7-Geranyl-oxy-6-methoxycoumarin

Details

• Internal ID: fe88d840-d968-4bd3-9583-95e95679b70f
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: (6-methoxy-2-oxochromen-7-yl) (2E)-3,7-dimethylocta-2,6-dienoate
• SMILES (Canonical): CC(=CCCC(=CC(=O)OC1=C(C=C2C=CC(=O)OC2=C1)OC)C)C
• SMILES (Isomeric): CC(=CCC/C(=C/C(=O)OC1=C(C=C2C=CC(=O)OC2=C1)OC)/C)C
• InChI: InChI=1S/C20H22O5/c1-13(2)6-5-7-14(3)10-20(22)25-18-12-16-15(11-17(18)23-4)8-9-19(21)24-16/h6,8-12H,5,7H2,1-4H3/b14-10+
• InChI Key: DLFURCNWEMXCFW-GXDHUFHOSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₂O₅
• Molecular Weight: 342.40 g/mol
• Exact Mass: 342.14672380 g/mol
• Topological Polar Surface Area (TPSA): 61.80 Ų
• XlogP: 4.90
• Atomic LogP (AlogP): 4.40
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9802	98.02%
Caco-2	+	0.7494	74.94%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.6854	68.54%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8813	88.13%
OATP1B3 inhibitior	+	0.9252	92.52%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.8833	88.33%
P-glycoprotein inhibitior	+	0.7603	76.03%
P-glycoprotein substrate	-	0.6564	65.64%
CYP3A4 substrate	+	0.5237	52.37%
CYP2C9 substrate	-	0.6104	61.04%
CYP2D6 substrate	-	0.8780	87.80%
CYP3A4 inhibition	-	0.7667	76.67%
CYP2C9 inhibition	+	0.5000	50.00%
CYP2C19 inhibition	+	0.7627	76.27%
CYP2D6 inhibition	-	0.8045	80.45%
CYP1A2 inhibition	+	0.8417	84.17%
CYP2C8 inhibition	-	0.5966	59.66%
CYP inhibitory promiscuity	+	0.6355	63.55%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6837	68.37%
Eye corrosion	-	0.9876	98.76%
Eye irritation	-	0.8372	83.72%
Skin irritation	-	0.7844	78.44%
Skin corrosion	-	0.9490	94.90%
Ames mutagenesis	-	0.6370	63.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.8489	84.89%
Micronuclear	-	0.7200	72.00%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	-	0.8041	80.41%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.6028	60.28%
Acute Oral Toxicity (c)	III	0.6513	65.13%
Estrogen receptor binding	+	0.8485	84.85%
Androgen receptor binding	+	0.6723	67.23%
Thyroid receptor binding	-	0.5489	54.89%
Glucocorticoid receptor binding	+	0.7698	76.98%
Aromatase binding	-	0.4901	49.01%
PPAR gamma	+	0.6675	66.75%
Honey bee toxicity	-	0.8171	81.71%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9963	99.63%

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	97.19%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.33%	99.17%
CHEMBL2581	P07339	Cathepsin D	93.85%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.47%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.59%	94.45%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	89.23%	92.08%
CHEMBL3401	O75469	Pregnane X receptor	88.51%	94.73%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.10%	94.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	86.86%	90.71%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.73%	96.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.42%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.91%	95.56%

Plants that contains it

• Murraya koenigii

Cross-Links

• PubChem: 129819841
• LOTUS: LTS0108305
• wikiData: Q104984237