(2R,3S,4R,5R,6S)-2-[[(1S,7R,7aS)-7-hydroxy-7-methyl-6,7a-dihydro-1H-cyclopenta[c]pyran-1-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: 9ae76faa-9efd-4296-b073-3129aa4dc1da
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
• IUPAC Name: (2R,3S,4R,5R,6S)-2-[[(1S,7R,7aS)-7-hydroxy-7-methyl-6,7a-dihydro-1H-cyclopenta[c]pyran-1-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• InChI: InChI=1S/C15H22O8/c1-15(20)4-2-7-3-5-21-13(9(7)15)23-14-12(19)11(18)10(17)8(6-16)22-14/h2-3,5,8-14,16-20H,4,6H2,1H3/t8-,9+,10-,11+,12-,13-,14+,15+/m0/s1
• InChI Key: CRKMUAHMCAMOAU-LZTOLWJCSA-N
• Popularity: 0 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: -1.60
• Atomic LogP (AlogP): -1.63
• 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	+	0.6626	66.26%
Caco-2	-	0.8242	82.42%
Blood Brain Barrier	-	0.5642	56.42%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.5901	59.01%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8940	89.40%
OATP1B3 inhibitior	+	0.9432	94.32%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.9631	96.31%
P-glycoprotein inhibitior	-	0.9115	91.15%
P-glycoprotein substrate	-	0.8656	86.56%
CYP3A4 substrate	+	0.6111	61.11%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8484	84.84%
CYP3A4 inhibition	-	0.9249	92.49%
CYP2C9 inhibition	-	0.8731	87.31%
CYP2C19 inhibition	-	0.8388	83.88%
CYP2D6 inhibition	-	0.8887	88.87%
CYP1A2 inhibition	-	0.8586	85.86%
CYP2C8 inhibition	-	0.7491	74.91%
CYP inhibitory promiscuity	-	0.8113	81.13%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5793	57.93%
Eye corrosion	-	0.9894	98.94%
Eye irritation	-	0.9870	98.70%
Skin irritation	-	0.7267	72.67%
Skin corrosion	-	0.9439	94.39%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6074	60.74%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	-	0.7229	72.29%
skin sensitisation	-	0.8727	87.27%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.7073	70.73%
Acute Oral Toxicity (c)	III	0.4351	43.51%
Estrogen receptor binding	-	0.7671	76.71%
Androgen receptor binding	-	0.5615	56.15%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	-	0.5757	57.57%
Aromatase binding	+	0.5538	55.38%
PPAR gamma	+	0.5774	57.74%
Honey bee toxicity	-	0.8485	84.85%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.7100	71.00%
Fish aquatic toxicity	-	0.3942	39.42%

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	98.63%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.53%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.72%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.31%	97.09%
CHEMBL4208	P20618	Proteasome component C5	84.62%	90.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.35%	100.00%
CHEMBL226	P30542	Adenosine A1 receptor	81.94%	95.93%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.15%	95.89%
CHEMBL2996	Q05655	Protein kinase C delta	80.39%	97.79%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.34%	86.33%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162842467
• LOTUS: LTS0048844
• wikiData: Q104968581