(O2)CO)O)O)O)O
• SMILES (Isomeric): C1C[C@@H]([C@@H](C=C1)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O)O
• InChI: InChI=1S/C12H20O7/c13-5-8-9(15)10(16)11(17)12(19-8)18-7-4-2-1-3-6(7)14/h2,4,6-17H,1,3,5H2/t6-,7+,8+,9+,10-,11+,12+/m0/s1
• InChI Key: AEDRDGQOEJEODM-LUSRZYESSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₂₀O₇
• Molecular Weight: 276.28 g/mol
• Exact Mass: 276.12090297 g/mol
• Topological Polar Surface Area (TPSA): 120.00 Ų
• XlogP: -1.60
• Atomic LogP (AlogP): -2.12
• H-Bond Acceptor: 7
• 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	-	0.8789	87.89%
Caco-2	-	0.8910	89.10%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.7348	73.48%
OATP2B1 inhibitior	-	0.8579	85.79%
OATP1B1 inhibitior	+	0.9249	92.49%
OATP1B3 inhibitior	+	0.9525	95.25%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.9844	98.44%
P-glycoprotein inhibitior	-	0.9221	92.21%
P-glycoprotein substrate	-	0.9579	95.79%
CYP3A4 substrate	-	0.5217	52.17%
CYP2C9 substrate	-	0.8080	80.80%
CYP2D6 substrate	-	0.8176	81.76%
CYP3A4 inhibition	-	0.8950	89.50%
CYP2C9 inhibition	-	0.9104	91.04%
CYP2C19 inhibition	-	0.8958	89.58%
CYP2D6 inhibition	-	0.9243	92.43%
CYP1A2 inhibition	-	0.9475	94.75%
CYP2C8 inhibition	-	0.8911	89.11%
CYP inhibitory promiscuity	-	0.8982	89.82%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7379	73.79%
Eye corrosion	-	0.9874	98.74%
Eye irritation	-	0.9847	98.47%
Skin irritation	-	0.8242	82.42%
Skin corrosion	-	0.9446	94.46%
Ames mutagenesis	-	0.7837	78.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.4625	46.25%
Micronuclear	-	0.8541	85.41%
Hepatotoxicity	-	0.8802	88.02%
skin sensitisation	-	0.8805	88.05%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	-	0.5556	55.56%
Mitochondrial toxicity	-	0.7000	70.00%
Nephrotoxicity	-	0.6587	65.87%
Acute Oral Toxicity (c)	III	0.5234	52.34%
Estrogen receptor binding	-	0.8027	80.27%
Androgen receptor binding	-	0.6601	66.01%
Thyroid receptor binding	-	0.5753	57.53%
Glucocorticoid receptor binding	-	0.6302	63.02%
Aromatase binding	-	0.6773	67.73%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.8131	81.31%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.7900	79.00%
Fish aquatic toxicity	-	0.8269	82.69%

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	97.36%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.67%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.20%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	92.06%	83.82%
CHEMBL226	P30542	Adenosine A1 receptor	85.00%	95.93%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.01%	97.25%
CHEMBL3714130	P46095	G-protein coupled receptor 6	82.05%	97.36%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	81.96%	95.83%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.35%	95.89%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.17%	96.00%

Plants that contains it

• Itoa orientalis

Cross-Links

• PubChem: 101865244
• LOTUS: LTS0002525
• wikiData: Q104910027