4-Methoxy-9-(3-methylbut-1-enoxy)furo[3,2-g]chromen-7-one

Details

• Internal ID: d64a6a54-e003-4f43-a8cd-2fa49305ad44
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Furanocoumarins > Psoralens > 5-methoxypsoralens
• IUPAC Name: 4-methoxy-9-(3-methylbut-1-enoxy)furo[3,2-g]chromen-7-one
• SMILES (Canonical): CC(C)C=COC1=C2C(=C(C3=C1OC(=O)C=C3)OC)C=CO2
• SMILES (Isomeric): CC(C)C=COC1=C2C(=C(C3=C1OC(=O)C=C3)OC)C=CO2
• InChI: InChI=1S/C17H16O5/c1-10(2)6-8-21-17-15-12(7-9-20-15)14(19-3)11-4-5-13(18)22-16(11)17/h4-10H,1-3H3
• InChI Key: XXARIFJTXNCWNT-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₆O₅
• Molecular Weight: 300.30 g/mol
• Exact Mass: 300.09977361 g/mol
• Topological Polar Surface Area (TPSA): 57.90 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 4.10
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9896	98.96%
Caco-2	+	0.7722	77.22%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6932	69.32%
OATP2B1 inhibitior	-	0.8662	86.62%
OATP1B1 inhibitior	+	0.9234	92.34%
OATP1B3 inhibitior	-	0.3122	31.22%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	+	0.7270	72.70%
P-glycoprotein inhibitior	+	0.6942	69.42%
P-glycoprotein substrate	-	0.8725	87.25%
CYP3A4 substrate	-	0.5370	53.70%
CYP2C9 substrate	-	0.6546	65.46%
CYP2D6 substrate	-	0.8373	83.73%
CYP3A4 inhibition	+	0.7687	76.87%
CYP2C9 inhibition	-	0.8425	84.25%
CYP2C19 inhibition	+	0.8505	85.05%
CYP2D6 inhibition	+	0.7805	78.05%
CYP1A2 inhibition	+	0.7314	73.14%
CYP2C8 inhibition	-	0.7460	74.60%
CYP inhibitory promiscuity	+	0.7978	79.78%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Danger	0.5459	54.59%
Eye corrosion	-	0.9585	95.85%
Eye irritation	-	0.6995	69.95%
Skin irritation	-	0.7664	76.64%
Skin corrosion	-	0.9825	98.25%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7133	71.33%
Micronuclear	+	0.6700	67.00%
Hepatotoxicity	+	0.7823	78.23%
skin sensitisation	-	0.7480	74.80%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.8012	80.12%
Acute Oral Toxicity (c)	II	0.6010	60.10%
Estrogen receptor binding	+	0.8475	84.75%
Androgen receptor binding	+	0.6801	68.01%
Thyroid receptor binding	+	0.5592	55.92%
Glucocorticoid receptor binding	+	0.8724	87.24%
Aromatase binding	+	0.8482	84.82%
PPAR gamma	+	0.6998	69.98%
Honey bee toxicity	-	0.7797	77.97%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9662	96.62%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.70%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.57%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.23%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.68%	95.56%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	91.47%	94.03%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.22%	96.00%
CHEMBL3192	Q9BY41	Histone deacetylase 8	83.58%	93.99%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.31%	99.23%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.31%	94.00%
CHEMBL1907	P15144	Aminopeptidase N	81.20%	93.31%
CHEMBL2535	P11166	Glucose transporter	81.16%	98.75%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.45%	93.56%
CHEMBL3401	O75469	Pregnane X receptor	80.00%	94.73%

Plants that contains it

• Angelica komarovii

Cross-Links

• PubChem: 163074235
• LOTUS: LTS0117505
• wikiData: Q105343923