(1R,7aR)-1-(furan-3-yl)-7a-methyl-6,7-dihydro-1H-cyclopenta[c]pyran-3,5-dione

Details

• Internal ID: 8b66198d-97d8-488b-af15-90e829de2745
• Taxonomy: Organoheterocyclic compounds > Pyrans > Pyranones and derivatives > Dihydropyranones
• IUPAC Name: (1R,7aR)-1-(furan-3-yl)-7a-methyl-6,7-dihydro-1H-cyclopenta[c]pyran-3,5-dione
• SMILES (Canonical): CC12CCC(=O)C1=CC(=O)OC2C3=COC=C3
• SMILES (Isomeric): C[C@@]12CCC(=O)C1=CC(=O)O[C@H]2C3=COC=C3
• InChI: InChI=1S/C13H12O4/c1-13-4-2-10(14)9(13)6-11(15)17-12(13)8-3-5-16-7-8/h3,5-7,12H,2,4H2,1H3/t12-,13+/m0/s1
• InChI Key: SSNKDVXNYAGKDG-QWHCGFSZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₂O₄
• Molecular Weight: 232.23 g/mol
• Exact Mass: 232.07355886 g/mol
• Topological Polar Surface Area (TPSA): 56.50 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 2.17
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9940	99.40%
Caco-2	+	0.6660	66.60%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7719	77.19%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	-	0.4047	40.47%
OATP1B3 inhibitior	+	0.9458	94.58%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.8631	86.31%
P-glycoprotein inhibitior	-	0.9530	95.30%
P-glycoprotein substrate	-	0.8858	88.58%
CYP3A4 substrate	+	0.5472	54.72%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8697	86.97%
CYP3A4 inhibition	+	0.5979	59.79%
CYP2C9 inhibition	-	0.8143	81.43%
CYP2C19 inhibition	-	0.8484	84.84%
CYP2D6 inhibition	-	0.9153	91.53%
CYP1A2 inhibition	+	0.5659	56.59%
CYP2C8 inhibition	-	0.7210	72.10%
CYP inhibitory promiscuity	-	0.8167	81.67%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.4030	40.30%
Eye corrosion	-	0.9773	97.73%
Eye irritation	-	0.8759	87.59%
Skin irritation	-	0.5125	51.25%
Skin corrosion	-	0.6810	68.10%
Ames mutagenesis	-	0.6870	68.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.3933	39.33%
Micronuclear	-	0.7000	70.00%
Hepatotoxicity	+	0.5427	54.27%
skin sensitisation	-	0.7756	77.56%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	-	0.7289	72.89%
Acute Oral Toxicity (c)	III	0.4138	41.38%
Estrogen receptor binding	+	0.5410	54.10%
Androgen receptor binding	-	0.6849	68.49%
Thyroid receptor binding	-	0.7054	70.54%
Glucocorticoid receptor binding	-	0.7229	72.29%
Aromatase binding	-	0.4844	48.44%
PPAR gamma	+	0.5506	55.06%
Honey bee toxicity	-	0.9192	91.92%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.9718	97.18%

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	95.27%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.92%	94.45%
CHEMBL3038469	P24941	CDK2/Cyclin A	91.51%	91.38%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.56%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.59%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.45%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.12%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.46%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.55%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.47%	94.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.06%	96.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.85%	95.89%
CHEMBL221	P23219	Cyclooxygenase-1	81.33%	90.17%

Plants that contains it

• Heynea trijuga

Cross-Links

• PubChem: 101855132
• LOTUS: LTS0215564
• wikiData: Q105259772