6-Methoxy-5-(3-methylbut-2-enyl)furo[2,3-h]chromen-2-one

Details

• Internal ID: 90494bf7-6193-47ac-b506-ce50af0f206d
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Furanocoumarins > Angular furanocoumarins
• IUPAC Name: 6-methoxy-5-(3-methylbut-2-enyl)furo[2,3-h]chromen-2-one
• SMILES (Canonical): CC(=CCC1=C2C=CC(=O)OC2=C3C=COC3=C1OC)C
• SMILES (Isomeric): CC(=CCC1=C2C=CC(=O)OC2=C3C=COC3=C1OC)C
• InChI: InChI=1S/C17H16O4/c1-10(2)4-5-12-11-6-7-14(18)21-15(11)13-8-9-20-17(13)16(12)19-3/h4,6-9H,5H2,1-3H3
• InChI Key: VHPLQIPIBDLSOK-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₆O₄
• Molecular Weight: 284.31 g/mol
• Exact Mass: 284.10485899 g/mol
• Topological Polar Surface Area (TPSA): 48.70 Ų
• XlogP: 4.20
• Atomic LogP (AlogP): 4.06
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9924	99.24%
Caco-2	+	0.8403	84.03%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6688	66.88%
OATP2B1 inhibitior	-	0.7333	73.33%
OATP1B1 inhibitior	+	0.9132	91.32%
OATP1B3 inhibitior	+	0.8883	88.83%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.6740	67.40%
P-glycoprotein inhibitior	-	0.5325	53.25%
P-glycoprotein substrate	-	0.8406	84.06%
CYP3A4 substrate	-	0.5280	52.80%
CYP2C9 substrate	-	0.6607	66.07%
CYP2D6 substrate	-	0.8073	80.73%
CYP3A4 inhibition	+	0.6307	63.07%
CYP2C9 inhibition	+	0.5232	52.32%
CYP2C19 inhibition	+	0.9374	93.74%
CYP2D6 inhibition	-	0.6347	63.47%
CYP1A2 inhibition	+	0.8052	80.52%
CYP2C8 inhibition	-	0.6341	63.41%
CYP inhibitory promiscuity	+	0.9264	92.64%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Danger	0.4473	44.73%
Eye corrosion	-	0.9843	98.43%
Eye irritation	-	0.7947	79.47%
Skin irritation	-	0.7563	75.63%
Skin corrosion	-	0.9632	96.32%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8039	80.39%
Micronuclear	-	0.5500	55.00%
Hepatotoxicity	+	0.7125	71.25%
skin sensitisation	-	0.7294	72.94%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.8369	83.69%
Acute Oral Toxicity (c)	III	0.5052	50.52%
Estrogen receptor binding	+	0.7522	75.22%
Androgen receptor binding	+	0.7030	70.30%
Thyroid receptor binding	+	0.5456	54.56%
Glucocorticoid receptor binding	+	0.8399	83.99%
Aromatase binding	+	0.6742	67.42%
PPAR gamma	+	0.7625	76.25%
Honey bee toxicity	-	0.8445	84.45%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	+	0.9944	99.44%

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	98.21%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.18%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.90%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.54%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	88.71%	94.73%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	88.02%	94.03%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.80%	85.14%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.57%	96.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.67%	94.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.64%	99.23%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.39%	99.17%

Plants that contains it

• Dorstenia gigas

Cross-Links

• PubChem: 12044294
• LOTUS: LTS0000338
• wikiData: Q105286552