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

Details

• Internal ID: c320b509-a4b5-4a6c-9eee-b2ce68c32f5e
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acyl glycosides > Fatty acyl glycosides of mono- and disaccharides
• IUPAC Name: [3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] 7-methyl-1-oxo-4,4a,5,6-tetrahydro-3H-cyclopenta[c]pyran-4-carboxylate
• InChI: InChI=1S/C16H22O9/c1-6-2-3-7-8(5-23-15(22)10(6)7)14(21)25-16-13(20)12(19)11(18)9(4-17)24-16/h7-9,11-13,16-20H,2-5H2,1H3
• InChI Key: GWQDOJFHKGUWPV-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₂O₉
• Molecular Weight: 358.34 g/mol
• Exact Mass: 358.12638228 g/mol
• Topological Polar Surface Area (TPSA): 143.00 Ų
• XlogP: -1.30
• Atomic LogP (AlogP): -1.77
• H-Bond Acceptor: 9
• H-Bond Donor: 4
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6625	66.25%
Caco-2	-	0.8465	84.65%
Blood Brain Barrier	-	0.5553	55.53%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.8558	85.58%
OATP2B1 inhibitior	-	0.8589	85.89%
OATP1B1 inhibitior	+	0.8896	88.96%
OATP1B3 inhibitior	+	0.9064	90.64%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	-	0.8761	87.61%
P-glycoprotein inhibitior	-	0.8993	89.93%
P-glycoprotein substrate	-	0.8820	88.20%
CYP3A4 substrate	+	0.5864	58.64%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8875	88.75%
CYP3A4 inhibition	-	0.9206	92.06%
CYP2C9 inhibition	-	0.9176	91.76%
CYP2C19 inhibition	-	0.8935	89.35%
CYP2D6 inhibition	-	0.9177	91.77%
CYP1A2 inhibition	-	0.7692	76.92%
CYP2C8 inhibition	-	0.7817	78.17%
CYP inhibitory promiscuity	-	0.9225	92.25%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6599	65.99%
Eye corrosion	-	0.9886	98.86%
Eye irritation	-	0.9230	92.30%
Skin irritation	-	0.6546	65.46%
Skin corrosion	-	0.9463	94.63%
Ames mutagenesis	+	0.5376	53.76%
Human Ether-a-go-go-Related Gene inhibition	-	0.7313	73.13%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	-	0.7592	75.92%
skin sensitisation	-	0.9173	91.73%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.5695	56.95%
Acute Oral Toxicity (c)	III	0.5336	53.36%
Estrogen receptor binding	-	0.5000	50.00%
Androgen receptor binding	+	0.5977	59.77%
Thyroid receptor binding	-	0.5544	55.44%
Glucocorticoid receptor binding	-	0.5755	57.55%
Aromatase binding	-	0.5402	54.02%
PPAR gamma	-	0.6492	64.92%
Honey bee toxicity	-	0.8637	86.37%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.7600	76.00%
Fish aquatic toxicity	+	0.9638	96.38%

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	95.28%	91.11%
CHEMBL2581	P07339	Cathepsin D	93.67%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.34%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.23%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.04%	97.09%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	89.22%	91.24%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.48%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.09%	99.23%
CHEMBL5255	O00206	Toll-like receptor 4	82.74%	92.50%
CHEMBL3401	O75469	Pregnane X receptor	81.80%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.93%	99.17%
CHEMBL3714130	P46095	G-protein coupled receptor 6	80.90%	97.36%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.23%	95.89%

Plants that contains it

• Linaria japonica

Cross-Links

• PubChem: 162938808
• LOTUS: LTS0088817
• wikiData: Q105022664