9-[(2E,5E)-7-hydroxy-3,7-dimethylocta-2,5-dienoxy]-4-methoxyfuro[3,2-g]chromen-7-one

Details

• Internal ID: df5c683c-9ae5-435d-84a9-638c13d2b04d
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Furanocoumarins > Psoralens > 5-methoxypsoralens
• IUPAC Name: 9-[(2E,5E)-7-hydroxy-3,7-dimethylocta-2,5-dienoxy]-4-methoxyfuro[3,2-g]chromen-7-one
• InChI: InChI=1S/C22H24O6/c1-14(6-5-11-22(2,3)24)9-12-27-21-19-16(10-13-26-19)18(25-4)15-7-8-17(23)28-20(15)21/h5,7-11,13,24H,6,12H2,1-4H3/b11-5+,14-9+
• InChI Key: FNVIBSMXNBQKGD-NMMCDXKJSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₄O₆
• Molecular Weight: 384.40 g/mol
• Exact Mass: 384.15728848 g/mol
• Topological Polar Surface Area (TPSA): 78.10 Ų
• XlogP: 4.00
• Atomic LogP (AlogP): 4.59
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9743	97.43%
Caco-2	-	0.5510	55.10%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7621	76.21%
OATP2B1 inhibitior	-	0.8606	86.06%
OATP1B1 inhibitior	+	0.8823	88.23%
OATP1B3 inhibitior	+	0.8328	83.28%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.9747	97.47%
P-glycoprotein inhibitior	+	0.8401	84.01%
P-glycoprotein substrate	-	0.7274	72.74%
CYP3A4 substrate	+	0.5971	59.71%
CYP2C9 substrate	-	0.6340	63.40%
CYP2D6 substrate	-	0.8186	81.86%
CYP3A4 inhibition	+	0.6910	69.10%
CYP2C9 inhibition	+	0.5963	59.63%
CYP2C19 inhibition	+	0.6761	67.61%
CYP2D6 inhibition	-	0.6614	66.14%
CYP1A2 inhibition	+	0.5595	55.95%
CYP2C8 inhibition	+	0.6130	61.30%
CYP inhibitory promiscuity	+	0.6332	63.32%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.4915	49.15%
Eye corrosion	-	0.9888	98.88%
Eye irritation	-	0.8381	83.81%
Skin irritation	-	0.7406	74.06%
Skin corrosion	-	0.9544	95.44%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.9283	92.83%
Micronuclear	-	0.6100	61.00%
Hepatotoxicity	+	0.7750	77.50%
skin sensitisation	-	0.7505	75.05%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.8432	84.32%
Acute Oral Toxicity (c)	I	0.3864	38.64%
Estrogen receptor binding	+	0.8745	87.45%
Androgen receptor binding	+	0.6296	62.96%
Thyroid receptor binding	+	0.6996	69.96%
Glucocorticoid receptor binding	+	0.8850	88.50%
Aromatase binding	+	0.6884	68.84%
PPAR gamma	+	0.8764	87.64%
Honey bee toxicity	-	0.8320	83.20%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9959	99.59%

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	97.34%	91.11%
CHEMBL2581	P07339	Cathepsin D	93.75%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	93.16%	94.73%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.24%	85.14%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.01%	99.17%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.83%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.71%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.05%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.40%	94.45%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	85.00%	89.34%
CHEMBL1937	Q92769	Histone deacetylase 2	83.15%	94.75%
CHEMBL2535	P11166	Glucose transporter	82.53%	98.75%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.16%	96.00%

Plants that contains it

• Melicope triphylla

Cross-Links

• PubChem: 101793679
• LOTUS: LTS0092502
• wikiData: Q104998563