16-Methyl-3,11,14-trioxatetracyclo[8.7.0.02,7.013,17]heptadeca-1(10),2(7),5,8,16-pentaene-4,15-dione

Details

• Internal ID: 53fc6fd5-b677-4255-8207-daef5ea22781
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Pyranocoumarins > Angular pyranocoumarins
• IUPAC Name: 16-methyl-3,11,14-trioxatetracyclo[8.7.0.02,7.013,17]heptadeca-1(10),2(7),5,8,16-pentaene-4,15-dione
• SMILES (Canonical): CC1=C2C(COC3=C2C4=C(C=C3)C=CC(=O)O4)OC1=O
• SMILES (Isomeric): CC1=C2C(COC3=C2C4=C(C=C3)C=CC(=O)O4)OC1=O
• InChI: InChI=1S/C15H10O5/c1-7-12-10(19-15(7)17)6-18-9-4-2-8-3-5-11(16)20-14(8)13(9)12/h2-5,10H,6H2,1H3
• InChI Key: ULYXRGMMWHJFHL-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₀O₅
• Molecular Weight: 270.24 g/mol
• Exact Mass: 270.05282342 g/mol
• Topological Polar Surface Area (TPSA): 61.80 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 1.88
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

• BDBM50404368

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9936	99.36%
Caco-2	+	0.5338	53.38%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.8446	84.46%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9417	94.17%
OATP1B3 inhibitior	+	0.9710	97.10%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.5824	58.24%
P-glycoprotein inhibitior	-	0.6817	68.17%
P-glycoprotein substrate	-	0.8489	84.89%
CYP3A4 substrate	-	0.5579	55.79%
CYP2C9 substrate	-	0.6562	65.62%
CYP2D6 substrate	-	0.8709	87.09%
CYP3A4 inhibition	-	0.6646	66.46%
CYP2C9 inhibition	+	0.7860	78.60%
CYP2C19 inhibition	+	0.7427	74.27%
CYP2D6 inhibition	-	0.8487	84.87%
CYP1A2 inhibition	+	0.7739	77.39%
CYP2C8 inhibition	-	0.6785	67.85%
CYP inhibitory promiscuity	+	0.7401	74.01%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.4439	44.39%
Eye corrosion	-	0.9818	98.18%
Eye irritation	-	0.9821	98.21%
Skin irritation	-	0.6867	68.67%
Skin corrosion	-	0.9293	92.93%
Ames mutagenesis	+	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6323	63.23%
Micronuclear	+	0.6800	68.00%
Hepatotoxicity	+	0.6033	60.33%
skin sensitisation	-	0.6014	60.14%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.6274	62.74%
Acute Oral Toxicity (c)	III	0.3755	37.55%
Estrogen receptor binding	+	0.8065	80.65%
Androgen receptor binding	+	0.8647	86.47%
Thyroid receptor binding	-	0.8008	80.08%
Glucocorticoid receptor binding	+	0.5459	54.59%
Aromatase binding	+	0.5965	59.65%
PPAR gamma	+	0.6599	65.99%
Honey bee toxicity	-	0.9027	90.27%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9859	98.59%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3038477	P67870	Casein kinase II alpha/beta	93.38%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.47%	95.56%
CHEMBL2581	P07339	Cathepsin D	91.37%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.01%	94.45%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	87.01%	94.80%
CHEMBL3401	O75469	Pregnane X receptor	83.92%	94.73%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.12%	94.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.82%	100.00%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	80.47%	85.30%

Plants that contains it

• Rauia resinosa

Cross-Links

• PubChem: 44309997
• LOTUS: LTS0199783
• wikiData: Q105275430