3-[(8Z,11Z)-hexadeca-8,11-dienyl]-5-methylidenefuran-2-one

Details

• Internal ID: a4ee40f6-e0e3-4eb7-9d79-316df131bfb8
• Taxonomy: Organoheterocyclic compounds > Dihydrofurans > Furanones > Butenolides
• IUPAC Name: 3-[(8Z,11Z)-hexadeca-8,11-dienyl]-5-methylidenefuran-2-one
• SMILES (Canonical): CCCCC=CCC=CCCCCCCCC1=CC(=C)OC1=O
• SMILES (Isomeric): CCCC/C=C\C/C=C\CCCCCCCC1=CC(=C)OC1=O
• InChI: InChI=1S/C21H32O2/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-20-18-19(2)23-21(20)22/h6-7,9-10,18H,2-5,8,11-17H2,1H3/b7-6-,10-9-
• InChI Key: OFIYDTXDCYKLAH-HZJYTTRNSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₂O₂
• Molecular Weight: 316.50 g/mol
• Exact Mass: 316.240230259 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 7.60
• Atomic LogP (AlogP): 6.41
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9974	99.74%
Caco-2	+	0.5788	57.88%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.4072	40.72%
OATP2B1 inhibitior	-	0.8566	85.66%
OATP1B1 inhibitior	+	0.6995	69.95%
OATP1B3 inhibitior	+	0.9341	93.41%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.6850	68.50%
P-glycoprotein inhibitior	-	0.4306	43.06%
P-glycoprotein substrate	-	0.8394	83.94%
CYP3A4 substrate	+	0.5097	50.97%
CYP2C9 substrate	-	0.6126	61.26%
CYP2D6 substrate	-	0.8552	85.52%
CYP3A4 inhibition	-	0.7936	79.36%
CYP2C9 inhibition	-	0.8598	85.98%
CYP2C19 inhibition	-	0.5252	52.52%
CYP2D6 inhibition	-	0.9118	91.18%
CYP1A2 inhibition	+	0.6365	63.65%
CYP2C8 inhibition	-	0.7201	72.01%
CYP inhibitory promiscuity	-	0.5308	53.08%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8600	86.00%
Carcinogenicity (trinary)	Non-required	0.5694	56.94%
Eye corrosion	-	0.7233	72.33%
Eye irritation	+	0.5409	54.09%
Skin irritation	+	0.5647	56.47%
Skin corrosion	-	0.9474	94.74%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7560	75.60%
Micronuclear	-	0.9600	96.00%
Hepatotoxicity	-	0.5250	52.50%
skin sensitisation	+	0.6094	60.94%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	-	0.7556	75.56%
Mitochondrial toxicity	-	0.7250	72.50%
Nephrotoxicity	+	0.5937	59.37%
Acute Oral Toxicity (c)	III	0.7558	75.58%
Estrogen receptor binding	+	0.7172	71.72%
Androgen receptor binding	-	0.5667	56.67%
Thyroid receptor binding	+	0.5217	52.17%
Glucocorticoid receptor binding	-	0.5727	57.27%
Aromatase binding	-	0.7137	71.37%
PPAR gamma	+	0.6009	60.09%
Honey bee toxicity	-	0.9622	96.22%
Biodegradation	+	0.6000	60.00%
Crustacea aquatic toxicity	+	0.6100	61.00%
Fish aquatic toxicity	+	0.9938	99.38%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.32%	98.95%
CHEMBL230	P35354	Cyclooxygenase-2	96.38%	89.63%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	91.94%	92.08%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	91.68%	85.94%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.74%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.33%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.80%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	88.79%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.65%	99.17%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	84.20%	89.34%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.89%	99.23%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	81.13%	94.80%
CHEMBL1781	P11387	DNA topoisomerase I	80.69%	97.00%

Plants that contains it

• Marchantia paleacea

Cross-Links

• PubChem: 102427198
• LOTUS: LTS0171284
• wikiData: Q105191107