5-Hydroxy-6,7-bis(3-methylbut-2-enoxy)chromen-2-one

Details

• Internal ID: ed9e864c-1ca1-4b59-9401-13059a450ff2
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Hydroxycoumarins
• IUPAC Name: 5-hydroxy-6,7-bis(3-methylbut-2-enoxy)chromen-2-one
• SMILES (Canonical): CC(=CCOC1=C(C(=C2C=CC(=O)OC2=C1)O)OCC=C(C)C)C
• SMILES (Isomeric): CC(=CCOC1=C(C(=C2C=CC(=O)OC2=C1)O)OCC=C(C)C)C
• InChI: InChI=1S/C19H22O5/c1-12(2)7-9-22-16-11-15-14(5-6-17(20)24-15)18(21)19(16)23-10-8-13(3)4/h5-8,11,21H,9-10H2,1-4H3
• InChI Key: OTIRAMDDLMSNOI-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₂O₅
• Molecular Weight: 330.40 g/mol
• Exact Mass: 330.14672380 g/mol
• Topological Polar Surface Area (TPSA): 65.00 Ų
• XlogP: 4.50
• Atomic LogP (AlogP): 4.19
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9640	96.40%
Caco-2	+	0.8895	88.95%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7676	76.76%
OATP2B1 inhibitior	-	0.8592	85.92%
OATP1B1 inhibitior	+	0.8937	89.37%
OATP1B3 inhibitior	+	0.9525	95.25%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.8623	86.23%
P-glycoprotein inhibitior	-	0.4630	46.30%
P-glycoprotein substrate	-	0.6999	69.99%
CYP3A4 substrate	-	0.5133	51.33%
CYP2C9 substrate	-	0.6607	66.07%
CYP2D6 substrate	-	0.8336	83.36%
CYP3A4 inhibition	-	0.9179	91.79%
CYP2C9 inhibition	+	0.7489	74.89%
CYP2C19 inhibition	+	0.8836	88.36%
CYP2D6 inhibition	-	0.6566	65.66%
CYP1A2 inhibition	+	0.8811	88.11%
CYP2C8 inhibition	-	0.5817	58.17%
CYP inhibitory promiscuity	+	0.7690	76.90%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7106	71.06%
Eye corrosion	-	0.9896	98.96%
Eye irritation	+	0.5475	54.75%
Skin irritation	-	0.7752	77.52%
Skin corrosion	-	0.9670	96.70%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4814	48.14%
Micronuclear	-	0.5726	57.26%
Hepatotoxicity	+	0.6875	68.75%
skin sensitisation	-	0.7578	75.78%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.8001	80.01%
Acute Oral Toxicity (c)	III	0.5912	59.12%
Estrogen receptor binding	+	0.8669	86.69%
Androgen receptor binding	+	0.7924	79.24%
Thyroid receptor binding	+	0.5985	59.85%
Glucocorticoid receptor binding	+	0.7893	78.93%
Aromatase binding	+	0.6375	63.75%
PPAR gamma	+	0.8490	84.90%
Honey bee toxicity	-	0.9125	91.25%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.9940	99.40%

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	99.30%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	95.15%	91.49%
CHEMBL2581	P07339	Cathepsin D	93.37%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.32%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	91.86%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.69%	89.00%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	91.15%	89.34%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.03%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.66%	99.17%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	86.50%	83.57%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.43%	95.56%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	85.35%	94.03%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.67%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.34%	96.00%

Plants that contains it

• Drummondita hassellii

Cross-Links

• PubChem: 85651609
• LOTUS: LTS0099745
• wikiData: Q105199659