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niruriside
An O-acyl carbohydrate that consists of beta-D-fructofuranosyl beta-D-glucopyranoside in which the hydroxy protons are replaced by acetyl and trans-cinnamoyl groups. Isolated from Phyllanthus niruri, it exhibits anti-HIV activity.


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03. Biological Effects of Specific Chemicals: antimicrobial agent [CHEBI:33281] > antiviral agent [CHEBI:22587] > anti-HIV agent [CHEBI:64946] > niruriside [CHEBI:66627]
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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) 
 niruriside [CHEBI:66627] (1)
 antimicrobial agent [CHEBI:33281] (927) 
 antiviral agent [CHEBI:22587] (216) 
 anti-HIV agent [CHEBI:64946] (126) 
 niruriside [CHEBI:66627] (1)
06. Name of Biological Source of Chemical 
06. Name of Biological Source of Chemical
 Plantae (1926) 
 Magnoliophyta (1872) 
 Magnoliopsida (1649) 
 Malpighiales (287) 
 Phyllanthaceae (27) 
 Phyllanthus (2) 
 Phyllanthus niruri (2)
07. Part of Biological Source of Chemical 
07. Part of Biological Source of Chemical
 plant structure [PO:0009011] (1497) 
 multi-tissue plant structure [PO:0025496] (1114) 
 plant organ [PO:0009008] (970) 
 phyllome [PO:0006001] (351) 
 leaf [PO:0025034] (351)
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) 
 carbonyl compound [CHEBI:36586] (5928) 
 carboxylic ester [CHEBI:33308] (1495) 
 acetate ester [CHEBI:47622] (184) 
 niruriside [CHEBI:66627] (1)
 alpha,beta-unsaturated carboxylic ester [CHEBI:51737] (68) 
 enoate ester [CHEBI:51702] (65) 
 cinnamate ester [CHEBI:36087] (36) 
 niruriside [CHEBI:66627] (1)
 carbohydrate derivative [CHEBI:63299] (2582) 
 O-acyl carbohydrate [CHEBI:52782] (25) 
 niruriside [CHEBI:66627] (1)
 disaccharide derivative [CHEBI:63353] (242) 
 niruriside [CHEBI:66627] (1)
 organochalcogen compound [CHEBI:36962] (11874) 
 organooxygen compound [CHEBI:36963] (11352) 
 carbonyl compound [CHEBI:36586] (5928) 
 carboxylic ester [CHEBI:33308] (1495) 
 acetate ester [CHEBI:47622] (184) 
 niruriside [CHEBI:66627] (1)
 alpha,beta-unsaturated carboxylic ester [CHEBI:51737] (68) 
 enoate ester [CHEBI:51702] (65) 
 cinnamate ester [CHEBI:36087] (36) 
 niruriside [CHEBI:66627] (1)
 carbohydrate derivative [CHEBI:63299] (2582) 
 O-acyl carbohydrate [CHEBI:52782] (25) 
 niruriside [CHEBI:66627] (1)
 disaccharide derivative [CHEBI:63353] (242) 
 niruriside [CHEBI:66627] (1)
 carbon group molecular entity [CHEBI:33582] (23847) 
 organic molecular entity [CHEBI:50860] (23769) 
 heteroorganic entity [CHEBI:33285] (15197) 
 organochalcogen compound [CHEBI:36962] (11874) 
 organooxygen compound [CHEBI:36963] (11352) 
 carbonyl compound [CHEBI:36586] (5928) 
 carboxylic ester [CHEBI:33308] (1495) 
 acetate ester [CHEBI:47622] (184) 
 niruriside [CHEBI:66627] (1)
 alpha,beta-unsaturated carboxylic ester [CHEBI:51737] (68) 
 enoate ester [CHEBI:51702] (65) 
 cinnamate ester [CHEBI:36087] (36) 
 niruriside [CHEBI:66627] (1)
 carbohydrate derivative [CHEBI:63299] (2582) 
 O-acyl carbohydrate [CHEBI:52782] (25) 
 niruriside [CHEBI:66627] (1)
 disaccharide derivative [CHEBI:63353] (242) 
 niruriside [CHEBI:66627] (1)
 ester [CHEBI:35701] (3370) 
 carboxylic ester [CHEBI:33308] (1495) 
 acetate ester [CHEBI:47622] (184) 
 niruriside [CHEBI:66627] (1)
 alpha,beta-unsaturated carboxylic ester [CHEBI:51737] (68) 
 enoate ester [CHEBI:51702] (65) 
 cinnamate ester [CHEBI:36087] (36) 
 niruriside [CHEBI:66627] (1)
 organic molecule [CHEBI:72695] (11399) 
 organic cyclic compound [CHEBI:33832] (7633) 
 organic aromatic compound [CHEBI:33659] (3593) 
 phenylpropanoid [CHEBI:26004] (374) 
 cinnamate ester [CHEBI:36087] (36) 
 niruriside [CHEBI:66627] (1)
 organic oxo compound [CHEBI:36587] (5932) 
 carbonyl compound [CHEBI:36586] (5928) 
 carboxylic ester [CHEBI:33308] (1495) 
 acetate ester [CHEBI:47622] (184) 
 niruriside [CHEBI:66627] (1)
 alpha,beta-unsaturated carboxylic ester [CHEBI:51737] (68) 
 enoate ester [CHEBI:51702] (65) 
 cinnamate ester [CHEBI:36087] (36) 
 niruriside [CHEBI:66627] (1)
 polyatomic entity [CHEBI:36357] (18777) 
 molecule [CHEBI:25367] (11520) 
 cyclic compound [CHEBI:33595] (7817) 
 aromatic compound [CHEBI:33655] (3799) 
 organic aromatic compound [CHEBI:33659] (3593) 
 phenylpropanoid [CHEBI:26004] (374) 
 cinnamate ester [CHEBI:36087] (36) 
 niruriside [CHEBI:66627] (1)
 organic cyclic compound [CHEBI:33832] (7633) 
 organic aromatic compound [CHEBI:33659] (3593) 
 phenylpropanoid [CHEBI:26004] (374) 
 cinnamate ester [CHEBI:36087] (36) 
 niruriside [CHEBI:66627] (1)
 organic molecule [CHEBI:72695] (11399) 
 organic cyclic compound [CHEBI:33832] (7633) 
 organic aromatic compound [CHEBI:33659] (3593) 
 phenylpropanoid [CHEBI:26004] (374) 
 cinnamate ester [CHEBI:36087] (36) 
 niruriside [CHEBI:66627] (1)
 organic oxo compound [CHEBI:36587] (5932) 
 carbonyl compound [CHEBI:36586] (5928) 
 carboxylic ester [CHEBI:33308] (1495) 
 acetate ester [CHEBI:47622] (184) 
 niruriside [CHEBI:66627] (1)
 alpha,beta-unsaturated carboxylic ester [CHEBI:51737] (68) 
 enoate ester [CHEBI:51702] (65) 
 cinnamate ester [CHEBI:36087] (36) 
 niruriside [CHEBI:66627] (1)
ChEBI Compound Accession Identifier  [CHEBI:66627]
ChEBI Compound Description  An O-acyl carbohydrate that consists of beta-D-fructofuranosyl beta-D-glucopyranoside in which the hydroxy protons are replaced by acetyl and trans-cinnamoyl groups. Isolated from Phyllanthus niruri, it exhibits anti-HIV activity.
ChEBI Compound Identification Number  66627
ChEBI InChI Value  InChI=1S/C38H42O17/c1-22(39)47-20-29-34(50-24(3)41)33(46)35(51-25(4)42)37(52-29)55-38(21-49-23(2)40)36(53-31(44)18-16-27-13-9-6-10-14-27)32(45)28(54-38)19-48-30(43)17-15-26-11-7-5-8-12-26/h5-18,28-29,32-37,45-46H,19-21H2,1-4H3/b17-15+,18-16+/t28-,29-,32-,33+,34-,35-,36+,37+,38+/m1/s1
ChEBI InChIKey Value  KUZYDHCVYKUFKF-LPLPFJSBSA-N
ChEBI Compound Name  niruriside
ChEBI SMILES Value  CC(=O)OC[C@H]1O[C@@H](O[C@]2(COC(C)=O)O[C@H](COC(=O)\C=C\c3ccccc3)[C@@H](O)[C@@H]2OC(=O)\C=C\c2ccccc2)[C@H](OC(C)=O)[C@@H](O)[C@@H]1OC(C)=O
ChEBI Substance ID  160710777
ChEBI URL  ChEBI:66627
ChemSpider ID  28639012
Ontomatica Chemical Accession Key (OnChAKey)  KUZYDHCVYKUFKF_LPLPFJSBSA_N_000_000000
PubChem Compound ID  70697928