(E,E)-germacrone
A germacrane sesquiterpenoid that has formula C15H22O. It is a natural product found in traditional medicinal plants of the family Zingiberaceae. The compound exhibits a range of pharmacological activities including anti-inflammatory, anticancer, antiviral, anti-androgenic, antioxidant, antimicrobial, antifungal, neuroprotective and insecticidal activities.
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 | C15H22O |
|---|---|
| Charge | 0 |
| Average mass | 218.34 Da |
| Monoisotopic mass | 218.16707 Da |
| Source | ChEBI |
| InChIKey | CAULGCQHVOVVRN-SWZPTJTJSA-N |
CC(C)=C1C/C=C(\C)CC/C=C(\C)CC1=O
InChI=1S/C15H22O/c1-11(2)14-9-8-12(3)6-5-7-13(4)10-15(14)16/h7-8H,5-6,9-10H2,1-4H3/b12-8+,13-7+
Also called
- (3E,7E)-3,7-dimethyl-10-(propan-2-ylidene)cyclodeca-3,7-dien-1-one
- (3E,7E)-3,7-dimethyl-10-(1-methylethylidene)-3,7-cyclodecadien-1-one
- germacron
- germacrone
- trans,trans-3,7-dimethyl-10-isopropylidene-3,7-cyclodecadien-1-one
Cross-references
- cas:6902-91-6
- chemspider:4940991
- foodb.compound:FDB005347
- kegg.compound:C16966
- knapsack:C00011728
- reaxys:2047453
Patents and articles
Activity roles
- antiviral agent
CHEBI:22587 - antimicrobial agent
CHEBI:33281 - antifungal agent
CHEBI:35718
Source concepts
| Source | Native ID | Label | Minted CURIE | Version |
|---|---|---|---|---|
| CHEBI | CHEBI:80830 |
(E,E)-germacrone | antibioticmech:chebi-aec16cc3e9 |
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
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RESEEDED_FROM_SOURCES
Re-seeded from updated data/raw/ inventories