3-[(E)-3-hydroxy-3-methylbut-1-enyl]-7-methoxychromen-2-one

Details

• Internal ID: 6eb167a2-55be-45b8-ba90-00b4b345a322
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives
• IUPAC Name: 3-[(E)-3-hydroxy-3-methylbut-1-enyl]-7-methoxychromen-2-one
• SMILES (Canonical): CC(C)(C=CC1=CC2=C(C=C(C=C2)OC)OC1=O)O
• SMILES (Isomeric): CC(C)(/C=C/C1=CC2=C(C=C(C=C2)OC)OC1=O)O
• InChI: InChI=1S/C15H16O4/c1-15(2,17)7-6-11-8-10-4-5-12(18-3)9-13(10)19-14(11)16/h4-9,17H,1-3H3/b7-6+
• InChI Key: COQLYWLVXRALRG-VOTSOKGWSA-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: 2.20
• Atomic LogP (AlogP): 2.59
• 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	+	0.9840	98.40%
Caco-2	+	0.7260	72.60%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7278	72.78%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9112	91.12%
OATP1B3 inhibitior	+	0.9781	97.81%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.5729	57.29%
P-glycoprotein inhibitior	-	0.7763	77.63%
P-glycoprotein substrate	-	0.8766	87.66%
CYP3A4 substrate	+	0.5120	51.20%
CYP2C9 substrate	-	0.6589	65.89%
CYP2D6 substrate	-	0.8388	83.88%
CYP3A4 inhibition	-	0.5446	54.46%
CYP2C9 inhibition	-	0.7950	79.50%
CYP2C19 inhibition	-	0.5380	53.80%
CYP2D6 inhibition	-	0.8696	86.96%
CYP1A2 inhibition	+	0.5516	55.16%
CYP2C8 inhibition	-	0.8087	80.87%
CYP inhibitory promiscuity	-	0.5840	58.40%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9413	94.13%
Carcinogenicity (trinary)	Danger	0.4706	47.06%
Eye corrosion	-	0.9841	98.41%
Eye irritation	+	0.8314	83.14%
Skin irritation	-	0.7615	76.15%
Skin corrosion	-	0.9771	97.71%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5820	58.20%
Micronuclear	+	0.6300	63.00%
Hepatotoxicity	-	0.5583	55.83%
skin sensitisation	-	0.8929	89.29%
Respiratory toxicity	-	0.6444	64.44%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.5919	59.19%
Acute Oral Toxicity (c)	II	0.4681	46.81%
Estrogen receptor binding	+	0.9385	93.85%
Androgen receptor binding	+	0.7749	77.49%
Thyroid receptor binding	+	0.6146	61.46%
Glucocorticoid receptor binding	+	0.7237	72.37%
Aromatase binding	+	0.8752	87.52%
PPAR gamma	+	0.7949	79.49%
Honey bee toxicity	-	0.9000	90.00%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9840	98.40%

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	98.00%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.17%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.87%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	91.26%	94.73%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.83%	94.00%
CHEMBL2581	P07339	Cathepsin D	89.61%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.61%	99.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.98%	96.00%
CHEMBL4208	P20618	Proteasome component C5	86.14%	90.00%
CHEMBL4531	P17931	Galectin-3	83.79%	96.90%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	80.99%	80.78%

Plants that contains it

• Asterolasia squamuligera

Cross-Links

• PubChem: 10869021
• LOTUS: LTS0108090
• wikiData: Q104967225