7-Methoxy-10-phenyl-3-oxatricyclo[7.3.1.05,13]trideca-1(13),4,6,9,11-pentaene-2,8-dione

Details

• Internal ID: bb1e14ac-be3f-478e-8d27-b9dce1648e74
• Taxonomy: Phenylpropanoids and polyketides > Isocoumarins and derivatives
• IUPAC Name: 7-methoxy-10-phenyl-3-oxatricyclo[7.3.1.05,13]trideca-1(13),4,6,9,11-pentaene-2,8-dione
• SMILES (Canonical): COC1=CC2=COC(=O)C3=C2C(=C(C=C3)C4=CC=CC=C4)C1=O
• SMILES (Isomeric): COC1=CC2=COC(=O)C3=C2C(=C(C=C3)C4=CC=CC=C4)C1=O
• InChI: InChI=1S/C19H12O4/c1-22-15-9-12-10-23-19(21)14-8-7-13(11-5-3-2-4-6-11)17(16(12)14)18(15)20/h2-10H,1H3
• InChI Key: ZMMRLVYBLORXAW-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₁₂O₄
• Molecular Weight: 304.30 g/mol
• Exact Mass: 304.07355886 g/mol
• Topological Polar Surface Area (TPSA): 52.60 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 3.64
• 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	+	0.9916	99.16%
Caco-2	+	0.7618	76.18%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7444	74.44%
OATP2B1 inhibitior	-	0.8644	86.44%
OATP1B1 inhibitior	+	0.9193	91.93%
OATP1B3 inhibitior	+	0.9907	99.07%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.7796	77.96%
P-glycoprotein inhibitior	+	0.6739	67.39%
P-glycoprotein substrate	-	0.8194	81.94%
CYP3A4 substrate	+	0.5307	53.07%
CYP2C9 substrate	-	0.8267	82.67%
CYP2D6 substrate	-	0.8503	85.03%
CYP3A4 inhibition	-	0.5149	51.49%
CYP2C9 inhibition	+	0.8254	82.54%
CYP2C19 inhibition	+	0.8431	84.31%
CYP2D6 inhibition	-	0.9209	92.09%
CYP1A2 inhibition	+	0.8446	84.46%
CYP2C8 inhibition	+	0.6653	66.53%
CYP inhibitory promiscuity	+	0.8434	84.34%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9710	97.10%
Carcinogenicity (trinary)	Danger	0.3910	39.10%
Eye corrosion	-	0.9767	97.67%
Eye irritation	-	0.7010	70.10%
Skin irritation	-	0.6904	69.04%
Skin corrosion	-	0.9689	96.89%
Ames mutagenesis	+	0.6546	65.46%
Human Ether-a-go-go-Related Gene inhibition	-	0.5287	52.87%
Micronuclear	+	0.7859	78.59%
Hepatotoxicity	+	0.6500	65.00%
skin sensitisation	-	0.8874	88.74%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	+	0.7129	71.29%
Acute Oral Toxicity (c)	III	0.6266	62.66%
Estrogen receptor binding	+	0.9416	94.16%
Androgen receptor binding	+	0.9203	92.03%
Thyroid receptor binding	-	0.6039	60.39%
Glucocorticoid receptor binding	+	0.8497	84.97%
Aromatase binding	+	0.7506	75.06%
PPAR gamma	+	0.7038	70.38%
Honey bee toxicity	-	0.7446	74.46%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.7000	70.00%
Fish aquatic toxicity	+	0.9892	98.92%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.74%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.90%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.53%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	94.59%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.53%	86.33%
CHEMBL1907	P15144	Aminopeptidase N	92.59%	93.31%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	88.14%	85.94%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	87.35%	96.67%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.53%	99.23%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.24%	96.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.23%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.58%	94.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.09%	97.14%

Plants that contains it

• Wachendorfia thyrsiflora
• Xiphidium caeruleum

Cross-Links

• PubChem: 10859663
• LOTUS: LTS0180702
• wikiData: Q105379530