8-Hydroxy-7-[3-methyl-4-(4-methylidene-5-oxooxolan-2-yl)but-2-enoxy]chromen-2-one

Details

• Internal ID: 9fa82d81-a9a1-46bc-ae92-96e6e0b32226
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Hydroxycoumarins
• IUPAC Name: 8-hydroxy-7-[3-methyl-4-(4-methylidene-5-oxooxolan-2-yl)but-2-enoxy]chromen-2-one
• SMILES (Canonical): CC(=CCOC1=C(C2=C(C=C1)C=CC(=O)O2)O)CC3CC(=C)C(=O)O3
• SMILES (Isomeric): CC(=CCOC1=C(C2=C(C=C1)C=CC(=O)O2)O)CC3CC(=C)C(=O)O3
• InChI: InChI=1S/C19H18O6/c1-11(9-14-10-12(2)19(22)24-14)7-8-23-15-5-3-13-4-6-16(20)25-18(13)17(15)21/h3-7,14,21H,2,8-10H2,1H3
• InChI Key: WWTBMZAWBGEHRW-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₁₈O₆
• Molecular Weight: 342.30 g/mol
• Exact Mass: 342.11033829 g/mol
• Topological Polar Surface Area (TPSA): 82.10 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 3.09
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9707	97.07%
Caco-2	-	0.5730	57.30%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8201	82.01%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8754	87.54%
OATP1B3 inhibitior	+	0.9184	91.84%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.6480	64.80%
P-glycoprotein inhibitior	-	0.4594	45.94%
P-glycoprotein substrate	-	0.6970	69.70%
CYP3A4 substrate	+	0.5563	55.63%
CYP2C9 substrate	-	0.6141	61.41%
CYP2D6 substrate	-	0.8194	81.94%
CYP3A4 inhibition	-	0.5286	52.86%
CYP2C9 inhibition	+	0.5000	50.00%
CYP2C19 inhibition	+	0.6114	61.14%
CYP2D6 inhibition	-	0.8901	89.01%
CYP1A2 inhibition	+	0.5389	53.89%
CYP2C8 inhibition	+	0.6145	61.45%
CYP inhibitory promiscuity	+	0.6046	60.46%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5645	56.45%
Eye corrosion	-	0.9884	98.84%
Eye irritation	-	0.9046	90.46%
Skin irritation	-	0.7173	71.73%
Skin corrosion	-	0.9400	94.00%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3990	39.90%
Micronuclear	-	0.5500	55.00%
Hepatotoxicity	+	0.7407	74.07%
skin sensitisation	-	0.7278	72.78%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.6794	67.94%
Acute Oral Toxicity (c)	I	0.3896	38.96%
Estrogen receptor binding	+	0.8017	80.17%
Androgen receptor binding	+	0.7151	71.51%
Thyroid receptor binding	-	0.5226	52.26%
Glucocorticoid receptor binding	+	0.8387	83.87%
Aromatase binding	+	0.7943	79.43%
PPAR gamma	+	0.7313	73.13%
Honey bee toxicity	-	0.8744	87.44%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	1.0000	100.00%

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	99.04%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.82%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.47%	91.11%
CHEMBL2581	P07339	Cathepsin D	93.44%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.72%	94.00%
CHEMBL3401	O75469	Pregnane X receptor	91.32%	94.73%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.92%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.08%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.86%	99.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.00%	95.89%
CHEMBL2095226	P05556	Integrin alpha-5/beta-1	82.43%	96.39%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.87%	89.00%
CHEMBL4208	P20618	Proteasome component C5	81.45%	90.00%

Plants that contains it

• Murraya koenigii

Cross-Links

• PubChem: 85146428
• LOTUS: LTS0184132
• wikiData: Q105314285