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

Details

• Internal ID: 91c1bedf-6649-4c9b-88e4-ce59904a6ae6
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
• IUPAC Name: (2S,3R,4S,5S,6R)-2-[[(1S,6R,7R,7aS)-6,7-dihydroxy-7-methyl-6,7a-dihydro-1H-cyclopenta[c]pyran-1-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• InChI: InChI=1S/C15H22O9/c1-15(21)8(17)4-6-2-3-22-13(9(6)15)24-14-12(20)11(19)10(18)7(5-16)23-14/h2-4,7-14,16-21H,5H2,1H3/t7-,8-,9-,10-,11+,12-,13+,14+,15+/m1/s1
• InChI Key: WOWLZVXPLCQTSV-RICUOZJWSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₉
• Molecular Weight: 346.33 g/mol
• Exact Mass: 346.12638228 g/mol
• Topological Polar Surface Area (TPSA): 149.00 Ų
• XlogP: -2.70
• Atomic LogP (AlogP): -2.66
• H-Bond Acceptor: 9
• H-Bond Donor: 6
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5728	57.28%
Caco-2	-	0.8161	81.61%
Blood Brain Barrier	-	0.5892	58.92%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.6883	68.83%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8582	85.82%
OATP1B3 inhibitior	+	0.9492	94.92%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9653	96.53%
P-glycoprotein inhibitior	-	0.9041	90.41%
P-glycoprotein substrate	-	0.8341	83.41%
CYP3A4 substrate	+	0.5971	59.71%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8559	85.59%
CYP3A4 inhibition	-	0.9448	94.48%
CYP2C9 inhibition	-	0.8652	86.52%
CYP2C19 inhibition	-	0.8196	81.96%
CYP2D6 inhibition	-	0.8990	89.90%
CYP1A2 inhibition	-	0.8395	83.95%
CYP2C8 inhibition	-	0.7080	70.80%
CYP inhibitory promiscuity	-	0.6731	67.31%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5970	59.70%
Eye corrosion	-	0.9883	98.83%
Eye irritation	-	0.9794	97.94%
Skin irritation	-	0.7601	76.01%
Skin corrosion	-	0.9468	94.68%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5451	54.51%
Micronuclear	-	0.6941	69.41%
Hepatotoxicity	-	0.8500	85.00%
skin sensitisation	-	0.8665	86.65%
Respiratory toxicity	-	0.6222	62.22%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	-	0.6814	68.14%
Acute Oral Toxicity (c)	III	0.4254	42.54%
Estrogen receptor binding	-	0.6933	69.33%
Androgen receptor binding	-	0.5405	54.05%
Thyroid receptor binding	+	0.5477	54.77%
Glucocorticoid receptor binding	-	0.5178	51.78%
Aromatase binding	+	0.6035	60.35%
PPAR gamma	+	0.6458	64.58%
Honey bee toxicity	-	0.7995	79.95%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6950	69.50%
Fish aquatic toxicity	-	0.4798	47.98%

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	97.24%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.55%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.25%	94.45%
CHEMBL226	P30542	Adenosine A1 receptor	84.07%	95.93%
CHEMBL2581	P07339	Cathepsin D	82.75%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	82.49%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.40%	86.33%
CHEMBL4208	P20618	Proteasome component C5	80.89%	90.00%

Plants that contains it

• Paulownia tomentosa

Cross-Links

• PubChem: 127043597
• LOTUS: LTS0008299
• wikiData: Q105309730