Marvin  01261214432D          

 19 20  0  0  1  0            999 V2000
    8.0799   -7.7083    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.0799   -8.5333    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.3653   -7.2958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3653   -8.9458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6509   -7.7083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6509   -8.5333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5088   -7.7083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5088   -8.5333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7943   -7.2958    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.7943   -8.9458    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.9364   -8.9458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0810   -6.8883    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0810   -9.3633    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7967   -9.7708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0834  -10.1853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5124  -10.1812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5147  -11.0062    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.2256   -9.7666    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7967   -6.4708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  5  3  1  0  0  0  0
  6  4  2  0  0  0  0
  6  5  1  0  0  0  0
  8  7  1  0  0  0  0
  9  7  1  0  0  0  0
 10  8  1  0  0  0  0
  1  9  1  0  0  0  0
  2 10  1  0  0  0  0
  2  1  1  0  0  0  0
  6 11  1  0  0  0  0
  1 12  1  6  0  0  0
  2 13  1  6  0  0  0
 10 14  1  1  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
  9 19  1  6  0  0  0
M  END
> <ID>
CHEBI:63749

> <NAME>
(+)-artemisinic acid

> <DEFINITION>
A monocarboxylic acid that is prop-2-enoic acid which is substituted at position 2 by a 4,7-dimethyl-1,2,3,4,4a,5,6,8a-octahydronaphthalen-1-yl group (the 1S,4R,4aS,8aR diastereoisomer). It is a sesquiterpenoid precursor of artemisinin, obtained from sweet wormwood, Artemisia annua.

> <STAR>
3

> <SYNONYM>
artemisinic acid; artemisic acid

> <IUPAC_NAME>
2-[(1R,4R,4aS,8aR)-4,7-dimethyl-1,2,3,4,4a,5,6,8a-octahydronaphthalen-1-yl]prop-2-enoic acid

> <FORMULA>
C15H22O2

> <MASS>
234.33400

> <MONOISOTOPIC_MASS>
234.16198

> <CHARGE>
0

> <SMILES>
[H][C@@]12CCC(C)=C[C@]1([H])[C@@H](CC[C@H]2C)C(=C)C(O)=O

> <INCHI>
InChI=1S/C15H22O2/c1-9-4-6-12-10(2)5-7-13(14(12)8-9)11(3)15(16)17/h8,10,12-14H,3-7H2,1-2H3,(H,16,17)/t10-,12+,13+,14+/m1/s1

> <INCHIKEY>
PLQMEXSCSAIXGB-SAXRGWBVSA-N

> <CAS_REGISTRY_NUMBER>
80286-58-4

> <REAXYS_REGISTRY_NUMBER>
3546102

> <CHEMIDPLUS>
80286-58-4

> <METACYC_ACCESSION>
CPD-13248

> <PUBMED_CITATION>
16612385; 17252486; 19194910; 20050663; 22396222; 2607353; 8053018; 9409011

$$$$