(R)-Apiumetin

Details

• Internal ID: 8d34668e-2e5d-46be-bceb-e8821297586a
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Furanocoumarins > Psoralens
• IUPAC Name: 9-hydroxy-2-prop-1-en-2-yl-2,3-dihydrofuro[3,2-g]chromen-7-one
• InChI: InChI=1S/C14H12O4/c1-7(2)10-6-9-5-8-3-4-11(15)18-13(8)12(16)14(9)17-10/h3-5,10,16H,1,6H2,2H3
• InChI Key: VIUKEEZPYOJNOJ-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₂O₄
• Molecular Weight: 244.24 g/mol
• Exact Mass: 244.07355886 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 2.38
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

• CHEBI:174260
• 9-hydroxy-2-prop-1-en-2-yl-2,3-dihydrouro[3,2-g]chromen-7-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9900	99.00%
Caco-2	+	0.6279	62.79%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7205	72.05%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9096	90.96%
OATP1B3 inhibitior	+	0.9585	95.85%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.7064	70.64%
P-glycoprotein inhibitior	-	0.8310	83.10%
P-glycoprotein substrate	-	0.8296	82.96%
CYP3A4 substrate	-	0.5563	55.63%
CYP2C9 substrate	-	0.6172	61.72%
CYP2D6 substrate	-	0.8048	80.48%
CYP3A4 inhibition	-	0.6349	63.49%
CYP2C9 inhibition	+	0.5518	55.18%
CYP2C19 inhibition	+	0.6959	69.59%
CYP2D6 inhibition	-	0.7666	76.66%
CYP1A2 inhibition	+	0.7346	73.46%
CYP2C8 inhibition	-	0.8598	85.98%
CYP inhibitory promiscuity	+	0.5343	53.43%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.4296	42.96%
Eye corrosion	-	0.9831	98.31%
Eye irritation	-	0.4782	47.82%
Skin irritation	-	0.6114	61.14%
Skin corrosion	-	0.9359	93.59%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5432	54.32%
Micronuclear	+	0.6359	63.59%
Hepatotoxicity	+	0.5392	53.92%
skin sensitisation	-	0.6301	63.01%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.8040	80.40%
Acute Oral Toxicity (c)	II	0.4427	44.27%
Estrogen receptor binding	+	0.6375	63.75%
Androgen receptor binding	+	0.6353	63.53%
Thyroid receptor binding	-	0.5360	53.60%
Glucocorticoid receptor binding	-	0.5093	50.93%
Aromatase binding	+	0.6897	68.97%
PPAR gamma	+	0.7855	78.55%
Honey bee toxicity	-	0.8727	87.27%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9874	98.74%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	99.07%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.35%	91.11%
CHEMBL2581	P07339	Cathepsin D	91.82%	98.95%
CHEMBL217	P14416	Dopamine D2 receptor	91.15%	95.62%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.18%	99.23%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.31%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.09%	95.56%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	87.21%	85.11%
CHEMBL3401	O75469	Pregnane X receptor	84.83%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.70%	94.45%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.24%	90.71%
CHEMBL2095226	P05556	Integrin alpha-5/beta-1	81.81%	96.39%

Plants that contains it

• Ammi majus

Cross-Links

• PubChem: 131752966
• LOTUS: LTS0173755
• wikiData: Q104402660