NP-MRD: Showing NP-Card for gibberellin a12 aldehyde (NP0215309)

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Record Information

Version

2.0

Created at

2022-09-05 14:53:29 UTC

Updated at

2022-09-05 14:53:30 UTC

NP-MRD ID

NP0215309

Secondary Accession Numbers

None

Natural Product Identification

Common Name

gibberellin a12 aldehyde

Description

Gibberellin A12 aldehyde, also known as ga12-aldehyde, belongs to the class of organic compounds known as c20-gibberellins. These are gibberellins with carboxy groups in positions 7 and 18 and some also in 20, while others have an aldehyde group in the latter position. Thus, gibberellin A12 aldehyde is considered to be an isoprenoid lipid molecule. gibberellin a12 aldehyde was first documented in 1985 (PMID: 24240964). Gibberellin A12 aldehyde is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral (PMID: 9112781) (PMID: 12226193) (PMID: 24178491) (PMID: 24178262) (PMID: 24232021) (PMID: 11261584).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652305082019512D          

 25 28  0  0  0  0            999 V2000
 9994.845610003.1524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9994.131110002.7399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9994.131110001.9148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.344610001.6598    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9997.290410003.1565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.581110003.7900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.344410004.1030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.349710002.9983    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9998.065010003.7011    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9997.648210002.2743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.200110002.8872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.824610002.3236    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9998.992010002.6560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.089710002.2153    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 9995.561810003.5683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9995.561810001.0870    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 9995.560110002.7399    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9995.560110001.9149    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9994.847210000.6774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9994.845610001.5024    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9994.131510001.0891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9993.416610001.5009    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9994.132410000.2641    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9996.600310000.8755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.407510000.7047    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  7  9  1  0  0  0  0
  8 12  1  0  0  0  0
  9 11  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12  5  1  6  0  0  0
  9  5  1  6  0  0  0
 11 13  2  0  0  0  0
  4 12  1  0  0  0  0
  8 14  1  1  0  0  0
 17 18  1  0  0  0  0
 18 16  1  1  0  0  0
 17 15  1  6  0  0  0
 18  4  1  0  0  0  0
  1 17  1  0  0  0  0
 17  8  1  0  0  0  0
  3 20  1  0  0  0  0
 20 18  1  0  0  0  0
 20 19  1  1  0  0  0
 20 21  1  0  0  0  0
 21 23  2  0  0  0  0
 21 22  1  0  0  0  0
  4 24  1  1  0  0  0
 24 25  2  0  0  0  0
M  END

     RDKit          3D

 51 54  0  0  0  0  0  0  0  0999 V2000
    4.4923   -0.4423   -1.5124 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4605   -0.0350   -0.7977 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1220    0.3356   -1.3342 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2825    0.4944   -0.0730 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2769    1.1050    0.8497 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4519    0.1271    0.6823 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0922   -1.2332    1.2808 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6128   -1.2609    1.6827 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8344   -0.8162    0.4999 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6440   -0.6224    0.7548 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8932   -0.0044    2.0891 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3884   -1.9448    0.7165 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3808   -1.8956   -0.3978 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2182   -0.6647   -0.2452 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4008    0.6037   -0.5497 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7532    0.9061   -2.0149 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9618    1.6984    0.2209 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2992    2.4050    1.0020 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3120    1.9864    0.0899 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9937    0.2645   -0.4103 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0358    1.3368   -0.3132 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1916    2.0099   -1.6405 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0800    1.4304   -2.7068 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4516   -0.7050   -1.1004 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3895   -0.5250   -2.5864 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2157    1.3437   -1.7893 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6749   -0.4206   -1.9794 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6669    2.0857    0.5050 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9893    1.2131    1.8905 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3775    0.5248    1.0911 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7337   -1.4852    2.1446 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2143   -2.0438    0.5319 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3535   -2.3101    1.9039 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5334   -0.6508    2.5775 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9225   -1.5874   -0.2888 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4800   -0.7184    2.8611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9654    0.0359    2.3272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3595    0.9504    2.2645 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9316   -2.1491    1.6613 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6528   -2.7770    0.6069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9241   -1.9947   -1.4025 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0585   -2.7680   -0.2847 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0949   -0.7635   -0.9241 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6421   -0.6519    0.7746 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5755    1.9591   -2.2710 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8778    0.7893   -2.0562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3555    0.1641   -2.7036 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9199    1.8708    0.9094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7015   -0.3217   -1.3403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0873    2.0820    0.4636 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4158    3.0699   -1.6594 H   0  0  0  0  0  0  0  0  0  0  0  0
  9  8  1  0
  8  7  1  0
  7  6  1  0
  6  5  1  0
  5  4  1  0
  4  3  1  6
  3  2  1  0
  2  1  2  3
  4 21  1  0
 21 22  1  0
 22 23  2  0
 21 20  1  0
 20 10  1  0
 10 11  1  1
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  1
 17 19  1  0
 17 18  2  0
  4  9  1  0
 15 20  1  0
 10  9  1  0
  2  6  1  0
  9 35  1  6
  8 33  1  0
  8 34  1  0
  7 31  1  0
  7 32  1  0
  6 30  1  1
  5 28  1  0
  5 29  1  0
  3 26  1  0
  3 27  1  0
  1 24  1  0
  1 25  1  0
 21 50  1  1
 22 51  1  0
 20 49  1  6
 11 36  1  0
 11 37  1  0
 11 38  1  0
 12 39  1  0
 12 40  1  0
 13 41  1  0
 13 42  1  0
 14 43  1  0
 14 44  1  0
 16 45  1  0
 16 46  1  0
 16 47  1  0
 19 48  1  0
M  END


  Mrv1652305082019512D          

 25 28  0  0  0  0            999 V2000
 9994.845610003.1524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9994.131110002.7399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9994.131110001.9148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.344610001.6598    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9997.290410003.1565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.581110003.7900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.344410004.1030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.349710002.9983    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9998.065010003.7011    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9997.648210002.2743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.200110002.8872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.824610002.3236    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9998.992010002.6560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.089710002.2153    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 9995.561810003.5683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9995.561810001.0870    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 9995.560110002.7399    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9995.560110001.9149    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9994.847210000.6774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9994.845610001.5024    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9994.131510001.0891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9993.416610001.5009    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9994.132410000.2641    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9996.600310000.8755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.407510000.7047    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  7  9  1  0  0  0  0
  8 12  1  0  0  0  0
  9 11  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12  5  1  6  0  0  0
  9  5  1  6  0  0  0
 11 13  2  0  0  0  0
  4 12  1  0  0  0  0
  8 14  1  1  0  0  0
 17 18  1  0  0  0  0
 18 16  1  1  0  0  0
 17 15  1  6  0  0  0
 18  4  1  0  0  0  0
  1 17  1  0  0  0  0
 17  8  1  0  0  0  0
  3 20  1  0  0  0  0
 20 18  1  0  0  0  0
 20 19  1  1  0  0  0
 20 21  1  0  0  0  0
 21 23  2  0  0  0  0
 21 22  1  0  0  0  0
  4 24  1  1  0  0  0
 24 25  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0215309

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@@]12CC[C@@H]3C[C@]1(CC3=C)[C@@H](C=O)[C@@]1([H])[C@@]2(C)CCC[C@@]1(C)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C20H28O3/c1-12-9-20-10-13(12)5-6-15(20)18(2)7-4-8-19(3,17(22)23)16(18)14(20)11-21/h11,13-16H,1,4-10H2,2-3H3,(H,22,23)/t13-,14+,15+,16+,18+,19-,20-/m1/s1

> <INCHI_KEY>
ZCTUNYRXJKLWPY-LLCOKINKSA-N

> <FORMULA>
C20H28O3

> <MOLECULAR_WEIGHT>
316.441

> <EXACT_MASS>
316.203844762

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
51

> <JCHEM_AVERAGE_POLARIZABILITY>
35.33108941403572

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1R,2S,3S,4R,8S,9S,12R)-2-formyl-4,8-dimethyl-13-methylidenetetracyclo[10.2.1.0^{1,9}.0^{3,8}]pentadecane-4-carboxylic acid

> <ALOGPS_LOGP>
2.95

> <JCHEM_LOGP>
3.4273903603333338

> <ALOGPS_LOGS>
-4.80

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
18.017706011044307

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.61719932603328

> <JCHEM_PKA_STRONGEST_BASIC>
-7.041050560068249

> <JCHEM_POLAR_SURFACE_AREA>
54.37

> <JCHEM_REFRACTIVITY>
88.07709999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.98e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R,2S,3S,4R,8S,9S,12R)-2-formyl-4,8-dimethyl-13-methylidenetetracyclo[10.2.1.0^{1,9}.0^{3,8}]pentadecane-4-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 08-MAY-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   08-MAY-20         0                                  
HETATM    1  C   UNK     0    8657.0458672.551   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0    8655.7118671.781   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0    8655.7118670.241   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0    8659.8438669.765   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0    8661.6098672.559   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0    8660.2858673.741   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0    8661.7108674.326   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0    8659.8538672.263   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0    8663.0558673.575   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0    8662.2778670.912   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0    8663.3078672.056   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0    8660.7398671.004   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0    8664.7858671.625   0.000  0.00  0.00           C+0
HETATM   14  H   UNK     0    8659.3678670.802   0.000  0.00  0.00           H+0
HETATM   15  C   UNK     0    8658.3828673.327   0.000  0.00  0.00           C+0
HETATM   16  H   UNK     0    8658.3828668.696   0.000  0.00  0.00           H+0
HETATM   17  C   UNK     0    8658.3798671.781   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0    8658.3798670.241   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0    8657.0488667.931   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0    8657.0458669.471   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0    8655.7128668.700   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0    8654.3788669.468   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0    8655.7148667.160   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0    8660.3218668.301   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0    8661.8278667.982   0.000  0.00  0.00           O+0
CONECT    1    2   17                                                       
CONECT    2    1    3                                                       
CONECT    3    2   20                                                       
CONECT    4   12   18   24                                                  
CONECT    5   12    9                                                       
CONECT    6    7    8                                                       
CONECT    7    6    9                                                       
CONECT    8    6   12   14   17                                             
CONECT    9    7   11    5                                                  
CONECT   10   11   12                                                       
CONECT   11    9   10   13                                                  
CONECT   12    8   10    5    4                                             
CONECT   13   11                                                            
CONECT   14    8                                                            
CONECT   15   17                                                            
CONECT   16   18                                                            
CONECT   17   18   15    1    8                                             
CONECT   18   17   16    4   20                                             
CONECT   19   20                                                            
CONECT   20    3   18   19   21                                             
CONECT   21   20   23   22                                                  
CONECT   22   21                                                            
CONECT   23   21                                                            
CONECT   24    4   25                                                       
CONECT   25   24                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   56    0
END

View in JSmol

Synonyms

Value	Source
(1alpha,4Aalpha,4bbeta,10beta)-10-formyl-1,4a-dimethyl-8-methylenegibbane-1-carboxylic acid	ChEBI
GA12-aldehyde	ChEBI
Gibberellin-a-12-aldehyde	ChEBI
(1a,4Aalpha,4bbeta,10b)-10-formyl-1,4a-dimethyl-8-methylenegibbane-1-carboxylate	Generator
(1a,4Aalpha,4bbeta,10b)-10-formyl-1,4a-dimethyl-8-methylenegibbane-1-carboxylic acid	Generator
(1alpha,4Aalpha,4bbeta,10beta)-10-formyl-1,4a-dimethyl-8-methylenegibbane-1-carboxylate	Generator
(1Α,4aalpha,4bbeta,10β)-10-formyl-1,4a-dimethyl-8-methylenegibbane-1-carboxylate	Generator
(1Α,4aalpha,4bbeta,10β)-10-formyl-1,4a-dimethyl-8-methylenegibbane-1-carboxylic acid	Generator
(1α,4aα,4bβ,10β)-10-Formyl-1,4a-dimethyl-8-methylenegibbane-1-carboxylic acid	HMDB
Gibberellin A12 7-aldehyde	HMDB
Gibberellin A12 7-carboxaldehyde	HMDB
Gibberellin A12 aldehyde	HMDB

Chemical Formula

C₂₀H₂₈O₃

Average Mass

316.4410 Da

Monoisotopic Mass

316.20384 Da

IUPAC Name

(1R,2S,3S,4R,8S,9S,12R)-2-formyl-4,8-dimethyl-13-methylidenetetracyclo[10.2.1.0^{1,9}.0^{3,8}]pentadecane-4-carboxylic acid

Traditional Name

(1R,2S,3S,4R,8S,9S,12R)-2-formyl-4,8-dimethyl-13-methylidenetetracyclo[10.2.1.0^{1,9}.0^{3,8}]pentadecane-4-carboxylic acid

CAS Registry Number

Not Available

SMILES

[H][C@@]12CC[C@@H]3C[C@]1(CC3=C)[C@@H](C=O)[C@@]1([H])[C@@]2(C)CCC[C@@]1(C)C(O)=O

InChI Identifier

InChI=1S/C20H28O3/c1-12-9-20-10-13(12)5-6-15(20)18(2)7-4-8-19(3,17(22)23)16(18)14(20)11-21/h11,13-16H,1,4-10H2,2-3H3,(H,22,23)/t13-,14+,15+,16+,18+,19-,20-/m1/s1

InChI Key

ZCTUNYRXJKLWPY-LLCOKINKSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as c20-gibberellins. These are gibberellins with carboxy groups in positions 7 and 18 and some also in 20, while others have an aldehyde group in the latter position.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Diterpenoids

Direct Parent

C20-gibberellins

Alternative Parents

Substituents

Gibberellane diterpenoid
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aldehyde
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

aldehyde (CHEBI:15610 )
C20-gibberellin (CHEBI:15610 )
Gibberellins (LMPR0104170040 )

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	2.95	ALOGPS
logP	3.43	ChemAxon
logS	-4.8	ALOGPS
pKa (Strongest Acidic)	4.62	ChemAxon
pKa (Strongest Basic)	-7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	54.37 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	88.08 m³·mol⁻¹	ChemAxon
Polarizability	35.33 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0039484

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5459783

PDB ID

Not Available

ChEBI ID

15610

Good Scents ID

Not Available

References

General References

MacMillan J, Ward DA, Phillips AL, Sanchez-Beltran MJ, Gaskin P, Lange T, Hedden P: Gibberellin biosynthesis from gibberellin A12-aldehyde in endosperm and embryos of Marah macrocarpus. Plant Physiol. 1997 Apr;113(4):1369-77. doi: 10.1104/pp.113.4.1369. [PubMed:9112781 ]
Kobayashi M, Spray CR, Phinney BO, Gaskin P, MacMillan J: Gibberellin Metabolism in Maize (The Stepwise Conversion of Gibberellin A12-Aldehyde to Gibberellin A20. Plant Physiol. 1996 Feb;110(2):413-418. doi: 10.1104/pp.110.2.413. [PubMed:12226193 ]
Lange T, Hedden P, Graebe JE: Gibberellin biosynthesis in cell-free extracts from developing Cucurbita maxima embryos and the identification of new endogenous gibberellins. Planta. 1993 Mar;189(3):350-8. doi: 10.1007/BF00194431. [PubMed:24178491 ]
Grosselindemann E, Lewis MJ, Hedden P, Graebe JE: Gibberellin biosynthesis from gibberellin A12-aldehyde in a cell-free system from germinating barley (Hordeum vulgare L., cv. Himalaya) embryos. Planta. 1992 Sep;188(2):252-7. doi: 10.1007/BF00216821. [PubMed:24178262 ]
Takahashi M, Kamiya Y, Takahashi N, Graebe JE: Metabolism of gibberellins in a cell-free system from immature seeds of Phaseolus vulgaris L. Planta. 1986 Jun;168(2):190-9. doi: 10.1007/BF00402963. [PubMed:24232021 ]
Turnbull CG, Crozier A, Schwenen L, Graebe JE: Conversion of [(14)C]gibberellin A 12-aldehyde to C 19- and C 20-gibberellins in a cell-free system from immature seed of Phaseolus coccineus L. Planta. 1985 Jul;165(1):108-13. doi: 10.1007/BF00392218. [PubMed:24240964 ]
Urrutia O, Hedden P, Rojas MC: Monooxygenases involved in GA12 and GA14 synthesis in Gibberella fujikuroi. Phytochemistry. 2001 Mar;56(5):505-11. doi: 10.1016/s0031-9422(00)00381-2. [PubMed:11261584 ]
LOTUS database [Link]

Showing NP-Card for gibberellin a12 aldehyde (NP0215309)

MOL for NP0215309 (gibberellin a12 aldehyde)

3D MOL for NP0215309 (gibberellin a12 aldehyde)

3D SDF for NP0215309 (gibberellin a12 aldehyde)

3D-SDF for NP0215309 (gibberellin a12 aldehyde)

PDB for NP0215309 (gibberellin a12 aldehyde)

3D PDB for NP0215309 (gibberellin a12 aldehyde)

SMILES for NP0215309 (gibberellin a12 aldehyde)

INCHI for NP0215309 (gibberellin a12 aldehyde)

Structure for NP0215309 (gibberellin a12 aldehyde)

3D Structure for NP0215309 (gibberellin a12 aldehyde)