Marvin  06301016582D          

 22 23  0  0  0  0            999 V2000
   -1.6500    0.1179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3645   -0.2946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3645   -1.1197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6500   -1.5322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9355   -1.1197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9355   -0.2946    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2211    0.1179    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2211   -1.5322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4934   -1.1197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4934   -0.2946    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2375   -2.2466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0625   -2.2466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2211    0.9429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9355    0.5304    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4934    0.5304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4934    1.3554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4934    2.1804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2079    2.5929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9223    2.1804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2079    0.1179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3035    2.3939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2799    2.9773    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  6  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  7  6  1  0  0  0  0
  6  5  1  0  0  0  0
  5  8  2  0  0  0  0
  7 10  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  4 11  1  0  0  0  0
  4 12  1  0  0  0  0
  7 13  1  0  0  0  0
  6 14  1  6  0  0  0
  7 15  1  1  0  0  0
 13 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 10 20  1  1  0  0  0
 17 21  1  0  0  0  0
 17 22  1  0  0  0  0
M  END
> <ID>
CHEBI:59685

> <NAME>
edaxadiene

> <DEFINITION>
A bicyclic halimane-type diterpenoid produced by the pathogen Mycobacterium tuberculosis as a defense against macrophage attack. The structure was revised in 2010, having been initially thought to be tricyclic. The compound was originally named nosyberkol after it was first isolated in 2004 from a sponge, Raspailia sp., collected from the Nosy Be island of Madagascar.

> <STAR>
3

> <SYNONYM>
nosyberkol; isotuberculosinol

> <IUPAC_NAME>
3-methyl-5-[(1R,2S,8aS)-1,2,5,5-tetramethyl-1,2,3,5,6,7,8,8a-octahydronaphthalen-1-yl]pent-1-en-3-ol

> <FORMULA>
C20H34O

> <MASS>
290.48340

> <MONOISOTOPIC_MASS>
290.26097

> <CHARGE>
0

> <SMILES>
[H][C@@]12CCCC(C)(C)C1=CC[C@H](C)[C@@]2(C)CCC(C)(O)C=C

> <INCHI>
InChI=1S/C20H34O/c1-7-19(5,21)13-14-20(6)15(2)10-11-16-17(20)9-8-12-18(16,3)4/h7,11,15,17,21H,1,8-10,12-14H2,2-6H3/t15-,17+,19?,20+/m0/s1

> <INCHIKEY>
TXBORCBWDUAHAC-AIQOQHTRSA-N

> <REAXYS_REGISTRY_NUMBER>
20769504

> <PUBMED_CITATION>
15568794; 19583202; 20462237; 21228491; 21290071

$$$$