eugeniin
An ellagitannin isolated from the dried flower buds of Eugenia caryophyllata. It exhibits α-glucosidase inhibitory activity and antiviral activity against acyclovir and phosphonoacetic acid (PAA)-resistant herpes simplex virus type 1 (HSV-1) as well as the wild-type HSV-1.
Machine-generated and unreviewed. Identity, structure and cross-references come straight from ChEBI's and CARD's own data; no curator has signed off on this record yet.
Classification
Chemical structure
| Molecular formula | C41H30O26 |
|---|---|
| Charge | 0 |
| Average mass | 938.665 Da |
| Monoisotopic mass | 938.10253 Da |
| Source | ChEBI |
| InChIKey | JCGHAEBIBSEQAD-UUUCSUBKSA-N |
O=C(O[C@@H]1O[C@@H]2COC(=O)c3cc(O)c(O)c(O)c3-c3c(cc(O)c(O)c3O)C(=O)O[C@H]2[C@H](OC(=O)c2cc(O)c(O)c(O)c2)[C@H]1OC(=O)c1cc(O)c(O)c(O)c1)c1cc(O)c(O)c(O)c1
InChI=1S/C41H30O26/c42-15-1-10(2-16(43)26(15)50)36(57)65-34-33-23(9-62-39(60)13-7-21(48)29(53)31(55)24(13)25-14(40(61)64-33)8-22(49)30(54)32(25)56)63-41(67-38(59)12-5-19(46)28(52)20(47)6-12)35(34)66-37(58)11-3-17(44)27(51)18(45)4-11/h1-8,23,33-35,41-56H,9H2/t23-,33-,34+,35-,41+/m1/s1
Also called
- (11aR,13S,14R,15S,15aR)-2,3,4,5,6,7-hexahydroxy-9,17-dioxo-9,11,11a,13,14,15,15a,17-octahydrodibenzo[g,i]pyrano[3,2-b][1,5]dioxacycloundecine-13,14,15-triyl tris(3,4,5-trihydroxybenzoate)
- 1,2,3-trigalloyl-4,6-hexahydroxydiphenoyl β-D-glucopyranose
- Cornustannin 2
- Eugeniin
- Tellimagrandin II
- β-D-Glucopyranose,cyclic4,6-(4,4',5,5',6,6'-hexahydroxy(1,1'-biphenyl)-2,2'-dicarboxylate)1,2,3-tris(3,4,5-trihydroxybenzoate)
Cross-references
- cas:58970-75-5
- hmdb:HMDB0039265
- kegg.compound:C10224
- knapsack:C00002920
- metacyc.compound:CPD-8949
- reaxys:9038164
Patents and articles
Activity roles
- antifungal agent
CHEBI:35718 - anti-HSV-1 agent
CHEBI:64953
Source concepts
| Source | Native ID | Label | Minted CURIE | Version |
|---|---|---|---|---|
| CHEBI | CHEBI:4916 |
eugeniin | antibioticmech:chebi-b9a6cc654b |
2026-08-30 |
Curation history
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SEEDED_FROM_SOURCES
Seeded from data/raw/ inventories (CHEBI)
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RESEEDED_FROM_SOURCES
Re-seeded from updated data/raw/ inventories
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RESEEDED_FROM_SOURCES
Re-seeded from updated data/raw/ inventories
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RESEEDED_FROM_SOURCES
Re-seeded from updated data/raw/ inventories