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

Details

• Internal ID: 22e0ad36-7be7-445d-95d6-3f93acc70b1a
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Furanocoumarins > Psoralens > 8-methoxypsoralens
• IUPAC Name: 4-(2-hydroxy-3-methylbut-3-enoxy)-9-methoxyfuro[3,2-g]chromen-7-one
• InChI: InChI=1S/C17H16O6/c1-9(2)12(18)8-22-14-10-4-5-13(19)23-16(10)17(20-3)15-11(14)6-7-21-15/h4-7,12,18H,1,8H2,2-3H3
• InChI Key: FEOYRZYUONWQSO-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₆O₆
• Molecular Weight: 316.30 g/mol
• Exact Mass: 316.09468823 g/mol
• Topological Polar Surface Area (TPSA): 78.10 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 2.86
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

• NCGC00385423-01!4-(2-hydroxy-3-methylbut-3-enoxy)-9-methoxyfuro[3,2-g]chromen-7-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9896	98.96%
Caco-2	+	0.6090	60.90%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.6969	69.69%
OATP2B1 inhibitior	-	0.8641	86.41%
OATP1B1 inhibitior	+	0.9257	92.57%
OATP1B3 inhibitior	+	0.8059	80.59%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.5554	55.54%
P-glycoprotein inhibitior	-	0.7008	70.08%
P-glycoprotein substrate	-	0.7300	73.00%
CYP3A4 substrate	+	0.5082	50.82%
CYP2C9 substrate	-	0.8377	83.77%
CYP2D6 substrate	-	0.8156	81.56%
CYP3A4 inhibition	+	0.7666	76.66%
CYP2C9 inhibition	-	0.8278	82.78%
CYP2C19 inhibition	+	0.5548	55.48%
CYP2D6 inhibition	-	0.6982	69.82%
CYP1A2 inhibition	-	0.5318	53.18%
CYP2C8 inhibition	-	0.6522	65.22%
CYP inhibitory promiscuity	+	0.5210	52.10%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6282	62.82%
Eye corrosion	-	0.9805	98.05%
Eye irritation	-	0.8098	80.98%
Skin irritation	-	0.7432	74.32%
Skin corrosion	-	0.9549	95.49%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3988	39.88%
Micronuclear	+	0.5692	56.92%
Hepatotoxicity	+	0.7625	76.25%
skin sensitisation	-	0.6227	62.27%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.8424	84.24%
Acute Oral Toxicity (c)	III	0.4086	40.86%
Estrogen receptor binding	+	0.8193	81.93%
Androgen receptor binding	+	0.6318	63.18%
Thyroid receptor binding	-	0.5364	53.64%
Glucocorticoid receptor binding	+	0.7945	79.45%
Aromatase binding	+	0.5857	58.57%
PPAR gamma	+	0.7870	78.70%
Honey bee toxicity	-	0.8013	80.13%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.7800	78.00%
Fish aquatic toxicity	+	0.9582	95.82%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	99.00%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.26%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.79%	85.14%
CHEMBL2581	P07339	Cathepsin D	96.31%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.00%	94.45%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.06%	94.00%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	89.93%	94.03%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.81%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.66%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	85.65%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.96%	95.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.41%	96.00%
CHEMBL1951	P21397	Monoamine oxidase A	83.85%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.84%	89.00%
CHEMBL2535	P11166	Glucose transporter	80.48%	98.75%

Plants that contains it

• Angelica dahurica

Cross-Links

• PubChem: 56776189
• NPASS: NPC309671