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Showing NP-Card for Gibberellin A20 (NP0048132)

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Record Information
Version2.0
Created at2022-03-17 20:51:36 UTC
Updated at2022-03-17 20:51:36 UTC
NP-MRD IDNP0048132
Secondary Accession NumbersNone
Natural Product Identification
Common NameGibberellin A20
DescriptionGibberellin A20 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 A20 is found in Polianthes tuberosa , Agrostemma githago, Alnus tenuifolia, Alstroemeria hybrida, Anemia phyllitidis, Arabidopsis thaliana, Aralia cordata , Archidendron microcarpum, Bacillus licheniformis, Bacillus pumilus, Begonia x cheimantha, Betula pendula , Brassica rapa, Brassica campestris , Camellia sinensis , Castanea henryi , Chrysanthemum morifolium, Chrysanthemum x morifolium, Cibotium glaucum, Citrus sinensis, Citrus unshiu , Cucumis sativus, Dalbergia dolichopetala, Dioscorea polystachya, Eucalyptus globulus , Eustoma exaltatum, Eustoma grandiflorum, Fragaria x ananassa Duch.cv.Elsanta, Gibberella fujikuroi, Gentiana triflora, Helianthus annuus, Ipomoea nil , Ipomoea purpurea, Ipomoea reptans , Bryophyllum daigremontianum, Lathyrus odoratus , Leucaena leucocephala , Lilium elegans, Lolium perenne , Lolium temulentum , Lygodium circinatum, Malus domestica , Malva sylvestris , Matthiola incana , Nicotiana tabacum , Ornithogalum thyrsoides, Orobanche minor, Cenchrus americanus, Pennisetum glaucum , Pharbitis purpurea, Phyllostachys bambusoides , Picea abies , Pinus sylvestris , Populus tremuloides, Prunus subhirtella, Rumex palustris, Saccharum spp., Sasa kurilensis, Silene armeria, Stevia rebaudiana , Thlaspi arvense , Trachyspermum ammi , Trifolium repens and Vicia villosa . Gibberellin A20 is an extremely weak basic (essentially neutral) compound (based on its pKa).
Structure
Thumb
MOLSDFPDBSMILESInChI

MOL for NP0048132 (Gibberellin A20)


  Mrv0541 02241214322D          

 24 28  0  0  0  0            999 V2000
   -2.4381   -0.0895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7668   -0.5367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7668   -1.5657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3644   -2.1025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4696   -1.7894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4696   -0.9394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9170   -0.3130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4696    0.3577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9170    1.1629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7222    1.1182    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5146    1.9235    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9170   -1.4316    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9459   -1.3420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4828   -1.9237    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4985    2.1025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2301    1.2526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4249    1.1182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4249    0.3130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3355   -0.5367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1407   -0.8497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7668   -0.3130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7222    0.6710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1407    0.2236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4828    0.8050    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  7  1  0  0  0  0
  2 13  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6 12  1  0  0  0  0
  6 19  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 18  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 16 22  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 23  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
M  END
Download

3D MOL for NP0048132 (Gibberellin A20)

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3D SDF for NP0048132 (Gibberellin A20)

  Mrv0541 02241214322D          

 24 28  0  0  0  0            999 V2000
   -2.4381   -0.0895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7668   -0.5367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7668   -1.5657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3644   -2.1025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4696   -1.7894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4696   -0.9394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9170   -0.3130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4696    0.3577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9170    1.1629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7222    1.1182    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5146    1.9235    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9170   -1.4316    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9459   -1.3420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4828   -1.9237    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4985    2.1025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2301    1.2526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4249    1.1182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4249    0.3130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3355   -0.5367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1407   -0.8497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7668   -0.3130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7222    0.6710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1407    0.2236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4828    0.8050    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  7  1  0  0  0  0
  2 13  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6 12  1  0  0  0  0
  6 19  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 18  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 16 22  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 23  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0048132

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC12CCCC3(OC1=O)C1CCC4(O)CC1(CC4=C)C(C23)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C19H24O5/c1-10-8-17-9-18(10,23)7-4-11(17)19-6-3-5-16(2,15(22)24-19)13(19)12(17)14(20)21/h11-13,23H,1,3-9H2,2H3,(H,20,21)

> <INCHI_KEY>
OXFPYCSNYOFUCH-UHFFFAOYSA-N

> <FORMULA>
C19H24O5

> <MOLECULAR_WEIGHT>
332.3909

> <EXACT_MASS>
332.162373878

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
34.68627827340427

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
1.57

> <JCHEM_LOGP>
1.6318310873333333

> <ALOGPS_LOGS>
-2.59

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
19.329848096521005

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.2883375359130405

> <JCHEM_PKA_STRONGEST_BASIC>
-0.9049271753149716

> <JCHEM_POLAR_SURFACE_AREA>
83.83

> <JCHEM_REFRACTIVITY>
84.0914

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.49e-01 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

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3D-SDF for NP0048132 (Gibberellin A20)
Download
PDB for NP0048132 (Gibberellin A20)
HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      -4.551  -0.167   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -3.298  -1.002   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -3.298  -2.923   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.547  -3.925   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.877  -3.340   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.877  -1.754   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.712  -0.584   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.877   0.668   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.712   2.171   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      -3.215   2.087   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0      -0.961   3.591   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0      -1.712  -2.672   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      -3.632  -2.505   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      -4.635  -3.591   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       2.797   3.925   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.296   2.338   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.793   2.087   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.793   0.584   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.626  -1.002   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.129  -1.586   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       3.298  -0.584   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       3.215   1.253   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.129   0.417   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       4.635   1.503   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    7   13                                             
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   12   19                                             
CONECT    7    2    6    8                                                  
CONECT    8    7    9   18                                                  
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9                                                            
CONECT   12    6   13                                                       
CONECT   13    2   12   14                                                  
CONECT   14   13                                                            
CONECT   15   16                                                            
CONECT   16   15   17   22                                                  
CONECT   17   16   18                                                       
CONECT   18    8   17   19   23                                             
CONECT   19    6   18   20                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   16   21   23   24                                             
CONECT   23   18   22                                                       
CONECT   24   22                                                            
MASTER        0    0    0    0    0    0    0    0   24    0   56    0
END

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3D PDB for NP0048132 (Gibberellin A20)
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SMILES for NP0048132 (Gibberellin A20)
CC12CCCC3(OC1=O)C1CCC4(O)CC1(CC4=C)C(C23)C(O)=O
Download
INCHI for NP0048132 (Gibberellin A20)
InChI=1S/C19H24O5/c1-10-8-17-9-18(10,23)7-4-11(17)19-6-3-5-16(2,15(22)24-19)13(19)12(17)14(20)21/h11-13,23H,1,3-9H2,2H3,(H,20,21)
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View in JSmol
SynonymsNot Available
Chemical FormulaC19H24O5
Average Mass332.3909 Da
Monoisotopic Mass332.16237 Da
IUPAC Name5-hydroxy-11-methyl-6-methylidene-16-oxo-15-oxapentacyclo[9.3.2.1⁵,⁸.0¹,¹⁰.0²,⁸]heptadecane-9-carboxylic acid
Traditional Name5-hydroxy-11-methyl-6-methylidene-16-oxo-15-oxapentacyclo[9.3.2.1⁵,⁸.0¹,¹⁰.0²,⁸]heptadecane-9-carboxylic acid
CAS Registry Number19143-87-4
SMILES
CC12CCCC3(OC1=O)C1CCC4(O)CC1(CC4=C)C(C23)C(O)=O
InChI Identifier
InChI=1S/C19H24O5/c1-10-8-17-9-18(10,23)7-4-11(17)19-6-3-5-16(2,15(22)24-19)13(19)12(17)14(20)21/h11-13,23H,1,3-9H2,2H3,(H,20,21)
InChI KeyOXFPYCSNYOFUCH-UHFFFAOYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Abelmoschus esculentusFooDB
Agave amicaPlant
Agrostemma githagoPlant
Allium cepaFooDB
Alnus tenuifoliaPlant
Alstroemeria hybridaPlant
Anemia phyllitidisPlant
Arabidopsis thalianaPlant
Aralia cordataPlant
Archidendron microcarpumPlant
Bacillus licheniformisBacteria
Bacillus pumilusBacteria
Begonia x cheimanthaPlant
Betula pendulaPlant
Brassica napusFooDB
Brassica rapaLOTUS Database
Brassica rapa subsp. oleiferaPlant
Brassica rapa var. rapaFooDB
Camellia sinensisPlant
Carthamus tinctoriusFooDB
Castanea henryiPlant
Chrysanthemum morifoliumLOTUS Database
Chrysanthemum x morifoliumPlant
Cibotium glaucumPlant
Citrus reticulataFooDB
Citrus sinensisLOTUS Database
Citrus unshiuPlant
Citrus X sinensis (L.) Osbeck (pro. sp.)FooDB
Cucumis meloFooDB
Cucumis sativusLOTUS Database
Cucumis sativus L.FooDB
Dalbergia dolichopetalaPlant
Dioscorea polystachyaPlant
Eriobotrya japonicaFooDB
Eucalyptus globulusPlant
Eustoma exaltatumLOTUS Database
Eustoma grandiflorumPlant
Fragaria x ananassaFooDB
Fragaria x ananassa Duch.cv.ElsantaPlant
Fusarium fujikuroiFungi
Gentiana trifloraPlant
Glycine maxFooDB
Helianthus annuusLOTUS Database
Helianthus annuus L.FooDB
Hordeum vulgareFooDB
Ipomoea aquaticaFooDB
Ipomoea batatasFooDB
Ipomoea nilPlant
Ipomoea purpureaLOTUS Database
Ipomoea reptansPlant
Juglans regiaFooDB
Kalanchoe daigremontianaPlant
Lactuca sativaFooDB
Lathyrus odoratusPlant
Leucaena glaucaPlant
Lilium elegansPlant
Litchi chinensisFooDB
Lolium perennePlant
Lolium temulentumPlant
Lygodium circinatumPlant
Malus domesticaPlant
Malus pumilaFooDB
Malva sylvestrisPlant
Mangifera indicaFooDB
Matthiola incanaPlant
Nicotiana tabacumPlant
Ornithogalum thyrsoidesPlant
Orobanche minorPlant
Oryza sativaFooDB
Pennisetum americanumLOTUS Database
Pennisetum glaucumPlant
Pharbitis purpureaPlant
Phaseolus coccineusFooDB
Phaseolus lunatusFooDB
Phaseolus vulgarisFooDB
Phyllostachys bambusoidesPlant
Phyllostachys edulisFooDB
Picea abiesPlant
Pinus sylvestrisPlant
Pisum sativumFooDB
Populus tremuloidesPlant
Prunus aviumFooDB
Prunus cerasusFooDB
Prunus subhirtellaPlant
Raphanus sativusFooDB
Rumex acetosaFooDB
Rumex palustrisPlant
Saccharum spp.Plant
Sasa kurilensisPlant
Silene armeriaPlant
Sorghum bicolorFooDB
Spinacia oleraceaFooDB
Stevia rebaudianaPlant
Thlaspi arvensePlant
Trachyspermum ammi-
Trifolium repensPlant
Triticum aestivumFooDB
Vicia fabaFooDB
Vicia villosaPlant
Zea mays L.FooDB
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.
KingdomOrganic compounds  
Super ClassLipids and lipid-like molecules  
ClassPrenol lipids  
Sub ClassDiterpenoids  
Direct ParentC19-gibberellin 6-carboxylic acids  
Alternative Parents
Substituents
  • 20-norgibberellane-6-carboxylic acid
    • 

  • Diterpene lactone
    • 

  • Caprolactone
    • 

  • Oxepane
    • 

  • Dicarboxylic acid or derivatives
    • 

  • Gamma butyrolactone
    • 

  • Cyclic alcohol
    • 

  • Tetrahydrofuran
    • 

  • Tertiary alcohol
    • 

  • Carboxylic acid ester
    • 

  • Lactone
    • 

  • Organoheterocyclic compound
    • 

  • Oxacycle
    • 

  • Carboxylic acid
    • 

  • Carboxylic acid derivative
    • 

  • Hydrocarbon derivative
    • 

  • Organic oxide
    • 

  • Alcohol
    • 

  • Carbonyl group
    • 

  • Organic oxygen compound
    • 

  • Organooxygen compound
    • 

  • Aliphatic heteropolycyclic compound
Molecular FrameworkAliphatic heteropolycyclic compounds
External DescriptorsNot Available
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP1.57ALOGPS
logP1.63ChemAxon
logS-2.6ALOGPS
pKa (Strongest Acidic)4.29ChemAxon
pKa (Strongest Basic)-0.9ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area83.83 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity84.09 m³·mol⁻¹ChemAxon
Polarizability34.69 ųChemAxon
Number of Rings5ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB013667  
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound4632016  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General ReferencesNot Available