Terrecoumarin A

Details

• Internal ID: 1c190c30-87a4-4bf7-9611-b90d6e808e95
• Taxonomy: Phenylpropanoids and polyketides > Isocoumarins and derivatives
• IUPAC Name: 7-hydroxy-6-methoxy-3-methyl-5-(3-methylbut-2-enyl)isochromen-1-one
• SMILES (Canonical): CC1=CC2=C(C(=C(C=C2C(=O)O1)O)OC)CC=C(C)C
• SMILES (Isomeric): CC1=CC2=C(C(=C(C=C2C(=O)O1)O)OC)CC=C(C)C
• InChI: InChI=1S/C16H18O4/c1-9(2)5-6-11-12-7-10(3)20-16(18)13(12)8-14(17)15(11)19-4/h5,7-8,17H,6H2,1-4H3
• InChI Key: GXTKXNXEOIYHTJ-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₈O₄
• Molecular Weight: 274.31 g/mol
• Exact Mass: 274.12050905 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 3.32
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9716	97.16%
Caco-2	+	0.8570	85.70%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.6762	67.62%
OATP2B1 inhibitior	-	0.8629	86.29%
OATP1B1 inhibitior	+	0.9103	91.03%
OATP1B3 inhibitior	+	0.9201	92.01%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.7824	78.24%
P-glycoprotein inhibitior	-	0.8328	83.28%
P-glycoprotein substrate	-	0.8760	87.60%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	0.5736	57.36%
CYP2D6 substrate	-	0.8364	83.64%
CYP3A4 inhibition	-	0.8015	80.15%
CYP2C9 inhibition	+	0.7216	72.16%
CYP2C19 inhibition	+	0.7984	79.84%
CYP2D6 inhibition	+	0.5000	50.00%
CYP1A2 inhibition	+	0.7188	71.88%
CYP2C8 inhibition	-	0.8036	80.36%
CYP inhibitory promiscuity	+	0.7891	78.91%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6265	62.65%
Eye corrosion	-	0.9901	99.01%
Eye irritation	+	0.6011	60.11%
Skin irritation	-	0.7291	72.91%
Skin corrosion	-	0.9671	96.71%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4484	44.84%
Micronuclear	-	0.5800	58.00%
Hepatotoxicity	+	0.5375	53.75%
skin sensitisation	-	0.8332	83.32%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.8676	86.76%
Acute Oral Toxicity (c)	III	0.6963	69.63%
Estrogen receptor binding	+	0.7846	78.46%
Androgen receptor binding	-	0.4857	48.57%
Thyroid receptor binding	-	0.5573	55.73%
Glucocorticoid receptor binding	+	0.6948	69.48%
Aromatase binding	+	0.8005	80.05%
PPAR gamma	+	0.8765	87.65%
Honey bee toxicity	-	0.8603	86.03%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.7400	74.00%
Fish aquatic toxicity	+	0.9929	99.29%

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	99.06%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	94.42%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.71%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.48%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.27%	94.00%
CHEMBL2581	P07339	Cathepsin D	88.87%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.14%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.00%	99.17%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.96%	96.95%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	82.93%	99.15%
CHEMBL1951	P21397	Monoamine oxidase A	82.41%	91.49%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.14%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.89%	89.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.31%	96.00%
CHEMBL2535	P11166	Glucose transporter	80.34%	98.75%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 101890348
• LOTUS: LTS0012744
• wikiData: Q77514837