7-Methoxy-3-(2-methylbut-3-en-2-yl)-6-(3-methylbut-2-enyl)chromen-2-one

Details

• Internal ID: 8e0f78a1-b293-4fd5-b11e-f1752cab22fa
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives
• IUPAC Name: 7-methoxy-3-(2-methylbut-3-en-2-yl)-6-(3-methylbut-2-enyl)chromen-2-one
• SMILES (Canonical): CC(=CCC1=C(C=C2C(=C1)C=C(C(=O)O2)C(C)(C)C=C)OC)C
• SMILES (Isomeric): CC(=CCC1=C(C=C2C(=C1)C=C(C(=O)O2)C(C)(C)C=C)OC)C
• InChI: InChI=1S/C20H24O3/c1-7-20(4,5)16-11-15-10-14(9-8-13(2)3)17(22-6)12-18(15)23-19(16)21/h7-8,10-12H,1,9H2,2-6H3
• InChI Key: ITCYTGAJOJILCW-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₄O₃
• Molecular Weight: 312.40 g/mol
• Exact Mass: 312.17254462 g/mol
• Topological Polar Surface Area (TPSA): 35.50 Ų
• XlogP: 5.80
• Atomic LogP (AlogP): 4.77
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9945	99.45%
Caco-2	+	0.8319	83.19%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6726	67.26%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9001	90.01%
OATP1B3 inhibitior	+	0.8903	89.03%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.7847	78.47%
P-glycoprotein inhibitior	+	0.6237	62.37%
P-glycoprotein substrate	-	0.6626	66.26%
CYP3A4 substrate	+	0.5315	53.15%
CYP2C9 substrate	-	0.6506	65.06%
CYP2D6 substrate	-	0.8200	82.00%
CYP3A4 inhibition	-	0.6597	65.97%
CYP2C9 inhibition	-	0.5103	51.03%
CYP2C19 inhibition	+	0.8664	86.64%
CYP2D6 inhibition	-	0.8651	86.51%
CYP1A2 inhibition	+	0.8385	83.85%
CYP2C8 inhibition	-	0.7424	74.24%
CYP inhibitory promiscuity	+	0.8115	81.15%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9413	94.13%
Carcinogenicity (trinary)	Non-required	0.6446	64.46%
Eye corrosion	-	0.9818	98.18%
Eye irritation	+	0.6515	65.15%
Skin irritation	-	0.7403	74.03%
Skin corrosion	-	0.9590	95.90%
Ames mutagenesis	-	0.5454	54.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7779	77.79%
Micronuclear	-	0.6600	66.00%
Hepatotoxicity	+	0.6375	63.75%
skin sensitisation	-	0.6683	66.83%
Respiratory toxicity	-	0.6000	60.00%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	+	0.5779	57.79%
Acute Oral Toxicity (c)	III	0.7532	75.32%
Estrogen receptor binding	+	0.8953	89.53%
Androgen receptor binding	-	0.5253	52.53%
Thyroid receptor binding	+	0.6017	60.17%
Glucocorticoid receptor binding	-	0.4760	47.60%
Aromatase binding	+	0.8448	84.48%
PPAR gamma	+	0.7406	74.06%
Honey bee toxicity	-	0.8376	83.76%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9974	99.74%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.79%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.33%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.26%	86.33%
CHEMBL2581	P07339	Cathepsin D	93.83%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	92.24%	94.73%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.88%	94.00%
CHEMBL4040	P28482	MAP kinase ERK2	89.50%	83.82%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.68%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.16%	95.56%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.58%	91.07%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.19%	92.62%
CHEMBL2413	P32246	C-C chemokine receptor type 1	80.13%	89.50%

Plants that contains it

• Clausena anisata
• Ruta graveolens
• Ruta pinnata

Cross-Links

• PubChem: 5317839
• NPASS: NPC109515
• LOTUS: LTS0049980
• wikiData: Q105119957