4-Hydroxy-5-methyl-3-[8'-oxo-farnesyl]-coumarin

Details

• Internal ID: 908b21ec-c966-4895-b448-101506c48777
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: 4-hydroxy-5-methyl-3-[(2E,6E)-3,7,11-trimethyl-8-oxododeca-2,6,10-trienyl]chromen-2-one
• SMILES (Canonical): CC1=C2C(=CC=C1)OC(=O)C(=C2O)CC=C(C)CCC=C(C)C(=O)CC=C(C)C
• SMILES (Isomeric): CC1=C2C(=CC=C1)OC(=O)C(=C2O)C/C=C(\C)/CC/C=C(\C)/C(=O)CC=C(C)C
• InChI: InChI=1S/C25H30O4/c1-16(2)12-15-21(26)18(4)9-6-8-17(3)13-14-20-24(27)23-19(5)10-7-11-22(23)29-25(20)28/h7,9-13,27H,6,8,14-15H2,1-5H3/b17-13+,18-9+
• InChI Key: CCFMVYXESPPZIC-CJIPTIHVSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₃₀O₄
• Molecular Weight: 394.50 g/mol
• Exact Mass: 394.21440943 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 5.90
• Atomic LogP (AlogP): 5.95
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9870	98.70%
Caco-2	+	0.5542	55.42%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7671	76.71%
OATP2B1 inhibitior	-	0.5746	57.46%
OATP1B1 inhibitior	+	0.8237	82.37%
OATP1B3 inhibitior	+	0.8017	80.17%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.9296	92.96%
P-glycoprotein inhibitior	+	0.8106	81.06%
P-glycoprotein substrate	-	0.7417	74.17%
CYP3A4 substrate	+	0.5841	58.41%
CYP2C9 substrate	+	0.8398	83.98%
CYP2D6 substrate	-	0.8776	87.76%
CYP3A4 inhibition	-	0.5999	59.99%
CYP2C9 inhibition	-	0.6504	65.04%
CYP2C19 inhibition	+	0.5168	51.68%
CYP2D6 inhibition	-	0.8987	89.87%
CYP1A2 inhibition	+	0.7360	73.60%
CYP2C8 inhibition	-	0.6992	69.92%
CYP inhibitory promiscuity	-	0.8257	82.57%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.7689	76.89%
Eye corrosion	-	0.9930	99.30%
Eye irritation	-	0.8463	84.63%
Skin irritation	-	0.7524	75.24%
Skin corrosion	-	0.9390	93.90%
Ames mutagenesis	+	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7766	77.66%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	+	0.6125	61.25%
skin sensitisation	-	0.7672	76.72%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	-	0.8362	83.62%
Acute Oral Toxicity (c)	III	0.4401	44.01%
Estrogen receptor binding	+	0.8217	82.17%
Androgen receptor binding	+	0.5748	57.48%
Thyroid receptor binding	-	0.4907	49.07%
Glucocorticoid receptor binding	+	0.8638	86.38%
Aromatase binding	+	0.7232	72.32%
PPAR gamma	+	0.7821	78.21%
Honey bee toxicity	-	0.9048	90.48%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
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
CHEMBL3401	O75469	Pregnane X receptor	98.56%	94.73%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.32%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.95%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.73%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.63%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.61%	89.00%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	89.59%	89.34%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.28%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.31%	86.33%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.73%	96.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.73%	99.17%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.12%	94.00%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	80.42%	91.24%

Plants that contains it

• Aphyllocladus denticulatus
• Gypothamnium pinifolium

Cross-Links

• PubChem: 163184478
• LOTUS: LTS0229613
• wikiData: Q104953235