3-(8-Hydroxy-1-methylidene-3a,8b-dihydrofuro[2,3-b][1]benzofuran-7-yl)propanoic acid

Details

• Internal ID: f5b0c97c-f8d3-4c50-a008-679eb719b77b
• Taxonomy: Organoheterocyclic compounds > Coumarans
• IUPAC Name: 3-(8-hydroxy-1-methylidene-3a,8b-dihydrofuro[2,3-b][1]benzofuran-7-yl)propanoic acid
• SMILES (Canonical): C=C1COC2C1C3=C(O2)C=CC(=C3O)CCC(=O)O
• SMILES (Isomeric): C=C1COC2C1C3=C(O2)C=CC(=C3O)CCC(=O)O
• InChI: InChI=1S/C14H14O5/c1-7-6-18-14-11(7)12-9(19-14)4-2-8(13(12)17)3-5-10(15)16/h2,4,11,14,17H,1,3,5-6H2,(H,15,16)
• InChI Key: STKXUBBSZBYOQM-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₄O₅
• Molecular Weight: 262.26 g/mol
• Exact Mass: 262.08412354 g/mol
• Topological Polar Surface Area (TPSA): 76.00 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 1.80
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9851	98.51%
Caco-2	-	0.5799	57.99%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.8337	83.37%
OATP2B1 inhibitior	-	0.8600	86.00%
OATP1B1 inhibitior	+	0.9024	90.24%
OATP1B3 inhibitior	+	0.9489	94.89%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8570	85.70%
BSEP inhibitior	-	0.9216	92.16%
P-glycoprotein inhibitior	-	0.9385	93.85%
P-glycoprotein substrate	-	0.8425	84.25%
CYP3A4 substrate	+	0.5085	50.85%
CYP2C9 substrate	-	0.7891	78.91%
CYP2D6 substrate	-	0.8079	80.79%
CYP3A4 inhibition	-	0.8248	82.48%
CYP2C9 inhibition	-	0.6942	69.42%
CYP2C19 inhibition	-	0.6105	61.05%
CYP2D6 inhibition	-	0.7790	77.90%
CYP1A2 inhibition	-	0.5299	52.99%
CYP2C8 inhibition	-	0.5701	57.01%
CYP inhibitory promiscuity	-	0.7271	72.71%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5695	56.95%
Eye corrosion	-	0.9814	98.14%
Eye irritation	+	0.7916	79.16%
Skin irritation	-	0.7272	72.72%
Skin corrosion	-	0.9362	93.62%
Ames mutagenesis	+	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6333	63.33%
Micronuclear	-	0.6067	60.67%
Hepatotoxicity	+	0.5375	53.75%
skin sensitisation	-	0.6313	63.13%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.9246	92.46%
Acute Oral Toxicity (c)	III	0.3286	32.86%
Estrogen receptor binding	+	0.6502	65.02%
Androgen receptor binding	+	0.6554	65.54%
Thyroid receptor binding	+	0.5475	54.75%
Glucocorticoid receptor binding	+	0.5991	59.91%
Aromatase binding	-	0.5475	54.75%
PPAR gamma	+	0.7552	75.52%
Honey bee toxicity	-	0.8940	89.40%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.7800	78.00%
Fish aquatic toxicity	+	0.9385	93.85%

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	96.29%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.84%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.26%	99.17%
CHEMBL4330	Q9NS75	Cysteinyl leukotriene receptor 2	86.90%	98.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.67%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.74%	89.00%
CHEMBL2581	P07339	Cathepsin D	82.07%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.37%	97.09%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	80.66%	96.37%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.35%	99.23%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162963300
• LOTUS: LTS0002069
• wikiData: Q105260339