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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 19:59:37 UTC

Update Date

2022-03-07 02:54:20 UTC

HMDB ID

HMDB0035053

Secondary Accession Numbers

HMDB35053

Metabolite Identification

Common Name

Gibberellin A52

Description

Gibberellin A52 (GA52) 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 A52 is found in calabash. Gibberellin A52 is a constituent of immature seeds of Lagenaria leucantha (bottle gourd).

Structure

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


  Mrv1652307222023072D          

 29 33  0  0  1  0            999 V2000
    0.1402   -0.5225    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0859    0.9738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3766    1.6074    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1398    1.9204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1453    0.8157    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8606    1.5185    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4436    0.0917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9955    0.7045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6201    0.1410    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7875    0.4733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1144    0.0329    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3957   -1.3068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2030   -1.4775    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1553   -1.9204    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0728    0.5574    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0728   -0.2673    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3656   -1.5070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7875   -0.6780    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6431   -1.0887    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3584   -0.6857    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3584    0.9700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6462    0.5538    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6462   -0.2694    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6524    1.5464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7361    0.1474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7445    1.5483    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1052    0.1960    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7872    0.9697    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2364    2.1593    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  4  6  1  0  0  0  0
  5  9  1  0  0  0  0
  6  8  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  9  2  1  6  0  0  0
  6  2  1  6  0  0  0
  8 10  2  0  0  0  0
  1  9  1  0  0  0  0
  5 11  1  1  0  0  0
  1 12  1  1  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
 16 18  1  1  0  0  0
 15 16  1  0  0  0  0
 21 22  1  0  0  0  0
 23 22  1  0  0  0  0
 20 23  1  0  0  0  0
 22 24  1  6  0  0  0
 20 25  1  6  0  0  0
 26 25  1  0  0  0  0
 24 26  1  0  0  0  0
 27 25  2  0  0  0  0
 22  5  1  0  0  0  0
 23 19  1  1  0  0  0
 23  1  1  0  0  0  0
 21 15  1  0  0  0  0
 20 16  1  0  0  0  0
 20 17  1  0  0  0  0
 15 28  1  1  0  0  0
  3 29  1  6  0  0  0
M  END

HMDB0035053
     RDKit          3D
Gibberellin A52
 53 57  0  0  0  0  0  0  0  0999 V2000
    4.7377    0.3052    0.9267 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5848    0.0187    0.3866 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4115   -0.5380    1.1169 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3048   -0.4992    0.0788 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0879   -0.8097   -1.1544 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2132    0.1851   -1.0361 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6874    1.5616   -1.3415 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5475    1.9702   -0.4470 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7328    2.8804   -1.1646 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7573    0.9054    0.1551 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6532    0.7491   -0.3035 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8767    0.7921   -1.7520 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4465   -0.3755   -2.3302 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2802   -1.2080   -1.6085 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9658   -2.0366   -2.2338 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2931   -1.0494   -0.1461 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5835   -2.3964    0.4945 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0076   -0.5502    0.4070 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1856   -1.4414    0.2686 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4028   -2.2862    1.4589 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2754   -1.9722    2.5001 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2635   -3.3646    1.5319 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3456   -0.0685    0.3248 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5642   -0.3420    1.6785 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0162    1.3545    0.0936 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.8321    2.1200    0.9516 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6031    1.7590    0.3565 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5816    0.7111    0.3749 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8988    0.1419    1.9832 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1621    0.1392    1.9789 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5584   -1.5558    1.4507 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5599   -0.8167   -2.0856 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5386   -1.8165   -1.0017 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0084   -0.0437   -1.7442 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5516    2.2604   -1.2768 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3713    1.5585   -2.4011 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0193    2.6232    0.3437 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3185    3.3797   -1.7811 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6639    1.1032    1.2703 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0369    1.0081   -2.3746 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5825    1.6249   -2.0548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3954   -2.9315   -0.0541 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8317   -2.2766    1.5629 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7032   -3.0685    0.4347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1594   -0.3505    1.4868 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1117   -2.0964   -0.6412 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6730   -3.5868    2.4159 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2834   -0.3150   -0.2056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3014    0.1808    2.0648 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3520    1.6316   -0.9404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7109    2.3017    0.5582 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4500    2.7742   -0.0471 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4577    1.7562    1.4711 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  4  3  1  1
  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  1  6
 12 13  1  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  1  1
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 20 22  1  0
 16 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 25 27  1  0
  6  2  1  0
 18 11  1  0
 10  4  1  0
 27 11  1  0
 19  4  1  0
  1 28  1  0
  1 29  1  0
  3 30  1  0
  3 31  1  0
  5 32  1  0
  5 33  1  0
  6 34  1  6
  7 35  1  0
  7 36  1  0
  8 37  1  1
  9 38  1  0
 10 39  1  1
 12 40  1  0
 12 41  1  0
 17 42  1  0
 17 43  1  0
 17 44  1  0
 18 45  1  1
 19 46  1  6
 22 47  1  0
 23 48  1  6
 24 49  1  0
 25 50  1  6
 26 51  1  0
 27 52  1  0
 27 53  1  0
M  END


  Mrv1652307222023072D          

 29 33  0  0  1  0            999 V2000
    0.1402   -0.5225    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0859    0.9738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3766    1.6074    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1398    1.9204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1453    0.8157    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8606    1.5185    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4436    0.0917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9955    0.7045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6201    0.1410    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7875    0.4733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1144    0.0329    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3957   -1.3068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2030   -1.4775    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1553   -1.9204    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0728    0.5574    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0728   -0.2673    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3656   -1.5070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7875   -0.6780    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6431   -1.0887    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3584   -0.6857    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3584    0.9700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6462    0.5538    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6462   -0.2694    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6524    1.5464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7361    0.1474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7445    1.5483    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1052    0.1960    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7872    0.9697    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2364    2.1593    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  4  6  1  0  0  0  0
  5  9  1  0  0  0  0
  6  8  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  9  2  1  6  0  0  0
  6  2  1  6  0  0  0
  8 10  2  0  0  0  0
  1  9  1  0  0  0  0
  5 11  1  1  0  0  0
  1 12  1  1  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
 16 18  1  1  0  0  0
 15 16  1  0  0  0  0
 21 22  1  0  0  0  0
 23 22  1  0  0  0  0
 20 23  1  0  0  0  0
 22 24  1  6  0  0  0
 20 25  1  6  0  0  0
 26 25  1  0  0  0  0
 24 26  1  0  0  0  0
 27 25  2  0  0  0  0
 22  5  1  0  0  0  0
 23 19  1  1  0  0  0
 23  1  1  0  0  0  0
 21 15  1  0  0  0  0
 20 16  1  0  0  0  0
 20 17  1  0  0  0  0
 15 28  1  1  0  0  0
  3 29  1  6  0  0  0
M  END
> <DATABASE_ID>
HMDB0035053

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@@]12[C@H](O)C[C@@H]3C[C@]1(CC3=C)[C@@H](C(O)=O)[C@@]1([H])[C@]22COC(=O)[C@]1(C)[C@@H](O)[C@@H](O)C2

> <INCHI_IDENTIFIER>
InChI=1S/C20H26O7/c1-8-4-19-5-9(8)3-10(21)13(19)20-6-11(22)15(23)18(2,17(26)27-7-20)14(20)12(19)16(24)25/h9-15,21-23H,1,3-7H2,2H3,(H,24,25)/t9-,10-,11+,12-,13-,14-,15+,18+,19-,20-/m1/s1

> <INCHI_KEY>
RERZXVXKJOZXIL-JRXDUJOISA-N

> <FORMULA>
C20H26O7

> <MOLECULAR_WEIGHT>
378.421

> <EXACT_MASS>
378.167853177

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
53

> <JCHEM_AVERAGE_POLARIZABILITY>
37.99684237013122

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,2R,3R,5S,8R,9S,10S,11S,16S,17R)-3,16,17-trihydroxy-11-methyl-6-methylidene-12-oxo-13-oxapentacyclo[9.3.3.1^{5,8}.0^{1,10}.0^{2,8}]octadecane-9-carboxylic acid

> <ALOGPS_LOGP>
-0.45

> <JCHEM_LOGP>
-0.6447728903333333

> <ALOGPS_LOGS>
-1.68

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
13.407893007174337

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.163049691680049

> <JCHEM_PKA_STRONGEST_BASIC>
-2.847169219119362

> <JCHEM_POLAR_SURFACE_AREA>
124.29000000000002

> <JCHEM_REFRACTIVITY>
91.75449999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.99e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2R,3R,5S,8R,9S,10S,11S,16S,17R)-3,16,17-trihydroxy-11-methyl-6-methylidene-12-oxo-13-oxapentacyclo[9.3.3.1^{5,8}.0^{1,10}.0^{2,8}]octadecane-9-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0035053
     RDKit          3D
Gibberellin A52
 53 57  0  0  0  0  0  0  0  0999 V2000
    4.7377    0.3052    0.9267 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5848    0.0187    0.3866 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4115   -0.5380    1.1169 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3048   -0.4992    0.0788 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0879   -0.8097   -1.1544 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2132    0.1851   -1.0361 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6874    1.5616   -1.3415 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5475    1.9702   -0.4470 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7328    2.8804   -1.1646 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7573    0.9054    0.1551 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6532    0.7491   -0.3035 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8767    0.7921   -1.7520 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4465   -0.3755   -2.3302 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2802   -1.2080   -1.6085 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9658   -2.0366   -2.2338 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2931   -1.0494   -0.1461 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5835   -2.3964    0.4945 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0076   -0.5502    0.4070 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1856   -1.4414    0.2686 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4028   -2.2862    1.4589 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2754   -1.9722    2.5001 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2635   -3.3646    1.5319 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3456   -0.0685    0.3248 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5642   -0.3420    1.6785 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0162    1.3545    0.0936 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.8321    2.1200    0.9516 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6031    1.7590    0.3565 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5816    0.7111    0.3749 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8988    0.1419    1.9832 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1621    0.1392    1.9789 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5584   -1.5558    1.4507 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5599   -0.8167   -2.0856 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5386   -1.8165   -1.0017 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0084   -0.0437   -1.7442 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5516    2.2604   -1.2768 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3713    1.5585   -2.4011 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0193    2.6232    0.3437 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3185    3.3797   -1.7811 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6639    1.1032    1.2703 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0369    1.0081   -2.3746 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5825    1.6249   -2.0548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3954   -2.9315   -0.0541 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8317   -2.2766    1.5629 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7032   -3.0685    0.4347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1594   -0.3505    1.4868 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1117   -2.0964   -0.6412 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6730   -3.5868    2.4159 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2834   -0.3150   -0.2056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3014    0.1808    2.0648 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3520    1.6316   -0.9404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7109    2.3017    0.5582 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4500    2.7742   -0.0471 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4577    1.7562    1.4711 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  4  3  1  1
  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  1  6
 12 13  1  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  1  1
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 20 22  1  0
 16 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 25 27  1  0
  6  2  1  0
 18 11  1  0
 10  4  1  0
 27 11  1  0
 19  4  1  0
  1 28  1  0
  1 29  1  0
  3 30  1  0
  3 31  1  0
  5 32  1  0
  5 33  1  0
  6 34  1  6
  7 35  1  0
  7 36  1  0
  8 37  1  1
  9 38  1  0
 10 39  1  1
 12 40  1  0
 12 41  1  0
 17 42  1  0
 17 43  1  0
 17 44  1  0
 18 45  1  1
 19 46  1  6
 22 47  1  0
 23 48  1  6
 24 49  1  0
 25 50  1  6
 26 51  1  0
 27 52  1  0
 27 53  1  0
M  END

HEADER    PROTEIN                                 22-JUL-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   22-JUL-20         0                                  
HETATM    1  C   UNK     0       0.262  -0.975   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.027   1.818   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.703   3.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.128   3.585   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.271   1.523   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.473   2.835   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.695   0.171   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.725   1.315   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.157   0.263   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.203   0.883   0.000  0.00  0.00           C+0
HETATM   11  H   UNK     0      -0.214   0.061   0.000  0.00  0.00           H+0
HETATM   12  C   UNK     0       0.739  -2.439   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       2.246  -2.758   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0      -0.290  -3.585   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      -3.869   1.040   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -3.869  -0.499   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -2.549  -2.813   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      -5.203  -1.266   0.000  0.00  0.00           O+0
HETATM   19  H   UNK     0      -1.200  -2.032   0.000  0.00  0.00           H+0
HETATM   20  C   UNK     0      -2.536  -1.280   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -2.536   1.811   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -1.206   1.034   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -1.206  -0.503   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -1.218   2.887   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -3.241   0.275   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      -3.256   2.890   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      -2.063   0.366   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      -5.203   1.810   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      -0.441   4.031   0.000  0.00  0.00           O+0
CONECT    1    9   12   23                                                  
CONECT    2    9    6                                                       
CONECT    3    4    5   29                                                  
CONECT    4    3    6                                                       
CONECT    5    3    9   11   22                                             
CONECT    6    4    8    2                                                  
CONECT    7    8    9                                                       
CONECT    8    6    7   10                                                  
CONECT    9    5    7    2    1                                             
CONECT   10    8                                                            
CONECT   11    5                                                            
CONECT   12    1   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12                                                            
CONECT   15   16   21   28                                                  
CONECT   16   18   15   20                                                  
CONECT   17   20                                                            
CONECT   18   16                                                            
CONECT   19   23                                                            
CONECT   20   23   25   16   17                                             
CONECT   21   22   15                                                       
CONECT   22   21   23   24    5                                             
CONECT   23   22   20   19    1                                             
CONECT   24   22   26                                                       
CONECT   25   20   26   27                                                  
CONECT   26   25   24                                                       
CONECT   27   25                                                            
CONECT   28   15                                                            
CONECT   29    3                                                            
MASTER        0    0    0    0    0    0    0    0   29    0   66    0
END

COMPND    HMDB0035053
HETATM    1  C1  UNL     1       4.738   0.305   0.927  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.585   0.019   0.387  1.00  0.00           C  
HETATM    3  C3  UNL     1       2.412  -0.538   1.117  1.00  0.00           C  
HETATM    4  C4  UNL     1       1.305  -0.499   0.079  1.00  0.00           C  
HETATM    5  C5  UNL     1       2.088  -0.810  -1.154  1.00  0.00           C  
HETATM    6  C6  UNL     1       3.213   0.185  -1.036  1.00  0.00           C  
HETATM    7  C7  UNL     1       2.687   1.562  -1.342  1.00  0.00           C  
HETATM    8  C8  UNL     1       1.547   1.970  -0.447  1.00  0.00           C  
HETATM    9  O1  UNL     1       0.733   2.880  -1.165  1.00  0.00           O  
HETATM   10  C9  UNL     1       0.757   0.905   0.155  1.00  0.00           C  
HETATM   11  C10 UNL     1      -0.653   0.749  -0.304  1.00  0.00           C  
HETATM   12  C11 UNL     1      -0.877   0.792  -1.752  1.00  0.00           C  
HETATM   13  O2  UNL     1      -1.447  -0.375  -2.330  1.00  0.00           O  
HETATM   14  C12 UNL     1      -2.280  -1.208  -1.608  1.00  0.00           C  
HETATM   15  O3  UNL     1      -2.966  -2.037  -2.234  1.00  0.00           O  
HETATM   16  C13 UNL     1      -2.293  -1.049  -0.146  1.00  0.00           C  
HETATM   17  C14 UNL     1      -2.583  -2.396   0.495  1.00  0.00           C  
HETATM   18  C15 UNL     1      -1.008  -0.550   0.407  1.00  0.00           C  
HETATM   19  C16 UNL     1       0.186  -1.441   0.269  1.00  0.00           C  
HETATM   20  C17 UNL     1       0.403  -2.286   1.459  1.00  0.00           C  
HETATM   21  O4  UNL     1      -0.275  -1.972   2.500  1.00  0.00           O  
HETATM   22  O5  UNL     1       1.263  -3.365   1.532  1.00  0.00           O  
HETATM   23  C18 UNL     1      -3.346  -0.069   0.325  1.00  0.00           C  
HETATM   24  O6  UNL     1      -3.564  -0.342   1.679  1.00  0.00           O  
HETATM   25  C19 UNL     1      -3.016   1.355   0.094  1.00  0.00           C  
HETATM   26  O7  UNL     1      -3.832   2.120   0.952  1.00  0.00           O  
HETATM   27  C20 UNL     1      -1.603   1.759   0.356  1.00  0.00           C  
HETATM   28  H1  UNL     1       5.582   0.711   0.375  1.00  0.00           H  
HETATM   29  H2  UNL     1       4.899   0.142   1.983  1.00  0.00           H  
HETATM   30  H3  UNL     1       2.162   0.139   1.979  1.00  0.00           H  
HETATM   31  H4  UNL     1       2.558  -1.556   1.451  1.00  0.00           H  
HETATM   32  H5  UNL     1       1.560  -0.817  -2.086  1.00  0.00           H  
HETATM   33  H6  UNL     1       2.539  -1.816  -1.002  1.00  0.00           H  
HETATM   34  H7  UNL     1       4.008  -0.044  -1.744  1.00  0.00           H  
HETATM   35  H8  UNL     1       3.552   2.260  -1.277  1.00  0.00           H  
HETATM   36  H9  UNL     1       2.371   1.558  -2.401  1.00  0.00           H  
HETATM   37  H10 UNL     1       2.019   2.623   0.344  1.00  0.00           H  
HETATM   38  H11 UNL     1       1.319   3.380  -1.781  1.00  0.00           H  
HETATM   39  H12 UNL     1       0.664   1.103   1.270  1.00  0.00           H  
HETATM   40  H13 UNL     1       0.037   1.008  -2.375  1.00  0.00           H  
HETATM   41  H14 UNL     1      -1.582   1.625  -2.055  1.00  0.00           H  
HETATM   42  H15 UNL     1      -3.395  -2.932  -0.054  1.00  0.00           H  
HETATM   43  H16 UNL     1      -2.832  -2.277   1.563  1.00  0.00           H  
HETATM   44  H17 UNL     1      -1.703  -3.068   0.435  1.00  0.00           H  
HETATM   45  H18 UNL     1      -1.159  -0.350   1.487  1.00  0.00           H  
HETATM   46  H19 UNL     1       0.112  -2.096  -0.641  1.00  0.00           H  
HETATM   47  H20 UNL     1       1.673  -3.587   2.416  1.00  0.00           H  
HETATM   48  H21 UNL     1      -4.283  -0.315  -0.206  1.00  0.00           H  
HETATM   49  H22 UNL     1      -4.301   0.181   2.065  1.00  0.00           H  
HETATM   50  H23 UNL     1      -3.352   1.632  -0.940  1.00  0.00           H  
HETATM   51  H24 UNL     1      -4.711   2.302   0.558  1.00  0.00           H  
HETATM   52  H25 UNL     1      -1.450   2.774  -0.047  1.00  0.00           H  
HETATM   53  H26 UNL     1      -1.458   1.756   1.471  1.00  0.00           H  
CONECT    1    2    2   28   29
CONECT    2    3    6
CONECT    3    4   30   31
CONECT    4    5   10   19
CONECT    5    6   32   33
CONECT    6    7   34
CONECT    7    8   35   36
CONECT    8    9   10   37
CONECT    9   38
CONECT   10   11   39
CONECT   11   12   18   27
CONECT   12   13   40   41
CONECT   13   14
CONECT   14   15   15   16
CONECT   16   17   18   23
CONECT   17   42   43   44
CONECT   18   19   45
CONECT   19   20   46
CONECT   20   21   21   22
CONECT   22   47
CONECT   23   24   25   48
CONECT   24   49
CONECT   25   26   27   50
CONECT   26   51
CONECT   27   52   53
END

HMDB0035053
     RDKit          3D
Gibberellin A52
 53 57  0  0  0  0  0  0  0  0999 V2000
    4.7377    0.3052    0.9267 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5848    0.0187    0.3866 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4115   -0.5380    1.1169 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3048   -0.4992    0.0788 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0879   -0.8097   -1.1544 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2132    0.1851   -1.0361 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6874    1.5616   -1.3415 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5475    1.9702   -0.4470 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7328    2.8804   -1.1646 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7573    0.9054    0.1551 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6532    0.7491   -0.3035 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8767    0.7921   -1.7520 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4465   -0.3755   -2.3302 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2802   -1.2080   -1.6085 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9658   -2.0366   -2.2338 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2931   -1.0494   -0.1461 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5835   -2.3964    0.4945 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0076   -0.5502    0.4070 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1856   -1.4414    0.2686 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4028   -2.2862    1.4589 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2754   -1.9722    2.5001 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2635   -3.3646    1.5319 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3456   -0.0685    0.3248 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5642   -0.3420    1.6785 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0162    1.3545    0.0936 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.8321    2.1200    0.9516 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6031    1.7590    0.3565 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5816    0.7111    0.3749 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8988    0.1419    1.9832 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1621    0.1392    1.9789 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5584   -1.5558    1.4507 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5599   -0.8167   -2.0856 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5386   -1.8165   -1.0017 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0084   -0.0437   -1.7442 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5516    2.2604   -1.2768 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3713    1.5585   -2.4011 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0193    2.6232    0.3437 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3185    3.3797   -1.7811 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6639    1.1032    1.2703 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0369    1.0081   -2.3746 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5825    1.6249   -2.0548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3954   -2.9315   -0.0541 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8317   -2.2766    1.5629 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7032   -3.0685    0.4347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1594   -0.3505    1.4868 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1117   -2.0964   -0.6412 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6730   -3.5868    2.4159 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2834   -0.3150   -0.2056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3014    0.1808    2.0648 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3520    1.6316   -0.9404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7109    2.3017    0.5582 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4500    2.7742   -0.0471 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4577    1.7562    1.4711 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  4  3  1  1
  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  1  6
 12 13  1  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  1  1
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 20 22  1  0
 16 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 25 27  1  0
  6  2  1  0
 18 11  1  0
 10  4  1  0
 27 11  1  0
 19  4  1  0
  1 28  1  0
  1 29  1  0
  3 30  1  0
  3 31  1  0
  5 32  1  0
  5 33  1  0
  6 34  1  6
  7 35  1  0
  7 36  1  0
  8 37  1  1
  9 38  1  0
 10 39  1  1
 12 40  1  0
 12 41  1  0
 17 42  1  0
 17 43  1  0
 17 44  1  0
 18 45  1  1
 19 46  1  6
 22 47  1  0
 23 48  1  6
 24 49  1  0
 25 50  1  6
 26 51  1  0
 27 52  1  0
 27 53  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
GA52	HMDB
Gibberellin A52	HMDB

Chemical Formula

C₂₀H₂₆O₇

Average Molecular Weight

378.421

Monoisotopic Molecular Weight

378.167853177

IUPAC Name

(1S,2R,3R,5S,8R,9S,10S,11S,16S,17R)-3,16,17-trihydroxy-11-methyl-6-methylidene-12-oxo-13-oxapentacyclo[9.3.3.1^{5,8}.0^{1,10}.0^{2,8}]octadecane-9-carboxylic acid

Traditional Name

(1S,2R,3R,5S,8R,9S,10S,11S,16S,17R)-3,16,17-trihydroxy-11-methyl-6-methylidene-12-oxo-13-oxapentacyclo[9.3.3.1^{5,8}.0^{1,10}.0^{2,8}]octadecane-9-carboxylic acid

CAS Registry Number

68062-24-8

SMILES

[H][C@@]12[C@H](O)C[C@@H]3C[C@]1(CC3=C)[C@@H](C(O)=O)[C@@]1([H])[C@]22COC(=O)[C@]1(C)[C@@H](O)[C@@H](O)C2

InChI Identifier

InChI=1S/C20H26O7/c1-8-4-19-5-9(8)3-10(21)13(19)20-6-11(22)15(23)18(2,17(26)27-7-20)14(20)12(19)16(24)25/h9-15,21-23H,1,3-7H2,2H3,(H,24,25)/t9-,10-,11+,12-,13-,14-,15+,18+,19-,20-/m1/s1

InChI Key

RERZXVXKJOZXIL-JRXDUJOISA-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
Delta valerolactone
Delta_valerolactone
Dicarboxylic acid or derivatives
Oxane
Cyclic alcohol
Carboxylic acid ester
Secondary alcohol
Lactone
Carboxylic acid derivative
Carboxylic acid
Oxacycle
Organoheterocyclic compound
Polyol
Organic oxide
Hydrocarbon derivative
Carbonyl group
Alcohol
Organic oxygen compound
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: HMDB0035053)

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0035053)

Source

Endogenous

Endogenous (HMDB: HMDB0035053)

Plant

Plant (HMDB: HMDB0035053)
Cucurbitaceae (HMDB: HMDB0035053)

Animal

Animal (HMDB: HMDB0035053)

Exogenous

Food

Food (HMDB: HMDB0035053)

Gourd

Calabash (FooDB: FOOD00318)

Vegetable

Leaf vegetable

Green vegetables (FooDB: FOOD00872)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid peroxidation (HMDB: HMDB0035053)

Biochemical process

Fatty acid metabolism (HMDB: HMDB0035053)

Cellular process

Cell signaling (HMDB: HMDB0035053)

Biochemical pathway

Lipid metabolism pathway (HMDB: HMDB0035053)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0035053)

Nutrient

Nutrient (HMDB: HMDB0035053)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0035053)

Emulsifier (HMDB: HMDB0035053)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	273 - 274 °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	7.99 g/L	ALOGPS
logP	-0.45	ALOGPS
logP	-0.64	ChemAxon
logS	-1.7	ALOGPS
pKa (Strongest Acidic)	4.16	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	124.29 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	91.75 m³·mol⁻¹	ChemAxon
Polarizability	38 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	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
DeepCCS	[M-2H]-	219.827	30932474
DeepCCS	[M+Na]+	193.786	30932474

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Gibberellin A52	[H][C@@]12[C@H](O)C[C@@H]3C[C@]1(CC3=C)[C@@H](C(O)=O)[C@@]1([H])[C@]22COC(=O)[C@]1(C)[C@@H](O)[C@@H](O)C2	4278.2	Standard polar	33892256
Gibberellin A52	[H][C@@]12[C@H](O)C[C@@H]3C[C@]1(CC3=C)[C@@H](C(O)=O)[C@@]1([H])[C@]22COC(=O)[C@]1(C)[C@@H](O)[C@@H](O)C2	2977.6	Standard non polar	33892256
Gibberellin A52	[H][C@@]12[C@H](O)C[C@@H]3C[C@]1(CC3=C)[C@@H](C(O)=O)[C@@]1([H])[C@]22COC(=O)[C@]1(C)[C@@H](O)[C@@H](O)C2	3469.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Gibberellin A52,1TMS,isomer #1	C=C1C[C@]23C[C@H]1C[C@@H](O[Si](C)(C)C)[C@H]2[C@@]12COC(=O)[C@@](C)([C@H]1[C@@H]3C(=O)O)[C@@H](O)[C@@H](O)C2	2997.5	Semi standard non polar	33892256
Gibberellin A52,1TMS,isomer #2	C=C1C[C@]23C[C@H]1C[C@@H](O)[C@H]2[C@@]12COC(=O)[C@@](C)([C@H]1[C@@H]3C(=O)O[Si](C)(C)C)[C@@H](O)[C@@H](O)C2	2972.7	Semi standard non polar	33892256
Gibberellin A52,1TMS,isomer #3	C=C1C[C@]23C[C@H]1C[C@@H](O)[C@H]2[C@@]12COC(=O)[C@@](C)([C@H]1[C@@H]3C(=O)O)[C@@H](O[Si](C)(C)C)[C@@H](O)C2	2964.0	Semi standard non polar	33892256
Gibberellin A52,1TMS,isomer #4	C=C1C[C@]23C[C@H]1C[C@@H](O)[C@H]2[C@@]12COC(=O)[C@@](C)([C@H]1[C@@H]3C(=O)O)[C@@H](O)[C@@H](O[Si](C)(C)C)C2	2995.5	Semi standard non polar	33892256
Gibberellin A52,2TMS,isomer #1	C=C1C[C@]23C[C@H]1C[C@@H](O[Si](C)(C)C)[C@H]2[C@@]12COC(=O)[C@@](C)([C@H]1[C@@H]3C(=O)O[Si](C)(C)C)[C@@H](O)[C@@H](O)C2	2940.3	Semi standard non polar	33892256
Gibberellin A52,2TMS,isomer #2	C=C1C[C@]23C[C@H]1C[C@@H](O[Si](C)(C)C)[C@H]2[C@@]12COC(=O)[C@@](C)([C@H]1[C@@H]3C(=O)O)[C@@H](O[Si](C)(C)C)[C@@H](O)C2	2952.5	Semi standard non polar	33892256
Gibberellin A52,2TMS,isomer #3	C=C1C[C@]23C[C@H]1C[C@@H](O[Si](C)(C)C)[C@H]2[C@@]12COC(=O)[C@@](C)([C@H]1[C@@H]3C(=O)O)[C@@H](O)[C@@H](O[Si](C)(C)C)C2	2968.2	Semi standard non polar	33892256
Gibberellin A52,2TMS,isomer #4	C=C1C[C@]23C[C@H]1C[C@@H](O)[C@H]2[C@@]12COC(=O)[C@@](C)([C@H]1[C@@H]3C(=O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H](O)C2	2968.7	Semi standard non polar	33892256
Gibberellin A52,2TMS,isomer #5	C=C1C[C@]23C[C@H]1C[C@@H](O)[C@H]2[C@@]12COC(=O)[C@@](C)([C@H]1[C@@H]3C(=O)O[Si](C)(C)C)[C@@H](O)[C@@H](O[Si](C)(C)C)C2	2960.6	Semi standard non polar	33892256
Gibberellin A52,2TMS,isomer #6	C=C1C[C@]23C[C@H]1C[C@@H](O)[C@H]2[C@@]12COC(=O)[C@@](C)([C@H]1[C@@H]3C(=O)O)[C@@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)C2	2945.4	Semi standard non polar	33892256
Gibberellin A52,3TMS,isomer #1	C=C1C[C@]23C[C@H]1C[C@@H](O[Si](C)(C)C)[C@H]2[C@@]12COC(=O)[C@@](C)([C@H]1[C@@H]3C(=O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H](O)C2	2958.3	Semi standard non polar	33892256
Gibberellin A52,3TMS,isomer #2	C=C1C[C@]23C[C@H]1C[C@@H](O[Si](C)(C)C)[C@H]2[C@@]12COC(=O)[C@@](C)([C@H]1[C@@H]3C(=O)O[Si](C)(C)C)[C@@H](O)[C@@H](O[Si](C)(C)C)C2	2940.1	Semi standard non polar	33892256
Gibberellin A52,3TMS,isomer #3	C=C1C[C@]23C[C@H]1C[C@@H](O[Si](C)(C)C)[C@H]2[C@@]12COC(=O)[C@@](C)([C@H]1[C@@H]3C(=O)O)[C@@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)C2	2947.7	Semi standard non polar	33892256
Gibberellin A52,3TMS,isomer #4	C=C1C[C@]23C[C@H]1C[C@@H](O)[C@H]2[C@@]12COC(=O)[C@@](C)([C@H]1[C@@H]3C(=O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)C2	2969.8	Semi standard non polar	33892256
Gibberellin A52,4TMS,isomer #1	C=C1C[C@]23C[C@H]1C[C@@H](O[Si](C)(C)C)[C@H]2[C@@]12COC(=O)[C@@](C)([C@H]1[C@@H]3C(=O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)C2	2979.9	Semi standard non polar	33892256
Gibberellin A52,1TBDMS,isomer #1	C=C1C[C@]23C[C@H]1C[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]2[C@@]12COC(=O)[C@@](C)([C@H]1[C@@H]3C(=O)O)[C@@H](O)[C@@H](O)C2	3220.9	Semi standard non polar	33892256
Gibberellin A52,1TBDMS,isomer #2	C=C1C[C@]23C[C@H]1C[C@@H](O)[C@H]2[C@@]12COC(=O)[C@@](C)([C@H]1[C@@H]3C(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@@H](O)C2	3222.1	Semi standard non polar	33892256
Gibberellin A52,1TBDMS,isomer #3	C=C1C[C@]23C[C@H]1C[C@@H](O)[C@H]2[C@@]12COC(=O)[C@@](C)([C@H]1[C@@H]3C(=O)O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H](O)C2	3193.0	Semi standard non polar	33892256
Gibberellin A52,1TBDMS,isomer #4	C=C1C[C@]23C[C@H]1C[C@@H](O)[C@H]2[C@@]12COC(=O)[C@@](C)([C@H]1[C@@H]3C(=O)O)[C@@H](O)[C@@H](O[Si](C)(C)C(C)(C)C)C2	3229.6	Semi standard non polar	33892256
Gibberellin A52,2TBDMS,isomer #1	C=C1C[C@]23C[C@H]1C[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]2[C@@]12COC(=O)[C@@](C)([C@H]1[C@@H]3C(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@@H](O)C2	3413.9	Semi standard non polar	33892256
Gibberellin A52,2TBDMS,isomer #2	C=C1C[C@]23C[C@H]1C[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]2[C@@]12COC(=O)[C@@](C)([C@H]1[C@@H]3C(=O)O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H](O)C2	3389.2	Semi standard non polar	33892256
Gibberellin A52,2TBDMS,isomer #3	C=C1C[C@]23C[C@H]1C[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]2[C@@]12COC(=O)[C@@](C)([C@H]1[C@@H]3C(=O)O)[C@@H](O)[C@@H](O[Si](C)(C)C(C)(C)C)C2	3427.2	Semi standard non polar	33892256
Gibberellin A52,2TBDMS,isomer #4	C=C1C[C@]23C[C@H]1C[C@@H](O)[C@H]2[C@@]12COC(=O)[C@@](C)([C@H]1[C@@H]3C(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H](O)C2	3415.3	Semi standard non polar	33892256
Gibberellin A52,2TBDMS,isomer #5	C=C1C[C@]23C[C@H]1C[C@@H](O)[C@H]2[C@@]12COC(=O)[C@@](C)([C@H]1[C@@H]3C(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@@H](O[Si](C)(C)C(C)(C)C)C2	3420.0	Semi standard non polar	33892256
Gibberellin A52,2TBDMS,isomer #6	C=C1C[C@]23C[C@H]1C[C@@H](O)[C@H]2[C@@]12COC(=O)[C@@](C)([C@H]1[C@@H]3C(=O)O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)C2	3401.0	Semi standard non polar	33892256
Gibberellin A52,3TBDMS,isomer #1	C=C1C[C@]23C[C@H]1C[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]2[C@@]12COC(=O)[C@@](C)([C@H]1[C@@H]3C(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H](O)C2	3621.2	Semi standard non polar	33892256
Gibberellin A52,3TBDMS,isomer #2	C=C1C[C@]23C[C@H]1C[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]2[C@@]12COC(=O)[C@@](C)([C@H]1[C@@H]3C(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@@H](O[Si](C)(C)C(C)(C)C)C2	3619.5	Semi standard non polar	33892256
Gibberellin A52,3TBDMS,isomer #3	C=C1C[C@]23C[C@H]1C[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]2[C@@]12COC(=O)[C@@](C)([C@H]1[C@@H]3C(=O)O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)C2	3611.0	Semi standard non polar	33892256
Gibberellin A52,3TBDMS,isomer #4	C=C1C[C@]23C[C@H]1C[C@@H](O)[C@H]2[C@@]12COC(=O)[C@@](C)([C@H]1[C@@H]3C(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)C2	3618.9	Semi standard non polar	33892256
Gibberellin A52,4TBDMS,isomer #1	C=C1C[C@]23C[C@H]1C[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]2[C@@]12COC(=O)[C@@](C)([C@H]1[C@@H]3C(=O)O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)C2	3805.1	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 A52 GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Gibberellin A52 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 A52 10V, Negative-QTOF	splash10-004i-0009000000-d533b57d784a38248a9f	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gibberellin A52 20V, Negative-QTOF	splash10-004i-0009000000-0f46f756b4d9ddb7782c	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gibberellin A52 40V, Negative-QTOF	splash10-001l-0902000000-2ca5793814a387c6cfe1	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gibberellin A52 10V, Positive-QTOF	splash10-004i-0009000000-33e76c028ba88540a16d	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gibberellin A52 20V, Positive-QTOF	splash10-004i-0009000000-a9f4f87eba3955e0dbb9	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gibberellin A52 40V, Positive-QTOF	splash10-00o0-0109000000-98705acdaab114dc643d	2021-09-24	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	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

FDB013675

KNApSAcK ID

C00000052

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

101603120

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 A52 (HMDB0035053)

MOL for HMDB0035053 (Gibberellin A52)

3D MOL for HMDB0035053 (Gibberellin A52)

3D SDF for HMDB0035053 (Gibberellin A52)

3D-SDF for HMDB0035053 (Gibberellin A52)

PDB for HMDB0035053 (Gibberellin A52)

3D PDB for HMDB0035053 (Gibberellin A52)

SMILES for HMDB0035053 (Gibberellin A52)

INCHI for HMDB0035053 (Gibberellin A52)

Structure for HMDB0035053 (Gibberellin A52)

3D Structure for HMDB0035053 (Gibberellin A52)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra