Marvin  02161215092D          

 26 28  0  0  1  0            999 V2000
   18.2833   -6.7543    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.4267   -7.1668    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.8382   -6.7449    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.3557   -9.1690    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.1574   -8.4137    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.7457   -9.4376    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.9978   -4.6919    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.9978   -5.5169    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   18.2833   -5.9293    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   17.6973   -5.1457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1373   -4.4857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7122   -5.9293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7872   -4.4674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3005   -5.1457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7122   -6.7543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5689   -7.1668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7122   -8.4042    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   17.5689   -7.9918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4267   -7.9918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2833   -8.4042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9978   -7.9918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9306   -9.2193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8382   -8.4137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9978   -7.1480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1074   -7.9918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9978   -6.2342    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  9  1  1  6  0  0  0
  1 16  1  0  0  0  0
  2 15  1  0  0  0  0
  2 19  1  0  0  0  0
  3 16  2  0  0  0  0
 17  4  1  6  0  0  0
  5 19  2  0  0  0  0
  6 22  1  0  0  0  0
  8  7  1  0  0  0  0
  7 11  1  0  0  0  0
  7 13  1  0  0  0  0
  9  8  1  0  0  0  0
  8 12  1  0  0  0  0
  8 26  1  1  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 12 14  2  0  0  0  0
 12 15  1  0  0  0  0
 13 14  1  0  0  0  0
 16 18  1  0  0  0  0
 17 19  1  0  0  0  0
 17 21  1  0  0  0  0
 17 22  1  0  0  0  0
 18 20  1  0  0  0  0
 18 23  2  0  0  0  0
 20 21  1  0  0  0  0
 21 24  2  0  0  0  0
 23 25  1  0  0  0  0
M  END
> <ID>
CHEBI:63924

> <NAME>
riddelliine

> <DEFINITION>
A macrodiolide that is 13,19-didehydrosenecionan bearing two additional hydroxy substituents at positions 12 and 18 as well as two additional oxo groups at positions 11 and 16.

> <STAR>
3

> <SYNONYM>
Riddelline; Riddeliine; Riddeliin; 18-Hydroxyseneciphylline

> <IUPAC_NAME>
(15Z)-12,18-dihydroxy-13,19-didehydrosenecionan-11,16-dione

> <FORMULA>
C18H23NO6

> <MASS>
349.37830

> <MONOISOTOPIC_MASS>
349.15254

> <CHARGE>
0

> <SMILES>
[H][C@@]12[C@H]3CCN1CC=C2COC(=O)[C@@](O)(CO)C(=C)C\C(=C\C)C(=O)O3

> <INCHI>
InChI=1S/C18H23NO6/c1-3-12-8-11(2)18(23,10-20)17(22)24-9-13-4-6-19-7-5-14(15(13)19)25-16(12)21/h3-4,14-15,20,23H,2,5-10H2,1H3/b12-3-/t14-,15-,18-/m1/s1

> <INCHIKEY>
SVCNNZDUGWLODJ-RAYFHMIRSA-N

> <CAS_REGISTRY_NUMBER>
23246-96-0

> <REAXYS_REGISTRY_NUMBER>
1042830

> <CHEMIDPLUS>
23246-96-0

> <KEGG_COMPOUND_ACCESSION>
C10375

> <KNAPSACK_ACCESSION>
C00002110

> <NIST_CHEMISTRY_WEBBOOK>
23246-96-0

> <WIKIPEDIA_ACCESSION>
Riddelliine

> <PUBMED_CITATION>
11170513; 12140173; 14580895; 18842697; 19412857; 1949039; 20078085; 20737008; 2083039; 21170807; 21822322; 21976715; 3507253

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