Terrecoumarin C

Details

• Internal ID: b6d26f1f-b7a3-4517-8502-49d1f1fa1f45
• Taxonomy: Phenylpropanoids and polyketides > Isocoumarins and derivatives
• IUPAC Name: 6-hydroxy-3-methyl-5-(3-methylbut-2-enyl)isochromen-1-one
• InChI: InChI=1S/C15H16O3/c1-9(2)4-5-11-13-8-10(3)18-15(17)12(13)6-7-14(11)16/h4,6-8,16H,5H2,1-3H3
• InChI Key: XQHROGLHTXIFIR-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₆O₃
• Molecular Weight: 244.28 g/mol
• Exact Mass: 244.109944368 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 3.90
• Atomic LogP (AlogP): 3.32
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

• 6-hydroxy-3-methyl-5-(3-methylbut-2-enyl)isochromen-1-one
• RefChem:188057
• CHEBI:197583

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9973	99.73%
Caco-2	+	0.7192	71.92%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.8111	81.11%
OATP2B1 inhibitior	-	0.8616	86.16%
OATP1B1 inhibitior	+	0.9276	92.76%
OATP1B3 inhibitior	+	0.9426	94.26%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.7575	75.75%
P-glycoprotein inhibitior	-	0.8022	80.22%
P-glycoprotein substrate	-	0.9086	90.86%
CYP3A4 substrate	-	0.5714	57.14%
CYP2C9 substrate	-	0.5443	54.43%
CYP2D6 substrate	-	0.8541	85.41%
CYP3A4 inhibition	-	0.8828	88.28%
CYP2C9 inhibition	+	0.6917	69.17%
CYP2C19 inhibition	+	0.6639	66.39%
CYP2D6 inhibition	-	0.8160	81.60%
CYP1A2 inhibition	+	0.6141	61.41%
CYP2C8 inhibition	-	0.8672	86.72%
CYP inhibitory promiscuity	+	0.6846	68.46%
UGT catelyzed	+	1.0000	100.00%
Carcinogenicity (binary)	-	0.9413	94.13%
Carcinogenicity (trinary)	Non-required	0.6809	68.09%
Eye corrosion	-	0.9916	99.16%
Eye irritation	+	0.8157	81.57%
Skin irritation	-	0.6499	64.99%
Skin corrosion	-	0.9523	95.23%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6013	60.13%
Micronuclear	-	0.6000	60.00%
Hepatotoxicity	+	0.6000	60.00%
skin sensitisation	-	0.6222	62.22%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	-	0.7458	74.58%
Acute Oral Toxicity (c)	III	0.7219	72.19%
Estrogen receptor binding	+	0.9145	91.45%
Androgen receptor binding	+	0.7651	76.51%
Thyroid receptor binding	-	0.5750	57.50%
Glucocorticoid receptor binding	+	0.8396	83.96%
Aromatase binding	+	0.7877	78.77%
PPAR gamma	+	0.7277	72.77%
Honey bee toxicity	-	0.9289	92.89%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	+	0.9966	99.66%

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	98.39%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	97.25%	91.49%
CHEMBL3401	O75469	Pregnane X receptor	96.39%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.90%	95.56%
CHEMBL2581	P07339	Cathepsin D	93.66%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.34%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.11%	89.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	84.28%	99.15%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.99%	86.33%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	83.94%	93.40%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	82.52%	98.11%
CHEMBL3038469	P24941	CDK2/Cyclin A	81.90%	91.38%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.93%	94.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.54%	96.95%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139583102
• LOTUS: LTS0274432
• wikiData: Q75052813