3-Hexadec-8-enyl-5-methylidenefuran-2-one

Details

• Internal ID: add2d95c-b925-486d-a4ae-5936bfbdc500
• Taxonomy: Organoheterocyclic compounds > Dihydrofurans > Furanones > Butenolides
• IUPAC Name: 3-hexadec-8-enyl-5-methylidenefuran-2-one
• SMILES (Canonical): CCCCCCCC=CCCCCCCCC1=CC(=C)OC1=O
• SMILES (Isomeric): CCCCCCCC=CCCCCCCCC1=CC(=C)OC1=O
• InChI: InChI=1S/C21H34O2/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-20-18-19(2)23-21(20)22/h9-10,18H,2-8,11-17H2,1H3
• InChI Key: LLRFLQVGEQFSIH-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₄O₂
• Molecular Weight: 318.50 g/mol
• Exact Mass: 318.255880323 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 8.30
• Atomic LogP (AlogP): 6.63
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 14

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9969	99.69%
Caco-2	+	0.6380	63.80%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.4067	40.67%
OATP2B1 inhibitior	-	0.8523	85.23%
OATP1B1 inhibitior	+	0.7684	76.84%
OATP1B3 inhibitior	+	0.9239	92.39%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	-	0.4590	45.90%
P-glycoprotein inhibitior	-	0.5521	55.21%
P-glycoprotein substrate	-	0.8713	87.13%
CYP3A4 substrate	-	0.5185	51.85%
CYP2C9 substrate	-	0.6126	61.26%
CYP2D6 substrate	-	0.8552	85.52%
CYP3A4 inhibition	-	0.7719	77.19%
CYP2C9 inhibition	-	0.8623	86.23%
CYP2C19 inhibition	+	0.5131	51.31%
CYP2D6 inhibition	-	0.9073	90.73%
CYP1A2 inhibition	+	0.6791	67.91%
CYP2C8 inhibition	-	0.7533	75.33%
CYP inhibitory promiscuity	-	0.5448	54.48%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.5564	55.64%
Eye corrosion	-	0.7982	79.82%
Eye irritation	+	0.7482	74.82%
Skin irritation	+	0.6544	65.44%
Skin corrosion	-	0.9416	94.16%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7075	70.75%
Micronuclear	-	0.9800	98.00%
Hepatotoxicity	-	0.6375	63.75%
skin sensitisation	+	0.5932	59.32%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	-	0.8111	81.11%
Mitochondrial toxicity	-	0.7375	73.75%
Nephrotoxicity	+	0.5266	52.66%
Acute Oral Toxicity (c)	III	0.6787	67.87%
Estrogen receptor binding	+	0.6446	64.46%
Androgen receptor binding	-	0.5512	55.12%
Thyroid receptor binding	+	0.5180	51.80%
Glucocorticoid receptor binding	-	0.5543	55.43%
Aromatase binding	-	0.8179	81.79%
PPAR gamma	+	0.6649	66.49%
Honey bee toxicity	-	0.9604	96.04%
Biodegradation	+	0.6500	65.00%
Crustacea aquatic toxicity	+	0.8200	82.00%
Fish aquatic toxicity	+	0.9948	99.48%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL230	P35354	Cyclooxygenase-2	98.54%	89.63%
CHEMBL2581	P07339	Cathepsin D	97.80%	98.95%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	95.13%	92.08%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.85%	91.11%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	92.27%	85.94%
CHEMBL3401	O75469	Pregnane X receptor	91.45%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.97%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.80%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.44%	86.33%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	85.71%	89.34%
CHEMBL1781	P11387	DNA topoisomerase I	82.55%	97.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.49%	99.23%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	81.80%	92.86%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	81.24%	96.37%
CHEMBL1907	P15144	Aminopeptidase N	80.70%	93.31%

Plants that contains it

• Marchantia paleacea

Cross-Links

• PubChem: 163044420
• LOTUS: LTS0057201
• wikiData: Q105153680