(5E)-5-[(Z)-oct-6-en-2,4-diynylidene]furan-2-one

Details

• Internal ID: 81c3c111-1c7a-4223-b884-454e9093dde7
• Taxonomy: Organoheterocyclic compounds > Dihydrofurans > Furanones > Butenolides
• IUPAC Name: (5E)-5-[(Z)-oct-6-en-2,4-diynylidene]furan-2-one
• SMILES (Canonical): CC=CC#CC#CC=C1C=CC(=O)O1
• SMILES (Isomeric): C/C=C\C#CC#C/C=C/1\C=CC(=O)O1
• InChI: InChI=1S/C12H8O2/c1-2-3-4-5-6-7-8-11-9-10-12(13)14-11/h2-3,8-10H,1H3/b3-2-,11-8+
• InChI Key: KQBDGBICBAYCGE-IVAFBWBGSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₈O₂
• Molecular Weight: 184.19 g/mol
• Exact Mass: 184.052429494 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 1.57
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

• 2(5H)-Furanone, 5-[(6Z)-6-octene-2,4-diynylidene]-, (5E)-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9971	99.71%
Caco-2	+	0.5888	58.88%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.5870	58.70%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8860	88.60%
OATP1B3 inhibitior	+	0.9653	96.53%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.8875	88.75%
P-glycoprotein inhibitior	-	0.9609	96.09%
P-glycoprotein substrate	-	0.9448	94.48%
CYP3A4 substrate	-	0.5708	57.08%
CYP2C9 substrate	-	0.8116	81.16%
CYP2D6 substrate	-	0.8833	88.33%
CYP3A4 inhibition	-	0.9596	95.96%
CYP2C9 inhibition	-	0.8958	89.58%
CYP2C19 inhibition	-	0.7293	72.93%
CYP2D6 inhibition	-	0.9670	96.70%
CYP1A2 inhibition	-	0.6630	66.30%
CYP2C8 inhibition	-	0.9403	94.03%
CYP inhibitory promiscuity	-	0.6099	60.99%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7444	74.44%
Carcinogenicity (trinary)	Non-required	0.3517	35.17%
Eye corrosion	+	0.9252	92.52%
Eye irritation	+	0.7495	74.95%
Skin irritation	+	0.7455	74.55%
Skin corrosion	+	0.5494	54.94%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7139	71.39%
Micronuclear	+	0.6500	65.00%
Hepatotoxicity	+	0.6266	62.66%
skin sensitisation	+	0.6004	60.04%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	-	0.7000	70.00%
Mitochondrial toxicity	-	0.7250	72.50%
Nephrotoxicity	+	0.7840	78.40%
Acute Oral Toxicity (c)	III	0.5296	52.96%
Estrogen receptor binding	-	0.6971	69.71%
Androgen receptor binding	-	0.6644	66.44%
Thyroid receptor binding	-	0.6101	61.01%
Glucocorticoid receptor binding	-	0.5393	53.93%
Aromatase binding	-	0.5398	53.98%
PPAR gamma	-	0.5285	52.85%
Honey bee toxicity	-	0.8247	82.47%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	-	0.3625	36.25%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3401	O75469	Pregnane X receptor	88.05%	94.73%
CHEMBL2581	P07339	Cathepsin D	86.59%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.04%	95.56%

Plants that contains it

• Solidago altissima

Cross-Links

• PubChem: 6475136
• LOTUS: LTS0176281
• wikiData: Q105144448