(2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-[[(1R,2S,3R,5S)-2-hydroxy-3-methyl-6-oxabicyclo[3.1.0]hexan-3-yl]oxy]oxane-3,4,5-triol

Details

• Internal ID: 5f5fec14-06cd-4716-b929-891279adf25c
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: (2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-[[(1R,2S,3R,5S)-2-hydroxy-3-methyl-6-oxabicyclo[3.1.0]hexan-3-yl]oxy]oxane-3,4,5-triol
• InChI: InChI=1S/C12H20O8/c1-12(2-4-9(18-4)10(12)17)20-11-8(16)7(15)6(14)5(3-13)19-11/h4-11,13-17H,2-3H2,1H3/t4-,5+,6+,7-,8+,9-,10-,11+,12+/m0/s1
• InChI Key: NJGZQIHHRJQQCW-FRUCIOIPSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₂₀O₈
• Molecular Weight: 292.28 g/mol
• Exact Mass: 292.11581759 g/mol
• Topological Polar Surface Area (TPSA): 132.00 Ų
• XlogP: -2.50
• Atomic LogP (AlogP): -2.91
• H-Bond Acceptor: 8
• 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	-	0.8293	82.93%
Caco-2	-	0.8826	88.26%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.5985	59.85%
OATP2B1 inhibitior	-	0.8560	85.60%
OATP1B1 inhibitior	+	0.9192	91.92%
OATP1B3 inhibitior	+	0.9532	95.32%
MATE1 inhibitior	-	0.9812	98.12%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9652	96.52%
P-glycoprotein inhibitior	-	0.9272	92.72%
P-glycoprotein substrate	-	0.9431	94.31%
CYP3A4 substrate	+	0.5224	52.24%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8254	82.54%
CYP3A4 inhibition	-	0.9126	91.26%
CYP2C9 inhibition	-	0.8932	89.32%
CYP2C19 inhibition	-	0.8590	85.90%
CYP2D6 inhibition	-	0.9356	93.56%
CYP1A2 inhibition	-	0.9033	90.33%
CYP2C8 inhibition	-	0.8825	88.25%
CYP inhibitory promiscuity	-	0.8966	89.66%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5978	59.78%
Eye corrosion	-	0.9885	98.85%
Eye irritation	-	0.9826	98.26%
Skin irritation	-	0.8164	81.64%
Skin corrosion	-	0.9531	95.31%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6519	65.19%
Micronuclear	-	0.7200	72.00%
Hepatotoxicity	-	0.8000	80.00%
skin sensitisation	-	0.8780	87.80%
Respiratory toxicity	-	0.6333	63.33%
Reproductive toxicity	-	0.6111	61.11%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.6657	66.57%
Acute Oral Toxicity (c)	III	0.4774	47.74%
Estrogen receptor binding	-	0.8115	81.15%
Androgen receptor binding	-	0.6900	69.00%
Thyroid receptor binding	+	0.7347	73.47%
Glucocorticoid receptor binding	-	0.5225	52.25%
Aromatase binding	+	0.6776	67.76%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.7808	78.08%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.6950	69.50%
Fish aquatic toxicity	-	0.6772	67.72%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.90%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.36%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.82%	97.09%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	88.26%	86.92%
CHEMBL226	P30542	Adenosine A1 receptor	82.85%	95.93%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.56%	97.25%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.02%	95.89%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	81.88%	95.83%
CHEMBL218	P21554	Cannabinoid CB1 receptor	81.58%	96.61%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.25%	100.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.53%	95.50%

Plants that contains it

• Passiflora suberosa

Cross-Links

• PubChem: 163105211
• LOTUS: LTS0034332
• wikiData: Q105180133