Item 1563 of 1978 (back to results) previous next rotundifolioside I A triterpenoid saponin that consists of urs-11-ene substituted by an epoxy group across positions 13 and 28, a hydroxy group at position 16 and a beta-yl beta-D-xylopyranosyl-(1->2)-beta-D-glucopyranosyl-(1->2)-beta-D-fucopyranosyloxy residue at position 3 (the 3beta,16alpha stereoisomer). Isolated from Bupleurum rotundifolium, it exhibits antiproliferative activity against cancer cells.

Current search: 05. Industrial Uses: pharmaceutical [CHEBI:52217] × Select any link to see items in a related category. 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)   rotundifolioside I [CHEBI:66316] (1) 05. Industrial Uses  05. Industrial Uses  pharmaceutical [CHEBI:52217] (1978)   drug [CHEBI:23888] (1930)   antineoplastic agent [CHEBI:35610] (760)   rotundifolioside I [CHEBI:66316] (1) 08. Chemical Category  08. Chemical Category  main group molecular entity [CHEBI:33579] (25650)   p-block molecular entity [CHEBI:33675] (25343)   chalcogen molecular entity [CHEBI:33304] (15225)   oxygen molecular entity [CHEBI:25806] (14414)   organooxygen compound [CHEBI:36963] (11352)   ether [CHEBI:25698] (876)   cyclic ether [CHEBI:37407] (314)   rotundifolioside I [CHEBI:66316] (1)  oxacycle [CHEBI:38104] (2002)   cyclic ether [CHEBI:37407] (314)   rotundifolioside I [CHEBI:66316] (1)  glycosyl compound [CHEBI:63161] (1006)   glycoside [CHEBI:24400] (633)   saponin [CHEBI:26605] (94)   triterpenoid saponin [CHEBI:61778] (59)   rotundifolioside I [CHEBI:66316] (1)  terpene glycoside [CHEBI:61777] (68)   triterpenoid saponin [CHEBI:61778] (59)   rotundifolioside I [CHEBI:66316] (1)  carbohydrate derivative [CHEBI:63299] (2582)   oligosaccharide derivative [CHEBI:63563] (804)   trisaccharide derivative [CHEBI:63571] (187)   rotundifolioside I [CHEBI:66316] (1)  organochalcogen compound [CHEBI:36962] (11874)   organooxygen compound [CHEBI:36963] (11352)   ether [CHEBI:25698] (876)   cyclic ether [CHEBI:37407] (314)   rotundifolioside I [CHEBI:66316] (1)  oxacycle [CHEBI:38104] (2002)   cyclic ether [CHEBI:37407] (314)   rotundifolioside I [CHEBI:66316] (1)  glycosyl compound [CHEBI:63161] (1006)   glycoside [CHEBI:24400] (633)   saponin [CHEBI:26605] (94)   triterpenoid saponin [CHEBI:61778] (59)   rotundifolioside I [CHEBI:66316] (1)  terpene glycoside [CHEBI:61777] (68)   triterpenoid saponin [CHEBI:61778] (59)   rotundifolioside I [CHEBI:66316] (1)  carbohydrate derivative [CHEBI:63299] (2582)   oligosaccharide derivative [CHEBI:63563] (804)   trisaccharide derivative [CHEBI:63571] (187)   rotundifolioside I [CHEBI:66316] (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)   rotundifolioside I [CHEBI:66316] (1)  terpene glycoside [CHEBI:61777] (68)   triterpenoid saponin [CHEBI:61778] (59)   rotundifolioside I [CHEBI:66316] (1)  isoprenoid [CHEBI:24913] (1402)   terpenoid [CHEBI:26873] (1099)   triterpenoid [CHEBI:36615] (228)   hexacyclic triterpenoid [CHEBI:70994] (27)   rotundifolioside I [CHEBI:66316] (1)  terpene glycoside [CHEBI:61777] (68)   triterpenoid saponin [CHEBI:61778] (59)   rotundifolioside I [CHEBI:66316] (1)  heteroorganic entity [CHEBI:33285] (15197)   organic heterocyclic compound [CHEBI:24532] (5243)   oxacycle [CHEBI:38104] (2002)   cyclic ether [CHEBI:37407] (314)   rotundifolioside I [CHEBI:66316] (1)  organochalcogen compound [CHEBI:36962] (11874)   organooxygen compound [CHEBI:36963] (11352)   ether [CHEBI:25698] (876)   cyclic ether [CHEBI:37407] (314)   rotundifolioside I [CHEBI:66316] (1)  oxacycle [CHEBI:38104] (2002)   cyclic ether [CHEBI:37407] (314)   rotundifolioside I [CHEBI:66316] (1)  glycosyl compound [CHEBI:63161] (1006)   glycoside [CHEBI:24400] (633)   saponin [CHEBI:26605] (94)   triterpenoid saponin [CHEBI:61778] (59)   rotundifolioside I [CHEBI:66316] (1)  terpene glycoside [CHEBI:61777] (68)   triterpenoid saponin [CHEBI:61778] (59)   rotundifolioside I [CHEBI:66316] (1)  carbohydrate derivative [CHEBI:63299] (2582)   oligosaccharide derivative [CHEBI:63563] (804)   trisaccharide derivative [CHEBI:63571] (187)   rotundifolioside I [CHEBI:66316] (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)   rotundifolioside I [CHEBI:66316] (1)  organic polycyclic compound [CHEBI:51958] (1654)   hexacyclic triterpenoid [CHEBI:70994] (27)   rotundifolioside I [CHEBI:66316] (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)   rotundifolioside I [CHEBI:66316] (1)  organic polycyclic compound [CHEBI:51958] (1654)   hexacyclic triterpenoid [CHEBI:70994] (27)   rotundifolioside I [CHEBI:66316] (1)  organic cyclic compound [CHEBI:33832] (7633)   organic heterocyclic compound [CHEBI:24532] (5243)   oxacycle [CHEBI:38104] (2002)   cyclic ether [CHEBI:37407] (314)   rotundifolioside I [CHEBI:66316] (1)  organic polycyclic compound [CHEBI:51958] (1654)   hexacyclic triterpenoid [CHEBI:70994] (27)   rotundifolioside I [CHEBI:66316] (1)  heterocyclic compound [CHEBI:5686] (5275)   organic heterocyclic compound [CHEBI:24532] (5243)   oxacycle [CHEBI:38104] (2002)   cyclic ether [CHEBI:37407] (314)   rotundifolioside I [CHEBI:66316] (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)   rotundifolioside I [CHEBI:66316] (1)  organic polycyclic compound [CHEBI:51958] (1654)   hexacyclic triterpenoid [CHEBI:70994] (27)   rotundifolioside I [CHEBI:66316] (1) ChEBI Compound Accession Identifier:   [CHEBI:66316] ChEBI Compound Description:   A triterpenoid saponin that consists of urs-11-ene substituted by an epoxy group across positions 13 and 28, a hydroxy group at position 16 and a beta-yl beta-D-xylopyranosyl-(1->2)-beta-D-glucopyranosyl-(1->2)-beta-D-fucopyranosyloxy residue at position 3 (the 3beta,16alpha stereoisomer). Isolated from Bupleurum rotundifolium, it exhibits antiproliferative activity against cancer cells. ChEBI Compound Identification Number:   66316 ChEBI InChI Value:   InChI=1S/C47H76O16/c1-21-9-15-46-20-58-47(38(46)22(21)2)16-11-27-43(6)13-12-29(42(4,5)26(43)10-14-44(27,7)45(47,8)17-28(46)50)61-40-36(33(54)30(51)23(3)59-40)63-41-37(34(55)32(53)25(18-48)60-41)62-39-35(56)31(52)24(49)19-57-39/h11,16,21-41,48-56H,9-10,12-15,17-20H2,1-8H3/t21-,22+,23-,24-,25-,26+,27-,28-,29+,30+,31+,32-,33+,34+,35-,36-,37-,38-,39+,40+,41+,43+,44-,45+,46+,47+/m1/s1 ChEBI InChIKey Value:   RHHWBSQGVOHKJH-ZKLLPSJOSA-N ChEBI Compound Name:   rotundifolioside I ChEBI SMILES Value:   [H][C@]1(OC[C@@H](O)[C@H](O)[C@H]1O)O[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@@]1([H])O[C@@H]1[C@@H](O)[C@@H](O)[C@@H](C)O[C@@]1([H])O[C@H]1CC[C@@]2(C)[C@@]([H])(CC[C@]3(C)[C@]2([H])C=C[C@]24OC[C@@]5(CC[C@@H](C)[C@H](C)[C@@]25[H])[C@H](O)C[C@@]34C)C1(C)C ChEBI Substance ID:   160709803 ChEBI URL:   ChEBI:66316 ChemSpider ID:   NS Ontomatica Chemical Accession Key (OnChAKey):   RHHWBSQGVOHKJH_ZKLLPSJOSA_N_000_000000 PubChem Compound ID:   10865866