Marvin  04151310572D          

 26 27  0  0  0  0            999 V2000
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   -0.1125   -7.0667    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2998   -6.3475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5223   -8.7208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5234   -9.5482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8086   -9.9610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0922   -9.5477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2368   -8.3085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9512   -8.7211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6658   -8.3088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3801   -8.7215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6660   -7.4838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8088  -10.7860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5234  -11.1984    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0944  -11.1987    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8104   -8.3080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.6121   -8.2981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6073   -7.4752    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8214   -7.4868    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    1.1248   -6.3450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5351   -5.6293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3601   -5.6268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7705   -4.9111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7748   -6.3400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  6 13  1  0  0  0  0
  7 17  1  0  0  0  0
 13 14  2  0  0  0  0
 16  4  1  0  0  0  0
 13 15  1  0  0  0  0
 16 17  2  0  0  0  0
  2  1  1  6  0  0  0
  4  8  1  0  0  0  0
  4  5  2  0  0  0  0
  8  9  1  0  0  0  0
  3  2  1  0  0  0  0
 16 20  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19  2  1  0  0  0  0
  2 20  1  0  0  0  0
  9 10  2  0  0  0  0
 19 21  1  1  0  0  0
  5  6  1  0  0  0  0
  3 22  1  0  0  0  0
 10 11  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 10 12  1  0  0  0  0
 24 25  1  0  0  0  0
  6  7  2  0  0  0  0
 24 26  1  0  0  0  0
M  END
> <ID>
CHEBI:66428

> <NAME>
myrsinoic acid C

> <DEFINITION>
A member of the class of chromanes that is 3,4-dihydro-2H-chromene substituted by a carboxy group at position 6, a hydroxy group at position 3, a methyl and a 4-methylpent-3-en-1-yl group at position 2 and a prenyl group at position 8 (the 2S,3S stereoisomer). Isolated from in Myrsine seguinii, it exhibits anti-inflammatory activity.

> <STAR>
3

> <SYNONYM>
(2S),(3S)-6-carboxy-2,3-dihydro-3-hydroxy-2-methyl-2-(4'-methylpenta-3'-enyl)-8-(3''-methyl-2''-butenyl)chroman

> <IUPAC_NAME>
(2S,3S)-3-hydroxy-2-methyl-8-(3-methylbut-2-en-1-yl)-2-(4-methylpent-3-en-1-yl)-3,4-dihydro-2H-chromene-6-carboxylic acid

> <FORMULA>
C22H30O4

> <MASS>
358.47120

> <MONOISOTOPIC_MASS>
358.21441

> <CHARGE>
0

> <SMILES>
CC(C)=CCC[C@]1(C)Oc2c(CC=C(C)C)cc(cc2C[C@@H]1O)C(O)=O

> <INCHI>
InChI=1S/C22H30O4/c1-14(2)7-6-10-22(5)19(23)13-17-12-18(21(24)25)11-16(20(17)26-22)9-8-15(3)4/h7-8,11-12,19,23H,6,9-10,13H2,1-5H3,(H,24,25)/t19-,22-/m0/s1

> <INCHIKEY>
BZURYTKOXWYRAG-UGKGYDQZSA-N

> <REAXYS_REGISTRY_NUMBER>
9291057

> <PUBMED_CITATION>
12005065

$$$$