(+)-7-(3-Methylbut-2-enyloxy)-8-(4-hydroxy-3-methylbut-2-enyl)coumarin

Details

• Internal ID: c13ab31a-9a55-4d6f-bb18-9ec9f78fdaea
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives
• IUPAC Name: 8-[(Z)-4-hydroxy-3-methylbut-2-enyl]-7-(3-methylbut-2-enoxy)chromen-2-one
• SMILES (Canonical): CC(=CCOC1=C(C2=C(C=C1)C=CC(=O)O2)CC=C(C)CO)C
• SMILES (Isomeric): CC(=CCOC1=C(C2=C(C=C1)C=CC(=O)O2)C/C=C(/C)\CO)C
• InChI: InChI=1S/C19H22O4/c1-13(2)10-11-22-17-8-5-15-6-9-18(21)23-19(15)16(17)7-4-14(3)12-20/h4-6,8-10,20H,7,11-12H2,1-3H3/b14-4-
• InChI Key: SYZQWDWNRPJWLK-CPSFFCFKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₂O₄
• Molecular Weight: 314.40 g/mol
• Exact Mass: 314.15180918 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 4.10
• Atomic LogP (AlogP): 3.62
• H-Bond Acceptor: 4
• 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	+	0.9742	97.42%
Caco-2	+	0.7943	79.43%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7908	79.08%
OATP2B1 inhibitior	-	0.8553	85.53%
OATP1B1 inhibitior	+	0.9328	93.28%
OATP1B3 inhibitior	+	0.9339	93.39%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.9098	90.98%
P-glycoprotein inhibitior	+	0.6352	63.52%
P-glycoprotein substrate	-	0.8355	83.55%
CYP3A4 substrate	-	0.5318	53.18%
CYP2C9 substrate	-	0.6435	64.35%
CYP2D6 substrate	-	0.8097	80.97%
CYP3A4 inhibition	-	0.6731	67.31%
CYP2C9 inhibition	+	0.5228	52.28%
CYP2C19 inhibition	+	0.8379	83.79%
CYP2D6 inhibition	-	0.7432	74.32%
CYP1A2 inhibition	+	0.8458	84.58%
CYP2C8 inhibition	-	0.7093	70.93%
CYP inhibitory promiscuity	+	0.6611	66.11%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9313	93.13%
Carcinogenicity (trinary)	Non-required	0.7388	73.88%
Eye corrosion	-	0.9894	98.94%
Eye irritation	-	0.7291	72.91%
Skin irritation	-	0.8070	80.70%
Skin corrosion	-	0.9665	96.65%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6934	69.34%
Micronuclear	-	0.6400	64.00%
Hepatotoxicity	+	0.7057	70.57%
skin sensitisation	-	0.7985	79.85%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.5815	58.15%
Acute Oral Toxicity (c)	III	0.5080	50.80%
Estrogen receptor binding	+	0.8060	80.60%
Androgen receptor binding	+	0.7953	79.53%
Thyroid receptor binding	+	0.5184	51.84%
Glucocorticoid receptor binding	+	0.7220	72.20%
Aromatase binding	+	0.7714	77.14%
PPAR gamma	+	0.7920	79.20%
Honey bee toxicity	-	0.9034	90.34%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.8200	82.00%
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	93.08%	91.49%
CHEMBL3401	O75469	Pregnane X receptor	92.33%	94.73%
CHEMBL2581	P07339	Cathepsin D	91.83%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.65%	94.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	89.39%	96.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.19%	99.17%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	86.84%	89.34%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.80%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.82%	86.33%
CHEMBL3492	P49721	Proteasome Macropain subunit	83.44%	90.24%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.28%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.12%	99.23%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	81.75%	91.11%

Plants that contains it

• Philotheca spicata

Cross-Links

• PubChem: 163184476
• LOTUS: LTS0090765
• wikiData: Q105263897