Cochlearin F

Details

• Internal ID: 98217457-0635-4a0f-a836-1aae48dbc75f
• Taxonomy: Organoheterocyclic compounds > Benzofurans
• IUPAC Name: (2E,4E,6Z)-6-(5-hydroxy-3-oxo-1-benzofuran-2-ylidene)-2-methylhexa-2,4-dienal
• SMILES (Canonical): CC(=CC=CC=C1C(=O)C2=C(O1)C=CC(=C2)O)C=O
• SMILES (Isomeric): C/C(=C\C=C\C=C/1\C(=O)C2=C(O1)C=CC(=C2)O)/C=O
• InChI: InChI=1S/C15H12O4/c1-10(9-16)4-2-3-5-14-15(18)12-8-11(17)6-7-13(12)19-14/h2-9,17H,1H3/b3-2+,10-4+,14-5-
• InChI Key: GJQZFCVSLJUBME-HHWDXLTFSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₂O₄
• Molecular Weight: 256.25 g/mol
• Exact Mass: 256.07355886 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 2.55
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

• RefChem:127320
• (2E,4E,6Z)-6-(5-hydroxy-3-oxo-1-benzofuran-2-ylidene)-2-methylhexa-2,4-dienal
• CHEBI:217830
• (2E,4E,6Z)-6-(5-hydroxy-3-oxo-1-benzouran-2-ylidene)-2-methylhexa-2,4-dienal

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9962	99.62%
Caco-2	+	0.5000	50.00%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7755	77.55%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8293	82.93%
OATP1B3 inhibitior	+	0.9786	97.86%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.4945	49.45%
P-glycoprotein inhibitior	-	0.8518	85.18%
P-glycoprotein substrate	-	0.8367	83.67%
CYP3A4 substrate	+	0.5281	52.81%
CYP2C9 substrate	-	0.6044	60.44%
CYP2D6 substrate	-	0.8458	84.58%
CYP3A4 inhibition	-	0.8943	89.43%
CYP2C9 inhibition	+	0.6350	63.50%
CYP2C19 inhibition	-	0.5379	53.79%
CYP2D6 inhibition	-	0.9473	94.73%
CYP1A2 inhibition	+	0.9361	93.61%
CYP2C8 inhibition	-	0.7585	75.85%
CYP inhibitory promiscuity	+	0.6571	65.71%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9343	93.43%
Carcinogenicity (trinary)	Non-required	0.3996	39.96%
Eye corrosion	-	0.9159	91.59%
Eye irritation	+	0.7073	70.73%
Skin irritation	+	0.6056	60.56%
Skin corrosion	-	0.8962	89.62%
Ames mutagenesis	+	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6006	60.06%
Micronuclear	+	0.8559	85.59%
Hepatotoxicity	+	0.6178	61.78%
skin sensitisation	+	0.5403	54.03%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	+	0.6840	68.40%
Acute Oral Toxicity (c)	III	0.4324	43.24%
Estrogen receptor binding	+	0.9434	94.34%
Androgen receptor binding	+	0.8484	84.84%
Thyroid receptor binding	+	0.6282	62.82%
Glucocorticoid receptor binding	+	0.6943	69.43%
Aromatase binding	+	0.8286	82.86%
PPAR gamma	+	0.6719	67.19%
Honey bee toxicity	-	0.8231	82.31%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9671	96.71%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.27%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.49%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.43%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.26%	89.00%
CHEMBL1951	P21397	Monoamine oxidase A	91.12%	91.49%
CHEMBL3401	O75469	Pregnane X receptor	89.47%	94.73%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	87.48%	93.40%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.82%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.92%	99.23%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	83.88%	93.10%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	80.54%	94.80%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 146684355
• LOTUS: LTS0057537
• wikiData: Q105009519