5-(4-Hydroxy-3-methylbut-2-enyl)-6-methoxyfuro[2,3-h]chromen-2-one

Details

• Internal ID: 3b4c453d-41d9-4451-8e6c-751d58898908
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Furanocoumarins > Angular furanocoumarins
• IUPAC Name: 5-(4-hydroxy-3-methylbut-2-enyl)-6-methoxyfuro[2,3-h]chromen-2-one
• SMILES (Canonical): CC(=CCC1=C2C=CC(=O)OC2=C3C=COC3=C1OC)CO
• SMILES (Isomeric): CC(=CCC1=C2C=CC(=O)OC2=C3C=COC3=C1OC)CO
• InChI: InChI=1S/C17H16O5/c1-10(9-18)3-4-12-11-5-6-14(19)22-15(11)13-7-8-21-17(13)16(12)20-2/h3,5-8,18H,4,9H2,1-2H3
• InChI Key: AJKRAAXHMVEUPY-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): 68.90 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 3.03
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9690	96.90%
Caco-2	+	0.7003	70.03%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7178	71.78%
OATP2B1 inhibitior	-	0.5903	59.03%
OATP1B1 inhibitior	+	0.9014	90.14%
OATP1B3 inhibitior	+	0.9346	93.46%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.6247	62.47%
P-glycoprotein inhibitior	-	0.6481	64.81%
P-glycoprotein substrate	-	0.7854	78.54%
CYP3A4 substrate	+	0.5050	50.50%
CYP2C9 substrate	-	0.6435	64.35%
CYP2D6 substrate	-	0.8097	80.97%
CYP3A4 inhibition	+	0.6623	66.23%
CYP2C9 inhibition	-	0.5723	57.23%
CYP2C19 inhibition	+	0.6781	67.81%
CYP2D6 inhibition	-	0.7195	71.95%
CYP1A2 inhibition	+	0.5139	51.39%
CYP2C8 inhibition	+	0.4617	46.17%
CYP inhibitory promiscuity	+	0.8093	80.93%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5887	58.87%
Eye corrosion	-	0.9879	98.79%
Eye irritation	-	0.8764	87.64%
Skin irritation	-	0.7421	74.21%
Skin corrosion	-	0.9534	95.34%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6738	67.38%
Micronuclear	-	0.5700	57.00%
Hepatotoxicity	+	0.7000	70.00%
skin sensitisation	-	0.7759	77.59%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.8591	85.91%
Acute Oral Toxicity (c)	I	0.3555	35.55%
Estrogen receptor binding	+	0.7325	73.25%
Androgen receptor binding	+	0.7261	72.61%
Thyroid receptor binding	-	0.5705	57.05%
Glucocorticoid receptor binding	+	0.8805	88.05%
Aromatase binding	+	0.5842	58.42%
PPAR gamma	+	0.8209	82.09%
Honey bee toxicity	-	0.8573	85.73%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.7100	71.00%
Fish aquatic toxicity	+	0.9950	99.50%

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	98.17%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.88%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.47%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.67%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	86.68%	94.73%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.33%	99.23%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.65%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.66%	99.17%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	83.81%	94.03%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.05%	96.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.20%	89.00%

Plants that contains it

• Dorstenia gigas

Cross-Links

• PubChem: 162994892
• LOTUS: LTS0275825
• wikiData: Q104913238