methyl 7-oxo-1-[3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxy-4a,7a-dihydro-1H-cyclopenta[c]pyran-4-carboxylate

Details

• Internal ID: 530b5a2e-e6f1-4753-8c2b-50fb7408e348
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Pentacarboxylic acids and derivatives
• IUPAC Name: methyl 7-oxo-1-[3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxy-4a,7a-dihydro-1H-cyclopenta[c]pyran-4-carboxylate
• InChI: InChI=1S/C24H28O14/c1-10(25)32-9-17-19(34-11(2)26)20(35-12(3)27)21(36-13(4)28)24(37-17)38-23-18-14(6-7-16(18)29)15(8-33-23)22(30)31-5/h6-8,14,17-21,23-24H,9H2,1-5H3
• InChI Key: NYNVSJOGLHXEDM-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₂₈O₁₄
• Molecular Weight: 540.50 g/mol
• Exact Mass: 540.14790556 g/mol
• Topological Polar Surface Area (TPSA): 176.00 Ų
• XlogP: -0.20
• Atomic LogP (AlogP): -0.13
• H-Bond Acceptor: 14
• H-Bond Donor: 0
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9828	98.28%
Caco-2	-	0.7718	77.18%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7106	71.06%
OATP2B1 inhibitior	-	0.8580	85.80%
OATP1B1 inhibitior	+	0.7670	76.70%
OATP1B3 inhibitior	+	0.8974	89.74%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.8907	89.07%
P-glycoprotein inhibitior	+	0.8897	88.97%
P-glycoprotein substrate	-	0.7879	78.79%
CYP3A4 substrate	+	0.6452	64.52%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8992	89.92%
CYP3A4 inhibition	-	0.7499	74.99%
CYP2C9 inhibition	-	0.9362	93.62%
CYP2C19 inhibition	-	0.8339	83.39%
CYP2D6 inhibition	-	0.9058	90.58%
CYP1A2 inhibition	-	0.7587	75.87%
CYP2C8 inhibition	-	0.5922	59.22%
CYP inhibitory promiscuity	-	0.5369	53.69%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6702	67.02%
Eye corrosion	-	0.9721	97.21%
Eye irritation	-	0.8489	84.89%
Skin irritation	-	0.7202	72.02%
Skin corrosion	-	0.9572	95.72%
Ames mutagenesis	-	0.5537	55.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.4659	46.59%
Micronuclear	-	0.5241	52.41%
Hepatotoxicity	-	0.5038	50.38%
skin sensitisation	-	0.7870	78.70%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	+	0.7561	75.61%
Acute Oral Toxicity (c)	III	0.5245	52.45%
Estrogen receptor binding	+	0.7936	79.36%
Androgen receptor binding	-	0.4911	49.11%
Thyroid receptor binding	+	0.5459	54.59%
Glucocorticoid receptor binding	+	0.7394	73.94%
Aromatase binding	-	0.4893	48.93%
PPAR gamma	+	0.5945	59.45%
Honey bee toxicity	-	0.8557	85.57%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	+	0.8443	84.43%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.09%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.40%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	93.11%	94.73%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.05%	85.14%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	89.30%	81.11%
CHEMBL2581	P07339	Cathepsin D	87.65%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.90%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.47%	94.45%
CHEMBL4208	P20618	Proteasome component C5	84.40%	90.00%
CHEMBL340	P08684	Cytochrome P450 3A4	83.38%	91.19%
CHEMBL5255	O00206	Toll-like receptor 4	83.36%	92.50%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.81%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.16%	99.17%

Plants that contains it

• Aidia canthioides

Cross-Links

• PubChem: 162963340
• LOTUS: LTS0169734
• wikiData: Q105187589