Annonacin

Details

• Internal ID: c1ad2149-10bd-49f8-b24e-6bbebae5064e
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty alcohols > Annonaceous acetogenins
• IUPAC Name: (2S)-2-methyl-4-[(2R,8R,13R)-2,8,13-trihydroxy-13-[(2R,5R)-5-[(1R)-1-hydroxytridecyl]oxolan-2-yl]tridecyl]-2H-furan-5-one
• SMILES (Canonical): CCCCCCCCCCCCC(C1CCC(O1)C(CCCCC(CCCCCC(CC2=CC(OC2=O)C)O)O)O)O
• SMILES (Isomeric): CCCCCCCCCCCC[C@H]([C@H]1CC[C@@H](O1)[C@@H](CCCC[C@@H](CCCCC[C@H](CC2=C[C@@H](OC2=O)C)O)O)O)O
• InChI: InChI=1S/C35H64O7/c1-3-4-5-6-7-8-9-10-11-15-21-31(38)33-23-24-34(42-33)32(39)22-17-16-19-29(36)18-13-12-14-20-30(37)26-28-25-27(2)41-35(28)40/h25,27,29-34,36-39H,3-24,26H2,1-2H3/t27-,29+,30+,31+,32+,33+,34+/m0/s1
• InChI Key: XNODZYPOIPVPRF-CGWDHHCXSA-N
• Popularity: 42 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₆₄O₇
• Molecular Weight: 596.90 g/mol
• Exact Mass: 596.46520438 g/mol
• Topological Polar Surface Area (TPSA): 116.00 Ų
• XlogP: 8.40

Synonyms

• 111035-65-5
• (2S)-2-methyl-4-[(2R,8R,13R)-2,8,13-trihydroxy-13-[(2R,5R)-5-[(1R)-1-hydroxytridecyl]oxolan-2-yl]tridecyl]-2H-furan-5-one
• 40372ET6TM
• NSC606194
• UNII-40372ET6TM
• (+)-ANNONACIN
• CHEMBL67945
• SCHEMBL14666180
• DTXSID20892989
• HY-N2877
• AKOS040741150
• NSC-606194
• MS-30588
• NCI60_004657
• B83674F237
• CS-0023456
• C20213
• Q2058866
• (5S)-5-METHYL-3-((2R,8R,13R)-2,8,13-TRIHYDROXY-13-((2R,5R)-TETRAHYDRO-5-((1R)-1-HYDROXYTRIDECYL)-2-FURANYL)TRIDECYL)-2(5H)-FURANONE
• 2(5H)-FURANONE, 5-METHYL-3-((2R,8R,13R)-2,8,13-TRIHYDROXY-13-((2R,5R)-TETRAHYDRO-5-((1R)-1-HYDROXYTRIDECYL)-2-FURANYL)TRIDECYL)-, (5S)-
• 2(5H)-Furanone, 5-methyl-3-(2,8,13-trihydroxy-13-(tetrahydro-5-(1-hydroxytridecyl)-2-furanyl)tridecyl)-

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
CHEMBL2581	P07339	Cathepsin D	97.84%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.98%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.44%	97.25%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.74%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.32%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.29%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	88.13%	94.73%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.78%	97.09%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	86.71%	92.88%
CHEMBL3359	P21462	Formyl peptide receptor 1	85.99%	93.56%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.15%	90.71%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	84.46%	92.08%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.00%	86.33%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	83.45%	100.00%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	81.92%	91.81%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	81.45%	85.94%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.00%	99.23%

Plants that contains it

• Annona cherimola
• Annona densicoma
• Annona glabra
• Annona glauca
• Annona montana
• Annona muricata
• Annona reticulata
• Annona salzmannii
• Annona senegalensis
• Annona squamosa
• Asimina parviflora
• Asimina triloba
• Goniothalamus amuyon
• Goniothalamus dolichocarpus
• Goniothalamus gardneri
• Goniothalamus giganteus
• Goniothalamus undulatus
• Xylopia aromatica

Cross-Links

• PubChem: 354398
• LOTUS: LTS0205455
• wikiData: Q2058866