Avenaciolide

Details

• Internal ID: 6ddebc53-62dc-42d9-871b-cb48c49caef8
• Taxonomy: Organoheterocyclic compounds > Furofurans
• IUPAC Name: (3aR,4R,6aR)-3-methylidene-4-octyl-4,6a-dihydro-3aH-furo[3,4-b]furan-2,6-dione
• SMILES (Canonical): CCCCCCCCC1C2C(C(=O)O1)OC(=O)C2=C
• SMILES (Isomeric): CCCCCCCC[C@@H]1[C@@H]2[C@H](C(=O)O1)OC(=O)C2=C
• InChI: InChI=1S/C15H22O4/c1-3-4-5-6-7-8-9-11-12-10(2)14(16)19-13(12)15(17)18-11/h11-13H,2-9H2,1H3/t11-,12-,13-/m1/s1
• InChI Key: GSTQYRQXFPSWSH-JHJVBQTASA-N
• Popularity: 33 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₄
• Molecular Weight: 266.33 g/mol
• Exact Mass: 266.15180918 g/mol
• Topological Polar Surface Area (TPSA): 52.60 Ų
• XlogP: 4.30

Synonyms

• Avenaciolid
• 20223-76-1
• 1O54KZT7WD
• NSC-179483
• (3aR,4R,6aR)-3-methylidene-4-octyl-4,6a-dihydro-3aH-furo[3,4-b]furan-2,6-dione
• (3aR,4R,6aR)-3-methylidene-4-octyl-4,6a-dihydro-3aH-furo(3,4-b)furan-2,6-dione
• RefChem:916537
• Avenaciolid 1
• (-)-Avenaciolide
• Furo[3,4-b]furan-2,6(3H,4H)-dione, dihydro-3-methylene-4-octyl-, (3aR,4R,6aR)-rel-
• (3aR,4R,6aR)-3-methylidene-4-octyl-hexahydrofuro[3,4-b]furan-2,6-dione
• UNII-1O54KZT7WD
• NSC 179483
• AVENACIOLIDE, (-)-
• CHEBI:215404
• Q27252673
• Furo(3,4-b)furan-2,6(3H,4H)-dione, dihydro-3-methylene-4-octyl- (VAN)
• (3aR,4R,6aR)-3-methylene-4-octyl-4,6a-dihydro-3aH-furo[3,4-b]furan-2,6-dione
• (3aR,4R,6aR)-3-methylidene-4-octyl-4,6a-dihydro-3aH-uro[3,4-b]uran-2,6-dione
• FURO(3,4-B)FURAN-2,6(3H,4H)-DIONE, DIHYDRO-3-METHYLENE-4-OCTYL-, (3AR,4R,6AR)-
• Furo(3,4-b)furan-2,6(3H,4H)-dione, dihydro-3-methylene-4-octyl-, (3aR-(3aalpha,4alpha,6aalpha))-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
No predicted properties yet!

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL230	P35354	Cyclooxygenase-2	95.78%	89.63%
CHEMBL2581	P07339	Cathepsin D	92.94%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.17%	97.25%
CHEMBL2996	Q05655	Protein kinase C delta	90.33%	97.79%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	86.24%	92.08%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	86.18%	97.29%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	84.52%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.47%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	83.44%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.15%	99.17%
CHEMBL299	P17252	Protein kinase C alpha	82.21%	98.03%
CHEMBL1978	P11511	Cytochrome P450 19A1	80.17%	91.76%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 11747526
• LOTUS: LTS0113508
• wikiData: Q27252673