5-Hydroxy-7-methoxy-8-prenyl-coumarin

Details

• Internal ID: abe9fa90-8275-429b-ac59-662407a44dc9
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Hydroxycoumarins
• IUPAC Name: 5-hydroxy-7-methoxy-8-(3-methylbut-2-enyl)chromen-2-one
• SMILES (Canonical): CC(=CCC1=C(C=C(C2=C1OC(=O)C=C2)O)OC)C
• SMILES (Isomeric): CC(=CCC1=C(C=C(C2=C1OC(=O)C=C2)O)OC)C
• InChI: InChI=1S/C15H16O4/c1-9(2)4-5-11-13(18-3)8-12(16)10-6-7-14(17)19-15(10)11/h4,6-8,16H,5H2,1-3H3
• InChI Key: MKGYIKJRURRPKS-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₆O₄
• Molecular Weight: 260.28 g/mol
• Exact Mass: 260.10485899 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 3.02
• 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	+	0.9891	98.91%
Caco-2	+	0.8616	86.16%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7163	71.63%
OATP2B1 inhibitior	-	0.8604	86.04%
OATP1B1 inhibitior	+	0.9162	91.62%
OATP1B3 inhibitior	+	0.8883	88.83%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.6088	60.88%
P-glycoprotein inhibitior	-	0.7612	76.12%
P-glycoprotein substrate	-	0.7680	76.80%
CYP3A4 substrate	-	0.5357	53.57%
CYP2C9 substrate	-	0.6172	61.72%
CYP2D6 substrate	-	0.8048	80.48%
CYP3A4 inhibition	-	0.8555	85.55%
CYP2C9 inhibition	+	0.5858	58.58%
CYP2C19 inhibition	+	0.8157	81.57%
CYP2D6 inhibition	-	0.7432	74.32%
CYP1A2 inhibition	+	0.7446	74.46%
CYP2C8 inhibition	-	0.6678	66.78%
CYP inhibitory promiscuity	+	0.7673	76.73%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9613	96.13%
Carcinogenicity (trinary)	Non-required	0.6166	61.66%
Eye corrosion	-	0.9881	98.81%
Eye irritation	+	0.7867	78.67%
Skin irritation	-	0.7518	75.18%
Skin corrosion	-	0.9766	97.66%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6048	60.48%
Micronuclear	-	0.5600	56.00%
Hepatotoxicity	+	0.6750	67.50%
skin sensitisation	-	0.8071	80.71%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.7374	73.74%
Acute Oral Toxicity (c)	III	0.6977	69.77%
Estrogen receptor binding	+	0.8540	85.40%
Androgen receptor binding	+	0.7338	73.38%
Thyroid receptor binding	+	0.5180	51.80%
Glucocorticoid receptor binding	+	0.8244	82.44%
Aromatase binding	+	0.7555	75.55%
PPAR gamma	+	0.8551	85.51%
Honey bee toxicity	-	0.8384	83.84%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	+	0.9939	99.39%

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	99.04%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.05%	94.45%
CHEMBL2581	P07339	Cathepsin D	94.44%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.54%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.62%	94.00%
CHEMBL3401	O75469	Pregnane X receptor	87.68%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.21%	99.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.42%	96.00%
CHEMBL3194	P02766	Transthyretin	85.01%	90.71%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	84.30%	96.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.22%	86.33%
CHEMBL3192	Q9BY41	Histone deacetylase 8	84.16%	93.99%
CHEMBL2535	P11166	Glucose transporter	83.95%	98.75%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.89%	89.00%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	81.27%	89.62%

Plants that contains it

• Murraya paniculata

Cross-Links

• PubChem: 13917413
• LOTUS: LTS0187704
• wikiData: Q104397549