CHEBI:66646 - macabarterin

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ChEBI Name macabarterin
ChEBI ID CHEBI:66646
Definition A ellagitannin isolated from the stem bark of Macaranga barteri and has been shown to exhibit anti-inflammatory activity.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C46H38O32
Net Charge 0
Average Mass 1102.77470
Monoisotopic Mass 1102.13462
InChI InChI=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
InChIKey VISRMSOIXCRLBK-KEUKPHDASA-N
SMILES [H][C@@]12O[C@]3([H])C(O)(O)C(O)(O)[C@]4(O)Oc5c(O)c(O)cc6C(=O)O[C@H]7[C@@H](O[C@@H]8COC(=O)c9cc(O)c(O)c(O)c9-c9c(O)c(O)c(O)cc9C(=O)O[C@H]7[C@@H]8OC(=O)[C@]3(C[C@]1(O)OC[C@H]2O)[C@@]4([H])c56)OC(=O)c1cc(O)c(O)c(O)c1
Metabolite of Species Details
Macaranga barteri (NCBI:txid396451) Found in stem (BTO:0001300). Previous component: stem bark; See: PubMed
Roles Classification
Biological Role(s): metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Application(s): 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.
(via tannin )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 Number Type Source
19321331 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
19006373 PubMed citation Europe PMC
Last Modified
28 March 2013