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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:35:45 UTC

Update Date

2022-03-07 02:52:29 UTC

HMDB ID

HMDB0030259

Secondary Accession Numbers

HMDB30259

Metabolite Identification

Common Name

(+)-Erysotrine

Description

(+)-Erysotrine is found in green vegetables. (+)-Erysotrine is an alkaloid from a wide range of Erythrina species including Erythrina abyssinica, Erythrina arborescens, Erythrina atitlanensis, Erythrina blakei, Erythrina caffra, Erythrina coralloides, Erythrina crista-galli, Erythrina flabelliformis, Erythrina folkersii, Erythrina fusca (gallito), Erythrina goldmanii, Erythrina guatemalensis, Erythrina herbacea, Erythrina lithosperma, Erythrina livingstoniana, Erythrina macrophylla, Erythrina mulungu, Erythrina oliviae, Erythrina poeppigiana, Erythrina senegalensis, Erythrina steyermarkii, Erythrina suberosa, Erythrina tajumulcensis, Erythrina variegata and Erythrina zeher

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

HMDB0030259
     RDKit          3D
(+)-Erysotrine
 46 49  0  0  0  0  0  0  0  0999 V2000
   -4.5371    1.5156    2.7087 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8401    0.3273    2.3779 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6879    0.3234    1.6227 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1894    1.5268    1.1680 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0206    1.5848    0.3954 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4120    0.3821    0.1241 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8903   -0.8495    0.5685 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0372   -0.8615    1.3219 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5759   -2.0392    1.8002 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9093   -3.2475    1.4913 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8508    0.2693   -0.6929 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6591   -0.5203   -1.9245 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7294   -1.4802   -2.2967 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8997   -0.8240   -2.6215 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2847   -1.2255   -3.8934 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9582   -2.4590   -1.1919 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0469   -1.8908    0.0264 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9082   -0.4290    0.1190 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5624    0.4693    0.7890 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0255    1.8520    0.4984 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4083    1.5724   -0.7959 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5104    2.6217   -1.1090 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5190    2.9070   -0.0732 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8401    1.9949    1.7320 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4762    1.3085    3.2480 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9000    2.2386    3.2359 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6707    2.4651    1.3840 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3994   -1.7854    0.3460 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8534   -3.3063    0.3879 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3976   -4.1290    1.9443 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8766   -3.2149    1.9060 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5859    0.2189   -2.7799 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3654   -0.9897   -1.9211 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4640   -2.1271   -3.1633 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4460   -2.3210   -3.8915 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1703   -0.6689   -4.2635 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4817   -1.0361   -4.6571 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0482   -3.5195   -1.3242 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2243   -2.4981    0.8899 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3693    0.2922    1.4656 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3406    2.1077    1.2887 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8906    2.4950    0.3320 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0845    3.5445   -1.2956 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0011    2.3907   -2.0878 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3593    3.4589   -0.5818 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1901    3.5557    0.7483 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
  6 11  1  0
 11 12  1  6
 12 13  1  0
 13 14  1  0
 14 15  1  0
 13 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
  8  3  1  0
 18 11  1  0
 23  5  1  0
 21 11  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  4 27  1  0
  7 28  1  0
 10 29  1  0
 10 30  1  0
 10 31  1  0
 12 32  1  0
 12 33  1  0
 13 34  1  6
 15 35  1  0
 15 36  1  0
 15 37  1  0
 16 38  1  0
 17 39  1  0
 19 40  1  0
 20 41  1  0
 20 42  1  0
 22 43  1  0
 22 44  1  0
 23 45  1  0
 23 46  1  0
M  END


  Mrv0541 05061305072D          

 23 26  0  0  0  0            999 V2000
    3.4502    2.3091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0007    1.0622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6107    1.7892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0143    1.8703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8263    2.0166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0476   -0.9900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0288    0.7822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2230   -0.9642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0318   -0.0406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3068   -0.3145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5269    1.1395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1248    0.7178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4822   -0.2887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7350    1.0941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3589    1.3865    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0922    0.4383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7414    0.3867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3515    1.1137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2677    0.4640    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8330   -0.2372    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1708    1.5328    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5660    0.3610    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7861    1.8150    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  2  0  0  0  0
  8  6  1  0  0  0  0
  9  7  1  0  0  0  0
 13  6  1  0  0  0  0
 13 10  2  0  0  0  0
 14  4  1  0  0  0  0
 14  7  2  0  0  0  0
 15  5  1  0  0  0  0
 15 12  1  0  0  0  0
 16 11  2  0  0  0  0
 16 13  1  0  0  0  0
 17 10  1  0  0  0  0
 18 11  1  0  0  0  0
 18 17  2  0  0  0  0
 19 12  1  6  0  0  0
 19 14  1  0  0  0  0
 19 16  1  0  0  0  0
 20  8  1  0  0  0  0
 20  9  1  0  0  0  0
 20 19  1  0  0  0  0
 21  1  1  0  0  0  0
 15 21  1  6  0  0  0
 22  2  1  0  0  0  0
 22 17  1  0  0  0  0
 23  3  1  0  0  0  0
 23 18  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0030259

> <DATABASE_NAME>
hmdb

> <SMILES>
CO[C@@H]1C[C@]23N(CC=C2C=C1)CCC1=CC(OC)=C(OC)C=C31

> <INCHI_IDENTIFIER>
InChI=1S/C19H23NO3/c1-21-15-5-4-14-7-9-20-8-6-13-10-17(22-2)18(23-3)11-16(13)19(14,20)12-15/h4-5,7,10-11,15H,6,8-9,12H2,1-3H3/t15-,19-/m0/s1

> <INCHI_KEY>
WXVSPYOOFCCEII-KXBFYZLASA-N

> <FORMULA>
C19H23NO3

> <MOLECULAR_WEIGHT>
313.3908

> <EXACT_MASS>
313.167793607

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
34.659014129723914

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,16R)-4,5,16-trimethoxy-10-azatetracyclo[8.7.0.0¹,¹³.0²,⁷]heptadeca-2,4,6,12,14-pentaene

> <ALOGPS_LOGP>
2.79

> <JCHEM_LOGP>
2.059549229333334

> <ALOGPS_LOGS>
-2.91

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_BASIC>
9.056960594654262

> <JCHEM_POLAR_SURFACE_AREA>
30.930000000000003

> <JCHEM_REFRACTIVITY>
92.43920000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.88e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
erysotrine

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0030259
     RDKit          3D
(+)-Erysotrine
 46 49  0  0  0  0  0  0  0  0999 V2000
   -4.5371    1.5156    2.7087 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8401    0.3273    2.3779 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6879    0.3234    1.6227 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1894    1.5268    1.1680 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0206    1.5848    0.3954 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4120    0.3821    0.1241 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8903   -0.8495    0.5685 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0372   -0.8615    1.3219 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5759   -2.0392    1.8002 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9093   -3.2475    1.4913 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8508    0.2693   -0.6929 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6591   -0.5203   -1.9245 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7294   -1.4802   -2.2967 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8997   -0.8240   -2.6215 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2847   -1.2255   -3.8934 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9582   -2.4590   -1.1919 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0469   -1.8908    0.0264 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9082   -0.4290    0.1190 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5624    0.4693    0.7890 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0255    1.8520    0.4984 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4083    1.5724   -0.7959 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5104    2.6217   -1.1090 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5190    2.9070   -0.0732 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8401    1.9949    1.7320 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4762    1.3085    3.2480 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9000    2.2386    3.2359 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6707    2.4651    1.3840 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3994   -1.7854    0.3460 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8534   -3.3063    0.3879 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3976   -4.1290    1.9443 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8766   -3.2149    1.9060 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5859    0.2189   -2.7799 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3654   -0.9897   -1.9211 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4640   -2.1271   -3.1633 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4460   -2.3210   -3.8915 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1703   -0.6689   -4.2635 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4817   -1.0361   -4.6571 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0482   -3.5195   -1.3242 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2243   -2.4981    0.8899 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3693    0.2922    1.4656 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3406    2.1077    1.2887 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8906    2.4950    0.3320 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0845    3.5445   -1.2956 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0011    2.3907   -2.0878 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3593    3.4589   -0.5818 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1901    3.5557    0.7483 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
  6 11  1  0
 11 12  1  6
 12 13  1  0
 13 14  1  0
 14 15  1  0
 13 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
  8  3  1  0
 18 11  1  0
 23  5  1  0
 21 11  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  4 27  1  0
  7 28  1  0
 10 29  1  0
 10 30  1  0
 10 31  1  0
 12 32  1  0
 12 33  1  0
 13 34  1  6
 15 35  1  0
 15 36  1  0
 15 37  1  0
 16 38  1  0
 17 39  1  0
 19 40  1  0
 20 41  1  0
 20 42  1  0
 22 43  1  0
 22 44  1  0
 23 45  1  0
 23 46  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0       6.440   4.310   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       9.335   1.983   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       8.607   3.340   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.893   3.491   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.409   3.764   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.822  -1.848   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.054   1.460   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.283  -1.800   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.059  -0.076   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.173  -0.587   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.717   2.127   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.966   1.340   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.633  -0.539   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.372   2.042   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.403   2.588   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.905   0.818   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.984   0.722   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.256   2.079   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.366   0.866   0.000  0.00  0.00           C+0
HETATM   20  N   UNK     0       1.555  -0.443   0.000  0.00  0.00           N+0
HETATM   21  O   UNK     0       5.919   2.861   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       8.523   0.674   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       7.067   3.388   0.000  0.00  0.00           O+0
CONECT    1   21                                                            
CONECT    2   22                                                            
CONECT    3   23                                                            
CONECT    4    5   14                                                       
CONECT    5    4   15                                                       
CONECT    6    8   13                                                       
CONECT    7    9   14                                                       
CONECT    8    6   20                                                       
CONECT    9    7   20                                                       
CONECT   10   13   17                                                       
CONECT   11   16   18                                                       
CONECT   12   15   19                                                       
CONECT   13    6   10   16                                                  
CONECT   14    4    7   19                                                  
CONECT   15    5   12   21                                                  
CONECT   16   11   13   19                                                  
CONECT   17   10   18   22                                                  
CONECT   18   11   17   23                                                  
CONECT   19   12   14   16   20                                             
CONECT   20    8    9   19                                                  
CONECT   21    1   15                                                       
CONECT   22    2   17                                                       
CONECT   23    3   18                                                       
MASTER        0    0    0    0    0    0    0    0   23    0   52    0
END

COMPND    HMDB0030259
HETATM    1  C1  UNL     1      -4.537   1.516   2.709  1.00  0.00           C  
HETATM    2  O1  UNL     1      -3.840   0.327   2.378  1.00  0.00           O  
HETATM    3  C2  UNL     1      -2.688   0.323   1.623  1.00  0.00           C  
HETATM    4  C3  UNL     1      -2.189   1.527   1.168  1.00  0.00           C  
HETATM    5  C4  UNL     1      -1.021   1.585   0.395  1.00  0.00           C  
HETATM    6  C5  UNL     1      -0.412   0.382   0.124  1.00  0.00           C  
HETATM    7  C6  UNL     1      -0.890  -0.849   0.569  1.00  0.00           C  
HETATM    8  C7  UNL     1      -2.037  -0.861   1.322  1.00  0.00           C  
HETATM    9  O2  UNL     1      -2.576  -2.039   1.800  1.00  0.00           O  
HETATM   10  C8  UNL     1      -1.909  -3.247   1.491  1.00  0.00           C  
HETATM   11  C9  UNL     1       0.851   0.269  -0.693  1.00  0.00           C  
HETATM   12  C10 UNL     1       0.659  -0.520  -1.924  1.00  0.00           C  
HETATM   13  C11 UNL     1       1.729  -1.480  -2.297  1.00  0.00           C  
HETATM   14  O3  UNL     1       2.900  -0.824  -2.622  1.00  0.00           O  
HETATM   15  C12 UNL     1       3.285  -1.226  -3.893  1.00  0.00           C  
HETATM   16  C13 UNL     1       1.958  -2.459  -1.192  1.00  0.00           C  
HETATM   17  C14 UNL     1       2.047  -1.891   0.026  1.00  0.00           C  
HETATM   18  C15 UNL     1       1.908  -0.429   0.119  1.00  0.00           C  
HETATM   19  C16 UNL     1       2.562   0.469   0.789  1.00  0.00           C  
HETATM   20  C17 UNL     1       2.025   1.852   0.498  1.00  0.00           C  
HETATM   21  N1  UNL     1       1.408   1.572  -0.796  1.00  0.00           N  
HETATM   22  C18 UNL     1       0.510   2.622  -1.109  1.00  0.00           C  
HETATM   23  C19 UNL     1      -0.519   2.907  -0.073  1.00  0.00           C  
HETATM   24  H1  UNL     1      -4.840   1.995   1.732  1.00  0.00           H  
HETATM   25  H2  UNL     1      -5.476   1.309   3.248  1.00  0.00           H  
HETATM   26  H3  UNL     1      -3.900   2.239   3.236  1.00  0.00           H  
HETATM   27  H4  UNL     1      -2.671   2.465   1.384  1.00  0.00           H  
HETATM   28  H5  UNL     1      -0.399  -1.785   0.346  1.00  0.00           H  
HETATM   29  H6  UNL     1      -1.853  -3.306   0.388  1.00  0.00           H  
HETATM   30  H7  UNL     1      -2.398  -4.129   1.944  1.00  0.00           H  
HETATM   31  H8  UNL     1      -0.877  -3.215   1.906  1.00  0.00           H  
HETATM   32  H9  UNL     1       0.586   0.219  -2.780  1.00  0.00           H  
HETATM   33  H10 UNL     1      -0.365  -0.990  -1.921  1.00  0.00           H  
HETATM   34  H11 UNL     1       1.464  -2.127  -3.163  1.00  0.00           H  
HETATM   35  H12 UNL     1       3.446  -2.321  -3.892  1.00  0.00           H  
HETATM   36  H13 UNL     1       4.170  -0.669  -4.264  1.00  0.00           H  
HETATM   37  H14 UNL     1       2.482  -1.036  -4.657  1.00  0.00           H  
HETATM   38  H15 UNL     1       2.048  -3.520  -1.324  1.00  0.00           H  
HETATM   39  H16 UNL     1       2.224  -2.498   0.890  1.00  0.00           H  
HETATM   40  H17 UNL     1       3.369   0.292   1.466  1.00  0.00           H  
HETATM   41  H18 UNL     1       1.341   2.108   1.289  1.00  0.00           H  
HETATM   42  H19 UNL     1       2.891   2.495   0.332  1.00  0.00           H  
HETATM   43  H20 UNL     1       1.085   3.545  -1.296  1.00  0.00           H  
HETATM   44  H21 UNL     1      -0.001   2.391  -2.088  1.00  0.00           H  
HETATM   45  H22 UNL     1      -1.359   3.459  -0.582  1.00  0.00           H  
HETATM   46  H23 UNL     1      -0.190   3.556   0.748  1.00  0.00           H  
CONECT    1    2   24   25   26
CONECT    2    3
CONECT    3    4    4    8
CONECT    4    5   27
CONECT    5    6    6   23
CONECT    6    7   11
CONECT    7    8    8   28
CONECT    8    9
CONECT    9   10
CONECT   10   29   30   31
CONECT   11   12   18   21
CONECT   12   13   32   33
CONECT   13   14   16   34
CONECT   14   15
CONECT   15   35   36   37
CONECT   16   17   17   38
CONECT   17   18   39
CONECT   18   19   19
CONECT   19   20   40
CONECT   20   21   41   42
CONECT   21   22
CONECT   22   23   43   44
CONECT   23   45   46
END

HMDB0030259
     RDKit          3D
(+)-Erysotrine
 46 49  0  0  0  0  0  0  0  0999 V2000
   -4.5371    1.5156    2.7087 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8401    0.3273    2.3779 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6879    0.3234    1.6227 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1894    1.5268    1.1680 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0206    1.5848    0.3954 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4120    0.3821    0.1241 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8903   -0.8495    0.5685 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0372   -0.8615    1.3219 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5759   -2.0392    1.8002 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9093   -3.2475    1.4913 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8508    0.2693   -0.6929 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6591   -0.5203   -1.9245 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7294   -1.4802   -2.2967 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8997   -0.8240   -2.6215 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2847   -1.2255   -3.8934 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9582   -2.4590   -1.1919 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0469   -1.8908    0.0264 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9082   -0.4290    0.1190 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5624    0.4693    0.7890 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0255    1.8520    0.4984 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4083    1.5724   -0.7959 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5104    2.6217   -1.1090 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5190    2.9070   -0.0732 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8401    1.9949    1.7320 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4762    1.3085    3.2480 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9000    2.2386    3.2359 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6707    2.4651    1.3840 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3994   -1.7854    0.3460 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8534   -3.3063    0.3879 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3976   -4.1290    1.9443 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8766   -3.2149    1.9060 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5859    0.2189   -2.7799 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3654   -0.9897   -1.9211 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4640   -2.1271   -3.1633 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4460   -2.3210   -3.8915 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1703   -0.6689   -4.2635 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4817   -1.0361   -4.6571 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0482   -3.5195   -1.3242 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2243   -2.4981    0.8899 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3693    0.2922    1.4656 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3406    2.1077    1.2887 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8906    2.4950    0.3320 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0845    3.5445   -1.2956 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0011    2.3907   -2.0878 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3593    3.4589   -0.5818 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1901    3.5557    0.7483 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
  6 11  1  0
 11 12  1  6
 12 13  1  0
 13 14  1  0
 14 15  1  0
 13 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
  8  3  1  0
 18 11  1  0
 23  5  1  0
 21 11  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  4 27  1  0
  7 28  1  0
 10 29  1  0
 10 30  1  0
 10 31  1  0
 12 32  1  0
 12 33  1  0
 13 34  1  6
 15 35  1  0
 15 36  1  0
 15 37  1  0
 16 38  1  0
 17 39  1  0
 19 40  1  0
 20 41  1  0
 20 42  1  0
 22 43  1  0
 22 44  1  0
 23 45  1  0
 23 46  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₉H₂₃NO₃

Average Molecular Weight

313.3908

Monoisotopic Molecular Weight

313.167793607

IUPAC Name

(1S,16R)-4,5,16-trimethoxy-10-azatetracyclo[8.7.0.0¹,¹³.0²,⁷]heptadeca-2,4,6,12,14-pentaene

Traditional Name

erysotrine

CAS Registry Number

27740-43-8

SMILES

CO[C@@H]1C[C@]23N(CC=C2C=C1)CCC1=CC(OC)=C(OC)C=C31

InChI Identifier

InChI=1S/C19H23NO3/c1-21-15-5-4-14-7-9-20-8-6-13-10-17(22-2)18(23-3)11-16(13)19(14,20)12-15/h4-5,7,10-11,15H,6,8-9,12H2,1-3H3/t15-,19-/m0/s1

InChI Key

WXVSPYOOFCCEII-KXBFYZLASA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as erythrinanes. These are erythrina alkaloids possessing either a 6-5-6-6-membered indoloisoquinoline core or a derivative thereof.

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

Erythrina alkaloids

Sub Class

Erythrinanes

Direct Parent

Erythrinanes

Alternative Parents

Substituents

Erythrinane skeleton
Tetrahydroisoquinoline
Indole or derivatives
Anisole
Alkyl aryl ether
Aralkylamine
Benzenoid
Pyrroline
Tertiary aliphatic amine
Tertiary amine
Organoheterocyclic compound
Ether
Dialkyl ether
Azacycle
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Amine
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

alkaloid (CHEBI:4838 )
Isoquinoline alkaloids (C09423 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cell membrane (HMDB: HMDB0030259)

Cellular substructure

Membrane (HMDB: HMDB0030259)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0030259)

Source

Endogenous

Endogenous (HMDB: HMDB0030259)

Plant

Plant (HMDB: HMDB0030259)

Exogenous

Food

Food (HMDB: HMDB0030259)

Vegetable

Leaf vegetable

Green vegetables (FooDB: FOOD00872)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	95 - 97 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.39 g/L	ALOGPS
logP	2.79	ALOGPS
logP	2.06	ChemAxon
logS	-2.9	ALOGPS
pKa (Strongest Basic)	9.06	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	30.93 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	92.44 m³·mol⁻¹	ChemAxon
Polarizability	34.66 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	174.31	31661259
DarkChem	[M-H]-	170.49	31661259
DeepCCS	[M-2H]-	204.492	30932474
DeepCCS	[M+Na]+	179.501	30932474
AllCCS	[M+H]+	175.8	32859911
AllCCS	[M+H-H2O]+	172.5	32859911
AllCCS	[M+NH4]+	178.8	32859911
AllCCS	[M+Na]+	179.7	32859911
AllCCS	[M-H]-	182.6	32859911
AllCCS	[M+Na-2H]-	182.3	32859911
AllCCS	[M+HCOO]-	182.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(+)-Erysotrine	CO[C@@H]1C[C@]23N(CC=C2C=C1)CCC1=CC(OC)=C(OC)C=C31	3991.4	Standard polar	33892256
(+)-Erysotrine	CO[C@@H]1C[C@]23N(CC=C2C=C1)CCC1=CC(OC)=C(OC)C=C31	2436.9	Standard non polar	33892256
(+)-Erysotrine	CO[C@@H]1C[C@]23N(CC=C2C=C1)CCC1=CC(OC)=C(OC)C=C31	2605.9	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - (+)-Erysotrine GC-MS (Non-derivatized) - 70eV, Positive	splash10-001j-0190000000-b5cb3c00dddc2b2bd6cb	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (+)-Erysotrine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (+)-Erysotrine 10V, Positive-QTOF	splash10-03di-0039000000-f4c6d3e6a6b42fb21037	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (+)-Erysotrine 20V, Positive-QTOF	splash10-03di-0096000000-3d4598c60e33be4e06ef	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (+)-Erysotrine 40V, Positive-QTOF	splash10-0uml-0290000000-3232db90b0af0672dcb9	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (+)-Erysotrine 10V, Negative-QTOF	splash10-03di-0019000000-bfffd51bb34610a61211	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (+)-Erysotrine 20V, Negative-QTOF	splash10-03di-0096000000-006957529beb7fcd4396	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (+)-Erysotrine 40V, Negative-QTOF	splash10-00kf-0090000000-60470751724611028c7f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (+)-Erysotrine 10V, Positive-QTOF	splash10-03di-0009000000-879645690cd5fc806db2	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (+)-Erysotrine 20V, Positive-QTOF	splash10-03e9-0089000000-f2b613ecbf7d1398a8f2	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (+)-Erysotrine 40V, Positive-QTOF	splash10-0kal-0190000000-7ba1d1b4487c1015c2d0	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (+)-Erysotrine 10V, Negative-QTOF	splash10-03di-0009000000-19200665d806a98057c5	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (+)-Erysotrine 20V, Negative-QTOF	splash10-03di-0039000000-a3e8f0c32be6d8526a81	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (+)-Erysotrine 40V, Negative-QTOF	splash10-02t9-0090000000-f9cca7e938a5a73dbf40	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

442219

PDB ID

Not Available

ChEBI ID

573399

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for (+)-Erysotrine (HMDB0030259)

MOL for HMDB0030259 ((+)-Erysotrine)

3D MOL for HMDB0030259 ((+)-Erysotrine)

3D SDF for HMDB0030259 ((+)-Erysotrine)

3D-SDF for HMDB0030259 ((+)-Erysotrine)

PDB for HMDB0030259 ((+)-Erysotrine)

3D PDB for HMDB0030259 ((+)-Erysotrine)

SMILES for HMDB0030259 ((+)-Erysotrine)

INCHI for HMDB0030259 ((+)-Erysotrine)

Structure for HMDB0030259 ((+)-Erysotrine)

3D Structure for HMDB0030259 ((+)-Erysotrine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra