Squamostatin A

Details

• Internal ID: 46085c3f-af21-4087-86ed-ff21ff5fca84
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty alcohols > Annonaceous acetogenins
• IUPAC Name: (2S)-4-[9-[(2R,5S)-5-[(1S,4R)-4-[(2R,5R)-5-[(1S,5S)-1,5-dihydroxyundecyl]oxolan-2-yl]-1,4-dihydroxybutyl]oxolan-2-yl]nonyl]-2-methyl-2H-furan-5-one
• SMILES (Canonical): CCCCCCC(CCCC(C1CCC(O1)C(CCC(C2CCC(O2)CCCCCCCCCC3=CC(OC3=O)C)O)O)O)O
• SMILES (Isomeric): CCCCCC[C@@H](CCC[C@@H]([C@H]1CC[C@@H](O1)[C@@H](CC[C@@H]([C@@H]2CC[C@H](O2)CCCCCCCCCC3=C[C@@H](OC3=O)C)O)O)O)O
• InChI: InChI=1S/C37H66O8/c1-3-4-5-12-16-29(38)17-14-19-31(39)35-24-25-36(45-35)33(41)22-21-32(40)34-23-20-30(44-34)18-13-10-8-6-7-9-11-15-28-26-27(2)43-37(28)42/h26-27,29-36,38-41H,3-25H2,1-2H3/t27-,29-,30+,31-,32-,33+,34-,35+,36+/m0/s1
• InChI Key: HKIHGTSLUYNNHM-LIASLPPCSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₇H₆₆O₈
• Molecular Weight: 638.90 g/mol
• Exact Mass: 638.47576906 g/mol
• Topological Polar Surface Area (TPSA): 126.00 Ų
• XlogP: 8.00

Synonyms

• CHEBI:68973
• SQUAMOSTATIN A
• CHEMBL1818440
• Q27137324
• (S)-3-[9-[[(2R,5S)-5-[(1S,4R)-1,4-Dihydroxy-4-[[(2R,5R)-5-[(1S,5S)-1,5-dihydroxyundecyl]tetrahydrofuran]-2-yl]butyl]tetrahydrofuran]-2-yl]nonyl]-5-methylfuran-2(5H)-one

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	97.91%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.83%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.42%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.89%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	91.06%	83.82%
CHEMBL3401	O75469	Pregnane X receptor	90.35%	94.73%
CHEMBL230	P35354	Cyclooxygenase-2	90.25%	89.63%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.61%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.85%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.30%	97.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.01%	99.17%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	88.00%	90.71%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	87.86%	100.00%
CHEMBL2996	Q05655	Protein kinase C delta	86.83%	97.79%
CHEMBL3359	P21462	Formyl peptide receptor 1	86.14%	93.56%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	85.87%	92.86%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	84.10%	92.88%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	83.79%	97.29%
CHEMBL1907	P15144	Aminopeptidase N	83.33%	93.31%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.28%	99.23%
CHEMBL5805	Q9NR97	Toll-like receptor 8	81.52%	96.25%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	81.22%	85.94%

Plants that contains it

• Annona squamosa

Cross-Links

• PubChem: 56683045
• NPASS: NPC258068
• ChEMBL: CHEMBL1818440
• LOTUS: LTS0054132
• wikiData: Q27137324