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esculeoside A
A steroid saponin that is spirosolane-3,23,27-triol in which the hydroxy group at position 23 is acetylated and the hydroxy groups at positions 3 and 27 are glycosylated by lycotetraosyl and a beta-D-glucopyranosyl moieties respectively. Isolated from the fruits of Lycopersicon esculentum, it exhibits cytotoxic activity.


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03. Biological Effects of Specific Chemicals 
03. Biological Effects of Specific Chemicals
 biochemical uses [CHEBI:52206] (3306) 
 metabolite [CHEBI:25212] (2692) 
 secondary metabolite [CHEBI:26619] (2225) 
 esculeoside A [CHEBI:65866] (1)
05. Industrial Uses 
05. Industrial Uses
 pharmaceutical [CHEBI:52217] (1978) 
 drug [CHEBI:23888] (1930) 
 antineoplastic agent [CHEBI:35610] (760) 
 esculeoside A [CHEBI:65866] (1)
08. Chemical Category 
08. Chemical Category
 main group molecular entity [CHEBI:33579] (25650) 
 p-block molecular entity [CHEBI:33675] (25343) 
 pnictogen molecular entity [CHEBI:33302] (10027) 
 nitrogen molecular entity [CHEBI:51143] (7930) 
 organonitrogen compound [CHEBI:35352] (6705) 
 alkaloid [CHEBI:22315] (473) 
 steroid alkaloid [CHEBI:26767] (11) 
 esculeoside A [CHEBI:65866] (1)
 organonitrogen heterocyclic compound [CHEBI:38101] (3202) 
 azaspiro compound [CHEBI:35624] (22) 
 esculeoside A [CHEBI:65866] (1)
 chalcogen molecular entity [CHEBI:33304] (15225) 
 oxygen molecular entity [CHEBI:25806] (14414) 
 organooxygen compound [CHEBI:36963] (11352) 
 glycosyl compound [CHEBI:63161] (1006) 
 glycoside [CHEBI:24400] (633) 
 saponin [CHEBI:26605] (94) 
 esculeoside A [CHEBI:65866] (1)
 steroid saponin [CHEBI:61655] (35) 
 esculeoside A [CHEBI:65866] (1)
 organochalcogen compound [CHEBI:36962] (11874) 
 organooxygen compound [CHEBI:36963] (11352) 
 glycosyl compound [CHEBI:63161] (1006) 
 glycoside [CHEBI:24400] (633) 
 saponin [CHEBI:26605] (94) 
 esculeoside A [CHEBI:65866] (1)
 steroid saponin [CHEBI:61655] (35) 
 esculeoside A [CHEBI:65866] (1)
 carbon group molecular entity [CHEBI:33582] (23847) 
 organic molecular entity [CHEBI:50860] (23769) 
 lipid [CHEBI:18059] (3532) 
 steroid [CHEBI:35341] (716) 
 steroid alkaloid [CHEBI:26767] (11) 
 esculeoside A [CHEBI:65866] (1)
 steroid saponin [CHEBI:61655] (35) 
 esculeoside A [CHEBI:65866] (1)
 heteroorganic entity [CHEBI:33285] (15197) 
 organic heterocyclic compound [CHEBI:24532] (5243) 
 organonitrogen heterocyclic compound [CHEBI:38101] (3202) 
 azaspiro compound [CHEBI:35624] (22) 
 esculeoside A [CHEBI:65866] (1)
 organonitrogen compound [CHEBI:35352] (6705) 
 alkaloid [CHEBI:22315] (473) 
 steroid alkaloid [CHEBI:26767] (11) 
 esculeoside A [CHEBI:65866] (1)
 organonitrogen heterocyclic compound [CHEBI:38101] (3202) 
 azaspiro compound [CHEBI:35624] (22) 
 esculeoside A [CHEBI:65866] (1)
 organochalcogen compound [CHEBI:36962] (11874) 
 organooxygen compound [CHEBI:36963] (11352) 
 glycosyl compound [CHEBI:63161] (1006) 
 glycoside [CHEBI:24400] (633) 
 saponin [CHEBI:26605] (94) 
 esculeoside A [CHEBI:65866] (1)
 steroid saponin [CHEBI:61655] (35) 
 esculeoside A [CHEBI:65866] (1)
 organic molecule [CHEBI:72695] (11399) 
 organic cyclic compound [CHEBI:33832] (7633) 
 organic heterocyclic compound [CHEBI:24532] (5243) 
 organonitrogen heterocyclic compound [CHEBI:38101] (3202) 
 azaspiro compound [CHEBI:35624] (22) 
 esculeoside A [CHEBI:65866] (1)
 organic polycyclic compound [CHEBI:51958] (1654) 
 steroid [CHEBI:35341] (716) 
 steroid alkaloid [CHEBI:26767] (11) 
 esculeoside A [CHEBI:65866] (1)
 steroid saponin [CHEBI:61655] (35) 
 esculeoside A [CHEBI:65866] (1)
 polyatomic entity [CHEBI:36357] (18777) 
 molecule [CHEBI:25367] (11520) 
 cyclic compound [CHEBI:33595] (7817) 
 polycyclic compound [CHEBI:33635] (4078) 
 spiro compound [CHEBI:33599] (78) 
 azaspiro compound [CHEBI:35624] (22) 
 esculeoside A [CHEBI:65866] (1)
 oxaspiro compound [CHEBI:37948] (63) 
 esculeoside A [CHEBI:65866] (1)
 organic polycyclic compound [CHEBI:51958] (1654) 
 steroid [CHEBI:35341] (716) 
 steroid alkaloid [CHEBI:26767] (11) 
 esculeoside A [CHEBI:65866] (1)
 steroid saponin [CHEBI:61655] (35) 
 esculeoside A [CHEBI:65866] (1)
 organic cyclic compound [CHEBI:33832] (7633) 
 organic heterocyclic compound [CHEBI:24532] (5243) 
 organonitrogen heterocyclic compound [CHEBI:38101] (3202) 
 azaspiro compound [CHEBI:35624] (22) 
 esculeoside A [CHEBI:65866] (1)
 organic polycyclic compound [CHEBI:51958] (1654) 
 steroid [CHEBI:35341] (716) 
 steroid alkaloid [CHEBI:26767] (11) 
 esculeoside A [CHEBI:65866] (1)
 steroid saponin [CHEBI:61655] (35) 
 esculeoside A [CHEBI:65866] (1)
 heterocyclic compound [CHEBI:5686] (5275) 
 organic heterocyclic compound [CHEBI:24532] (5243) 
 organonitrogen heterocyclic compound [CHEBI:38101] (3202) 
 azaspiro compound [CHEBI:35624] (22) 
 esculeoside A [CHEBI:65866] (1)
 organic molecule [CHEBI:72695] (11399) 
 organic cyclic compound [CHEBI:33832] (7633) 
 organic heterocyclic compound [CHEBI:24532] (5243) 
 organonitrogen heterocyclic compound [CHEBI:38101] (3202) 
 azaspiro compound [CHEBI:35624] (22) 
 esculeoside A [CHEBI:65866] (1)
 organic polycyclic compound [CHEBI:51958] (1654) 
 steroid [CHEBI:35341] (716) 
 steroid alkaloid [CHEBI:26767] (11) 
 esculeoside A [CHEBI:65866] (1)
 steroid saponin [CHEBI:61655] (35) 
 esculeoside A [CHEBI:65866] (1)
ChEBI Compound Accession Identifier  [CHEBI:65866]
ChEBI Compound Description  A steroid saponin that is spirosolane-3,23,27-triol in which the hydroxy group at position 23 is acetylated and the hydroxy groups at positions 3 and 27 are glycosylated by lycotetraosyl and a beta-D-glucopyranosyl moieties respectively. Isolated from the fruits of Lycopersicon esculentum, it exhibits cytotoxic activity.
ChEBI Compound Identification Number  65866
ChEBI InChI Value  InChI=1S/C58H95NO29/c1-21-36-30(88-58(21)35(79-22(2)64)11-23(14-59-58)19-77-51-45(74)41(70)38(67)31(15-60)81-51)13-28-26-6-5-24-12-25(7-9-56(24,3)27(26)8-10-57(28,36)4)80-53-47(76)43(72)48(34(18-63)84-53)85-55-50(87-54-46(75)42(71)39(68)32(16-61)82-54)49(40(69)33(17-62)83-55)86-52-44(73)37(66)29(65)20-78-52/h21,23-55,59-63,65-76H,5-20H2,1-4H3/t21-,23-,24-,25-,26+,27-,28-,29+,30-,31+,32+,33+,34+,35-,36-,37-,38+,39+,40+,41-,42-,43+,44+,45+,46+,47+,48-,49-,50+,51+,52-,53+,54-,55-,56-,57-,58-/m0/s1
ChEBI InChIKey Value  VSQBWNYALURFOT-ZSFCQSFNSA-N
ChEBI Compound Name  esculeoside A
ChEBI SMILES Value  [H][C@@]12CC[C@]3([H])[C@]([H])(CC[C@@]4(C)[C@@]3([H])C[C@]3([H])O[C@@]5(NC[C@@H](CO[C@@H]6O[C@H](CO)[C@@H](O)[C@H](O)[C@H]6O)C[C@@H]5OC(C)=O)[C@@H](C)[C@]43[H])[C@@]1(C)CC[C@@H](C2)O[C@]1([H])O[C@H](CO)[C@H](O[C@]2([H])O[C@H](CO)[C@@H](O)[C@H](O[C@]3([H])OC[C@@H](O)[C@H](O)[C@H]3O)[C@H]2O[C@]2([H])O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@H](O)[C@H]1O
ChEBI Substance ID  160709469
ChEBI URL  ChEBI:65866
ChemSpider ID  NS
Ontomatica Chemical Accession Key (OnChAKey)  VSQBWNYALURFOT_ZSFCQSFNSA_N_000_000000
PubChem Compound ID  10887728