4-(2-Hydroxy-3-methoxy-3-methylbutoxy)-9-methoxyfuro[3,2-g]chromen-7-one

Details

• Internal ID: b299f4be-010a-4433-ab17-167df3ea4be2
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Furanocoumarins > Psoralens > 8-methoxypsoralens
• IUPAC Name: 4-(2-hydroxy-3-methoxy-3-methylbutoxy)-9-methoxyfuro[3,2-g]chromen-7-one
• SMILES (Canonical): CC(C)(C(COC1=C2C=COC2=C(C3=C1C=CC(=O)O3)OC)O)OC
• SMILES (Isomeric): CC(C)(C(COC1=C2C=COC2=C(C3=C1C=CC(=O)O3)OC)O)OC
• InChI: InChI=1S/C18H20O7/c1-18(2,22-4)12(19)9-24-14-10-5-6-13(20)25-16(10)17(21-3)15-11(14)7-8-23-15/h5-8,12,19H,9H2,1-4H3
• InChI Key: FDELMZACGNNYPY-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₀O₇
• Molecular Weight: 348.30 g/mol
• Exact Mass: 348.12090297 g/mol
• Topological Polar Surface Area (TPSA): 87.40 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 2.71
• H-Bond Acceptor: 7
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9787	97.87%
Caco-2	+	0.6509	65.09%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7012	70.12%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9322	93.22%
OATP1B3 inhibitior	+	0.8027	80.27%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.7021	70.21%
P-glycoprotein inhibitior	-	0.5243	52.43%
P-glycoprotein substrate	-	0.7113	71.13%
CYP3A4 substrate	+	0.5247	52.47%
CYP2C9 substrate	-	0.6755	67.55%
CYP2D6 substrate	-	0.8103	81.03%
CYP3A4 inhibition	-	0.7614	76.14%
CYP2C9 inhibition	-	0.8086	80.86%
CYP2C19 inhibition	-	0.7335	73.35%
CYP2D6 inhibition	-	0.8080	80.80%
CYP1A2 inhibition	-	0.7056	70.56%
CYP2C8 inhibition	-	0.6428	64.28%
CYP inhibitory promiscuity	-	0.8485	84.85%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.4927	49.27%
Eye corrosion	-	0.9880	98.80%
Eye irritation	-	0.8852	88.52%
Skin irritation	-	0.8010	80.10%
Skin corrosion	-	0.9590	95.90%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3993	39.93%
Micronuclear	-	0.5900	59.00%
Hepatotoxicity	+	0.7250	72.50%
skin sensitisation	-	0.7670	76.70%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.9359	93.59%
Acute Oral Toxicity (c)	III	0.5220	52.20%
Estrogen receptor binding	+	0.8467	84.67%
Androgen receptor binding	+	0.6582	65.82%
Thyroid receptor binding	+	0.6790	67.90%
Glucocorticoid receptor binding	+	0.8431	84.31%
Aromatase binding	+	0.5762	57.62%
PPAR gamma	+	0.8293	82.93%
Honey bee toxicity	-	0.8492	84.92%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	+	0.8206	82.06%

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	97.18%	85.14%
CHEMBL2581	P07339	Cathepsin D	96.74%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.54%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.46%	94.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.83%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.44%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.92%	95.56%
CHEMBL4040	P28482	MAP kinase ERK2	87.88%	83.82%
CHEMBL2535	P11166	Glucose transporter	86.59%	98.75%
CHEMBL3401	O75469	Pregnane X receptor	86.23%	94.73%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	84.70%	94.03%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.72%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.17%	99.23%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.52%	96.00%

Plants that contains it

• Angelica dahurica

Cross-Links

• PubChem: 102165492
• NPASS: NPC43428