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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-24 02:14:45 UTC

Update Date

2021-09-24 02:14:46 UTC

HMDB ID

HMDB0303484

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Gibberellin A5

Description

Gibberellin a5 is a member of the class of compounds known as c19-gibberellin 6-carboxylic acids. C19-gibberellin 6-carboxylic acids are c19-gibberellins with a carboxyl group at the 6-position. Gibberellin a5 is practically insoluble (in water) and a weakly acidic compound (based on its pKa). Gibberellin a5 can be found in a number of food items such as tea, apricot, common pea, and sweet cherry, which makes gibberellin a5 a potential biomarker for the consumption of these food products.

Structure

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

HMDB0303484
     RDKit          3D
Gibberellin A5
 46 50  0  0  0  0  0  0  0  0999 V2000
    4.1183    0.9720   -0.9203 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0025    0.6501   -0.2933 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5991    0.7547   -0.7816 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7287    0.4762    0.4009 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6164    0.8107    1.5556 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8891    0.0886    1.0959 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9713    0.3687    1.8813 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7374   -1.3824    0.9679 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5492   -1.8271    0.1203 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4091   -0.9923    0.5373 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8909   -1.1285   -0.1275 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6468   -2.3737    0.2453 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0492   -2.0386    0.5796 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6789   -1.0017    0.0602 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8061    0.1453   -0.4045 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6414    1.3597   -0.4743 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2657   -0.3316   -1.7280 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8097   -0.3069   -2.8473 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9675   -0.8422   -1.4877 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6049    0.1291    0.4235 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5985    1.1844    0.3662 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6675    2.2244   -0.6439 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3144    2.2376   -1.7152 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0779    3.4179   -0.4587 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1051    0.8668   -0.4975 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0410    1.3669   -1.9224 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4896    1.7379   -1.2340 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4953    0.0044   -1.6040 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2256    0.3812    2.4977 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8666    1.8785    1.6254 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3550   -0.3784    2.3669 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6365   -1.7633    0.4414 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7217   -1.9004    1.9578 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3417   -2.8853    0.4615 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7722   -1.8974   -0.9409 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2468   -1.1790    1.6311 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1788   -2.9355    1.0755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6690   -3.0439   -0.6442 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6119   -2.6657    1.2891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7406   -0.9619   -0.0324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6517    1.1545    0.0144 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9399    1.6444   -1.5043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2844    2.2366    0.1222 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8872   -0.1384    1.4831 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6375    1.7260    1.3668 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4536    4.1578    0.0081 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  2  0
 17 19  1  0
 15 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
  6  2  1  0
 19 11  1  0
 10  4  1  0
 20 11  1  0
 21  4  1  0
  1 25  1  0
  1 26  1  0
  3 27  1  0
  3 28  1  0
  5 29  1  0
  5 30  1  0
  7 31  1  0
  8 32  1  0
  8 33  1  0
  9 34  1  0
  9 35  1  0
 10 36  1  0
 12 37  1  0
 12 38  1  0
 13 39  1  0
 14 40  1  0
 16 41  1  0
 16 42  1  0
 16 43  1  0
 20 44  1  0
 21 45  1  0
 24 46  1  0
M  END

  Mrv0541 02241218432D          

 24 28  0  0  0  0            999 V2000
   -1.8701    0.2783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6315   -0.5170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5073   -0.4376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1887   -1.0743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2335   -0.9155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4376   -0.9949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9149   -0.2783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3577    0.2783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6763    1.0743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2783    1.7908    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4722    1.3129    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8356   -1.7114    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6315   -1.4722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3480   -1.7908    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5521    1.7908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2335    1.0743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4376    0.9149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4376    0.0397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2783   -0.7562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0743   -0.9949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7114   -0.5170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7114    0.3577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1542   -0.0403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5073    0.5964    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  7  1  0  0  0  0
  2 13  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6 12  1  0  0  0  0
  6 19  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 18  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 16 22  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 23  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0303484

> <DATABASE_NAME>
hmdb

> <SMILES>
CC12C=CCC3(OC1=O)C1CCC4(O)CC1(CC4=C)C(C23)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C19H22O5/c1-10-8-17-9-18(10,23)7-4-11(17)19-6-3-5-16(2,15(22)24-19)13(19)12(17)14(20)21/h3,5,11-13,23H,1,4,6-9H2,2H3,(H,20,21)

> <INCHI_KEY>
ZOWHLBOPCIHIHW-UHFFFAOYSA-N

> <FORMULA>
C19H22O5

> <MOLECULAR_WEIGHT>
330.375

> <EXACT_MASS>
330.146723814

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
34.00124769399583

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-hydroxy-11-methyl-6-methylidene-16-oxo-15-oxapentacyclo[9.3.2.1⁵,⁸.0¹,¹⁰.0²,⁸]heptadec-12-ene-9-carboxylic acid

> <ALOGPS_LOGP>
1.55

> <JCHEM_LOGP>
1.2699094306666674

> <ALOGPS_LOGS>
-2.68

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
19.32984793805357

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.255557382102413

> <JCHEM_PKA_STRONGEST_BASIC>
-0.9049275069247206

> <JCHEM_POLAR_SURFACE_AREA>
83.83

> <JCHEM_REFRACTIVITY>
85.208

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.88e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-hydroxy-11-methyl-6-methylidene-16-oxo-15-oxapentacyclo[9.3.2.1⁵,⁸.0¹,¹⁰.0²,⁸]heptadec-12-ene-9-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0303484
     RDKit          3D
Gibberellin A5
 46 50  0  0  0  0  0  0  0  0999 V2000
    4.1183    0.9720   -0.9203 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0025    0.6501   -0.2933 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5991    0.7547   -0.7816 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7287    0.4762    0.4009 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6164    0.8107    1.5556 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8891    0.0886    1.0959 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9713    0.3687    1.8813 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7374   -1.3824    0.9679 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5492   -1.8271    0.1203 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4091   -0.9923    0.5373 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8909   -1.1285   -0.1275 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6468   -2.3737    0.2453 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0492   -2.0386    0.5796 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6789   -1.0017    0.0602 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8061    0.1453   -0.4045 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6414    1.3597   -0.4743 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2657   -0.3316   -1.7280 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8097   -0.3069   -2.8473 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9675   -0.8422   -1.4877 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6049    0.1291    0.4235 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5985    1.1844    0.3662 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6675    2.2244   -0.6439 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3144    2.2376   -1.7152 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0779    3.4179   -0.4587 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1051    0.8668   -0.4975 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0410    1.3669   -1.9224 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4896    1.7379   -1.2340 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4953    0.0044   -1.6040 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2256    0.3812    2.4977 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8666    1.8785    1.6254 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3550   -0.3784    2.3669 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6365   -1.7633    0.4414 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7217   -1.9004    1.9578 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3417   -2.8853    0.4615 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7722   -1.8974   -0.9409 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2468   -1.1790    1.6311 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1788   -2.9355    1.0755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6690   -3.0439   -0.6442 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6119   -2.6657    1.2891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7406   -0.9619   -0.0324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6517    1.1545    0.0144 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9399    1.6444   -1.5043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2844    2.2366    0.1222 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8872   -0.1384    1.4831 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6375    1.7260    1.3668 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4536    4.1578    0.0081 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  2  0
 17 19  1  0
 15 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
  6  2  1  0
 19 11  1  0
 10  4  1  0
 20 11  1  0
 21  4  1  0
  1 25  1  0
  1 26  1  0
  3 27  1  0
  3 28  1  0
  5 29  1  0
  5 30  1  0
  7 31  1  0
  8 32  1  0
  8 33  1  0
  9 34  1  0
  9 35  1  0
 10 36  1  0
 12 37  1  0
 12 38  1  0
 13 39  1  0
 14 40  1  0
 16 41  1  0
 16 42  1  0
 16 43  1  0
 20 44  1  0
 21 45  1  0
 24 46  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      -3.491   0.519   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -3.045  -0.965   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -4.680  -0.817   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -4.086  -2.005   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.303  -1.709   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.817  -1.857   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.708  -0.519   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.668   0.519   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.262   2.005   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      -0.519   3.343   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0      -2.748   2.451   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0      -1.560  -3.195   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      -3.045  -2.748   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      -4.383  -3.343   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       2.897   3.343   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.303   2.005   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.817   1.708   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.817   0.074   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.519  -1.412   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.005  -1.857   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       3.195  -0.965   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       3.195   0.668   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.155  -0.075   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       4.680   1.113   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    7   13                                             
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   12   19                                             
CONECT    7    2    6    8                                                  
CONECT    8    7    9   18                                                  
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9                                                            
CONECT   12    6   13                                                       
CONECT   13    2   12   14                                                  
CONECT   14   13                                                            
CONECT   15   16                                                            
CONECT   16   15   17   22                                                  
CONECT   17   16   18                                                       
CONECT   18    8   17   19   23                                             
CONECT   19    6   18   20                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   16   21   23   24                                             
CONECT   23   18   22                                                       
CONECT   24   22                                                            
MASTER        0    0    0    0    0    0    0    0   24    0   56    0
END

COMPND    HMDB0303484
HETATM    1  C1  UNL     1       4.118   0.972  -0.920  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.003   0.650  -0.293  1.00  0.00           C  
HETATM    3  C3  UNL     1       1.599   0.755  -0.782  1.00  0.00           C  
HETATM    4  C4  UNL     1       0.729   0.476   0.401  1.00  0.00           C  
HETATM    5  C5  UNL     1       1.616   0.811   1.556  1.00  0.00           C  
HETATM    6  C6  UNL     1       2.889   0.089   1.096  1.00  0.00           C  
HETATM    7  O1  UNL     1       3.971   0.369   1.881  1.00  0.00           O  
HETATM    8  C7  UNL     1       2.737  -1.382   0.968  1.00  0.00           C  
HETATM    9  C8  UNL     1       1.549  -1.827   0.120  1.00  0.00           C  
HETATM   10  C9  UNL     1       0.409  -0.992   0.537  1.00  0.00           C  
HETATM   11  C10 UNL     1      -0.891  -1.128  -0.127  1.00  0.00           C  
HETATM   12  C11 UNL     1      -1.647  -2.374   0.245  1.00  0.00           C  
HETATM   13  C12 UNL     1      -3.049  -2.039   0.580  1.00  0.00           C  
HETATM   14  C13 UNL     1      -3.679  -1.002   0.060  1.00  0.00           C  
HETATM   15  C14 UNL     1      -2.806   0.145  -0.405  1.00  0.00           C  
HETATM   16  C15 UNL     1      -3.641   1.360  -0.474  1.00  0.00           C  
HETATM   17  C16 UNL     1      -2.266  -0.332  -1.728  1.00  0.00           C  
HETATM   18  O2  UNL     1      -2.810  -0.307  -2.847  1.00  0.00           O  
HETATM   19  O3  UNL     1      -0.967  -0.842  -1.488  1.00  0.00           O  
HETATM   20  C17 UNL     1      -1.605   0.129   0.424  1.00  0.00           C  
HETATM   21  C18 UNL     1      -0.598   1.184   0.366  1.00  0.00           C  
HETATM   22  C19 UNL     1      -0.667   2.224  -0.644  1.00  0.00           C  
HETATM   23  O4  UNL     1      -1.314   2.238  -1.715  1.00  0.00           O  
HETATM   24  O5  UNL     1       0.078   3.418  -0.459  1.00  0.00           O  
HETATM   25  H1  UNL     1       5.105   0.867  -0.497  1.00  0.00           H  
HETATM   26  H2  UNL     1       4.041   1.367  -1.922  1.00  0.00           H  
HETATM   27  H3  UNL     1       1.490   1.738  -1.234  1.00  0.00           H  
HETATM   28  H4  UNL     1       1.495   0.004  -1.604  1.00  0.00           H  
HETATM   29  H5  UNL     1       1.226   0.381   2.498  1.00  0.00           H  
HETATM   30  H6  UNL     1       1.867   1.878   1.625  1.00  0.00           H  
HETATM   31  H7  UNL     1       4.355  -0.378   2.367  1.00  0.00           H  
HETATM   32  H8  UNL     1       3.636  -1.763   0.441  1.00  0.00           H  
HETATM   33  H9  UNL     1       2.722  -1.900   1.958  1.00  0.00           H  
HETATM   34  H10 UNL     1       1.342  -2.885   0.461  1.00  0.00           H  
HETATM   35  H11 UNL     1       1.772  -1.897  -0.941  1.00  0.00           H  
HETATM   36  H12 UNL     1       0.247  -1.179   1.631  1.00  0.00           H  
HETATM   37  H13 UNL     1      -1.179  -2.936   1.075  1.00  0.00           H  
HETATM   38  H14 UNL     1      -1.669  -3.044  -0.644  1.00  0.00           H  
HETATM   39  H15 UNL     1      -3.612  -2.666   1.289  1.00  0.00           H  
HETATM   40  H16 UNL     1      -4.741  -0.962  -0.032  1.00  0.00           H  
HETATM   41  H17 UNL     1      -4.652   1.154   0.014  1.00  0.00           H  
HETATM   42  H18 UNL     1      -3.940   1.644  -1.504  1.00  0.00           H  
HETATM   43  H19 UNL     1      -3.284   2.237   0.122  1.00  0.00           H  
HETATM   44  H20 UNL     1      -1.887  -0.138   1.483  1.00  0.00           H  
HETATM   45  H21 UNL     1      -0.637   1.726   1.367  1.00  0.00           H  
HETATM   46  H22 UNL     1      -0.454   4.158   0.008  1.00  0.00           H  
CONECT    1    2    2   25   26
CONECT    2    3    6
CONECT    3    4   27   28
CONECT    4    5   10   21
CONECT    5    6   29   30
CONECT    6    7    8
CONECT    7   31
CONECT    8    9   32   33
CONECT    9   10   34   35
CONECT   10   11   36
CONECT   11   12   19   20
CONECT   12   13   37   38
CONECT   13   14   14   39
CONECT   14   15   40
CONECT   15   16   17   20
CONECT   16   41   42   43
CONECT   17   18   18   19
CONECT   20   21   44
CONECT   21   22   45
CONECT   22   23   23   24
CONECT   24   46
END

HMDB0303484
     RDKit          3D
Gibberellin A5
 46 50  0  0  0  0  0  0  0  0999 V2000
    4.1183    0.9720   -0.9203 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0025    0.6501   -0.2933 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5991    0.7547   -0.7816 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7287    0.4762    0.4009 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6164    0.8107    1.5556 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8891    0.0886    1.0959 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9713    0.3687    1.8813 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7374   -1.3824    0.9679 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5492   -1.8271    0.1203 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4091   -0.9923    0.5373 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8909   -1.1285   -0.1275 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6468   -2.3737    0.2453 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0492   -2.0386    0.5796 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6789   -1.0017    0.0602 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8061    0.1453   -0.4045 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6414    1.3597   -0.4743 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2657   -0.3316   -1.7280 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8097   -0.3069   -2.8473 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9675   -0.8422   -1.4877 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6049    0.1291    0.4235 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5985    1.1844    0.3662 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6675    2.2244   -0.6439 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3144    2.2376   -1.7152 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0779    3.4179   -0.4587 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1051    0.8668   -0.4975 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0410    1.3669   -1.9224 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4896    1.7379   -1.2340 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4953    0.0044   -1.6040 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2256    0.3812    2.4977 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8666    1.8785    1.6254 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3550   -0.3784    2.3669 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6365   -1.7633    0.4414 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7217   -1.9004    1.9578 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3417   -2.8853    0.4615 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7722   -1.8974   -0.9409 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2468   -1.1790    1.6311 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1788   -2.9355    1.0755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6690   -3.0439   -0.6442 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6119   -2.6657    1.2891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7406   -0.9619   -0.0324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6517    1.1545    0.0144 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9399    1.6444   -1.5043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2844    2.2366    0.1222 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8872   -0.1384    1.4831 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6375    1.7260    1.3668 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4536    4.1578    0.0081 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  2  0
 17 19  1  0
 15 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
  6  2  1  0
 19 11  1  0
 10  4  1  0
 20 11  1  0
 21  4  1  0
  1 25  1  0
  1 26  1  0
  3 27  1  0
  3 28  1  0
  5 29  1  0
  5 30  1  0
  7 31  1  0
  8 32  1  0
  8 33  1  0
  9 34  1  0
  9 35  1  0
 10 36  1  0
 12 37  1  0
 12 38  1  0
 13 39  1  0
 14 40  1  0
 16 41  1  0
 16 42  1  0
 16 43  1  0
 20 44  1  0
 21 45  1  0
 24 46  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₉H₂₂O₅

Average Molecular Weight

330.375

Monoisotopic Molecular Weight

330.146723814

IUPAC Name

5-hydroxy-11-methyl-6-methylidene-16-oxo-15-oxapentacyclo[9.3.2.1⁵,⁸.0¹,¹⁰.0²,⁸]heptadec-12-ene-9-carboxylic acid

Traditional Name

5-hydroxy-11-methyl-6-methylidene-16-oxo-15-oxapentacyclo[9.3.2.1⁵,⁸.0¹,¹⁰.0²,⁸]heptadec-12-ene-9-carboxylic acid

CAS Registry Number

Not Available

SMILES

CC12C=CCC3(OC1=O)C1CCC4(O)CC1(CC4=C)C(C23)C(O)=O

InChI Identifier

InChI=1S/C19H22O5/c1-10-8-17-9-18(10,23)7-4-11(17)19-6-3-5-16(2,15(22)24-19)13(19)12(17)14(20)21/h3,5,11-13,23H,1,4,6-9H2,2H3,(H,20,21)

InChI Key

ZOWHLBOPCIHIHW-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as c19-gibberellin 6-carboxylic acids. These are c19-gibberellins with a carboxyl group at the 6-position.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Diterpenoids

Direct Parent

C19-gibberellin 6-carboxylic acids

Alternative Parents

Substituents

20-norgibberellane-6-carboxylic acid
Diterpene lactone
Dicarboxylic acid or derivatives
Gamma butyrolactone
Cyclic alcohol
Tertiary alcohol
Tetrahydrofuran
Carboxylic acid ester
Lactone
Oxacycle
Carboxylic acid
Carboxylic acid derivative
Organoheterocyclic compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Alcohol
Carbonyl group
Organooxygen compound
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Exogenous (HMDB: HMDB0303484)

Common pea (FooDB: FOOD00141)

Vegetable

Leaf vegetable

Root vegetable

Radish (FooDB: FOOD00153)

Tuber

Sweet potato (FooDB: FOOD00092)

Cereal and cereal product

Cereal

Corn (FooDB: FOOD00205)

Gourd

Cucumber (FooDB: FOOD00065)
Muskmelon (FooDB: FOOD00064)

Tea

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	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
logP	1.55	ALOGPS
logP	1.27	ChemAxon
logS	-2.7	ALOGPS
pKa (Strongest Acidic)	4.26	ChemAxon
pKa (Strongest Basic)	-0.9	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	83.83 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	85.21 m³·mol⁻¹	ChemAxon
Polarizability	34 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
AllCCS	[M+H]+	176.592	32859911
AllCCS	[M+H-H2O]+	173.658	32859911
AllCCS	[M+Na]+	180.082	32859911
AllCCS	[M+NH4]+	179.304	32859911
AllCCS	[M-H]-	182.071	32859911
AllCCS	[M+Na-2H]-	181.647	32859911
AllCCS	[M+HCOO]-	181.319	32859911
DeepCCS	[M-2H]-	206.828	30932474
DeepCCS	[M+Na]+	182.46	30932474

Predicted Kovats Retention Indices

Not Available

Spectra

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gibberellin A5 10V, Positive-QTOF	splash10-03e9-0059000000-b5cfb3187f9316f87774	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gibberellin A5 20V, Positive-QTOF	splash10-02ti-0394000000-f826dc7ce2e25313f8fe	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gibberellin A5 40V, Positive-QTOF	splash10-014i-2490000000-68ebb220c4003268159d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gibberellin A5 10V, Negative-QTOF	splash10-004r-0069000000-7c8c1abe937ddc1b82ac	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gibberellin A5 20V, Negative-QTOF	splash10-00n0-0094000000-1c61c12ac932798a0eab	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gibberellin A5 40V, Negative-QTOF	splash10-0017-1190000000-b1e45d8e92f25e378abe	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gibberellin A5 10V, Positive-QTOF	splash10-001i-0019000000-f3d64a540ce6867f81eb	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gibberellin A5 20V, Positive-QTOF	splash10-001r-0095000000-c57944cc5050db809a89	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gibberellin A5 40V, Positive-QTOF	splash10-001i-0659000000-bbabbeaaabc17dc35192	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gibberellin A5 10V, Negative-QTOF	splash10-004i-0009000000-03756f3a12ccb920c889	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gibberellin A5 20V, Negative-QTOF	splash10-004i-0019000000-de1460428195e14c850b	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gibberellin A5 40V, Negative-QTOF	splash10-002u-2196000000-f8ac69913a3266a3f08d	2021-10-21	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

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

FDB014597

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

12310158

PDB ID

Not Available

ChEBI ID

Not Available

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

Not Available

Showing metabocard for Gibberellin A5 (HMDB0303484)

MOL for HMDB0303484 (Gibberellin A5)

3D MOL for HMDB0303484 (Gibberellin A5)

3D SDF for HMDB0303484 (Gibberellin A5)

3D-SDF for HMDB0303484 (Gibberellin A5)

PDB for HMDB0303484 (Gibberellin A5)

3D PDB for HMDB0303484 (Gibberellin A5)

SMILES for HMDB0303484 (Gibberellin A5)

INCHI for HMDB0303484 (Gibberellin A5)

Structure for HMDB0303484 (Gibberellin A5)

3D Structure for HMDB0303484 (Gibberellin A5)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

MS/MS Spectra