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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:40:49 UTC

Update Date

2022-03-07 02:52:49 UTC

HMDB ID

HMDB0031076

Secondary Accession Numbers

HMDB31076

Metabolite Identification

Common Name

Gibberellin A105

Description

Gibberellin A105, also known as GA105, 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. Gibberellin A105 is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

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

HMDB0031076
     RDKit          3D
Gibberellin A105
 46 51  0  0  0  0  0  0  0  0999 V2000
    4.0130   -0.7363    1.6009 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1226   -0.3608    0.7255 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4039    0.0599   -0.6924 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0044   -1.1392   -1.5352 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5548   -1.3972   -1.3705 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8688   -0.7099   -0.2634 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6426   -0.2457    0.8696 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2527    0.7466   -0.0895 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4035    1.1684   -0.9380 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0531    1.5463   -0.0676 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2662    2.3222    1.1286 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4900    3.5558    1.0885 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2326    1.7351    2.3718 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9741    0.6227   -0.6028 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4117    0.5250   -0.4910 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1928    1.5889   -1.2164 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0087    0.2888    0.8386 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5892   -1.0689    1.3284 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3439   -2.0641    0.7163 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1233   -1.2285    1.1442 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5926   -0.7730   -0.1622 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2968   -1.4649   -1.1836 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5537   -0.8074   -1.2239 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5858   -1.2544   -1.7681 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0545   -0.7668    1.3402 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7154   -1.0202    2.5945 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4359    0.3637   -0.8424 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5725   -2.0108   -1.0955 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3538   -1.0619   -2.5778 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3374   -2.4942   -1.2750 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0492   -1.1078   -2.3386 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3127   -0.3158    1.9113 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7805    2.1275   -0.5855 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1527    1.1771   -2.0351 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1718    2.3289   -0.8920 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5910    1.7340    2.9789 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7713    0.5754   -1.7387 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2263    2.4750   -0.5808 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7430    1.8375   -2.1991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2385    1.2127   -1.3196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7729    1.0273    1.6172 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1323    0.3205    0.7093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8065   -1.1859    2.4309 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8198   -2.8773    0.5138 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9531   -2.3619    1.1331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6152   -0.8865    2.0428 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
  7  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 10 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
  7  2  1  0
 21 14  1  0
  9  3  1  0
 23 15  1  0
  8  6  1  0
 21  6  1  0
  1 25  1  0
  1 26  1  0
  3 27  1  0
  4 28  1  0
  4 29  1  0
  5 30  1  0
  5 31  1  0
  7 32  1  0
  9 33  1  0
  9 34  1  0
 10 35  1  0
 13 36  1  0
 14 37  1  0
 16 38  1  0
 16 39  1  0
 16 40  1  0
 17 41  1  0
 17 42  1  0
 18 43  1  0
 19 44  1  0
 20 45  1  0
 20 46  1  0
M  END


  Mrv0541 05061305422D          

 24 29  0  0  0  0            999 V2000
   -2.0726    0.5814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0726   -0.2452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3576   -0.6585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6441   -0.2452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6441    0.5814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3576    0.9933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1412   -0.5001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6247    0.1682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1412    0.8335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4417    0.2536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7751    1.0030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2916    1.6656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4747    1.5789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9678    0.8335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3971   -1.2847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2045   -1.4555    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1546   -1.8986    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9288    1.3040    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3576   -1.4852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4977    0.2249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4826    0.1480    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7878    0.9947    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7529    1.7725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0232    2.5523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  6  1  0  0  0  0
  1 22  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3 19  1  0  0  0  0
  3 20  1  0  0  0  0
  4  5  1  0  0  0  0
  4  7  1  0  0  0  0
  5  6  1  0  0  0  0
  5  9  1  0  0  0  0
  5 18  1  0  0  0  0
  7  8  1  0  0  0  0
  7 15  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
  8 14  1  0  0  0  0
  9 13  1  0  0  0  0
  9 14  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 23  1  0  0  0  0
 12 13  1  0  0  0  0
 14 23  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  2  0  0  0  0
 23 24  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0031076

> <DATABASE_NAME>
hmdb

> <SMILES>
CC12CC(O)CC3(OC1=O)C2C(C(O)=O)C12CC4CCC31C2C4=C

> <INCHI_IDENTIFIER>
InChI=1S/C19H22O5/c1-8-9-3-4-18-12(8)17(18,5-9)11(14(21)22)13-16(2)6-10(20)7-19(13,18)24-15(16)23/h9-13,20H,1,3-7H2,2H3,(H,21,22)

> <INCHI_KEY>
LFUHRHARIGPIGN-UHFFFAOYSA-N

> <FORMULA>
C19H22O5

> <MOLECULAR_WEIGHT>
330.375

> <EXACT_MASS>
330.146723814

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
34.07430578711681

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
13-hydroxy-11-methyl-6-methylidene-16-oxo-15-oxahexacyclo[9.3.2.1⁵,⁸.0¹,¹⁰.0²,⁷.0²,⁸]heptadecane-9-carboxylic acid

> <ALOGPS_LOGP>
1.28

> <JCHEM_LOGP>
0.6437750330000003

> <ALOGPS_LOGS>
-2.24

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
15.125846008900716

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.192319157316052

> <JCHEM_PKA_STRONGEST_BASIC>
-2.7437943944762297

> <JCHEM_POLAR_SURFACE_AREA>
83.83

> <JCHEM_REFRACTIVITY>
82.1317

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.90e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
13-hydroxy-11-methyl-6-methylidene-16-oxo-15-oxahexacyclo[9.3.2.1⁵,⁸.0¹,¹⁰.0²,⁷.0²,⁸]heptadecane-9-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0031076
     RDKit          3D
Gibberellin A105
 46 51  0  0  0  0  0  0  0  0999 V2000
    4.0130   -0.7363    1.6009 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1226   -0.3608    0.7255 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4039    0.0599   -0.6924 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0044   -1.1392   -1.5352 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5548   -1.3972   -1.3705 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8688   -0.7099   -0.2634 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6426   -0.2457    0.8696 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2527    0.7466   -0.0895 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4035    1.1684   -0.9380 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0531    1.5463   -0.0676 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2662    2.3222    1.1286 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4900    3.5558    1.0885 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2326    1.7351    2.3718 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9741    0.6227   -0.6028 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4117    0.5250   -0.4910 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1928    1.5889   -1.2164 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0087    0.2888    0.8386 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5892   -1.0689    1.3284 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3439   -2.0641    0.7163 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1233   -1.2285    1.1442 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5926   -0.7730   -0.1622 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2968   -1.4649   -1.1836 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5537   -0.8074   -1.2239 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5858   -1.2544   -1.7681 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0545   -0.7668    1.3402 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7154   -1.0202    2.5945 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4359    0.3637   -0.8424 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5725   -2.0108   -1.0955 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3538   -1.0619   -2.5778 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3374   -2.4942   -1.2750 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0492   -1.1078   -2.3386 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3127   -0.3158    1.9113 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7805    2.1275   -0.5855 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1527    1.1771   -2.0351 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1718    2.3289   -0.8920 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5910    1.7340    2.9789 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7713    0.5754   -1.7387 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2263    2.4750   -0.5808 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7430    1.8375   -2.1991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2385    1.2127   -1.3196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7729    1.0273    1.6172 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1323    0.3205    0.7093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8065   -1.1859    2.4309 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8198   -2.8773    0.5138 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9531   -2.3619    1.1331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6152   -0.8865    2.0428 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
  7  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 10 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
  7  2  1  0
 21 14  1  0
  9  3  1  0
 23 15  1  0
  8  6  1  0
 21  6  1  0
  1 25  1  0
  1 26  1  0
  3 27  1  0
  4 28  1  0
  4 29  1  0
  5 30  1  0
  5 31  1  0
  7 32  1  0
  9 33  1  0
  9 34  1  0
 10 35  1  0
 13 36  1  0
 14 37  1  0
 16 38  1  0
 16 39  1  0
 16 40  1  0
 17 41  1  0
 17 42  1  0
 18 43  1  0
 19 44  1  0
 20 45  1  0
 20 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      -3.869   1.085   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -3.869  -0.458   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.534  -1.229   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.202  -0.458   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.202   1.085   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.534   1.854   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.263  -0.934   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.166   0.314   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.263   1.556   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.691   0.473   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.314   1.872   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.411   3.109   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.886   2.947   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.807   1.556   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.741  -2.398   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       2.248  -2.717   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      -0.289  -3.544   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      -1.734   2.434   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      -2.534  -2.772   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -2.796   0.420   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      -4.634   0.276   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      -5.204   1.857   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       3.272   3.309   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       3.777   4.764   0.000  0.00  0.00           C+0
CONECT    1    2    6   22                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4   19   20                                             
CONECT    4    3    5    7                                                  
CONECT    5    4    6    9   18                                             
CONECT    6    1    5                                                       
CONECT    7    4    8   15                                                  
CONECT    8    7    9   10   14                                             
CONECT    9    5    8   13   14                                             
CONECT   10    8   11                                                       
CONECT   11   10   12   23                                                  
CONECT   12   11   13                                                       
CONECT   13    9   12                                                       
CONECT   14    8    9   23                                                  
CONECT   15    7   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15                                                            
CONECT   18    5   20                                                       
CONECT   19    3                                                            
CONECT   20    3   18   21                                                  
CONECT   21   20                                                            
CONECT   22    1                                                            
CONECT   23   11   14   24                                                  
CONECT   24   23                                                            
MASTER        0    0    0    0    0    0    0    0   24    0   58    0
END

COMPND    HMDB0031076
HETATM    1  C1  UNL     1       4.013  -0.736   1.601  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.123  -0.361   0.726  1.00  0.00           C  
HETATM    3  C3  UNL     1       3.404   0.060  -0.692  1.00  0.00           C  
HETATM    4  C4  UNL     1       3.004  -1.139  -1.535  1.00  0.00           C  
HETATM    5  C5  UNL     1       1.555  -1.397  -1.370  1.00  0.00           C  
HETATM    6  C6  UNL     1       0.869  -0.710  -0.263  1.00  0.00           C  
HETATM    7  C7  UNL     1       1.643  -0.246   0.870  1.00  0.00           C  
HETATM    8  C8  UNL     1       1.253   0.747  -0.090  1.00  0.00           C  
HETATM    9  C9  UNL     1       2.404   1.168  -0.938  1.00  0.00           C  
HETATM   10  C10 UNL     1      -0.053   1.546  -0.068  1.00  0.00           C  
HETATM   11  C11 UNL     1      -0.266   2.322   1.129  1.00  0.00           C  
HETATM   12  O1  UNL     1      -0.490   3.556   1.088  1.00  0.00           O  
HETATM   13  O2  UNL     1      -0.233   1.735   2.372  1.00  0.00           O  
HETATM   14  C12 UNL     1      -0.974   0.623  -0.603  1.00  0.00           C  
HETATM   15  C13 UNL     1      -2.412   0.525  -0.491  1.00  0.00           C  
HETATM   16  C14 UNL     1      -3.193   1.589  -1.216  1.00  0.00           C  
HETATM   17  C15 UNL     1      -3.009   0.289   0.839  1.00  0.00           C  
HETATM   18  C16 UNL     1      -2.589  -1.069   1.328  1.00  0.00           C  
HETATM   19  O3  UNL     1      -3.344  -2.064   0.716  1.00  0.00           O  
HETATM   20  C17 UNL     1      -1.123  -1.228   1.144  1.00  0.00           C  
HETATM   21  C18 UNL     1      -0.593  -0.773  -0.162  1.00  0.00           C  
HETATM   22  O4  UNL     1      -1.297  -1.465  -1.184  1.00  0.00           O  
HETATM   23  C19 UNL     1      -2.554  -0.807  -1.224  1.00  0.00           C  
HETATM   24  O5  UNL     1      -3.586  -1.254  -1.768  1.00  0.00           O  
HETATM   25  H1  UNL     1       5.054  -0.767   1.340  1.00  0.00           H  
HETATM   26  H2  UNL     1       3.715  -1.020   2.594  1.00  0.00           H  
HETATM   27  H3  UNL     1       4.436   0.364  -0.842  1.00  0.00           H  
HETATM   28  H4  UNL     1       3.572  -2.011  -1.095  1.00  0.00           H  
HETATM   29  H5  UNL     1       3.354  -1.062  -2.578  1.00  0.00           H  
HETATM   30  H6  UNL     1       1.337  -2.494  -1.275  1.00  0.00           H  
HETATM   31  H7  UNL     1       1.049  -1.108  -2.339  1.00  0.00           H  
HETATM   32  H8  UNL     1       1.313  -0.316   1.911  1.00  0.00           H  
HETATM   33  H9  UNL     1       2.780   2.128  -0.585  1.00  0.00           H  
HETATM   34  H10 UNL     1       2.153   1.177  -2.035  1.00  0.00           H  
HETATM   35  H11 UNL     1       0.172   2.329  -0.892  1.00  0.00           H  
HETATM   36  H12 UNL     1       0.591   1.734   2.979  1.00  0.00           H  
HETATM   37  H13 UNL     1      -0.771   0.575  -1.739  1.00  0.00           H  
HETATM   38  H14 UNL     1      -3.226   2.475  -0.581  1.00  0.00           H  
HETATM   39  H15 UNL     1      -2.743   1.838  -2.199  1.00  0.00           H  
HETATM   40  H16 UNL     1      -4.239   1.213  -1.320  1.00  0.00           H  
HETATM   41  H17 UNL     1      -2.773   1.027   1.617  1.00  0.00           H  
HETATM   42  H18 UNL     1      -4.132   0.320   0.709  1.00  0.00           H  
HETATM   43  H19 UNL     1      -2.807  -1.186   2.431  1.00  0.00           H  
HETATM   44  H20 UNL     1      -2.820  -2.877   0.514  1.00  0.00           H  
HETATM   45  H21 UNL     1      -0.953  -2.362   1.133  1.00  0.00           H  
HETATM   46  H22 UNL     1      -0.615  -0.886   2.043  1.00  0.00           H  
CONECT    1    2    2   25   26
CONECT    2    3    7
CONECT    3    4    9   27
CONECT    4    5   28   29
CONECT    5    6   30   31
CONECT    6    7    8   21
CONECT    7    8   32
CONECT    8    9   10
CONECT    9   33   34
CONECT   10   11   14   35
CONECT   11   12   12   13
CONECT   13   36
CONECT   14   15   21   37
CONECT   15   16   17   23
CONECT   16   38   39   40
CONECT   17   18   41   42
CONECT   18   19   20   43
CONECT   19   44
CONECT   20   21   45   46
CONECT   21   22
CONECT   22   23
CONECT   23   24   24
END

HMDB0031076
     RDKit          3D
Gibberellin A105
 46 51  0  0  0  0  0  0  0  0999 V2000
    4.0130   -0.7363    1.6009 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1226   -0.3608    0.7255 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4039    0.0599   -0.6924 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0044   -1.1392   -1.5352 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5548   -1.3972   -1.3705 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8688   -0.7099   -0.2634 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6426   -0.2457    0.8696 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2527    0.7466   -0.0895 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4035    1.1684   -0.9380 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0531    1.5463   -0.0676 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2662    2.3222    1.1286 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4900    3.5558    1.0885 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2326    1.7351    2.3718 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9741    0.6227   -0.6028 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4117    0.5250   -0.4910 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1928    1.5889   -1.2164 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0087    0.2888    0.8386 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5892   -1.0689    1.3284 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3439   -2.0641    0.7163 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1233   -1.2285    1.1442 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5926   -0.7730   -0.1622 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2968   -1.4649   -1.1836 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5537   -0.8074   -1.2239 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5858   -1.2544   -1.7681 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0545   -0.7668    1.3402 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7154   -1.0202    2.5945 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4359    0.3637   -0.8424 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5725   -2.0108   -1.0955 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3538   -1.0619   -2.5778 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3374   -2.4942   -1.2750 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0492   -1.1078   -2.3386 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3127   -0.3158    1.9113 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7805    2.1275   -0.5855 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1527    1.1771   -2.0351 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1718    2.3289   -0.8920 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5910    1.7340    2.9789 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7713    0.5754   -1.7387 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2263    2.4750   -0.5808 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7430    1.8375   -2.1991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2385    1.2127   -1.3196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7729    1.0273    1.6172 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1323    0.3205    0.7093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8065   -1.1859    2.4309 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8198   -2.8773    0.5138 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9531   -2.3619    1.1331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6152   -0.8865    2.0428 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
  7  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 10 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
  7  2  1  0
 21 14  1  0
  9  3  1  0
 23 15  1  0
  8  6  1  0
 21  6  1  0
  1 25  1  0
  1 26  1  0
  3 27  1  0
  4 28  1  0
  4 29  1  0
  5 30  1  0
  5 31  1  0
  7 32  1  0
  9 33  1  0
  9 34  1  0
 10 35  1  0
 13 36  1  0
 14 37  1  0
 16 38  1  0
 16 39  1  0
 16 40  1  0
 17 41  1  0
 17 42  1  0
 18 43  1  0
 19 44  1  0
 20 45  1  0
 20 46  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
GA105	HMDB
13-Hydroxy-11-methyl-6-methylidene-16-oxo-15-oxahexacyclo[9.3.2.1⁵,⁸.0¹,¹⁰.0²,⁷.0²,⁸]heptadecane-9-carboxylate	Generator

Chemical Formula

C₁₉H₂₂O₅

Average Molecular Weight

330.375

Monoisotopic Molecular Weight

330.146723814

IUPAC Name

13-hydroxy-11-methyl-6-methylidene-16-oxo-15-oxahexacyclo[9.3.2.1⁵,⁸.0¹,¹⁰.0²,⁷.0²,⁸]heptadecane-9-carboxylic acid

Traditional Name

13-hydroxy-11-methyl-6-methylidene-16-oxo-15-oxahexacyclo[9.3.2.1⁵,⁸.0¹,¹⁰.0²,⁷.0²,⁸]heptadecane-9-carboxylic acid

CAS Registry Number

114596-77-9

SMILES

CC12CC(O)CC3(OC1=O)C2C(C(O)=O)C12CC4CCC31C2C4=C

InChI Identifier

InChI=1S/C19H22O5/c1-8-9-3-4-18-12(8)17(18,5-9)11(14(21)22)13-16(2)6-10(20)7-19(13,18)24-15(16)23/h9-13,20H,1,3-7H2,2H3,(H,21,22)

InChI Key

LFUHRHARIGPIGN-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
2-hydroxy,20-norgibberellane
Diterpene lactone
Naphthofuran
Caprolactone
Oxepane
Dicarboxylic acid or derivatives
Gamma butyrolactone
Cyclic alcohol
Tetrahydrofuran
Carboxylic acid ester
Secondary alcohol
Lactone
Organoheterocyclic compound
Carboxylic acid
Oxacycle
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Carbonyl group
Hydrocarbon derivative
Alcohol
Organooxygen compound
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cell membrane (HMDB: HMDB0031076)

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0031076)

Source

Endogenous

Endogenous (HMDB: HMDB0031076)

Plant

Plant (HMDB: HMDB0031076)

Animal

Animal (HMDB: HMDB0031076)

Exogenous

Food

Food (HMDB: HMDB0031076)

Fruit

Pome

Pomes (FooDB: FOOD00856)
Apple (FooDB: FOOD00105)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid peroxidation (HMDB: HMDB0031076)

Biochemical process

Fatty acid metabolism (HMDB: HMDB0031076)

Cellular process

Cell signaling (HMDB: HMDB0031076)

Biochemical pathway

Lipid metabolism pathway (HMDB: HMDB0031076)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0031076)

Nutrient

Nutrient (HMDB: HMDB0031076)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0031076)

Emulsifier (HMDB: HMDB0031076)

Physical Properties

State

Solid

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
Water Solubility	1.9 g/L	ALOGPS
logP	1.28	ALOGPS
logP	0.64	ChemAxon
logS	-2.2	ALOGPS
pKa (Strongest Acidic)	4.19	ChemAxon
pKa (Strongest Basic)	-2.7	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	82.13 m³·mol⁻¹	ChemAxon
Polarizability	34.07 Å³	ChemAxon
Number of Rings	6	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
DarkChem	[M+H]+	175.789	31661259
DarkChem	[M-H]-	169.722	31661259
DeepCCS	[M-2H]-	207.017	30932474
DeepCCS	[M+Na]+	182.244	30932474
AllCCS	[M+H]+	175.5	32859911
AllCCS	[M+H-H2O]+	172.7	32859911
AllCCS	[M+NH4]+	178.1	32859911
AllCCS	[M+Na]+	178.9	32859911
AllCCS	[M-H]-	182.8	32859911
AllCCS	[M+Na-2H]-	182.1	32859911
AllCCS	[M+HCOO]-	181.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Gibberellin A105	CC12CC(O)CC3(OC1=O)C2C(C(O)=O)C12CC4CCC31C2C4=C	3789.5	Standard polar	33892256
Gibberellin A105	CC12CC(O)CC3(OC1=O)C2C(C(O)=O)C12CC4CCC31C2C4=C	2551.5	Standard non polar	33892256
Gibberellin A105	CC12CC(O)CC3(OC1=O)C2C(C(O)=O)C12CC4CCC31C2C4=C	2717.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Gibberellin A105,1TMS,isomer #1	C=C1C2CCC34C1C3(C2)C(C(=O)O)C1C2(C)CC(O[Si](C)(C)C)CC14OC2=O	2602.9	Semi standard non polar	33892256
Gibberellin A105,1TMS,isomer #2	C=C1C2CCC34C1C3(C2)C(C(=O)O[Si](C)(C)C)C1C2(C)CC(O)CC14OC2=O	2541.5	Semi standard non polar	33892256
Gibberellin A105,2TMS,isomer #1	C=C1C2CCC34C1C3(C2)C(C(=O)O[Si](C)(C)C)C1C2(C)CC(O[Si](C)(C)C)CC14OC2=O	2534.3	Semi standard non polar	33892256
Gibberellin A105,1TBDMS,isomer #1	C=C1C2CCC34C1C3(C2)C(C(=O)O)C1C2(C)CC(O[Si](C)(C)C(C)(C)C)CC14OC2=O	2857.0	Semi standard non polar	33892256
Gibberellin A105,1TBDMS,isomer #2	C=C1C2CCC34C1C3(C2)C(C(=O)O[Si](C)(C)C(C)(C)C)C1C2(C)CC(O)CC14OC2=O	2801.3	Semi standard non polar	33892256
Gibberellin A105,2TBDMS,isomer #1	C=C1C2CCC34C1C3(C2)C(C(=O)O[Si](C)(C)C(C)(C)C)C1C2(C)CC(O[Si](C)(C)C(C)(C)C)CC14OC2=O	3043.2	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 - Gibberellin A105 GC-MS (Non-derivatized) - 70eV, Positive	splash10-016r-7953000000-555e9db67063bd4b12e0	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Gibberellin A105 GC-MS (2 TMS) - 70eV, Positive	splash10-00vi-9503800000-31e61586e125521c4aa0	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Gibberellin A105 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 - Gibberellin A105 10V, Positive-QTOF	splash10-03e9-0059000000-48d6e8886924151bdd8d	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gibberellin A105 20V, Positive-QTOF	splash10-02ti-0493000000-d4f8af60e364f35cf0a7	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gibberellin A105 40V, Positive-QTOF	splash10-014i-0920000000-c5b019e6789f6510c14f	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gibberellin A105 10V, Negative-QTOF	splash10-004r-0069000000-4e50302c8042f25d6ab2	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gibberellin A105 20V, Negative-QTOF	splash10-00n0-0094000000-ad12da47dd5da4c39b84	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gibberellin A105 40V, Negative-QTOF	splash10-00ko-0490000000-fd0b9205e9ad9394ca0f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gibberellin A105 10V, Positive-QTOF	splash10-001i-0009000000-0ad6df24c34906f567e5	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gibberellin A105 20V, Positive-QTOF	splash10-00lr-0589000000-369e7ea9716a32ed4ff1	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gibberellin A105 40V, Positive-QTOF	splash10-014i-0934000000-5f564bec549a33b47fd6	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gibberellin A105 10V, Negative-QTOF	splash10-004i-0009000000-03756f3a12ccb920c889	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gibberellin A105 20V, Negative-QTOF	splash10-004i-0019000000-42fd203b8c837a569dc8	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gibberellin A105 40V, Negative-QTOF	splash10-0v00-0915000000-c3e47f90c4a326eecf75	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular
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

FDB003079

KNApSAcK ID

C00013594

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

131751129

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

Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Showing metabocard for Gibberellin A105 (HMDB0031076)

MOL for HMDB0031076 (Gibberellin A105)

3D MOL for HMDB0031076 (Gibberellin A105)

3D SDF for HMDB0031076 (Gibberellin A105)

3D-SDF for HMDB0031076 (Gibberellin A105)

PDB for HMDB0031076 (Gibberellin A105)

3D PDB for HMDB0031076 (Gibberellin A105)

SMILES for HMDB0031076 (Gibberellin A105)

INCHI for HMDB0031076 (Gibberellin A105)

Structure for HMDB0031076 (Gibberellin A105)

3D Structure for HMDB0031076 (Gibberellin A105)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra