Methyl 3-(8-hydroxy-1-methylidene-3a,8b-dihydrofuro[2,3-b][1]benzofuran-7-yl)propanoate

Details

• Internal ID: 9c30870f-eee1-40da-8c95-38c9d083cf36
• Taxonomy: Organoheterocyclic compounds > Coumarans
• IUPAC Name: methyl 3-(8-hydroxy-1-methylidene-3a,8b-dihydrofuro[2,3-b][1]benzofuran-7-yl)propanoate
• SMILES (Canonical): COC(=O)CCC1=C(C2=C(C=C1)OC3C2C(=C)CO3)O
• SMILES (Isomeric): COC(=O)CCC1=C(C2=C(C=C1)OC3C2C(=C)CO3)O
• InChI: InChI=1S/C15H16O5/c1-8-7-19-15-12(8)13-10(20-15)5-3-9(14(13)17)4-6-11(16)18-2/h3,5,12,15,17H,1,4,6-7H2,2H3
• InChI Key: SJXYACLNLKSVSV-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₆O₅
• Molecular Weight: 276.28 g/mol
• Exact Mass: 276.09977361 g/mol
• Topological Polar Surface Area (TPSA): 65.00 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 1.89
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9904	99.04%
Caco-2	+	0.5574	55.74%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.8216	82.16%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8752	87.52%
OATP1B3 inhibitior	+	0.9277	92.77%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.7773	77.73%
P-glycoprotein inhibitior	-	0.9264	92.64%
P-glycoprotein substrate	-	0.6616	66.16%
CYP3A4 substrate	+	0.5883	58.83%
CYP2C9 substrate	+	0.5839	58.39%
CYP2D6 substrate	-	0.7993	79.93%
CYP3A4 inhibition	-	0.7396	73.96%
CYP2C9 inhibition	-	0.5650	56.50%
CYP2C19 inhibition	+	0.5330	53.30%
CYP2D6 inhibition	-	0.8666	86.66%
CYP1A2 inhibition	+	0.7431	74.31%
CYP2C8 inhibition	+	0.5185	51.85%
CYP inhibitory promiscuity	+	0.5829	58.29%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.5797	57.97%
Eye corrosion	-	0.9816	98.16%
Eye irritation	-	0.6458	64.58%
Skin irritation	-	0.7485	74.85%
Skin corrosion	-	0.9340	93.40%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6231	62.31%
Micronuclear	-	0.7300	73.00%
Hepatotoxicity	+	0.5125	51.25%
skin sensitisation	-	0.7176	71.76%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.8212	82.12%
Acute Oral Toxicity (c)	II	0.3307	33.07%
Estrogen receptor binding	+	0.8194	81.94%
Androgen receptor binding	+	0.6614	66.14%
Thyroid receptor binding	+	0.5313	53.13%
Glucocorticoid receptor binding	+	0.7959	79.59%
Aromatase binding	+	0.6109	61.09%
PPAR gamma	+	0.5651	56.51%
Honey bee toxicity	-	0.8381	83.81%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9673	96.73%

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	98.05%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.16%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.33%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.74%	94.45%
CHEMBL3437	Q16853	Amine oxidase, copper containing	86.33%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.31%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.70%	85.14%
CHEMBL3401	O75469	Pregnane X receptor	83.07%	94.73%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.41%	92.62%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.80%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.84%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.36%	94.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.19%	96.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162997770
• LOTUS: LTS0145514
• wikiData: Q105254630