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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 22:05:01 UTC

Update Date

2022-03-07 02:55:06 UTC

HMDB ID

HMDB0036901

Secondary Accession Numbers

HMDB36901

Metabolite Identification

Common Name

Gibberellin A44

Description

Gibberellin A44 (GA44) 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 A44 is found in apple, Pisum sativum (pea), Spinacea oleracea (spinach), Triticum aestivum (wheat), Vicia faba, and other plants.

Structure

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


  Mrv1652307212018572D          

 27 31  0  0  1  0            999 V2000
    0.1402   -0.5225    0.0000 C   0  0  2  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  0  0  0  0  0  0  0  0  0  0
    1.1398    1.9203    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
    1.8605    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
    1.9954    0.7044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6200    0.1410    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7874    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
   -2.0727    0.5573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0727   -0.2673    0.0000 C   0  0  0  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
   -0.6430   -1.0887    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3584   -0.6856    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
   -0.6461    0.5538    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6461   -0.2694    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6523    1.5464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7360    0.1474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7444    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
    2.5352    1.9931    0.0000 O   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   -1.9203    0.0000 O   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
  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
 12 13  1  0  0  0  0
 17 18  1  0  0  0  0
 19 18  1  0  0  0  0
 16 19  1  0  0  0  0
 18 20  1  6  0  0  0
 16 21  1  6  0  0  0
 22 21  1  0  0  0  0
 20 22  1  0  0  0  0
 23 21  2  0  0  0  0
 18  5  1  0  0  0  0
 19 15  1  1  0  0  0
 19  1  1  0  0  0  0
 17 12  1  0  0  0  0
 16 13  1  0  0  0  0
 16 14  1  0  0  0  0
  6 24  1  0  0  0  0
 27 25  2  0  0  0  0
 27 26  1  0  0  0  0
  1 27  1  1  0  0  0
M  END

HMDB0036901
     RDKit          3D
Gibberellin A44
 51 55  0  0  0  0  0  0  0  0999 V2000
    4.2882    0.0269   -1.6533 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2464    0.1899   -0.8743 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8606    0.5209   -1.3027 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0460    0.5004   -0.0350 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0681    0.9900    0.9573 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2371    0.0766    0.6034 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.4168    0.4941    1.1849 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9636   -1.3478    1.0341 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5001   -1.5346    1.3853 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6931   -0.9470    0.2855 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7883   -0.8915    0.5494 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4568   -2.1401    0.0988 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9442   -2.0353   -0.0343 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4980   -0.7326   -0.4028 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6137    0.4569   -0.3254 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0882    1.4623   -1.3696 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7802    1.0868    1.0366 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2827    2.2077    1.2081 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3077    0.2698    2.0719 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1616   -0.5383    1.9263 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1799    0.1714   -0.4926 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2270    1.2576   -0.0664 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2805    2.4518   -0.8907 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4473    3.5780   -0.3062 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1718    2.5329   -2.2611 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2533   -0.2105   -1.2663 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1636    0.1370   -2.7225 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8092    1.4446   -1.8750 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4388   -0.2956   -1.9588 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3794    2.0195    0.7105 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8128    0.8266    1.9987 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7451    1.3496    0.8380 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6278   -1.6776    1.8539 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1737   -1.9995    0.1613 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3497   -1.1237    2.3766 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2773   -2.6200    1.4224 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8383   -1.5693   -0.6223 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0012   -2.4476   -0.8740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1802   -2.9536    0.8165 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3691   -2.3888    0.9532 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2470   -2.8514   -0.7497 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9368   -0.8085   -1.4427 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4050   -0.5187    0.2371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7175    1.1157   -2.3446 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8380    2.4901   -1.1213 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2140    1.4210   -1.4459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3624   -0.0339    2.5272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3809   -1.4884    2.4935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8732   -0.1962   -1.4769 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4859    1.5078    1.0022 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9496    2.7647   -2.8453 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  4  3  1  6
  4  5  1  0
  5  6  1  0
  6  7  1  1
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  6
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  6
 15 17  1  0
 17 18  2  0
 17 19  1  0
 19 20  1  0
 15 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
  6  2  1  0
 20 11  1  0
 10  4  1  0
 21 11  1  0
 22  4  1  0
  1 26  1  0
  1 27  1  0
  3 28  1  0
  3 29  1  0
  5 30  1  0
  5 31  1  0
  7 32  1  0
  8 33  1  0
  8 34  1  0
  9 35  1  0
  9 36  1  0
 10 37  1  6
 12 38  1  0
 12 39  1  0
 13 40  1  0
 13 41  1  0
 14 42  1  0
 14 43  1  0
 16 44  1  0
 16 45  1  0
 16 46  1  0
 20 47  1  0
 20 48  1  0
 21 49  1  6
 22 50  1  1
 25 51  1  0
M  END


  Mrv1652307212018572D          

 27 31  0  0  1  0            999 V2000
    0.1402   -0.5225    0.0000 C   0  0  2  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  0  0  0  0  0  0  0  0  0  0
    1.1398    1.9203    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
    1.8605    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
    1.9954    0.7044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6200    0.1410    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7874    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
   -2.0727    0.5573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0727   -0.2673    0.0000 C   0  0  0  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
   -0.6430   -1.0887    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3584   -0.6856    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
   -0.6461    0.5538    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6461   -0.2694    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6523    1.5464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7360    0.1474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7444    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
    2.5352    1.9931    0.0000 O   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   -1.9203    0.0000 O   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
  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
 12 13  1  0  0  0  0
 17 18  1  0  0  0  0
 19 18  1  0  0  0  0
 16 19  1  0  0  0  0
 18 20  1  6  0  0  0
 16 21  1  6  0  0  0
 22 21  1  0  0  0  0
 20 22  1  0  0  0  0
 23 21  2  0  0  0  0
 18  5  1  0  0  0  0
 19 15  1  1  0  0  0
 19  1  1  0  0  0  0
 17 12  1  0  0  0  0
 16 13  1  0  0  0  0
 16 14  1  0  0  0  0
  6 24  1  0  0  0  0
 27 25  2  0  0  0  0
 27 26  1  0  0  0  0
  1 27  1  1  0  0  0
M  END
> <DATABASE_ID>
HMDB0036901

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@@]12CC[C@]3(O)C[C@]1(CC3=C)[C@@H](C(O)=O)[C@@]1([H])[C@@]22CCC[C@@]1(C)C(=O)OC2

> <INCHI_IDENTIFIER>
InChI=1S/C20H26O5/c1-11-8-19-9-20(11,24)7-4-12(19)18-6-3-5-17(2,16(23)25-10-18)14(18)13(19)15(21)22/h12-14,24H,1,3-10H2,2H3,(H,21,22)/t12-,13+,14+,17+,18+,19-,20-/m0/s1

> <INCHI_KEY>
KSBJAONOPKRVRR-YTJHIPEWSA-N

> <FORMULA>
C20H26O5

> <MOLECULAR_WEIGHT>
346.4174

> <EXACT_MASS>
346.178023942

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
51

> <JCHEM_AVERAGE_POLARIZABILITY>
36.35344999316715

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1R,2R,5S,8S,9S,10S,11R)-5-hydroxy-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>
1.41

> <JCHEM_LOGP>
1.8104068156666657

> <ALOGPS_LOGS>
-2.92

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
19.329951078441805

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.3385675043183385

> <JCHEM_PKA_STRONGEST_BASIC>
-0.9048817866900857

> <JCHEM_POLAR_SURFACE_AREA>
83.83

> <JCHEM_REFRACTIVITY>
88.81309999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.19e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R,2R,5S,8S,9S,10S,11R)-5-hydroxy-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

$$$$

HMDB0036901
     RDKit          3D
Gibberellin A44
 51 55  0  0  0  0  0  0  0  0999 V2000
    4.2882    0.0269   -1.6533 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2464    0.1899   -0.8743 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8606    0.5209   -1.3027 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0460    0.5004   -0.0350 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0681    0.9900    0.9573 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2371    0.0766    0.6034 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.4168    0.4941    1.1849 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9636   -1.3478    1.0341 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5001   -1.5346    1.3853 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6931   -0.9470    0.2855 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7883   -0.8915    0.5494 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4568   -2.1401    0.0988 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9442   -2.0353   -0.0343 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4980   -0.7326   -0.4028 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6137    0.4569   -0.3254 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0882    1.4623   -1.3696 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7802    1.0868    1.0366 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2827    2.2077    1.2081 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3077    0.2698    2.0719 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1616   -0.5383    1.9263 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1799    0.1714   -0.4926 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2270    1.2576   -0.0664 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2805    2.4518   -0.8907 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4473    3.5780   -0.3062 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1718    2.5329   -2.2611 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2533   -0.2105   -1.2663 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1636    0.1370   -2.7225 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8092    1.4446   -1.8750 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4388   -0.2956   -1.9588 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3794    2.0195    0.7105 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8128    0.8266    1.9987 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7451    1.3496    0.8380 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6278   -1.6776    1.8539 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1737   -1.9995    0.1613 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3497   -1.1237    2.3766 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2773   -2.6200    1.4224 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8383   -1.5693   -0.6223 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0012   -2.4476   -0.8740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1802   -2.9536    0.8165 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3691   -2.3888    0.9532 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2470   -2.8514   -0.7497 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9368   -0.8085   -1.4427 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4050   -0.5187    0.2371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7175    1.1157   -2.3446 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8380    2.4901   -1.1213 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2140    1.4210   -1.4459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3624   -0.0339    2.5272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3809   -1.4884    2.4935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8732   -0.1962   -1.4769 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4859    1.5078    1.0022 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9496    2.7647   -2.8453 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  4  3  1  6
  4  5  1  0
  5  6  1  0
  6  7  1  1
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  6
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  6
 15 17  1  0
 17 18  2  0
 17 19  1  0
 19 20  1  0
 15 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
  6  2  1  0
 20 11  1  0
 10  4  1  0
 21 11  1  0
 22  4  1  0
  1 26  1  0
  1 27  1  0
  3 28  1  0
  3 29  1  0
  5 30  1  0
  5 31  1  0
  7 32  1  0
  8 33  1  0
  8 34  1  0
  9 35  1  0
  9 36  1  0
 10 37  1  6
 12 38  1  0
 12 39  1  0
 13 40  1  0
 13 41  1  0
 14 42  1  0
 14 43  1  0
 16 44  1  0
 16 45  1  0
 16 46  1  0
 20 47  1  0
 20 48  1  0
 21 49  1  6
 22 50  1  1
 25 51  1  0
M  END

HEADER    PROTEIN                                 21-JUL-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   21-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   2.834   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      -3.869   1.040   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -3.869  -0.499   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -2.549  -2.813   0.000  0.00  0.00           C+0
HETATM   15  H   UNK     0      -1.200  -2.032   0.000  0.00  0.00           H+0
HETATM   16  C   UNK     0      -2.536  -1.280   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -2.536   1.811   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -1.206   1.034   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -1.206  -0.503   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -1.218   2.887   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -3.241   0.275   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      -3.256   2.890   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      -2.063   0.366   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       4.732   3.720   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       2.246  -2.758   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      -0.290  -3.585   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       0.739  -2.439   0.000  0.00  0.00           C+0
CONECT    1    9   19   27                                                  
CONECT    2    9    6                                                       
CONECT    3    4    5                                                       
CONECT    4    3    6                                                       
CONECT    5    3    9   11   18                                             
CONECT    6    4    8    2   24                                             
CONECT    7    8    9                                                       
CONECT    8    6    7   10                                                  
CONECT    9    5    7    2    1                                             
CONECT   10    8                                                            
CONECT   11    5                                                            
CONECT   12   13   17                                                       
CONECT   13   12   16                                                       
CONECT   14   16                                                            
CONECT   15   19                                                            
CONECT   16   19   21   13   14                                             
CONECT   17   18   12                                                       
CONECT   18   17   19   20    5                                             
CONECT   19   18   16   15    1                                             
CONECT   20   18   22                                                       
CONECT   21   16   22   23                                                  
CONECT   22   21   20                                                       
CONECT   23   21                                                            
CONECT   24    6                                                            
CONECT   25   27                                                            
CONECT   26   27                                                            
CONECT   27   25   26    1                                                  
MASTER        0    0    0    0    0    0    0    0   27    0   62    0
END

COMPND    HMDB0036901
HETATM    1  C1  UNL     1       4.288   0.027  -1.653  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.246   0.190  -0.874  1.00  0.00           C  
HETATM    3  C3  UNL     1       1.861   0.521  -1.303  1.00  0.00           C  
HETATM    4  C4  UNL     1       1.046   0.500  -0.035  1.00  0.00           C  
HETATM    5  C5  UNL     1       2.068   0.990   0.957  1.00  0.00           C  
HETATM    6  C6  UNL     1       3.237   0.077   0.603  1.00  0.00           C  
HETATM    7  O1  UNL     1       4.417   0.494   1.185  1.00  0.00           O  
HETATM    8  C7  UNL     1       2.964  -1.348   1.034  1.00  0.00           C  
HETATM    9  C8  UNL     1       1.500  -1.535   1.385  1.00  0.00           C  
HETATM   10  C9  UNL     1       0.693  -0.947   0.285  1.00  0.00           C  
HETATM   11  C10 UNL     1      -0.788  -0.892   0.549  1.00  0.00           C  
HETATM   12  C11 UNL     1      -1.457  -2.140   0.099  1.00  0.00           C  
HETATM   13  C12 UNL     1      -2.944  -2.035  -0.034  1.00  0.00           C  
HETATM   14  C13 UNL     1      -3.498  -0.733  -0.403  1.00  0.00           C  
HETATM   15  C14 UNL     1      -2.614   0.457  -0.325  1.00  0.00           C  
HETATM   16  C15 UNL     1      -3.088   1.462  -1.370  1.00  0.00           C  
HETATM   17  C16 UNL     1      -2.780   1.087   1.037  1.00  0.00           C  
HETATM   18  O2  UNL     1      -3.283   2.208   1.208  1.00  0.00           O  
HETATM   19  O3  UNL     1      -2.308   0.270   2.072  1.00  0.00           O  
HETATM   20  C17 UNL     1      -1.162  -0.538   1.926  1.00  0.00           C  
HETATM   21  C18 UNL     1      -1.180   0.171  -0.493  1.00  0.00           C  
HETATM   22  C19 UNL     1      -0.227   1.258  -0.066  1.00  0.00           C  
HETATM   23  C20 UNL     1      -0.281   2.452  -0.891  1.00  0.00           C  
HETATM   24  O4  UNL     1      -0.447   3.578  -0.306  1.00  0.00           O  
HETATM   25  O5  UNL     1      -0.172   2.533  -2.261  1.00  0.00           O  
HETATM   26  H1  UNL     1       5.253  -0.211  -1.266  1.00  0.00           H  
HETATM   27  H2  UNL     1       4.164   0.137  -2.723  1.00  0.00           H  
HETATM   28  H3  UNL     1       1.809   1.445  -1.875  1.00  0.00           H  
HETATM   29  H4  UNL     1       1.439  -0.296  -1.959  1.00  0.00           H  
HETATM   30  H5  UNL     1       2.379   2.020   0.710  1.00  0.00           H  
HETATM   31  H6  UNL     1       1.813   0.827   1.999  1.00  0.00           H  
HETATM   32  H7  UNL     1       4.745   1.350   0.838  1.00  0.00           H  
HETATM   33  H8  UNL     1       3.628  -1.678   1.854  1.00  0.00           H  
HETATM   34  H9  UNL     1       3.174  -2.000   0.161  1.00  0.00           H  
HETATM   35  H10 UNL     1       1.350  -1.124   2.377  1.00  0.00           H  
HETATM   36  H11 UNL     1       1.277  -2.620   1.422  1.00  0.00           H  
HETATM   37  H12 UNL     1       0.838  -1.569  -0.622  1.00  0.00           H  
HETATM   38  H13 UNL     1      -1.001  -2.448  -0.874  1.00  0.00           H  
HETATM   39  H14 UNL     1      -1.180  -2.954   0.816  1.00  0.00           H  
HETATM   40  H15 UNL     1      -3.369  -2.389   0.953  1.00  0.00           H  
HETATM   41  H16 UNL     1      -3.247  -2.851  -0.750  1.00  0.00           H  
HETATM   42  H17 UNL     1      -3.937  -0.808  -1.443  1.00  0.00           H  
HETATM   43  H18 UNL     1      -4.405  -0.519   0.237  1.00  0.00           H  
HETATM   44  H19 UNL     1      -2.717   1.116  -2.345  1.00  0.00           H  
HETATM   45  H20 UNL     1      -2.838   2.490  -1.121  1.00  0.00           H  
HETATM   46  H21 UNL     1      -4.214   1.421  -1.446  1.00  0.00           H  
HETATM   47  H22 UNL     1      -0.362  -0.034   2.527  1.00  0.00           H  
HETATM   48  H23 UNL     1      -1.381  -1.488   2.493  1.00  0.00           H  
HETATM   49  H24 UNL     1      -0.873  -0.196  -1.477  1.00  0.00           H  
HETATM   50  H25 UNL     1      -0.486   1.508   1.002  1.00  0.00           H  
HETATM   51  H26 UNL     1      -0.950   2.765  -2.845  1.00  0.00           H  
CONECT    1    2    2   26   27
CONECT    2    3    6
CONECT    3    4   28   29
CONECT    4    5   10   22
CONECT    5    6   30   31
CONECT    6    7    8
CONECT    7   32
CONECT    8    9   33   34
CONECT    9   10   35   36
CONECT   10   11   37
CONECT   11   12   20   21
CONECT   12   13   38   39
CONECT   13   14   40   41
CONECT   14   15   42   43
CONECT   15   16   17   21
CONECT   16   44   45   46
CONECT   17   18   18   19
CONECT   19   20
CONECT   20   47   48
CONECT   21   22   49
CONECT   22   23   50
CONECT   23   24   24   25
CONECT   25   51
END

HMDB0036901
     RDKit          3D
Gibberellin A44
 51 55  0  0  0  0  0  0  0  0999 V2000
    4.2882    0.0269   -1.6533 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2464    0.1899   -0.8743 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8606    0.5209   -1.3027 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0460    0.5004   -0.0350 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0681    0.9900    0.9573 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2371    0.0766    0.6034 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.4168    0.4941    1.1849 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9636   -1.3478    1.0341 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5001   -1.5346    1.3853 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6931   -0.9470    0.2855 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7883   -0.8915    0.5494 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4568   -2.1401    0.0988 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9442   -2.0353   -0.0343 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4980   -0.7326   -0.4028 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6137    0.4569   -0.3254 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0882    1.4623   -1.3696 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7802    1.0868    1.0366 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2827    2.2077    1.2081 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3077    0.2698    2.0719 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1616   -0.5383    1.9263 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1799    0.1714   -0.4926 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2270    1.2576   -0.0664 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2805    2.4518   -0.8907 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4473    3.5780   -0.3062 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1718    2.5329   -2.2611 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2533   -0.2105   -1.2663 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1636    0.1370   -2.7225 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8092    1.4446   -1.8750 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4388   -0.2956   -1.9588 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3794    2.0195    0.7105 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8128    0.8266    1.9987 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7451    1.3496    0.8380 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6278   -1.6776    1.8539 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1737   -1.9995    0.1613 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3497   -1.1237    2.3766 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2773   -2.6200    1.4224 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8383   -1.5693   -0.6223 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0012   -2.4476   -0.8740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1802   -2.9536    0.8165 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3691   -2.3888    0.9532 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2470   -2.8514   -0.7497 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9368   -0.8085   -1.4427 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4050   -0.5187    0.2371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7175    1.1157   -2.3446 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8380    2.4901   -1.1213 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2140    1.4210   -1.4459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3624   -0.0339    2.5272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3809   -1.4884    2.4935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8732   -0.1962   -1.4769 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4859    1.5078    1.0022 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9496    2.7647   -2.8453 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  4  3  1  6
  4  5  1  0
  5  6  1  0
  6  7  1  1
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  6
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  6
 15 17  1  0
 17 18  2  0
 17 19  1  0
 19 20  1  0
 15 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
  6  2  1  0
 20 11  1  0
 10  4  1  0
 21 11  1  0
 22  4  1  0
  1 26  1  0
  1 27  1  0
  3 28  1  0
  3 29  1  0
  5 30  1  0
  5 31  1  0
  7 32  1  0
  8 33  1  0
  8 34  1  0
  9 35  1  0
  9 36  1  0
 10 37  1  6
 12 38  1  0
 12 39  1  0
 13 40  1  0
 13 41  1  0
 14 42  1  0
 14 43  1  0
 16 44  1  0
 16 45  1  0
 16 46  1  0
 20 47  1  0
 20 48  1  0
 21 49  1  6
 22 50  1  1
 25 51  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
GA44	ChEBI
Gibberellin 44	ChEBI
13-Hydroxy GA15	HMDB
13-Hydroxygibberellin A15	HMDB
Gibberellin A44	HMDB
GA44 (closed lactone form)	HMDB
GA44 closed lactone	HMDB
Gibberellin 44 (closed lactone form)	HMDB
Gibberellin A44 closed lactone	HMDB

Chemical Formula

C₂₀H₂₆O₅

Average Molecular Weight

346.4174

Monoisotopic Molecular Weight

346.178023942

IUPAC Name

(1R,2R,5S,8S,9S,10S,11R)-5-hydroxy-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

(1R,2R,5S,8S,9S,10S,11R)-5-hydroxy-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

36434-15-8

SMILES

[H][C@@]12CC[C@]3(O)C[C@]1(CC3=C)[C@@H](C(O)=O)[C@@]1([H])[C@@]22CCC[C@@]1(C)C(=O)OC2

InChI Identifier

InChI=1S/C20H26O5/c1-11-8-19-9-20(11,24)7-4-12(19)18-6-3-5-17(2,16(23)25-10-18)14(18)13(19)15(21)22/h12-14,24H,1,3-10H2,2H3,(H,21,22)/t12-,13+,14+,17+,18+,19-,20-/m0/s1

InChI Key

KSBJAONOPKRVRR-YTJHIPEWSA-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
Delta valerolactone
Delta_valerolactone
Dicarboxylic acid or derivatives
Oxane
Cyclic alcohol
Tertiary alcohol
Carboxylic acid ester
Lactone
Carboxylic acid derivative
Carboxylic acid
Oxacycle
Organoheterocyclic compound
Organic oxide
Organic oxygen compound
Hydrocarbon derivative
Carbonyl group
Alcohol
Organooxygen compound
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

lactone (CHEBI:28211 )
gibberellin monocarboxylic acid (CHEBI:28211 )
C20-gibberellin (CHEBI:28211 )
Gibberellins (C12308 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Herb and spice mixture

Curry powder (FooDB: FOOD00678)

Herbs and Spices (FooDB: FOOD00866)

Vegetable

Cabbage

Onion-family vegetable

Allium (FooDB: FOOD00005)
Garden onion (FooDB: FOOD00006)
Leek (FooDB: FOOD00007)
Garden onion (var.) (FooDB: FOOD00226)
Shallot (FooDB: FOOD00243)
Wild leek (FooDB: FOOD00396)
Red onion (FooDB: FOOD00962)
Green onion (FooDB: FOOD00963)
Onion-family vegetables (FooDB: FOOD00855)

Root vegetable

Shoot vegetable

Leaf vegetable

Common beet (FooDB: FOOD00025)
Endive (FooDB: FOOD00048)
Rocket salad (ssp.) (FooDB: FOOD00077)
Swamp cabbage (FooDB: FOOD00091)
Lettuce (FooDB: FOOD00095)
Garden cress (FooDB: FOOD00099)
Spinach (FooDB: FOOD00178)
Swiss chard (FooDB: FOOD00237)
Chicory leaves (FooDB: FOOD00250)
Garland chrysanthemum (FooDB: FOOD00333)
Corn salad (FooDB: FOOD00340)
Jute (FooDB: FOOD00389)
Lambsquarters (FooDB: FOOD00394)
Malabar spinach (FooDB: FOOD00404)
New Zealand spinach (FooDB: FOOD00415)
Yautia (FooDB: FOOD00510)
Ostrich fern (FooDB: FOOD00556)
Romaine lettuce (FooDB: FOOD00888)
Iceberg lettuce (FooDB: FOOD00973)
Pea shoots (FooDB: FOOD00975)
Yau choy (FooDB: FOOD00976)
Water spinach (FooDB: FOOD00977)
Rocket salad (FooDB: FOOD00244)
Green vegetables (FooDB: FOOD00872)

Fruit vegetable

Pepper (FooDB: FOOD00040)
Olive (FooDB: FOOD00121)
Avocado (FooDB: FOOD00130)
Garden tomato (FooDB: FOOD00171)
Cherry tomato (FooDB: FOOD00172)
Garden tomato (var.) (FooDB: FOOD00173)
Eggplant (FooDB: FOOD00174)
Pepper (C. baccatum) (FooDB: FOOD00231)
Pepper (C. chinense) (FooDB: FOOD00232)
Pepper (Capsicum) (FooDB: FOOD00233)
Groundcherry (FooDB: FOOD00371)
Pepper (C. frutescens) (FooDB: FOOD00428)
Mexican groundcherry (FooDB: FOOD00491)
Pepper (C. pubescens) (FooDB: FOOD00849)
Green bell pepper (FooDB: FOOD00877)
Yellow bell pepper (FooDB: FOOD00878)
Orange bell pepper (FooDB: FOOD00879)
Red bell pepper (FooDB: FOOD00880)
Italian sweet red pepper (FooDB: FOOD00881)
Jalapeno pepper (FooDB: FOOD00955)
Cubanelle pepper (FooDB: FOOD00971)

Tuber

Stalk vegetable

Other vegetable

Giant butterbur (FooDB: FOOD00314)
Carob (FooDB: FOOD00321)
Chinese water chestnut (FooDB: FOOD00332)
Horseradish tree (FooDB: FOOD00379)
Sacred lotus (FooDB: FOOD00402)
Nopal (FooDB: FOOD00416)
Okra (FooDB: FOOD00420)
Sesbania flower (FooDB: FOOD00469)
Agave (FooDB: FOOD00563)
Narrowleaf cattail (FooDB: FOOD00564)
Heart of palm (FooDB: FOOD00718)
Tree fern (FooDB: FOOD00797)

Mushroom

Castanospermum australe (FooDB: FOOD00893)
Gentiana lutea (FooDB: FOOD00894)
Juniperus communis (FooDB: FOOD00895)
Albizia gummifera (FooDB: FOOD00896)

Brassica

Brassicas (FooDB: FOOD00857)

Fruit

Tropical fruit

Citrus

Lime (FooDB: FOOD00053)
Lemon (FooDB: FOOD00054)
Pummelo (FooDB: FOOD00055)
Mandarin orange (Clementine, Tangerine) (FooDB: FOOD00056)
Sweet orange (FooDB: FOOD00057)
Grapefruit/Pummelo hybrid (FooDB: FOOD00255)
Grapefruit (FooDB: FOOD00256)
Persian lime (FooDB: FOOD00543)
Sour orange (FooDB: FOOD00918)
Mikan (FooDB: FOOD00932)
Clementine (FooDB: FOOD00959)
Citrus (FooDB: FOOD00859)

Pome

Berry

Black crowberry (FooDB: FOOD00075)
Strawberry (FooDB: FOOD00083)
Black huckleberry (FooDB: FOOD00084)
Sea-buckthornberry (FooDB: FOOD00087)
Mulberry (FooDB: FOOD00116)
Black mulberry (FooDB: FOOD00117)
Black chokeberry (FooDB: FOOD00136)
Blackcurrant (FooDB: FOOD00155)
Redcurrant (FooDB: FOOD00156)
Gooseberry (FooDB: FOOD00157)
Cloudberry (FooDB: FOOD00161)
Red raspberry (FooDB: FOOD00162)
Black raspberry (FooDB: FOOD00163)
Black elderberry (FooDB: FOOD00166)
Rowanberry (FooDB: FOOD00176)
Vaccinium (Blueberry, Cranberry, Huckleberry) (FooDB: FOOD00188)
Lowbush blueberry (FooDB: FOOD00189)
Sparkleberry (FooDB: FOOD00190)
Highbush blueberry (FooDB: FOOD00191)
American cranberry (FooDB: FOOD00192)
Bilberry (FooDB: FOOD00193)
Lingonberry (FooDB: FOOD00194)
Muscadine grape (FooDB: FOOD00203)
Common grape (FooDB: FOOD00204)
Arctic blackberry (FooDB: FOOD00207)
Bayberry (FooDB: FOOD00209)
Elliott's blueberry (FooDB: FOOD00210)
Canada blueberry (FooDB: FOOD00211)
Bog bilberry (FooDB: FOOD00212)
Buffalo currant (FooDB: FOOD00213)
European cranberry (FooDB: FOOD00217)
Deerberry (FooDB: FOOD00218)
Cascade huckleberry (FooDB: FOOD00220)
Oval-leaf huckleberry (FooDB: FOOD00221)
Evergreen huckleberry (FooDB: FOOD00222)
Red huckleberry (FooDB: FOOD00223)
Summer grape (FooDB: FOOD00227)
Fox grape (FooDB: FOOD00228)
Half-highbush blueberry (FooDB: FOOD00248)
Jostaberry (FooDB: FOOD00257)
Sweet rowanberry (FooDB: FOOD00265)
Skunk currant (FooDB: FOOD00267)
Squashberry (FooDB: FOOD00344)
Elderberry (FooDB: FOOD00358)
Grape (FooDB: FOOD00369)
Alaska blueberry (FooDB: FOOD00380)
Loganberry (FooDB: FOOD00400)
Ohelo berry (FooDB: FOOD00419)
Salmonberry (FooDB: FOOD00456)
Strawberry guava (FooDB: FOOD00482)
Boysenberry (FooDB: FOOD00542)
Chinese bayberry (FooDB: FOOD00852)
Saskatoon berry (FooDB: FOOD00884)
Nanking cherry (FooDB: FOOD00885)
Rabbiteye blueberry (FooDB: FOOD00898)
Blackberry (FooDB: FOOD00906)
Partridge berry (FooDB: FOOD00931)
Green grape (FooDB: FOOD00964)
Red grape (FooDB: FOOD00965)
Black plum (FooDB: FOOD00966)
Black raisin (FooDB: FOOD00968)
Chinese plum (FooDB: FOOD00978)
Green plum (FooDB: FOOD00979)
Wampee (FooDB: FOOD00980)
Goji (FooDB: FOOD00982)
Monk fruit (FooDB: FOOD00983)
Hawthorn (FooDB: FOOD00985)
Lantern fruit (FooDB: FOOD00986)
Cape gooseberry (FooDB: FOOD00988)
Rubus (Blackberry, Raspberry) (FooDB: FOOD00160)

Other fruit

Fig (FooDB: FOOD00081)
Date (FooDB: FOOD00135)
Jujube (FooDB: FOOD00388)

Drupe

Prunus (Cherry, Plum) (FooDB: FOOD00143)
Apricot (FooDB: FOOD00144)
Sweet cherry (FooDB: FOOD00145)
Sour cherry (FooDB: FOOD00146)
European plum (FooDB: FOOD00147)
Peach (FooDB: FOOD00149)
Nectarine (FooDB: FOOD00229)
Peach (var.) (FooDB: FOOD00230)
Common chokecherry (FooDB: FOOD00562)

Fruits (FooDB: FOOD00871)

Nut

Cashew nut (FooDB: FOOD00011)
Peanut (FooDB: FOOD00016)
Brazil nut (FooDB: FOOD00024)
Pecan nut (FooDB: FOOD00044)
Chestnut (FooDB: FOOD00045)
Common hazelnut (FooDB: FOOD00062)
Black walnut (FooDB: FOOD00093)
Common walnut (FooDB: FOOD00094)
Pine nut (FooDB: FOOD00138)
Pistachio (FooDB: FOOD00140)
Almond (FooDB: FOOD00148)
Macadamia nut (M. tetraphylla) (FooDB: FOOD00225)
Japanese walnut (FooDB: FOOD00240)
Acorn (FooDB: FOOD00282)
Beech nut (FooDB: FOOD00299)
Butternut (FooDB: FOOD00316)
Chinese chestnut (FooDB: FOOD00331)
European chestnut (FooDB: FOOD00363)
Hazelnut (FooDB: FOOD00376)
Hickory nut (FooDB: FOOD00377)
Japanese chestnut (FooDB: FOOD00385)
Pili nut (FooDB: FOOD00432)
Colorado pinyon (FooDB: FOOD00433)
Macadamia nut (FooDB: FOOD00525)
Walnut (FooDB: FOOD00608)
Mixed nuts (FooDB: FOOD00771)
Nuts (FooDB: FOOD00869)

Cereal and cereal product

Cereal

Cereal product

Dough

Sourdough (FooDB: FOOD00275)

Leavened bread

Flat bread

Other bread

Potato bread (FooDB: FOOD00811)
Other bread (FooDB: FOOD00269)

Sweet bread

Raisin bread (FooDB: FOOD00817)

Cereals and cereal products (FooDB: FOOD00858)

Pulse

Pea

Lentil

Lentils (FooDB: FOOD00098)

Other pulse

Lupine (FooDB: FOOD00104)
White lupine (FooDB: FOOD00403)

Bean

Green lentil (FooDB: FOOD00970)
Pulses (FooDB: FOOD00867)

Gourd

Watermelon (FooDB: FOOD00052)
Muskmelon (FooDB: FOOD00064)
Cucumber (FooDB: FOOD00065)
Cucurbita (FooDB: FOOD00066)
Bitter gourd (FooDB: FOOD00115)
Winter squash (FooDB: FOOD00283)
Butternut squash (FooDB: FOOD00317)
Calabash (FooDB: FOOD00318)
Chayote (FooDB: FOOD00325)
Towel gourd (FooDB: FOOD00492)
Wax gourd (FooDB: FOOD00499)
Tinda (FooDB: FOOD00559)
Horned melon (FooDB: FOOD00761)
Sunburst squash (pattypan squash) (FooDB: FOOD00874)
Green zucchini (FooDB: FOOD00875)
Yellow zucchini (FooDB: FOOD00876)
Japanese pumpkin (FooDB: FOOD00886)
Acorn squash (FooDB: FOOD00972)
Cantaloupe melon (FooDB: FOOD00984)

Coffee and coffee product

Coffee

Arabica coffee (FooDB: FOOD00059)
Robusta coffee (FooDB: FOOD00060)

Soy

Soy bean (FooDB: FOOD00085)

Soy product

Tea

Herbal tea

Hibiscus tea (FooDB: FOOD00723)
Greenthread tea (FooDB: FOOD00820)

Baking good

Wrapper

Wonton wrapper (FooDB: FOOD00818)

Dish

Other dish

Taco shell (FooDB: FOOD00991)
Tostada shell (FooDB: FOOD00992)

Abalone (FooDB: FOOD00279)
Conch (FooDB: FOOD00611)

Cocoa and cocoa product

Cocoa

Cocoa bean (FooDB: FOOD00182)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	230 - 233 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.42 g/L	ALOGPS
logP	1.41	ALOGPS
logP	1.81	ChemAxon
logS	-2.9	ALOGPS
pKa (Strongest Acidic)	4.34	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	88.81 m³·mol⁻¹	ChemAxon
Polarizability	36.35 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
DeepCCS	[M-2H]-	210.557	30932474
DeepCCS	[M+Na]+	185.999	30932474
AllCCS	[M+H]+	180.8	32859911
AllCCS	[M+H-H2O]+	178.0	32859911
AllCCS	[M+NH4]+	183.3	32859911
AllCCS	[M+Na]+	184.0	32859911
AllCCS	[M-H]-	185.8	32859911
AllCCS	[M+Na-2H]-	185.6	32859911
AllCCS	[M+HCOO]-	185.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Gibberellin A44	[H][C@@]12CC[C@]3(O)C[C@]1(CC3=C)[C@@H](C(O)=O)[C@@]1([H])[C@@]22CCC[C@@]1(C)C(=O)OC2	3803.1	Standard polar	33892256
Gibberellin A44	[H][C@@]12CC[C@]3(O)C[C@]1(CC3=C)[C@@H](C(O)=O)[C@@]1([H])[C@@]22CCC[C@@]1(C)C(=O)OC2	2705.4	Standard non polar	33892256
Gibberellin A44	[H][C@@]12CC[C@]3(O)C[C@]1(CC3=C)[C@@H](C(O)=O)[C@@]1([H])[C@@]22CCC[C@@]1(C)C(=O)OC2	3049.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Gibberellin A44,1TMS,isomer #1	C=C1C[C@]23C[C@@]1(O[Si](C)(C)C)CC[C@H]2[C@@]12CCC[C@@](C)(C(=O)OC1)[C@H]2[C@@H]3C(=O)O	2852.4	Semi standard non polar	33892256
Gibberellin A44,1TMS,isomer #2	C=C1C[C@]23C[C@@]1(O)CC[C@H]2[C@@]12CCC[C@@](C)(C(=O)OC1)[C@H]2[C@@H]3C(=O)O[Si](C)(C)C	2746.7	Semi standard non polar	33892256
Gibberellin A44,2TMS,isomer #1	C=C1C[C@]23C[C@@]1(O[Si](C)(C)C)CC[C@H]2[C@@]12CCC[C@@](C)(C(=O)OC1)[C@H]2[C@@H]3C(=O)O[Si](C)(C)C	2778.9	Semi standard non polar	33892256
Gibberellin A44,1TBDMS,isomer #1	C=C1C[C@]23C[C@@]1(O[Si](C)(C)C(C)(C)C)CC[C@H]2[C@@]12CCC[C@@](C)(C(=O)OC1)[C@H]2[C@@H]3C(=O)O	3088.0	Semi standard non polar	33892256
Gibberellin A44,1TBDMS,isomer #2	C=C1C[C@]23C[C@@]1(O)CC[C@H]2[C@@]12CCC[C@@](C)(C(=O)OC1)[C@H]2[C@@H]3C(=O)O[Si](C)(C)C(C)(C)C	3003.5	Semi standard non polar	33892256
Gibberellin A44,2TBDMS,isomer #1	C=C1C[C@]23C[C@@]1(O[Si](C)(C)C(C)(C)C)CC[C@H]2[C@@]12CCC[C@@](C)(C(=O)OC1)[C@H]2[C@@H]3C(=O)O[Si](C)(C)C(C)(C)C	3261.0	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 A44 GC-MS (1 TMS) - 70eV, Positive	Not Available	2020-06-30	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Gibberellin A44 GC-MS (1 TMS) - 70eV, Positive	Not Available	2020-06-30	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Gibberellin A44 GC-MS (2 TMS) - 70eV, Positive	Not Available	2020-06-30	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Gibberellin A44 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
Experimental LC-MS/MS	LC-MS/MS Spectrum - Gibberellin A44 LC-ESI-QQ 10V, negative-QTOF	splash10-0002-0009000000-41e4f1acfe79589b5564	2020-07-21	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Gibberellin A44 LC-ESI-QQ 20V, negative-QTOF	splash10-0002-0009000000-0f5023387733b56d3247	2020-07-21	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Gibberellin A44 LC-ESI-QQ 30V, negative-QTOF	splash10-0f6t-2398000000-8321e2f780e5750e9651	2020-07-21	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Gibberellin A44 LC-ESI-QQ 40V, negative-QTOF	splash10-0a4v-6957000000-1d8ad6ae17054839baa2	2020-07-21	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gibberellin A44 10V, Positive-QTOF	splash10-004j-0019000000-4fbb0df2a5019a3f246e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gibberellin A44 20V, Positive-QTOF	splash10-0gz9-0279000000-cdd5f44c0f8e0e9adb65	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gibberellin A44 40V, Positive-QTOF	splash10-00ll-3791000000-99a415f5e45101a52a29	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gibberellin A44 10V, Negative-QTOF	splash10-0002-0019000000-89d8f2d228e07f3dd2fa	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gibberellin A44 20V, Negative-QTOF	splash10-0uea-0049000000-0c7360d3cc696dcc9d6a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gibberellin A44 40V, Negative-QTOF	splash10-0076-1392000000-a367203556edcb10e033	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gibberellin A44 10V, Positive-QTOF	splash10-0002-0009000000-a38c234694d2665df203	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gibberellin A44 20V, Positive-QTOF	splash10-0002-0009000000-299fcb5b1e98690066a9	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gibberellin A44 40V, Positive-QTOF	splash10-00kb-0019000000-841e59d943299775ea6a	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gibberellin A44 10V, Negative-QTOF	splash10-0002-0009000000-832de73587d391ac4226	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gibberellin A44 20V, Negative-QTOF	splash10-0002-0009000000-68b0a6253e608913523c	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gibberellin A44 40V, Negative-QTOF	splash10-0002-0019000000-4a1ccce8e7718b904d58	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

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5460372

PDB ID

Not Available

ChEBI ID

28211

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 A44 (HMDB0036901)

MOL for HMDB0036901 (Gibberellin A44)

3D MOL for HMDB0036901 (Gibberellin A44)

3D SDF for HMDB0036901 (Gibberellin A44)

3D-SDF for HMDB0036901 (Gibberellin A44)

PDB for HMDB0036901 (Gibberellin A44)

3D PDB for HMDB0036901 (Gibberellin A44)

SMILES for HMDB0036901 (Gibberellin A44)

INCHI for HMDB0036901 (Gibberellin A44)

Structure for HMDB0036901 (Gibberellin A44)

3D Structure for HMDB0036901 (Gibberellin A44)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra