(2R,3R,4S,5R,6S)-2-(hydroxymethyl)-6-[(1R,4R)-4-hydroxy-1-methylcyclopent-2-en-1-yl]oxyoxane-3,4,5-triol

Details

• Internal ID: 99a63597-5878-4b26-9227-cad9b8b2124d
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: (2R,3R,4S,5R,6S)-2-(hydroxymethyl)-6-[(1R,4R)-4-hydroxy-1-methylcyclopent-2-en-1-yl]oxyoxane-3,4,5-triol
• InChI: InChI=1S/C12H20O7/c1-12(3-2-6(14)4-12)19-11-10(17)9(16)8(15)7(5-13)18-11/h2-3,6-11,13-17H,4-5H2,1H3/t6-,7+,8-,9-,10+,11-,12-/m0/s1
• InChI Key: UFZWDZHJFRAKDR-MQOZHFKUSA-N
• Popularity: 2 references 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: -1.90
• 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	-	0.7944	79.44%
Caco-2	-	0.7949	79.49%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.6640	66.40%
OATP2B1 inhibitior	-	0.8587	85.87%
OATP1B1 inhibitior	+	0.9130	91.30%
OATP1B3 inhibitior	+	0.9596	95.96%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9595	95.95%
P-glycoprotein inhibitior	-	0.9137	91.37%
P-glycoprotein substrate	-	0.9504	95.04%
CYP3A4 substrate	+	0.5181	51.81%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8327	83.27%
CYP3A4 inhibition	-	0.9397	93.97%
CYP2C9 inhibition	-	0.9345	93.45%
CYP2C19 inhibition	-	0.9056	90.56%
CYP2D6 inhibition	-	0.9493	94.93%
CYP1A2 inhibition	-	0.9232	92.32%
CYP2C8 inhibition	-	0.8997	89.97%
CYP inhibitory promiscuity	-	0.9188	91.88%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6503	65.03%
Eye corrosion	-	0.9907	99.07%
Eye irritation	-	0.9911	99.11%
Skin irritation	-	0.8205	82.05%
Skin corrosion	-	0.9461	94.61%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5481	54.81%
Micronuclear	-	0.7941	79.41%
Hepatotoxicity	-	0.7574	75.74%
skin sensitisation	-	0.8729	87.29%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.5111	51.11%
Mitochondrial toxicity	-	0.7375	73.75%
Nephrotoxicity	-	0.7522	75.22%
Acute Oral Toxicity (c)	III	0.5330	53.30%
Estrogen receptor binding	-	0.7462	74.62%
Androgen receptor binding	-	0.5332	53.32%
Thyroid receptor binding	+	0.5667	56.67%
Glucocorticoid receptor binding	-	0.5056	50.56%
Aromatase binding	-	0.5507	55.07%
PPAR gamma	-	0.5894	58.94%
Honey bee toxicity	-	0.8411	84.11%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.7800	78.00%
Fish aquatic toxicity	-	0.6995	69.95%

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	97.37%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.18%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.15%	97.09%
CHEMBL226	P30542	Adenosine A1 receptor	90.16%	95.93%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.31%	97.25%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	86.47%	95.83%
CHEMBL3401	O75469	Pregnane X receptor	83.67%	94.73%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.14%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.33%	100.00%

Plants that contains it

• Passiflora foetida

Cross-Links

• PubChem: 163106159
• LOTUS: LTS0185683
• wikiData: Q105272217