Methyl 1,5-diacetyloxy-7-(acetyloxymethyl)-1,4a,5,7a-tetrahydrocyclopenta[c]pyran-4-carboxylate

Details

• Internal ID: 0a9f19cf-5247-4a9a-bcc5-7684b0b8c296
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Tetracarboxylic acids and derivatives
• IUPAC Name: methyl 1,5-diacetyloxy-7-(acetyloxymethyl)-1,4a,5,7a-tetrahydrocyclopenta[c]pyran-4-carboxylate
• SMILES (Canonical): CC(=O)OCC1=CC(C2C1C(OC=C2C(=O)OC)OC(=O)C)OC(=O)C
• SMILES (Isomeric): CC(=O)OCC1=CC(C2C1C(OC=C2C(=O)OC)OC(=O)C)OC(=O)C
• InChI: InChI=1S/C17H20O9/c1-8(18)23-6-11-5-13(25-9(2)19)15-12(16(21)22-4)7-24-17(14(11)15)26-10(3)20/h5,7,13-15,17H,6H2,1-4H3
• InChI Key: CNYKDWSMWFETDQ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₀O₉
• Molecular Weight: 368.30 g/mol
• Exact Mass: 368.11073221 g/mol
• Topological Polar Surface Area (TPSA): 114.00 Ų
• XlogP: -0.10
• Atomic LogP (AlogP): 0.63
• H-Bond Acceptor: 9
• H-Bond Donor: 0
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9890	98.90%
Caco-2	+	0.5989	59.89%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6212	62.12%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8294	82.94%
OATP1B3 inhibitior	+	0.9434	94.34%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.5000	50.00%
P-glycoprotein inhibitior	-	0.4345	43.45%
P-glycoprotein substrate	-	0.7244	72.44%
CYP3A4 substrate	+	0.5938	59.38%
CYP2C9 substrate	-	0.6047	60.47%
CYP2D6 substrate	-	0.8867	88.67%
CYP3A4 inhibition	-	0.8224	82.24%
CYP2C9 inhibition	-	0.8663	86.63%
CYP2C19 inhibition	-	0.7372	73.72%
CYP2D6 inhibition	-	0.9007	90.07%
CYP1A2 inhibition	+	0.6596	65.96%
CYP2C8 inhibition	+	0.4547	45.47%
CYP inhibitory promiscuity	-	0.6074	60.74%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9513	95.13%
Carcinogenicity (trinary)	Non-required	0.7300	73.00%
Eye corrosion	-	0.9087	90.87%
Eye irritation	-	0.6997	69.97%
Skin irritation	-	0.6434	64.34%
Skin corrosion	-	0.9622	96.22%
Ames mutagenesis	+	0.5163	51.63%
Human Ether-a-go-go-Related Gene inhibition	-	0.5459	54.59%
Micronuclear	-	0.5900	59.00%
Hepatotoxicity	-	0.5622	56.22%
skin sensitisation	-	0.7503	75.03%
Respiratory toxicity	-	0.6333	63.33%
Reproductive toxicity	-	0.5444	54.44%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	+	0.8826	88.26%
Acute Oral Toxicity (c)	III	0.4796	47.96%
Estrogen receptor binding	-	0.4901	49.01%
Androgen receptor binding	-	0.5708	57.08%
Thyroid receptor binding	-	0.5991	59.91%
Glucocorticoid receptor binding	+	0.5737	57.37%
Aromatase binding	-	0.7564	75.64%
PPAR gamma	-	0.5116	51.16%
Honey bee toxicity	-	0.8361	83.61%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.7800	78.00%
Fish aquatic toxicity	+	0.8404	84.04%

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	96.57%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.47%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.28%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	87.73%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.95%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.99%	94.45%
CHEMBL340	P08684	Cytochrome P450 3A4	81.38%	91.19%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.38%	85.14%

Plants that contains it

• Aidia canthioides

Cross-Links

• PubChem: 162893502
• LOTUS: LTS0007383
• wikiData: Q104966441