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CHEBI:66646 - macabarterin

Default Structure
ChEBI IDCHEBI:66646
ChEBI Namemacabarterin
Stars
DefinitionA ellagitannin isolated from the stem bark of Macaranga barteri and has been shown to exhibit anti-inflammatory activity.
Last Modified28 March 2013
DownloadsMolfile
FormulaC46H38O32
Net Charge0
Average Mass1102.778
Monoisotopic Mass1102.13462
SMILES[H][C@]12c3c4cc(O)c(O)c3O[C@@]1(O)C(O)(O)C(O)(O)[C@@]1([H])O[C@@]3([H])[C@H](O)CO[C@@]3(O)C[C@@]21C(=O)O[C@H]1[C@@H]2OC(=O)c3cc(O)c(O)c(O)c3-c3c(cc(O)c(O)c3O)C(=O)OC[C@H]1O[C@@H](OC(=O)c1cc(O)c(O)c(O)c1)[C@@H]2OC4=O
InChIInChI=1S/C46H38O32/c47-13-1-9(2-14(48)23(13)53)35(59)77-39-32-31-29(19(72-39)7-70-36(60)10-3-15(49)24(54)27(57)20(10)21-11(37(61)73-31)4-16(50)25(55)28(21)58)75-41(63)42-8-43(64)34(18(52)6-71-43)76-40(42)44(65,66)46(68,69)45(67)33(42)22-12(38(62)74-32)5-17(51)26(56)30(22)78-45/h1-5,18-19,29,31-34,39-40,47-58,64-69H,6-8H2/t18-,19-,29-,31+,32-,33-,34+,39+,40+,42-,43+,45-/m1/s1
InChIKeyVISRMSOIXCRLBK-KEUKPHDASA-N
Species of MetaboliteComponentSourceComments
Macaranga barteri (ncbitaxon:396451) stem (BTO:0001300) PubMed (19006373) Previous component: stem bark;
Roles Classification
Biological Role:
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Applications:
anti-inflammatory agent  Any compound that has anti-inflammatory effects.
astringent  A compound that causes the contraction of body tissues, typically used to reduce bleeding from minor abrasions.
ChEBI Ontology
Outgoing Relation(s)
macabarterin (CHEBI:66646) has role anti-inflammatory agent (CHEBI:67079)
macabarterin (CHEBI:66646) has role metabolite (CHEBI:25212)
macabarterin (CHEBI:66646) is a ellagitannin (CHEBI:23909)
macabarterin (CHEBI:66646) is a gallate ester (CHEBI:37576)
IUPAC Name 
(2aS,3aS,4R,6aS,7aR,9aR,10R,23aS,24R,30aR,30bR,31S)-1,1,2,2,4,6a,15,16,17,18,19,20,28,29,30a-pentadecahydroxy-8,13,22,26-tetraoxo-1,2,2a,4,5,6a,7,10,11,13,22,23a,24,26,30a,30b-hexadecahydro-3aH,9aH-10,24-(epoxymethano)-3,6,9,12,23,25,30-heptaoxadibenzo[7',8':9',10']cyclododeca[1',2':8,9]cycloundeca[1,2,3,4-def]indeno[5,6-c]fluoren-31-yl 3,4,5-trihydroxybenzoate
Registry NumbersSources
Reaxys:19321331Reaxys
Citations