3-Deacetylsalannin

Details

• Internal ID: eac8fb5c-957c-4830-8d64-ef67437522f5
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
• IUPAC Name: [(1R,2S,4R,6R,9R,10R,11R,12S,14R,15R,18R)-6-(furan-3-yl)-14-hydroxy-10-(2-methoxy-2-oxoethyl)-7,9,11,15-tetramethyl-3,17-dioxapentacyclo[9.6.1.02,9.04,8.015,18]octadec-7-en-12-yl] (E)-2-methylbut-2-enoate
• SMILES (Canonical): CC=C(C)C(=O)OC1CC(C2(COC3C2C1(C(C4(C3OC5C4=C(C(C5)C6=COC=C6)C)C)CC(=O)OC)C)C)O
• SMILES (Isomeric): C/C=C(\C)/C(=O)O[C@H]1C[C@H]([C@]2(CO[C@@H]3[C@@H]2[C@]1([C@H]([C@]4([C@@H]3O[C@H]5C4=C([C@@H](C5)C6=COC=C6)C)C)CC(=O)OC)C)C)O
• InChI: InChI=1S/C32H42O8/c1-8-16(2)29(35)40-23-13-22(33)30(4)15-38-26-27(30)31(23,5)21(12-24(34)36-7)32(6)25-17(3)19(18-9-10-37-14-18)11-20(25)39-28(26)32/h8-10,14,19-23,26-28,33H,11-13,15H2,1-7H3/b16-8+/t19-,20-,21-,22-,23+,26-,27+,28-,30-,31+,32-/m1/s1
• InChI Key: MJNRBOGIPLCVIM-LJEOTECVSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₄₂O₈
• Molecular Weight: 554.70 g/mol
• Exact Mass: 554.28796829 g/mol
• Topological Polar Surface Area (TPSA): 104.00 Ų
• XlogP: 3.40

Synonyms

• 3-Deacetylsalannin
• 1110-56-1
• CHEBI:67311
• DESACETYL SALANNIN
• CHEMBL2270444
• DTXSID201316747
• 2H,3H-Cyclopenta[d']naphtho[1,8-bc:2,3-b']difuran-6-acetic acid, 8-(3-furanyl)-2a,4,5,5a,6,6a,8,9,9a,10a,10b,10c-dodecahydro-3-hydroxy-2a,5a,6a,7-tetramethyl-5-[[(2E)-2-methyl-1-oxo-2-butenyl]oxy]-, methyl ester, (2aR,3R,5S,5aR,6R,6aR,8R,9aR,10aS,10bR,10cR)-
• HY-N3698
• BDBM50495949
• AKOS040761580
• FS-9395
• CS-0024079
• Q27135767
• (2aR,3R,5S,5aR,6R,6aR,8R,9aR,10aS,10bR,10cR)-8-(furan-3-yl)-3-hydroxy-6-(2-methoxy-2-oxoethyl)-2a,5a,6a,7-tetramethyl-2a,4,5,5a,6,6a,8,9,9a,10a,10b,10c-dodecahydro-2H,3H-cyclopenta[d]naphtho[2,3-b:1,8-b'c']difuran-5-yl (2E)-2-methylbut-2-enoate
• 2H,3H-Cyclopenta[d']naphtho[1,8-bc:2,3-b']difuran-6-acetic acid, 8-(3-furanyl)-2a,4,5,5a,6,6a,8,9,9a,10a,10b,10c-dodecahydro-3-hydroxy-2a,5a,6a,7-tetramethyl-5-[(2-methyl-1-oxo-2-butenyl)oxy]-, methyl ester, [2aR-[2a,3,5(E),5a,6,6a,8,9a,10a,10b,10c]]

2D Structure

ADMET Properties (via admetSAR 2)

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

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	33 nM	Kd	via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.38%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.80%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.78%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.65%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.37%	94.45%
CHEMBL221	P23219	Cyclooxygenase-1	91.63%	90.17%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.55%	94.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	90.11%	96.00%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	89.36%	81.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.36%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.85%	89.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	88.65%	95.50%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.88%	85.14%
CHEMBL2243	O00519	Anandamide amidohydrolase	87.01%	97.53%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	86.84%	87.67%
CHEMBL5028	O14672	ADAM10	86.45%	97.50%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.29%	99.17%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.35%	92.62%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	85.01%	93.00%
CHEMBL3401	O75469	Pregnane X receptor	84.35%	94.73%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	84.34%	89.67%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	82.72%	89.44%
CHEMBL3492	P49721	Proteasome Macropain subunit	82.31%	90.24%
CHEMBL2581	P07339	Cathepsin D	81.73%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.39%	100.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.28%	94.33%

Plants that contains it

• Azadirachta indica
• Melia azedarach

Cross-Links

• PubChem: 14458886
• LOTUS: LTS0075551
• wikiData: Q27135767