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Showing NP-Card for Gibberellin A25 (NP0048136)

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Record Information
Version2.0
Created at2022-03-17 20:51:40 UTC
Updated at2022-03-17 20:51:40 UTC
NP-MRD IDNP0048136
Secondary Accession NumbersNone
Natural Product Identification
Common NameGibberellin A25
DescriptionGibberellin A25 belongs to the class of organic compounds known as c20-gibberellin 20-carboxylic acids. These are c20-gibberellins with a carboxyl group at the 6-position. Gibberellin A25 is found in Anemia phyllitidis, Arabidopsis thaliana, Cibotium glaucum, Citrus reticulata, Citrus unshiu , Dicksonia antarctica , Fusarium fujikuroi, Malus domestica , Marah macrocarpus, Ornithogalum thyrsoides, Sphaceloma manihoticola and Thlaspi arvense . Gibberellin A25 is a weakly acidic compound (based on its pKa).
Structure
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MOLSDFPDBSMILESInChI

MOL for NP0048136 (Gibberellin A25)


  Mrv0541 02241219262D          

 26 29  0  0  0  0            999 V2000
   -1.6535   -0.7777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4316   -0.5182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3664    0.2592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6535    0.7132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4316    1.1019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4316    0.3239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3664   -0.5182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0698    0.2592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3564   -0.1295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1344   -0.3239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6529   -0.9721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0698   -1.5557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2913   -1.4912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0975   -0.7777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9401   -0.5834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9401    0.2592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0975    0.5182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3564    1.1670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4210    2.0097    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7827   -1.8805    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0698   -1.4912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5508   -2.1394    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9777    2.1394    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4586    1.4912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7457    1.8153    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1991    0.9721    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1 15  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4 16  1  0  0  0  0
  4 24  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  7 11  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 14  1  0  0  0  0
  9 17  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 21  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 26  2  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
M  END
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3D MOL for NP0048136 (Gibberellin A25)

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3D SDF for NP0048136 (Gibberellin A25)

  Mrv0541 02241219262D          

 26 29  0  0  0  0            999 V2000
   -1.6535   -0.7777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4316   -0.5182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3664    0.2592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6535    0.7132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4316    1.1019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4316    0.3239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3664   -0.5182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0698    0.2592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3564   -0.1295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1344   -0.3239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6529   -0.9721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0698   -1.5557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2913   -1.4912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0975   -0.7777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9401   -0.5834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9401    0.2592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0975    0.5182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3564    1.1670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4210    2.0097    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7827   -1.8805    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0698   -1.4912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5508   -2.1394    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9777    2.1394    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4586    1.4912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7457    1.8153    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1991    0.9721    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1 15  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4 16  1  0  0  0  0
  4 24  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  7 11  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 14  1  0  0  0  0
  9 17  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 21  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 26  2  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0048136

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1(CCCC2(C3CCC4CC3(CC4=C)C(C12)C(O)=O)C(O)=O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C20H26O6/c1-10-8-19-9-11(10)4-5-12(19)20(17(25)26)7-3-6-18(2,16(23)24)14(20)13(19)15(21)22/h11-14H,1,3-9H2,2H3,(H,21,22)(H,23,24)(H,25,26)

> <INCHI_KEY>
XOUJCIPAKFLTCI-UHFFFAOYSA-N

> <FORMULA>
C20H26O6

> <MOLECULAR_WEIGHT>
362.4168

> <EXACT_MASS>
362.172938564

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
37.23168743916113

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-methyl-13-methylidenetetracyclo[10.2.1.0¹,⁹.0³,⁸]pentadecane-2,4,8-tricarboxylic acid

> <ALOGPS_LOGP>
1.60

> <JCHEM_LOGP>
2.7776992116666666

> <ALOGPS_LOGS>
-2.57

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-3

> <JCHEM_PKA>
4.299298842914303

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.7549055287173934

> <JCHEM_POLAR_SURFACE_AREA>
111.9

> <JCHEM_REFRACTIVITY>
90.71969999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.72e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-methyl-13-methylidenetetracyclo[10.2.1.0¹,⁹.0³,⁸]pentadecane-2,4,8-tricarboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

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3D-SDF for NP0048136 (Gibberellin A25)
Download
PDB for NP0048136 (Gibberellin A25)
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      -3.087  -1.452   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -4.539  -0.967   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -4.417   0.484   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -3.087   1.331   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -4.539   2.057   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.539   0.605   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.417  -0.967   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.997   0.484   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.665  -0.242   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.118  -0.605   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.085  -1.815   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.997  -2.904   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.544  -2.784   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.182  -1.452   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.755  -1.089   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -1.755   0.484   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -0.182   0.967   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.665   2.178   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       0.786   3.751   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      -3.328  -3.510   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      -1.997  -2.784   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      -1.028  -3.994   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      -3.692   3.994   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      -2.723   2.784   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      -1.392   3.389   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       2.238   1.815   0.000  0.00  0.00           O+0
CONECT    1    2   15                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5   16   24                                             
CONECT    5    4                                                            
CONECT    6    7                                                            
CONECT    7    6    8   11                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   14   17                                             
CONECT   10    9   11                                                       
CONECT   11    7   10   12                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14    9   13   15                                                  
CONECT   15    1   14   16   21                                             
CONECT   16    4   15   17                                                  
CONECT   17    9   16   18                                                  
CONECT   18   17   19   26                                                  
CONECT   19   18                                                            
CONECT   20   21                                                            
CONECT   21   15   20   22                                                  
CONECT   22   21                                                            
CONECT   23   24                                                            
CONECT   24    4   23   25                                                  
CONECT   25   24                                                            
CONECT   26   18                                                            
MASTER        0    0    0    0    0    0    0    0   26    0   58    0
END

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3D PDB for NP0048136 (Gibberellin A25)
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SMILES for NP0048136 (Gibberellin A25)
CC1(CCCC2(C3CCC4CC3(CC4=C)C(C12)C(O)=O)C(O)=O)C(O)=O
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INCHI for NP0048136 (Gibberellin A25)
InChI=1S/C20H26O6/c1-10-8-19-9-11(10)4-5-12(19)20(17(25)26)7-3-6-18(2,16(23)24)14(20)13(19)15(21)22/h11-14H,1,3-9H2,2H3,(H,21,22)(H,23,24)(H,25,26)
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SynonymsNot Available
Chemical FormulaC20H26O6
Average Mass362.4168 Da
Monoisotopic Mass362.17294 Da
IUPAC Name4-methyl-13-methylidenetetracyclo[10.2.1.0¹,⁹.0³,⁸]pentadecane-2,4,8-tricarboxylic acid
Traditional Name4-methyl-13-methylidenetetracyclo[10.2.1.0¹,⁹.0³,⁸]pentadecane-2,4,8-tricarboxylic acid
CAS Registry Number28535-69-5
SMILES
CC1(CCCC2(C3CCC4CC3(CC4=C)C(C12)C(O)=O)C(O)=O)C(O)=O
InChI Identifier
InChI=1S/C20H26O6/c1-10-8-19-9-11(10)4-5-12(19)20(17(25)26)7-3-6-18(2,16(23)24)14(20)13(19)15(21)22/h11-14H,1,3-9H2,2H3,(H,21,22)(H,23,24)(H,25,26)
InChI KeyXOUJCIPAKFLTCI-UHFFFAOYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Anemia phyllitidisPlant
Arabidopsis thalianaPlant
Cibotium glaucumPlant
Citrus reticulataLOTUS Database
Citrus unshiuPlant
Cucurbita maximaFooDB
Dicksonia antarcticaPlant
Fusarium fujikuroiFungi
Malus domesticaPlant
Malus pumilaFooDB
Marah macrocarpusPlant
Ornithogalum thyrsoidesPlant
Pisum sativumFooDB
Prunus cerasusFooDB
Pyrus communisFooDB
Raphanus sativusFooDB
Sechium eduleFooDB
Sphaceloma manihoticolaFungi
Spinacia oleraceaFooDB
Thlaspi arvensePlant
Triticum aestivumFooDB
Chemical Taxonomy
Description Belongs to the class of organic compounds known as c20-gibberellin 20-carboxylic acids. These are c20-gibberellins with a carboxyl group at the 6-position.
KingdomOrganic compounds  
Super ClassLipids and lipid-like molecules  
ClassPrenol lipids  
Sub ClassDiterpenoids  
Direct ParentC20-gibberellin 20-carboxylic acids  
Alternative Parents
Substituents
  • Gibberellane-20-carboxylic acid
    • 

  • Gibberellane-6-carboxylic acid
    • 

  • Tricarboxylic acid or derivatives
    • 

  • Carboxylic acid
    • 

  • Carboxylic acid derivative
    • 

  • Organic oxygen compound
    • 

  • Organic oxide
    • 

  • Hydrocarbon derivative
    • 

  • Organooxygen compound
    • 

  • Carbonyl group
    • 

  • Aliphatic homopolycyclic compound
Molecular FrameworkAliphatic homopolycyclic 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
logP1.6ALOGPS
logP2.78ChemAxon
logS-2.6ALOGPS
pKa (Strongest Acidic)3.75ChemAxon
Physiological Charge-3ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area111.9 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity90.72 m³·mol⁻¹ChemAxon
Polarizability37.23 ųChemAxon
Number of Rings4ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB013673  
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound14464355  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General ReferencesNot Available