Mrv0541 12181310102D          

 25 27  0  0  0  0            999 V2000
   17.2905  -12.5191    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   18.0325  -12.8342    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   18.7580  -12.4818    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   20.0389  -12.3574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4420  -12.8839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9362  -11.7067    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   19.7238  -11.6361    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.0749  -11.6983    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   16.5733  -12.9752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5806  -11.0434    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   18.0532  -13.6592    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.4014  -11.0392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2251  -11.6445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4595  -14.3763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8431  -12.5440    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.5166  -13.7047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9184  -12.4362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5236  -13.8000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.2844  -14.3805    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.2863  -13.3399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2200  -10.3014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0408  -15.0893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1476  -10.9024    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   16.4904  -11.1097    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   18.7496  -13.3026    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  2  1  0  0  0  0
  4  5  1  0  0  0  0
  5  3  1  0  0  0  0
  6  3  1  0  0  0  0
  7  6  1  0  0  0  0
  8  1  1  0  0  0  0
  9  1  1  0  0  0  0
 10  8  1  0  0  0  0
  2 11  1  6  0  0  0
 12 10  1  0  0  0  0
 13  8  1  0  0  0  0
 14 11  1  0  0  0  0
 15  4  2  0  0  0  0
 16  5  2  0  0  0  0
 17  9  1  0  0  0  0
 18  9  2  0  0  0  0
 19 14  2  0  0  0  0
  1 20  1  1  0  0  0
 10 21  1  6  0  0  0
 22 14  1  0  0  0  0
  6 23  1  1  0  0  0
  8 24  1  6  0  0  0
  3 25  1  6  0  0  0
 17 13  1  0  0  0  0
  6 12  1  0  0  0  0
  7  4  1  0  0  0  0
M  END
> <ID>
CHEBI:69340

> <NAME>
ergolide

> <DEFINITION>
A sesquiterpene lactone that is decahydroazuleno[6,5-b]furan-2,5-dione substituted by methyl groups at positions 4a and 8, a methylidene group at position 3 and an acetyloxy group at position 4. It has been isolated from the aerial parts of Inula hupehensis.

> <STAR>
3

> <SYNONYM>
(3aR)-(3aalpha,4alpha,4abeta,7aalpha,8alpha,9abeta)-4-(acetyloxy)decahydro-4a,8-dimethyl-3-methylene-azuleno(6,5-b)furan-2,5-dione

> <IUPAC_NAME>
(3aR,4S,4aR,7aS,8R,9aS)-4a,8-dimethyl-3-methylidene-2,5-dioxododecahydroazuleno[6,5-b]furan-4-yl acetate

> <FORMULA>
C17H22O5

> <MASS>
306.35360

> <MONOISOTOPIC_MASS>
306.14672

> <CHARGE>
0

> <SMILES>
C[C@@H]1C[C@@H]2OC(=O)C(=C)[C@H]2[C@H](OC(C)=O)[C@@]2(C)[C@H]1CCC2=O

> <INCHI>
InChI=1S/C17H22O5/c1-8-7-12-14(9(2)16(20)22-12)15(21-10(3)18)17(4)11(8)5-6-13(17)19/h8,11-12,14-15H,2,5-7H2,1,3-4H3/t8-,11+,12+,14-,15+,17+/m1/s1

> <INCHIKEY>
JCDZXDWMCKMXFF-MMLVVLEOSA-N

> <CAS_REGISTRY_NUMBER>
54999-07-4

> <REAXYS_REGISTRY_NUMBER>
7142244

> <CHEMIDPLUS>
54999-07-4

> <PUBMED_CITATION>
11399667; 16354403; 17430640; 21894898; 8657753; 9933993

$$$$