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25-O-methoxycimigenol 3-O-alpha-L-arabinopyranoside
A triterpene glycoside that consists of 25-O-methoxycimigenol attached to a alpha-L-arabinopyranosyl residue at position 3 via a glycosidic linkage. Isolated from the rhizomes of Cimicifuga racemosa, it exhibits cytotoxic activities.


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05. Industrial Uses: pharmaceutical [CHEBI:52217] > drug [CHEBI:23888] > antineoplastic agent [CHEBI:35610] > 25-O-methoxycimigenol 3-O-alpha-L-arabinopyranoside [CHEBI:66702]
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more general categories    information about this item
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) 
 25-O-methoxycimigenol 3-O-alpha-L-arabinopyranoside [CHEBI:66702] (1)
05. Industrial Uses 
05. Industrial Uses
 pharmaceutical [CHEBI:52217] (1978) 
 drug [CHEBI:23888] (1930) 
 antineoplastic agent [CHEBI:35610] (760) 
 25-O-methoxycimigenol 3-O-alpha-L-arabinopyranoside [CHEBI:66702] (1)
08. Chemical Category 
08. Chemical Category
 main group molecular entity [CHEBI:33579] (25650) 
 s-block molecular entity [CHEBI:33674] (7287) 
 hydrogen molecular entity [CHEBI:33608] (6932) 
 hydroxides [CHEBI:24651] (5641) 
 organic hydroxy compound [CHEBI:33822] (3050) 
 alcohol [CHEBI:30879] (1371) 
 secondary alcohol [CHEBI:35681] (342) 
 25-O-methoxycimigenol 3-O-alpha-L-arabinopyranoside [CHEBI:66702] (1)
 p-block molecular entity [CHEBI:33675] (25343) 
 chalcogen molecular entity [CHEBI:33304] (15225) 
 oxygen molecular entity [CHEBI:25806] (14414) 
 hydroxides [CHEBI:24651] (5641) 
 organic hydroxy compound [CHEBI:33822] (3050) 
 alcohol [CHEBI:30879] (1371) 
 secondary alcohol [CHEBI:35681] (342) 
 25-O-methoxycimigenol 3-O-alpha-L-arabinopyranoside [CHEBI:66702] (1)
 organooxygen compound [CHEBI:36963] (11352) 
 ether [CHEBI:25698] (876) 
 cyclic ether [CHEBI:37407] (314) 
 25-O-methoxycimigenol 3-O-alpha-L-arabinopyranoside [CHEBI:66702] (1)
 oxacycle [CHEBI:38104] (2002) 
 cyclic ether [CHEBI:37407] (314) 
 25-O-methoxycimigenol 3-O-alpha-L-arabinopyranoside [CHEBI:66702] (1)
 glycosyl compound [CHEBI:63161] (1006) 
 glycoside [CHEBI:24400] (633) 
 saponin [CHEBI:26605] (94) 
 triterpenoid saponin [CHEBI:61778] (59) 
 25-O-methoxycimigenol 3-O-alpha-L-arabinopyranoside [CHEBI:66702] (1)
 pentoside [CHEBI:35312] (17) 
 arabinoside [CHEBI:22601] (13) 
 alpha-L-arabinoside [CHEBI:35376] (6) 
 alpha-L-arabinopyranoside [CHEBI:37782] (4) 
 25-O-methoxycimigenol 3-O-alpha-L-arabinopyranoside [CHEBI:66702] (1)
 terpene glycoside [CHEBI:61777] (68) 
 triterpenoid saponin [CHEBI:61778] (59) 
 25-O-methoxycimigenol 3-O-alpha-L-arabinopyranoside [CHEBI:66702] (1)
 carbohydrate derivative [CHEBI:63299] (2582) 
 monosaccharide derivative [CHEBI:63367] (720) 
 25-O-methoxycimigenol 3-O-alpha-L-arabinopyranoside [CHEBI:66702] (1)
 organochalcogen compound [CHEBI:36962] (11874) 
 organooxygen compound [CHEBI:36963] (11352) 
 ether [CHEBI:25698] (876) 
 cyclic ether [CHEBI:37407] (314) 
 25-O-methoxycimigenol 3-O-alpha-L-arabinopyranoside [CHEBI:66702] (1)
 oxacycle [CHEBI:38104] (2002) 
 cyclic ether [CHEBI:37407] (314) 
 25-O-methoxycimigenol 3-O-alpha-L-arabinopyranoside [CHEBI:66702] (1)
 glycosyl compound [CHEBI:63161] (1006) 
 glycoside [CHEBI:24400] (633) 
 saponin [CHEBI:26605] (94) 
 triterpenoid saponin [CHEBI:61778] (59) 
 25-O-methoxycimigenol 3-O-alpha-L-arabinopyranoside [CHEBI:66702] (1)
 pentoside [CHEBI:35312] (17) 
 arabinoside [CHEBI:22601] (13) 
 alpha-L-arabinoside [CHEBI:35376] (6) 
 alpha-L-arabinopyranoside [CHEBI:37782] (4) 
 25-O-methoxycimigenol 3-O-alpha-L-arabinopyranoside [CHEBI:66702] (1)
 terpene glycoside [CHEBI:61777] (68) 
 triterpenoid saponin [CHEBI:61778] (59) 
 25-O-methoxycimigenol 3-O-alpha-L-arabinopyranoside [CHEBI:66702] (1)
 carbohydrate derivative [CHEBI:63299] (2582) 
 monosaccharide derivative [CHEBI:63367] (720) 
 25-O-methoxycimigenol 3-O-alpha-L-arabinopyranoside [CHEBI:66702] (1)
 carbon group molecular entity [CHEBI:33582] (23847) 
 organic molecular entity [CHEBI:50860] (23769) 
 lipid [CHEBI:18059] (3532) 
 isoprenoid [CHEBI:24913] (1402) 
 terpenoid [CHEBI:26873] (1099) 
 terpene glycoside [CHEBI:61777] (68) 
 triterpenoid saponin [CHEBI:61778] (59) 
 25-O-methoxycimigenol 3-O-alpha-L-arabinopyranoside [CHEBI:66702] (1)
 isoprenoid [CHEBI:24913] (1402) 
 terpenoid [CHEBI:26873] (1099) 
 terpene glycoside [CHEBI:61777] (68) 
 triterpenoid saponin [CHEBI:61778] (59) 
 25-O-methoxycimigenol 3-O-alpha-L-arabinopyranoside [CHEBI:66702] (1)
 heteroorganic entity [CHEBI:33285] (15197) 
 organic heterocyclic compound [CHEBI:24532] (5243) 
 oxacycle [CHEBI:38104] (2002) 
 cyclic ether [CHEBI:37407] (314) 
 25-O-methoxycimigenol 3-O-alpha-L-arabinopyranoside [CHEBI:66702] (1)
 organochalcogen compound [CHEBI:36962] (11874) 
 organooxygen compound [CHEBI:36963] (11352) 
 ether [CHEBI:25698] (876) 
 cyclic ether [CHEBI:37407] (314) 
 25-O-methoxycimigenol 3-O-alpha-L-arabinopyranoside [CHEBI:66702] (1)
 oxacycle [CHEBI:38104] (2002) 
 cyclic ether [CHEBI:37407] (314) 
 25-O-methoxycimigenol 3-O-alpha-L-arabinopyranoside [CHEBI:66702] (1)
 glycosyl compound [CHEBI:63161] (1006) 
 glycoside [CHEBI:24400] (633) 
 saponin [CHEBI:26605] (94) 
 triterpenoid saponin [CHEBI:61778] (59) 
 25-O-methoxycimigenol 3-O-alpha-L-arabinopyranoside [CHEBI:66702] (1)
 pentoside [CHEBI:35312] (17) 
 arabinoside [CHEBI:22601] (13) 
 alpha-L-arabinoside [CHEBI:35376] (6) 
 alpha-L-arabinopyranoside [CHEBI:37782] (4) 
 25-O-methoxycimigenol 3-O-alpha-L-arabinopyranoside [CHEBI:66702] (1)
 terpene glycoside [CHEBI:61777] (68) 
 triterpenoid saponin [CHEBI:61778] (59) 
 25-O-methoxycimigenol 3-O-alpha-L-arabinopyranoside [CHEBI:66702] (1)
 carbohydrate derivative [CHEBI:63299] (2582) 
 monosaccharide derivative [CHEBI:63367] (720) 
 25-O-methoxycimigenol 3-O-alpha-L-arabinopyranoside [CHEBI:66702] (1)
 organic hydroxy compound [CHEBI:33822] (3050) 
 alcohol [CHEBI:30879] (1371) 
 secondary alcohol [CHEBI:35681] (342) 
 25-O-methoxycimigenol 3-O-alpha-L-arabinopyranoside [CHEBI:66702] (1)
 organic molecule [CHEBI:72695] (11399) 
 organic cyclic compound [CHEBI:33832] (7633) 
 organic heterocyclic compound [CHEBI:24532] (5243) 
 oxacycle [CHEBI:38104] (2002) 
 cyclic ether [CHEBI:37407] (314) 
 25-O-methoxycimigenol 3-O-alpha-L-arabinopyranoside [CHEBI:66702] (1)
 polyatomic entity [CHEBI:36357] (18777) 
 molecule [CHEBI:25367] (11520) 
 cyclic compound [CHEBI:33595] (7817) 
 polycyclic compound [CHEBI:33635] (4078) 
 bridged compound [CHEBI:35990] (118) 
 25-O-methoxycimigenol 3-O-alpha-L-arabinopyranoside [CHEBI:66702] (1)
 organic cyclic compound [CHEBI:33832] (7633) 
 organic heterocyclic compound [CHEBI:24532] (5243) 
 oxacycle [CHEBI:38104] (2002) 
 cyclic ether [CHEBI:37407] (314) 
 25-O-methoxycimigenol 3-O-alpha-L-arabinopyranoside [CHEBI:66702] (1)
 heterocyclic compound [CHEBI:5686] (5275) 
 organic heterocyclic compound [CHEBI:24532] (5243) 
 oxacycle [CHEBI:38104] (2002) 
 cyclic ether [CHEBI:37407] (314) 
 25-O-methoxycimigenol 3-O-alpha-L-arabinopyranoside [CHEBI:66702] (1)
 organic molecule [CHEBI:72695] (11399) 
 organic cyclic compound [CHEBI:33832] (7633) 
 organic heterocyclic compound [CHEBI:24532] (5243) 
 oxacycle [CHEBI:38104] (2002) 
 cyclic ether [CHEBI:37407] (314) 
 25-O-methoxycimigenol 3-O-alpha-L-arabinopyranoside [CHEBI:66702] (1)
 heteroatomic molecular entity [CHEBI:37577] (13672) 
 hydroxides [CHEBI:24651] (5641) 
 organic hydroxy compound [CHEBI:33822] (3050) 
 alcohol [CHEBI:30879] (1371) 
 secondary alcohol [CHEBI:35681] (342) 
 25-O-methoxycimigenol 3-O-alpha-L-arabinopyranoside [CHEBI:66702] (1)
ChEBI Compound Accession Identifier  [CHEBI:66702]
ChEBI Compound Description  A triterpene glycoside that consists of 25-O-methoxycimigenol attached to a alpha-L-arabinopyranosyl residue at position 3 via a glycosidic linkage. Isolated from the rhizomes of Cimicifuga racemosa, it exhibits cytotoxic activities.
ChEBI Compound Identification Number  66702
ChEBI InChI Value  InChI=1S/C36H58O9/c1-18-15-20-27(31(4,5)41-8)45-36(44-20)26(18)32(6)13-14-35-17-34(35)12-11-23(43-28-25(39)24(38)19(37)16-42-28)30(2,3)21(34)9-10-22(35)33(32,7)29(36)40/h18-29,37-40H,9-17H2,1-8H3/t18-,19+,20-,21+,22+,23+,24+,25-,26-,27+,28+,29-,32-,33-,34-,35+,36+/m1/s1
ChEBI InChIKey Value  LAOCOVISLMUJNC-NORDHZMASA-N
ChEBI Compound Name  25-O-methoxycimigenol 3-O-alpha-L-arabinopyranoside
ChEBI SMILES Value  [H][C@@]12C[C@@H](C)[C@]3([H])[C@@]4(C)CC[C@@]56C[C@@]55CC[C@H](O[C@]7([H])OC[C@H](O)[C@H](O)[C@H]7O)C(C)(C)[C@]5([H])CC[C@@]6([H])[C@]4(C)[C@@H](O)[C@]3(O[C@@H]1C(C)(C)OC)O2
ChEBI Substance ID  160710296
ChEBI URL  ChEBI:66702
ChemSpider ID  NS
Ontomatica Chemical Accession Key (OnChAKey)  LAOCOVISLMUJNC_NORDHZMASA_N_000_000000
PubChem Compound ID  70697881