10-Methyl-4-methylidene-2,3-dihydropyrano[3,2-c]chromen-5-one

Details

• Internal ID: af84cb76-5fb8-44ea-9eb3-9a959a9bcace
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Pyranocoumarins > Angular pyranocoumarins
• IUPAC Name: 10-methyl-4-methylidene-2,3-dihydropyrano[3,2-c]chromen-5-one
• SMILES (Canonical): CC1=C2C(=CC=C1)OC(=O)C3=C2OCCC3=C
• SMILES (Isomeric): CC1=C2C(=CC=C1)OC(=O)C3=C2OCCC3=C
• InChI: InChI=1S/C14H12O3/c1-8-4-3-5-10-11(8)13-12(14(15)17-10)9(2)6-7-16-13/h3-5H,2,6-7H2,1H3
• InChI Key: QDBPAIPFPLVKSE-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₂O₃
• Molecular Weight: 228.24 g/mol
• Exact Mass: 228.078644241 g/mol
• Topological Polar Surface Area (TPSA): 35.50 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 2.90
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9959	99.59%
Caco-2	+	0.7954	79.54%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.7429	74.29%
Subcellular localzation	Mitochondria	0.8175	81.75%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9381	93.81%
OATP1B3 inhibitior	+	0.9721	97.21%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.7467	74.67%
P-glycoprotein inhibitior	-	0.8686	86.86%
P-glycoprotein substrate	-	0.9069	90.69%
CYP3A4 substrate	-	0.5171	51.71%
CYP2C9 substrate	-	0.6396	63.96%
CYP2D6 substrate	-	0.8263	82.63%
CYP3A4 inhibition	-	0.5661	56.61%
CYP2C9 inhibition	+	0.5000	50.00%
CYP2C19 inhibition	+	0.8271	82.71%
CYP2D6 inhibition	-	0.7010	70.10%
CYP1A2 inhibition	+	0.8840	88.40%
CYP2C8 inhibition	-	0.7808	78.08%
CYP inhibitory promiscuity	+	0.6221	62.21%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5983	59.83%
Eye corrosion	-	0.9553	95.53%
Eye irritation	+	0.7574	75.74%
Skin irritation	-	0.7335	73.35%
Skin corrosion	-	0.9678	96.78%
Ames mutagenesis	+	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4222	42.22%
Micronuclear	-	0.6108	61.08%
Hepatotoxicity	+	0.6625	66.25%
skin sensitisation	+	0.4819	48.19%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	-	0.6625	66.25%
Nephrotoxicity	+	0.5391	53.91%
Acute Oral Toxicity (c)	III	0.4750	47.50%
Estrogen receptor binding	+	0.6467	64.67%
Androgen receptor binding	+	0.7133	71.33%
Thyroid receptor binding	-	0.6717	67.17%
Glucocorticoid receptor binding	-	0.5785	57.85%
Aromatase binding	+	0.5449	54.49%
PPAR gamma	+	0.7182	71.82%
Honey bee toxicity	-	0.9136	91.36%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9558	95.58%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.62%	95.56%
CHEMBL2581	P07339	Cathepsin D	95.09%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.25%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	90.52%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.25%	89.00%
CHEMBL4040	P28482	MAP kinase ERK2	87.73%	83.82%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.49%	86.33%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	86.89%	93.65%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.95%	94.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.12%	99.23%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	82.54%	96.67%
CHEMBL2095226	P05556	Integrin alpha-5/beta-1	81.62%	96.39%

Plants that contains it

• Nassauvia magellanica

Cross-Links

• PubChem: 14186843
• LOTUS: LTS0243299
• wikiData: Q105218714