Squamocin

Details

• Internal ID: a9771876-f08c-4914-9976-fcc26ffebd90
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty alcohols > Annonaceous acetogenins
• IUPAC Name: (2S)-4-[(13R)-13-[(2R,5R)-5-[(2R,5R)-5-[(1S,5S)-1,5-dihydroxyundecyl]oxolan-2-yl]oxolan-2-yl]-13-hydroxytridecyl]-2-methyl-2H-furan-5-one
• SMILES (Canonical): CCCCCCC(CCCC(C1CCC(O1)C2CCC(O2)C(CCCCCCCCCCCCC3=CC(OC3=O)C)O)O)O
• SMILES (Isomeric): CCCCCC[C@@H](CCC[C@@H]([C@H]1CC[C@@H](O1)[C@H]2CC[C@@H](O2)[C@@H](CCCCCCCCCCCCC3=C[C@@H](OC3=O)C)O)O)O
• InChI: InChI=1S/C37H66O7/c1-3-4-5-15-19-30(38)20-17-22-32(40)34-24-26-36(44-34)35-25-23-33(43-35)31(39)21-16-13-11-9-7-6-8-10-12-14-18-29-27-28(2)42-37(29)41/h27-28,30-36,38-40H,3-26H2,1-2H3/t28-,30-,31+,32-,33+,34+,35+,36+/m0/s1
• InChI Key: DAEFUOXKPZLQMM-AUDZWCKFSA-N
• Popularity: 45 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₇H₆₆O₇
• Molecular Weight: 622.90 g/mol
• Exact Mass: 622.48085444 g/mol
• Topological Polar Surface Area (TPSA): 105.00 Ų
• XlogP: 9.50

Synonyms

• 120298-30-8
• Squamocin A
• Annonin I
• CHEMBL41177
• CHEBI:9246
• (2S)-4-[(13R)-13-[(2R,5R)-5-[(2R,5R)-5-[(1S,5S)-1,5-dihydroxyundecyl]oxolan-2-yl]oxolan-2-yl]-13-hydroxytridecyl]-2-methyl-2H-furan-5-one
• 4-[13-hydroxy-13-[5-[5-(6-methyldodecan-2-yl)oxolan-2-yl]oxolan-2-yl]tridecyl]-2-methyl-2H-furan-5-one
• SCHEMBL2702440
• DTXSID80152793
• BDBM50087503
• C08545
• Q27108334
• 2(5H)-Furanone, 3-(13-(5'-(1,5-dimethylundecyl)octahydro(2,2'-bifuran)-5-yl)-13-hydroxytridecyl)-5-methyl-
• 3-{13-[5''-(1,5-Dihydroxy-undecyl)-octahydro-[2,2'']bifuranyl-5-yl]-13-hydroxy-tridecyl}-5-methyl-5H-furan-2-one
• 3-{13-[5''-(1,5-Dihydroxy-undecyl)-octahydro-[2,2'']bifuranyl-5-yl]-13-hydroxy-tridecyl}-5-methyl-5H-furan-2-one(Squamocin)

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
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.36%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.28%	96.09%
CHEMBL2581	P07339	Cathepsin D	95.33%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.85%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	90.79%	94.73%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	90.30%	85.94%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	88.52%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.36%	95.56%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	86.81%	90.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.67%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.04%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.71%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.53%	99.23%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.04%	93.56%
CHEMBL1907	P15144	Aminopeptidase N	80.07%	93.31%

Plants that contains it

• Annona bullata
• Annona cherimola
• Annona emarginata
• Annona glabra
• Annona glauca
• Annona mucosa
• Annona neosericea
• Annona purpurea
• Annona reticulata
• Annona salzmannii
• Annona spinescens
• Annona squamosa
• Asimina triloba
• Goniothalamus cardiopetalus
• Uvaria chamae
• Uvaria dulcis

Cross-Links

• PubChem: 441612
• NPASS: NPC9678
• ChEMBL: CHEMBL41177
• LOTUS: LTS0092106
• wikiData: Q27108334