ChEBI


 27 30  0  0  0  0  0  0  0  0  1 V2000
    7.7211   -4.4337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9970   -4.0337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4349   -4.0165    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.7246   -5.2579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9901   -3.2061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2866   -4.4613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1487   -4.4199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4246   -3.1889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4487   -5.6648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2625   -2.7958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7004   -2.7820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5590   -4.0579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1590   -5.2475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4521   -6.4923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5452   -3.2268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8521   -4.4820    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.8728   -5.6579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1694   -6.8958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8245   -2.8268    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1314   -4.0820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8832   -6.4785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5901   -5.2337    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1177   -3.2510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6004   -6.8923    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.3073   -5.6372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3211   -6.4716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0039   -4.8372    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  1  0  0  0  0
  1  4  1  0  0  0  0
  2  5  1  0  0  0  0
  2  6  2  0  0  0  0
  3  7  1  0  0  0  0
  3  8  1  0  0  0  0
  4  9  1  0  0  0  0
  5 10  2  0  0  0  0
  5 11  1  0  0  0  0
  6 12  1  0  0  0  0
  7 13  1  0  0  0  0
  9 14  1  0  0  0  0
 10 15  1  0  0  0  0
 12 16  1  0  0  0  0
 13 17  1  0  0  0  0
 14 18  2  0  0  0  0
 15 19  1  0  0  0  0
 16 20  1  0  0  0  0
 17 21  2  0  0  0  0
 17 22  1  0  0  0  0
 19 23  1  0  0  0  0
 21 24  1  0  0  0  0
 22 25  1  0  0  0  0
 24 26  1  0  0  0  0
  8 11  1  0  0  0  0
  9 13  2  0  0  0  0
 12 15  2  0  0  0  0
 18 21  1  0  0  0  0
  1 27  1  6  0  0  0
M  END
> <ID>
CHEBI:16563

> <NAME>
tetrahydropalmatine

> <DEFINITION>
A berberine alkaloid obtained by formal addition of two molecules of hydrogen to the pyridine ring of palmatine.

> <STAR>
3

> <SECONDARY_ID>
CHEBI:15223; CHEBI:26917; CHEBI:9486

> <SYNONYM>
Tetrahydropalmatine; L-tetrahydropalmatine; 2,3,9,10-tetramethoxy-13aalpha-berbine; (S)-Tetrahydropalmatine; (S)-tetrahydropalmatine; (S)-tetrahydropalmatine; (S)-(-)-tetrahydropalmatine; (-)-tetrahydropalmatine

> <IUPAC_NAME>
(13aS)-2,3,9,10-tetramethoxy-5,8,13,13a-tetrahydro-6H-isoquino[3,2-a]isoquinoline

> <FORMULA>
C21H25NO4

> <MASS>
355.42754

> <MONOISOTOPIC_MASS>
355.17836

> <CHARGE>
0

> <SMILES>
[H][C@@]12Cc3ccc(OC)c(OC)c3CN1CCc1cc(OC)c(OC)cc21

> <INCHI>
InChI=1S/C21H25NO4/c1-23-18-6-5-13-9-17-15-11-20(25-3)19(24-2)10-14(15)7-8-22(17)12-16(13)21(18)26-4/h5-6,10-11,17H,7-9,12H2,1-4H3/t17-/m0/s1

> <INCHIKEY>
AEQDJSLRWYMAQI-KRWDZBQOSA-N

> <CAS_REGISTRY_NUMBER>
483-14-7

> <REAXYS_REGISTRY_NUMBER>
96288

> <CHEMIDPLUS>
483-14-7

> <KEGG_COMPOUND_ACCESSION>
C02890

> <KNAPSACK_ACCESSION>
C00025252

> <METACYC_ACCESSION>
TETRAHYDROPALMATINE

> <WIKIPEDIA_ACCESSION>
Tetrahydropalmatine

> <PUBMED_CITATION>
10680579; 11488467; 12709895; 17260290; 19544352; 19927376; 20083181; 20109541; 20234973; 20349723; 20828314; 20884991; 21196089; 21319371; 21493954; 21633914; 21678521; 21733652

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