Ketcher 04212111032D 1   1.00000     0.00000     0

 16 16  0     0  0            999 V2000
    7.8597   -4.1619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8597   -5.1619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7259   -5.6619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5919   -5.1619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5919   -4.1619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7259   -3.6618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4580   -5.6619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3240   -5.1619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3240   -4.1619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4580   -3.6618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1855   -4.9601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7259   -6.6619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1900   -5.6619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0710   -5.1532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1902   -6.6617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1794   -3.6679    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0     0  0
  2  3  1  0     0  0
  3  4  2  0     0  0
  5  6  2  0     0  0
  1  6  1  0     0  0
  4  7  1  0     0  0
  7  8  1  0     0  0
  8  9  1  0     0  0
  9 10  1  0     0  0
  5 10  1  0     0  0
  5 11  1  0     0  0
  3 12  1  0     0  0
  8 13  2  0     0  0
 13 14  1  0     0  0
 13 15  1  0     0  0
  9 16  2  0     0  0
M  END
> <ID>
CHEBI:80830

> <NAME>
(E,E)-germacrone

> <DEFINITION>
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.

> <STAR>
3

> <SYNONYM>
trans,trans-3,7-dimethyl-10-isopropylidene-3,7-cyclodecadien-1-one; germacrone; germacron; (E,E)-germacrone; (3E,7E)-3,7-dimethyl-10-(1-methylethylidene)-3,7-cyclodecadien-1-one

> <IUPAC_NAME>
(3E,7E)-3,7-dimethyl-10-(propan-2-ylidene)cyclodeca-3,7-dien-1-one

> <FORMULA>
C15H22O

> <MASS>
218.340

> <MONOISOTOPIC_MASS>
218.16707

> <CHARGE>
0

> <SMILES>
CC(C)=C1C\C=C(C)\CC\C=C(C)\CC1=O

> <INCHI>
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+

> <INCHIKEY>
CAULGCQHVOVVRN-SWZPTJTJSA-N

> <CAS_REGISTRY_NUMBER>
6902-91-6

> <REAXYS_REGISTRY_NUMBER>
2047453

> <CHEMIDPLUS>
6902-91-6

> <KEGG_COMPOUND_ACCESSION>
C16966

> <KNAPSACK_ACCESSION>
C00011728

> <NIST_CHEMISTRY_WEBBOOK>
6902-91-6

> <WIKIPEDIA_ACCESSION>
Germacrone

> <AGRICOLA_CITATION>
IND606833661

> <PUBMED_CITATION>
24095670; 26997613; 27178541; 28148897; 29138518; 29159692; 29218943; 2938786; 29655913; 31318092; 31377407; 31404973; 31451221; 31602228; 31766701; 32004654; 32020876; 32071920; 32145743; 32513194; 32521813; 32547235; 32723267; 32887356; 33010370; 33132314; 33244453; 33402180; 33432733; 33677207; 33678144; 33688362; 33721752; 33835632

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