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ardisianoside A
A triterpenoid saponin that is composed of (3beta,16alpha)-13,28-epoxyoleanane-3,16-diol having a beta-D-Glcp-(1->2)-{beta-D-Xylp-(1->2)-{beta-D-Glcp-(1->3)-[beta-D-Glcp-(1->4)]-beta-D-Glcp-(1->3)}-beta-D-Glcp-(1->4)}-alpha-L-Arap moiety attached to position 3 by a glycosidic linkage. It is isolated from whole plants of Ardisia japonica and exhibits significant cytotoxicity against a panel of human cancer cell lines.

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03. Biological Effects of Specific Chemicals: biochemical uses [CHEBI:52206] > metabolite [CHEBI:25212] > secondary metabolite [CHEBI:26619] > ardisianoside A [CHEBI:65425]
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05. Industrial Uses: pharmaceutical [CHEBI:52217]
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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) 
 ardisianoside A [CHEBI:65425] (1)
05. Industrial Uses 
05. Industrial Uses
 pharmaceutical [CHEBI:52217] (1978) 
 drug [CHEBI:23888] (1930) 
 antineoplastic agent [CHEBI:35610] (760) 
 ardisianoside A [CHEBI:65425] (1)
06. Name of Biological Source of Chemical 
06. Name of Biological Source of Chemical
 Plantae (1926) 
 Magnoliophyta (1872) 
 Magnoliopsida (1649) 
 Ericales (68) 
 Primulaceae (26) 
 Ardisia (11) 
 Ardisia japonica (7)
07. Part of Biological Source of Chemical 
07. Part of Biological Source of Chemical
 plant structure [PO:0009011] (1497) 
 whole plant [PO:0000003] (150)
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) 
 ardisianoside A [CHEBI:65425] (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) 
 ardisianoside A [CHEBI:65425] (1)
 organooxygen compound [CHEBI:36963] (11352) 
 ether [CHEBI:25698] (876) 
 cyclic ether [CHEBI:37407] (314) 
 ardisianoside A [CHEBI:65425] (1)
 oxacycle [CHEBI:38104] (2002) 
 cyclic ether [CHEBI:37407] (314) 
 ardisianoside A [CHEBI:65425] (1)
 glycosyl compound [CHEBI:63161] (1006) 
 glycoside [CHEBI:24400] (633) 
 saponin [CHEBI:26605] (94) 
 triterpenoid saponin [CHEBI:61778] (59) 
 ardisianoside A [CHEBI:65425] (1)
 terpene glycoside [CHEBI:61777] (68) 
 triterpenoid saponin [CHEBI:61778] (59) 
 ardisianoside A [CHEBI:65425] (1)
 carbohydrate derivative [CHEBI:63299] (2582) 
 oligosaccharide derivative [CHEBI:63563] (804) 
 heptasaccharide derivative [CHEBI:63568] (26) 
 ardisianoside A [CHEBI:65425] (1)
 organochalcogen compound [CHEBI:36962] (11874) 
 organooxygen compound [CHEBI:36963] (11352) 
 ether [CHEBI:25698] (876) 
 cyclic ether [CHEBI:37407] (314) 
 ardisianoside A [CHEBI:65425] (1)
 oxacycle [CHEBI:38104] (2002) 
 cyclic ether [CHEBI:37407] (314) 
 ardisianoside A [CHEBI:65425] (1)
 glycosyl compound [CHEBI:63161] (1006) 
 glycoside [CHEBI:24400] (633) 
 saponin [CHEBI:26605] (94) 
 triterpenoid saponin [CHEBI:61778] (59) 
 ardisianoside A [CHEBI:65425] (1)
 terpene glycoside [CHEBI:61777] (68) 
 triterpenoid saponin [CHEBI:61778] (59) 
 ardisianoside A [CHEBI:65425] (1)
 carbohydrate derivative [CHEBI:63299] (2582) 
 oligosaccharide derivative [CHEBI:63563] (804) 
 heptasaccharide derivative [CHEBI:63568] (26) 
 ardisianoside A [CHEBI:65425] (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) 
 triterpenoid [CHEBI:36615] (228) 
 hexacyclic triterpenoid [CHEBI:70994] (27) 
 ardisianoside A [CHEBI:65425] (1)
 terpene glycoside [CHEBI:61777] (68) 
 triterpenoid saponin [CHEBI:61778] (59) 
 ardisianoside A [CHEBI:65425] (1)
 isoprenoid [CHEBI:24913] (1402) 
 terpenoid [CHEBI:26873] (1099) 
 triterpenoid [CHEBI:36615] (228) 
 hexacyclic triterpenoid [CHEBI:70994] (27) 
 ardisianoside A [CHEBI:65425] (1)
 terpene glycoside [CHEBI:61777] (68) 
 triterpenoid saponin [CHEBI:61778] (59) 
 ardisianoside A [CHEBI:65425] (1)
 heteroorganic entity [CHEBI:33285] (15197) 
 organic heterocyclic compound [CHEBI:24532] (5243) 
 oxacycle [CHEBI:38104] (2002) 
 cyclic ether [CHEBI:37407] (314) 
 ardisianoside A [CHEBI:65425] (1)
 organochalcogen compound [CHEBI:36962] (11874) 
 organooxygen compound [CHEBI:36963] (11352) 
 ether [CHEBI:25698] (876) 
 cyclic ether [CHEBI:37407] (314) 
 ardisianoside A [CHEBI:65425] (1)
 oxacycle [CHEBI:38104] (2002) 
 cyclic ether [CHEBI:37407] (314) 
 ardisianoside A [CHEBI:65425] (1)
 glycosyl compound [CHEBI:63161] (1006) 
 glycoside [CHEBI:24400] (633) 
 saponin [CHEBI:26605] (94) 
 triterpenoid saponin [CHEBI:61778] (59) 
 ardisianoside A [CHEBI:65425] (1)
 terpene glycoside [CHEBI:61777] (68) 
 triterpenoid saponin [CHEBI:61778] (59) 
 ardisianoside A [CHEBI:65425] (1)
 carbohydrate derivative [CHEBI:63299] (2582) 
 oligosaccharide derivative [CHEBI:63563] (804) 
 heptasaccharide derivative [CHEBI:63568] (26) 
 ardisianoside A [CHEBI:65425] (1)
 organic hydroxy compound [CHEBI:33822] (3050) 
 alcohol [CHEBI:30879] (1371) 
 secondary alcohol [CHEBI:35681] (342) 
 ardisianoside A [CHEBI:65425] (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) 
 ardisianoside A [CHEBI:65425] (1)
 organic polycyclic compound [CHEBI:51958] (1654) 
 hexacyclic triterpenoid [CHEBI:70994] (27) 
 ardisianoside A [CHEBI:65425] (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) 
 ardisianoside A [CHEBI:65425] (1)
 organic polycyclic compound [CHEBI:51958] (1654) 
 hexacyclic triterpenoid [CHEBI:70994] (27) 
 ardisianoside A [CHEBI:65425] (1)
 organic cyclic compound [CHEBI:33832] (7633) 
 organic heterocyclic compound [CHEBI:24532] (5243) 
 oxacycle [CHEBI:38104] (2002) 
 cyclic ether [CHEBI:37407] (314) 
 ardisianoside A [CHEBI:65425] (1)
 organic polycyclic compound [CHEBI:51958] (1654) 
 hexacyclic triterpenoid [CHEBI:70994] (27) 
 ardisianoside A [CHEBI:65425] (1)
 heterocyclic compound [CHEBI:5686] (5275) 
 organic heterocyclic compound [CHEBI:24532] (5243) 
 oxacycle [CHEBI:38104] (2002) 
 cyclic ether [CHEBI:37407] (314) 
 ardisianoside A [CHEBI:65425] (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) 
 ardisianoside A [CHEBI:65425] (1)
 organic polycyclic compound [CHEBI:51958] (1654) 
 hexacyclic triterpenoid [CHEBI:70994] (27) 
 ardisianoside A [CHEBI:65425] (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) 
 ardisianoside A [CHEBI:65425] (1)
ChEBI Compound Accession Identifier:   [CHEBI:65425]
ChEBI Compound Description:   A triterpenoid saponin that is composed of (3beta,16alpha)-13,28-epoxyoleanane-3,16-diol having a beta-D-Glcp-(1->2)-{beta-D-Xylp-(1->2)-{beta-D-Glcp-(1->3)-[beta-D-Glcp-(1->4)]-beta-D-Glcp-(1->3)}-beta-D-Glcp-(1->4)}-alpha-L-Arap moiety attached to position 3 by a glycosidic linkage. It is isolated from whole plants of Ardisia japonica and exhibits significant cytotoxicity against a panel of human cancer cell lines.
ChEBI Compound Identification Number:   65425
ChEBI InChI Value:   InChI=1S/C70H116O36/c1-64(2)14-15-69-25-94-70(35(69)16-64)13-9-34-66(5)11-10-37(65(3,4)33(66)8-12-67(34,6)68(70,7)17-36(69)77)101-62-55(105-60-50(90)46(86)41(81)29(20-73)97-60)43(83)32(24-93-62)100-63-56(106-57-47(87)38(78)26(76)23-92-57)53(42(82)30(21-74)98-63)103-61-51(91)54(104-59-49(89)45(85)40(80)28(19-72)96-59)52(31(22-75)99-61)102-58-48(88)44(84)39(79)27(18-71)95-58/h26-63,71-91H,8-25H2,1-7H3/t26-,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+,59+,60+,61+,62+,63+,66+,67-,68+,69-,70+/m1/s1
ChEBI InChIKey Value:   YRTDPWGTGFRWCS-NVSDYHLPSA-N
ChEBI Compound Name:   ardisianoside A
ChEBI SMILES Value:   [H][C@@]12CC[C@]3(C)[C@]([H])(CC[C@]45OC[C@@]6(CCC(C)(C)C[C@@]46[H])[C@H](O)C[C@@]35C)[C@@]1(C)CC[C@H](O[C@@H]1OC[C@H](O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O[C@@H]4O[C@H](CO)[C@@H](O[C@@H]5O[C@H](CO)[C@@H](O)[C@H](O)[C@H]5O)[C@H](O[C@@H]5O[C@H](CO)[C@@H](O)[C@H](O)[C@H]5O)[C@H]4O)[C@H]3O[C@@H]3OC[C@@H](O)[C@H](O)[C@H]3O)[C@H](O)[C@H]1O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)C2(C)C
ChEBI Substance ID:   160644973
ChEBI URL:   ChEBI:65425
ChemSpider ID:   NS
Ontomatica Chemical Accession Key (OnChAKey):   YRTDPWGTGFRWCS_NVSDYHLPSA_N_000_000000
PubChem Compound ID:   16109779