Appenolide A

Details

• Internal ID: d72d0b44-e7b0-4e96-abb1-4baf0a7c907f
• Taxonomy: Organoheterocyclic compounds > Dihydrofurans > Furanones > Butenolides
• IUPAC Name: 4-methyl-3-[(E)-8-oxonon-1-enyl]-2H-furan-5-one
• SMILES (Canonical): CC1=C(COC1=O)C=CCCCCCC(=O)C
• SMILES (Isomeric): CC1=C(COC1=O)/C=C/CCCCCC(=O)C
• InChI: InChI=1S/C14H20O3/c1-11(15)8-6-4-3-5-7-9-13-10-17-14(16)12(13)2/h7,9H,3-6,8,10H2,1-2H3/b9-7+
• InChI Key: LYDASAJHAHFJTL-VQHVLOKHSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₂₀O₃
• Molecular Weight: 236.31 g/mol
• Exact Mass: 236.14124450 g/mol
• Topological Polar Surface Area (TPSA): 43.40 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 2.96
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 7

Synonyms

• 148077-10-5
• 4-methyl-3-[(E)-8-oxonon-1-enyl]-2H-furan-5-one
• 2(5H)-Furanone, 3-methyl-4-(8-oxo-1-nonenyl)-, (E)-
• 4-methyl-3-((E)-8-oxonon-1-enyl)-2H-furan-5-one
• RefChem:113503
• (E)-3-Methyl-4-(8-oxonon-1-en-1-yl)furan-2(5H)-one
• Appenolide-A
• starbld0005072
• CHEMBL450558
• orb2663490
• CHEBI:199590
• TN8117
• HY-125487
• 4-methyl-3-[(E)-8-oxonon-1-enyl]-2H-uran-5-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9930	99.30%
Caco-2	+	0.8603	86.03%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.8113	81.13%
OATP2B1 inhibitior	-	0.8564	85.64%
OATP1B1 inhibitior	+	0.9099	90.99%
OATP1B3 inhibitior	+	0.9534	95.34%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	+	0.5500	55.00%
BSEP inhibitior	-	0.5274	52.74%
P-glycoprotein inhibitior	-	0.8669	86.69%
P-glycoprotein substrate	-	0.8808	88.08%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8981	89.81%
CYP3A4 inhibition	-	0.8223	82.23%
CYP2C9 inhibition	-	0.9057	90.57%
CYP2C19 inhibition	-	0.8504	85.04%
CYP2D6 inhibition	-	0.8885	88.85%
CYP1A2 inhibition	-	0.5290	52.90%
CYP2C8 inhibition	-	0.9442	94.42%
CYP inhibitory promiscuity	-	0.8466	84.66%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9428	94.28%
Carcinogenicity (trinary)	Non-required	0.6642	66.42%
Eye corrosion	-	0.9325	93.25%
Eye irritation	+	0.6592	65.92%
Skin irritation	+	0.5165	51.65%
Skin corrosion	-	0.9416	94.16%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7522	75.22%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	+	0.6158	61.58%
skin sensitisation	-	0.7592	75.92%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	-	0.7222	72.22%
Mitochondrial toxicity	-	0.8125	81.25%
Nephrotoxicity	-	0.6119	61.19%
Acute Oral Toxicity (c)	III	0.7013	70.13%
Estrogen receptor binding	-	0.6962	69.62%
Androgen receptor binding	-	0.6264	62.64%
Thyroid receptor binding	-	0.5895	58.95%
Glucocorticoid receptor binding	-	0.5095	50.95%
Aromatase binding	-	0.6507	65.07%
PPAR gamma	-	0.5592	55.92%
Honey bee toxicity	-	0.9685	96.85%
Biodegradation	-	0.5250	52.50%
Crustacea aquatic toxicity	+	0.5724	57.24%
Fish aquatic toxicity	+	0.9830	98.30%

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	96.86%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	95.34%	99.17%
CHEMBL2581	P07339	Cathepsin D	94.20%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.71%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	87.84%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.43%	96.09%
CHEMBL230	P35354	Cyclooxygenase-2	85.49%	89.63%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.85%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.62%	89.00%
CHEMBL1829	O15379	Histone deacetylase 3	82.52%	95.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.24%	86.33%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	81.10%	97.21%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 6436279
• LOTUS: LTS0146043
• wikiData: Q75067116