4'-Formyl-5-hydroxy-3-oxospiro[1-benzofuran-2,2'-cyclohept-4-ene]-1'-carboxylic acid

Details

• Internal ID: 1c9dc5d7-3812-46ba-8b85-f82ca6ddc8a7
• Taxonomy: Organoheterocyclic compounds > Benzofurans
• IUPAC Name: 4'-formyl-5-hydroxy-3-oxospiro[1-benzofuran-2,2'-cyclohept-4-ene]-1'-carboxylic acid
• SMILES (Canonical): C1CC(C2(CC(=C1)C=O)C(=O)C3=C(O2)C=CC(=C3)O)C(=O)O
• SMILES (Isomeric): C1CC(C2(CC(=C1)C=O)C(=O)C3=C(O2)C=CC(=C3)O)C(=O)O
• InChI: InChI=1S/C16H14O6/c17-8-9-2-1-3-12(15(20)21)16(7-9)14(19)11-6-10(18)4-5-13(11)22-16/h2,4-6,8,12,18H,1,3,7H2,(H,20,21)
• InChI Key: TWZIYFUINRYVHC-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₄O₆
• Molecular Weight: 302.28 g/mol
• Exact Mass: 302.07903816 g/mol
• Topological Polar Surface Area (TPSA): 101.00 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 1.72
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9801	98.01%
Caco-2	-	0.8429	84.29%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.8405	84.05%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8149	81.49%
OATP1B3 inhibitior	+	0.9204	92.04%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7571	75.71%
BSEP inhibitior	-	0.8883	88.83%
P-glycoprotein inhibitior	-	0.9340	93.40%
P-glycoprotein substrate	-	0.7881	78.81%
CYP3A4 substrate	+	0.5533	55.33%
CYP2C9 substrate	-	0.5785	57.85%
CYP2D6 substrate	-	0.8524	85.24%
CYP3A4 inhibition	-	0.8854	88.54%
CYP2C9 inhibition	-	0.6713	67.13%
CYP2C19 inhibition	-	0.5664	56.64%
CYP2D6 inhibition	-	0.9054	90.54%
CYP1A2 inhibition	-	0.5423	54.23%
CYP2C8 inhibition	+	0.5954	59.54%
CYP inhibitory promiscuity	-	0.9006	90.06%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9243	92.43%
Carcinogenicity (trinary)	Non-required	0.4831	48.31%
Eye corrosion	-	0.9616	96.16%
Eye irritation	-	0.7810	78.10%
Skin irritation	-	0.6903	69.03%
Skin corrosion	-	0.9313	93.13%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8216	82.16%
Micronuclear	-	0.7100	71.00%
Hepatotoxicity	-	0.5875	58.75%
skin sensitisation	-	0.7379	73.79%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	+	0.7914	79.14%
Acute Oral Toxicity (c)	III	0.3531	35.31%
Estrogen receptor binding	+	0.5842	58.42%
Androgen receptor binding	+	0.6614	66.14%
Thyroid receptor binding	-	0.7097	70.97%
Glucocorticoid receptor binding	+	0.5498	54.98%
Aromatase binding	-	0.5906	59.06%
PPAR gamma	+	0.6448	64.48%
Honey bee toxicity	-	0.8805	88.05%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9772	97.72%

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	97.89%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.55%	95.56%
CHEMBL2581	P07339	Cathepsin D	93.49%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.14%	89.00%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	90.80%	89.67%
CHEMBL4208	P20618	Proteasome component C5	90.37%	90.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.63%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.13%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.82%	94.45%
CHEMBL3194	P02766	Transthyretin	83.73%	90.71%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.49%	99.23%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	82.76%	93.40%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.47%	100.00%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	81.18%	90.93%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162815971
• LOTUS: LTS0273231
• wikiData: Q104197900