Coumarin B

Details

• Internal ID: 4d3ad169-71df-41dc-a227-3490c26ad8c6
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives
• IUPAC Name: 7-[(1E)-3-methylbuta-1,3-dienoxy]chromen-2-one
• SMILES (Canonical): CC(=C)C=COC1=CC2=C(C=C1)C=CC(=O)O2
• SMILES (Isomeric): CC(=C)/C=C/OC1=CC2=C(C=C1)C=CC(=O)O2
• InChI: InChI=1S/C14H12O3/c1-10(2)7-8-16-12-5-3-11-4-6-14(15)17-13(11)9-12/h3-9H,1H2,2H3/b8-7+
• InChI Key: GTQCTQOLONOESF-BQYQJAHWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₂O₃
• Molecular Weight: 228.24 g/mol
• Exact Mass: 228.078644241 g/mol
• Topological Polar Surface Area (TPSA): 35.50 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 3.26
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9971	99.71%
Caco-2	+	0.8580	85.80%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.5850	58.50%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8619	86.19%
OATP1B3 inhibitior	+	0.9787	97.87%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.4712	47.12%
P-glycoprotein inhibitior	-	0.7966	79.66%
P-glycoprotein substrate	-	0.9337	93.37%
CYP3A4 substrate	-	0.5670	56.70%
CYP2C9 substrate	-	0.6491	64.91%
CYP2D6 substrate	-	0.8535	85.35%
CYP3A4 inhibition	+	0.7050	70.50%
CYP2C9 inhibition	-	0.5626	56.26%
CYP2C19 inhibition	+	0.8740	87.40%
CYP2D6 inhibition	-	0.9084	90.84%
CYP1A2 inhibition	+	0.9096	90.96%
CYP2C8 inhibition	-	0.8120	81.20%
CYP inhibitory promiscuity	+	0.8496	84.96%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9513	95.13%
Carcinogenicity (trinary)	Non-required	0.4610	46.10%
Eye corrosion	-	0.8651	86.51%
Eye irritation	+	0.8396	83.96%
Skin irritation	-	0.6366	63.66%
Skin corrosion	-	0.9779	97.79%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5678	56.78%
Micronuclear	+	0.8000	80.00%
Hepatotoxicity	-	0.5300	53.00%
skin sensitisation	-	0.5663	56.63%
Respiratory toxicity	-	0.7444	74.44%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	+	0.5668	56.68%
Acute Oral Toxicity (c)	III	0.6693	66.93%
Estrogen receptor binding	+	0.7639	76.39%
Androgen receptor binding	+	0.6841	68.41%
Thyroid receptor binding	-	0.6059	60.59%
Glucocorticoid receptor binding	+	0.7559	75.59%
Aromatase binding	+	0.9235	92.35%
PPAR gamma	+	0.5888	58.88%
Honey bee toxicity	-	0.8433	84.33%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9901	99.01%

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	97.34%	91.11%
CHEMBL2039	P27338	Monoamine oxidase B	96.63%	92.51%
CHEMBL1951	P21397	Monoamine oxidase A	96.27%	91.49%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	91.67%	83.57%
CHEMBL3401	O75469	Pregnane X receptor	91.41%	94.73%
CHEMBL2581	P07339	Cathepsin D	89.77%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.75%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.48%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.21%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.87%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.80%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.77%	99.23%
CHEMBL4208	P20618	Proteasome component C5	80.40%	90.00%

Plants that contains it

• Ammi majus
• Zanthoxylum spinosum

Cross-Links

• PubChem: 14585499
• NPASS: NPC189625
• LOTUS: LTS0062260
• wikiData: Q105028428