Methyl 7-but-2-enylidene-1-oxocyclopenta[c]pyran-4-carboxylate

Details

• Internal ID: b3ce205f-42fa-4b80-b4dc-8b4e5b26ada8
• Taxonomy: Organoheterocyclic compounds > Pyrans > Pyranones and derivatives
• IUPAC Name: methyl 7-but-2-enylidene-1-oxocyclopenta[c]pyran-4-carboxylate
• SMILES (Canonical): CC=CC=C1C=CC2=C1C(=O)OC=C2C(=O)OC
• SMILES (Isomeric): CC=CC=C1C=CC2=C1C(=O)OC=C2C(=O)OC
• InChI: InChI=1S/C14H12O4/c1-3-4-5-9-6-7-10-11(13(15)17-2)8-18-14(16)12(9)10/h3-8H,1-2H3
• InChI Key: RFUJEBHESHKXKW-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₂O₄
• Molecular Weight: 244.24 g/mol
• Exact Mass: 244.07355886 g/mol
• Topological Polar Surface Area (TPSA): 52.60 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 2.41
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9923	99.23%
Caco-2	+	0.8354	83.54%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.5917	59.17%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8486	84.86%
OATP1B3 inhibitior	+	0.9743	97.43%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.6674	66.74%
P-glycoprotein inhibitior	-	0.6711	67.11%
P-glycoprotein substrate	-	0.8964	89.64%
CYP3A4 substrate	+	0.5336	53.36%
CYP2C9 substrate	-	0.6000	60.00%
CYP2D6 substrate	-	0.8825	88.25%
CYP3A4 inhibition	-	0.6426	64.26%
CYP2C9 inhibition	-	0.5714	57.14%
CYP2C19 inhibition	+	0.6822	68.22%
CYP2D6 inhibition	-	0.8736	87.36%
CYP1A2 inhibition	+	0.8420	84.20%
CYP2C8 inhibition	-	0.7604	76.04%
CYP inhibitory promiscuity	+	0.5511	55.11%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8997	89.97%
Carcinogenicity (trinary)	Non-required	0.6581	65.81%
Eye corrosion	-	0.8210	82.10%
Eye irritation	+	0.7429	74.29%
Skin irritation	-	0.7010	70.10%
Skin corrosion	-	0.9486	94.86%
Ames mutagenesis	-	0.7278	72.78%
Human Ether-a-go-go-Related Gene inhibition	-	0.5785	57.85%
Micronuclear	+	0.6200	62.00%
Hepatotoxicity	+	0.5699	56.99%
skin sensitisation	-	0.6672	66.72%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	+	0.6832	68.32%
Acute Oral Toxicity (c)	II	0.4263	42.63%
Estrogen receptor binding	+	0.7990	79.90%
Androgen receptor binding	+	0.7307	73.07%
Thyroid receptor binding	+	0.5425	54.25%
Glucocorticoid receptor binding	+	0.6856	68.56%
Aromatase binding	+	0.8800	88.00%
PPAR gamma	+	0.5222	52.22%
Honey bee toxicity	-	0.9059	90.59%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.8000	80.00%
Fish aquatic toxicity	+	0.9697	96.97%

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	94.45%	91.11%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	90.68%	87.67%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.58%	94.45%
CHEMBL2581	P07339	Cathepsin D	89.70%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	88.06%	94.73%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	84.86%	81.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.62%	86.33%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.41%	95.50%

Plants that contains it

• Plumeria rubra

Cross-Links

• PubChem: 72306
• LOTUS: LTS0255627
• wikiData: Q105235641