(2R,3S,4R,5R,6S)-6-[[(4aS,7aR)-1,4a,5,7a-tetrahydrocyclopenta[c]pyran-1-yl]oxy]-2-(hydroxymethyl)-3-methyloxane-2,3,4,5-tetrol

Details

• Internal ID: cbdf6617-314a-4ea4-854f-247e27721f93
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: (2R,3S,4R,5R,6S)-6-[[(4aS,7aR)-1,4a,5,7a-tetrahydrocyclopenta[c]pyran-1-yl]oxy]-2-(hydroxymethyl)-3-methyloxane-2,3,4,5-tetrol
• InChI: InChI=1S/C15H22O8/c1-14(19)11(18)10(17)13(23-15(14,20)7-16)22-12-9-4-2-3-8(9)5-6-21-12/h2,4-6,8-13,16-20H,3,7H2,1H3/t8-,9+,10+,11+,12?,13-,14-,15+/m0/s1
• InChI Key: YKUDEBKFHIIQNK-HDLMAJTQSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₈
• Molecular Weight: 330.33 g/mol
• Exact Mass: 330.13146766 g/mol
• Topological Polar Surface Area (TPSA): 129.00 Ų
• XlogP: -1.20
• Atomic LogP (AlogP): -1.42
• H-Bond Acceptor: 8
• H-Bond Donor: 5
• Rotatable Bonds: 3

Synonyms

• SCHEMBL31171050
• (2S,3R,4S,5S,6R)-2-[[(1S,4aS,5R,7aR)-5-hydroxy-4-methyl-1,4a,5,7a-tetrahydrocyclopenta[c]pyran-1-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• beta-D-Glucopyranoside, (1S,4aS,5R,7aR)-1,4a,5,7a-tetrahydro-5-hydroxy-4-methylcyclopenta(c)pyran-1-yl

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4675	46.75%
Caco-2	-	0.7937	79.37%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.5007	50.07%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8665	86.65%
OATP1B3 inhibitior	+	0.9592	95.92%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.9377	93.77%
P-glycoprotein inhibitior	-	0.8440	84.40%
P-glycoprotein substrate	-	0.7502	75.02%
CYP3A4 substrate	+	0.6287	62.87%
CYP2C9 substrate	-	0.8040	80.40%
CYP2D6 substrate	-	0.8442	84.42%
CYP3A4 inhibition	-	0.9590	95.90%
CYP2C9 inhibition	-	0.9570	95.70%
CYP2C19 inhibition	-	0.9114	91.14%
CYP2D6 inhibition	-	0.9324	93.24%
CYP1A2 inhibition	-	0.9080	90.80%
CYP2C8 inhibition	-	0.7190	71.90%
CYP inhibitory promiscuity	-	0.8988	89.88%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6407	64.07%
Eye corrosion	-	0.9919	99.19%
Eye irritation	-	0.9906	99.06%
Skin irritation	-	0.7676	76.76%
Skin corrosion	-	0.9444	94.44%
Ames mutagenesis	-	0.5754	57.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.3861	38.61%
Micronuclear	-	0.7341	73.41%
Hepatotoxicity	-	0.6625	66.25%
skin sensitisation	-	0.8934	89.34%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.4161	41.61%
Estrogen receptor binding	+	0.5633	56.33%
Androgen receptor binding	-	0.4876	48.76%
Thyroid receptor binding	-	0.5090	50.90%
Glucocorticoid receptor binding	-	0.4944	49.44%
Aromatase binding	+	0.5315	53.15%
PPAR gamma	+	0.6423	64.23%
Honey bee toxicity	-	0.8337	83.37%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.7150	71.50%
Fish aquatic toxicity	-	0.5487	54.87%

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	99.03%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.77%	96.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.45%	95.89%
CHEMBL230	P35354	Cyclooxygenase-2	85.30%	89.63%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.05%	100.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.57%	92.62%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.49%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.39%	97.25%
CHEMBL226	P30542	Adenosine A1 receptor	81.51%	95.93%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.41%	86.33%

Plants that contains it

• Mentzelia decapetala

Cross-Links

• PubChem: 158587
• LOTUS: LTS0260459
• wikiData: Q105349893