7-methyl-1-oxo-6-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4,4a,5,6-tetrahydro-3H-cyclopenta[c]pyran-4-carboxylic acid

Details

• Internal ID: 69b893e3-d398-4238-b81d-08b716255155
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acyl glycosides > Fatty acyl glycosides of mono- and disaccharides
• IUPAC Name: 7-methyl-1-oxo-6-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4,4a,5,6-tetrahydro-3H-cyclopenta[c]pyran-4-carboxylic acid
• InChI: InChI=1S/C16H22O10/c1-5-8(2-6-7(14(21)22)4-24-15(23)10(5)6)25-16-13(20)12(19)11(18)9(3-17)26-16/h6-9,11-13,16-20H,2-4H2,1H3,(H,21,22)
• InChI Key: FVNXZBAOGFIURU-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₂O₁₀
• Molecular Weight: 374.34 g/mol
• Exact Mass: 374.12129689 g/mol
• Topological Polar Surface Area (TPSA): 163.00 Ų
• XlogP: -2.40
• Atomic LogP (AlogP): -2.23
• H-Bond Acceptor: 9
• H-Bond Donor: 5
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6237	62.37%
Caco-2	-	0.8695	86.95%
Blood Brain Barrier	-	0.5053	50.53%
Human oral bioavailability	-	0.8429	84.29%
Subcellular localzation	Mitochondria	0.7946	79.46%
OATP2B1 inhibitior	-	0.8589	85.89%
OATP1B1 inhibitior	+	0.8894	88.94%
OATP1B3 inhibitior	+	0.9492	94.92%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.7965	79.65%
P-glycoprotein inhibitior	-	0.8911	89.11%
P-glycoprotein substrate	-	0.8945	89.45%
CYP3A4 substrate	+	0.5764	57.64%
CYP2C9 substrate	-	0.7988	79.88%
CYP2D6 substrate	-	0.8982	89.82%
CYP3A4 inhibition	-	0.9257	92.57%
CYP2C9 inhibition	-	0.8953	89.53%
CYP2C19 inhibition	-	0.8768	87.68%
CYP2D6 inhibition	-	0.9183	91.83%
CYP1A2 inhibition	-	0.8396	83.96%
CYP2C8 inhibition	-	0.8041	80.41%
CYP inhibitory promiscuity	-	0.8499	84.99%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6345	63.45%
Eye corrosion	-	0.9876	98.76%
Eye irritation	-	0.8863	88.63%
Skin irritation	-	0.7210	72.10%
Skin corrosion	-	0.9378	93.78%
Ames mutagenesis	-	0.6254	62.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.6662	66.62%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	-	0.7040	70.40%
skin sensitisation	-	0.8892	88.92%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	+	0.5223	52.23%
Acute Oral Toxicity (c)	III	0.5144	51.44%
Estrogen receptor binding	+	0.7598	75.98%
Androgen receptor binding	+	0.6408	64.08%
Thyroid receptor binding	-	0.5305	53.05%
Glucocorticoid receptor binding	+	0.5409	54.09%
Aromatase binding	+	0.5549	55.49%
PPAR gamma	-	0.6559	65.59%
Honey bee toxicity	-	0.8133	81.33%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.7400	74.00%
Fish aquatic toxicity	+	0.9085	90.85%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	94.55%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.39%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.93%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.19%	97.09%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	87.68%	96.95%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	87.45%	95.50%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.01%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.00%	96.09%
CHEMBL220	P22303	Acetylcholinesterase	86.84%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.25%	99.17%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	82.25%	86.92%
CHEMBL5255	O00206	Toll-like receptor 4	81.24%	92.50%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.35%	97.25%

Plants that contains it

• Linaria purpurea

Cross-Links

• PubChem: 162846421
• LOTUS: LTS0200747
• wikiData: Q105002598