Marvin  01290911052D          

 22 25  0  0  0  0            999 V2000
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7145    0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4991   -0.6674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5715    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9840    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9840    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8090    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8090    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2215    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2215    2.1434    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0465    0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  9  2  0  0  0  0
  1  2  1  0  0  0  0
  1  8  2  0  0  0  0
  6  1  1  0  0  0  0
  6 13  1  0  0  0  0
  6  5  1  0  0  0  0
  5  7  1  0  0  0  0
  5 21  1  1  0  0  0
  5  4  1  0  0  0  0
  4  3  1  0  0  0  0
  2  3  1  0  0  0  0
  8 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 14  7  1  0  0  0  0
 10 11  2  0  0  0  0
 13 14  1  0  0  0  0
 13 15  2  0  0  0  0
 14 16  2  0  0  0  0
 15 17  1  0  0  0  0
 16 18  1  0  0  0  0
 17 19  1  0  0  0  0
 18 20  1  0  0  0  0
 17 18  2  0  0  0  0
  6 22  1  1  0  0  0
M  END
> <ID>
CHEBI:3170

> <NAME>
brazilin

> <DEFINITION>
A organic heterotetracyclic compound that is a red pigment obtained from the wood of Caesalpinia echinata (Brazil-wood) or Caesalpinia sappan (sappan-wood).

> <STAR>
3

> <SYNONYM>
Natural Red 24; Brazilin; brasilin; (+)-brazilin

> <IUPAC_NAME>
(6aS,11bR)-7,11b-dihydroindeno[2,1-c]chromene-3,6a,9,10(6H)-tetrol

> <FORMULA>
C16H14O5

> <MASS>
286.27936

> <MONOISOTOPIC_MASS>
286.08412

> <CHARGE>
0

> <SMILES>
[H][C@@]12c3ccc(O)cc3OC[C@]1(O)Cc1cc(O)c(O)cc21

> <INCHI>
InChI=1S/C16H14O5/c17-9-1-2-10-14(4-9)21-7-16(20)6-8-3-12(18)13(19)5-11(8)15(10)16/h1-5,15,17-20H,6-7H2/t15-,16+/m0/s1

> <INCHIKEY>
UWHUTZOCTZJUKC-JKSUJKDBSA-N

> <BEILSTEIN_REGISTRY_NUMBER>
4198570

> <CAS_REGISTRY_NUMBER>
474-07-7

> <REAXYS_REGISTRY_NUMBER>
4198570

> <CHEMIDPLUS>
474-07-7

> <KEGG_COMPOUND_ACCESSION>
C09920

> <KNAPSACK_ACCESSION>
C00010268

> <WIKIPEDIA_ACCESSION>
Brazilin

> <AGRICOLA_CITATION>
IND44330815

> <PUBMED_CITATION>
18021765; 18983903; 22044921; 22920671; 24095700; 24716195; 24735611; 24963948; 25233024; 25248564; 25369797; 25562504; 25613018; 25760294; 25767080; 25864864; 25865820; 25893688; 25896410; 25939535; 26194825; 26295477

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