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Showing NP-Card for Gibberellin A42 (NP0050185)

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Record Information
Version2.0
Created at2022-04-27 20:30:06 UTC
Updated at2022-04-27 20:30:06 UTC
NP-MRD IDNP0050185
Secondary Accession NumbersNone
Natural Product Identification
Common NameGibberellin A42
Description52591-00-1 Belongs to the class of organic compounds known as c20-gibberellin 6-carboxylic acids. These are c20-gibberellins with a carboxyl group at the 6-position. Gibberellin A42 is found in Gibberella fujikuroi. Based on a literature review very few articles have been published on 52591-00-1.
Structure
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MOLSDFPDBSMILESInChI

MOL for NP0050185 (Gibberellin A42)


  Mrv1652304272222302D          

 26 29  0  0  1  0            999 V2000
    3.3060    1.3273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3601    0.5041    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6741    0.0457    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9342    0.4105    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8801    1.2337    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5660    1.6921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0659    1.4630    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5753    0.7329    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1577    0.1142    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9732   -0.6899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5773   -1.2518    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1846   -0.9322    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0175    1.1705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6450    1.5339    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1721    2.2646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6898    2.2478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8765    0.6945    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1471    0.2126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6917    0.8211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4072    0.0629    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7509    2.0485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3354   -0.7066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1084   -0.6558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7179   -1.3826    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9330   -0.6305    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1000    0.1393    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
  3  4  1  0  0  0  0
  4  5  1  1  0  0  0
  5  6  1  0  0  0  0
  1  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  4  9  1  0  0  0  0
  9 10  1  6  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
  8 13  1  1  0  0  0
 14 13  1  1  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
  7 16  1  1  0  0  0
 14 17  1  0  0  0  0
 17 18  1  0  0  0  0
  8 18  1  0  0  0  0
 17 19  1  6  0  0  0
 17 20  1  1  0  0  0
  5 21  1  1  0  0  0
  3 22  1  6  0  0  0
  3 23  1  1  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
  2 26  1  6  0  0  0
M  END
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3D MOL for NP0050185 (Gibberellin A42)

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3D SDF for NP0050185 (Gibberellin A42)

  Mrv1652304272222302D          

 26 29  0  0  1  0            999 V2000
    3.3060    1.3273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3601    0.5041    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6741    0.0457    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9342    0.4105    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8801    1.2337    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5660    1.6921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0659    1.4630    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5753    0.7329    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1577    0.1142    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9732   -0.6899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5773   -1.2518    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1846   -0.9322    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0175    1.1705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6450    1.5339    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1721    2.2646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6898    2.2478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8765    0.6945    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1471    0.2126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6917    0.8211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4072    0.0629    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7509    2.0485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3354   -0.7066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1084   -0.6558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7179   -1.3826    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9330   -0.6305    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1000    0.1393    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
  3  4  1  0  0  0  0
  4  5  1  1  0  0  0
  5  6  1  0  0  0  0
  1  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  4  9  1  0  0  0  0
  9 10  1  6  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
  8 13  1  1  0  0  0
 14 13  1  1  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
  7 16  1  1  0  0  0
 14 17  1  0  0  0  0
 17 18  1  0  0  0  0
  8 18  1  0  0  0  0
 17 19  1  6  0  0  0
 17 20  1  1  0  0  0
  5 21  1  1  0  0  0
  3 22  1  6  0  0  0
  3 23  1  1  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
  2 26  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0050185

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@@]1(O)C[C@]23C[C@H]1CC[C@H]2[C@]1(C)CC[C@H](O)[C@](C)([C@H]1[C@@H]3C(O)=O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C20H30O6/c1-17-7-6-12(21)19(3,16(24)25)14(17)13(15(22)23)20-8-10(4-5-11(17)20)18(2,26)9-20/h10-14,21,26H,4-9H2,1-3H3,(H,22,23)(H,24,25)/t10-,11+,12+,13-,14+,17+,18-,19-,20-/m1/s1

> <INCHI_KEY>
RQSMCCOZKPTKGL-RXMPKEIUSA-N

> <FORMULA>
C20H30O6

> <MOLECULAR_WEIGHT>
366.454

> <EXACT_MASS>
366.204238686

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
56

> <JCHEM_AVERAGE_POLARIZABILITY>
38.47504511975683

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1R,2S,3S,4S,5S,8S,9S,12R,13R)-5,13-dihydroxy-4,8,13-trimethyltetracyclo[10.2.1.0^{1,9}.0^{3,8}]pentadecane-2,4-dicarboxylic acid

> <ALOGPS_LOGP>
1.03

> <JCHEM_LOGP>
1.3876341316666667

> <ALOGPS_LOGS>
-2.86

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
4.698040636371101

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.025997371610458

> <JCHEM_PKA_STRONGEST_BASIC>
-0.6546792633486608

> <JCHEM_POLAR_SURFACE_AREA>
115.06

> <JCHEM_REFRACTIVITY>
92.42259999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.10e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R,2S,3S,4S,5S,8S,9S,12R,13R)-5,13-dihydroxy-4,8,13-trimethyltetracyclo[10.2.1.0^{1,9}.0^{3,8}]pentadecane-2,4-dicarboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

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3D-SDF for NP0050185 (Gibberellin A42)
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PDB for NP0050185 (Gibberellin A42)
HEADER    PROTEIN                                 27-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-APR-22         0                                  
HETATM    1  C   UNK     0       6.171   2.478   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.272   0.941   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.992   0.085   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.610   0.766   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.510   2.303   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.790   3.159   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.990   2.731   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.074   1.368   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.161   0.213   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.817  -1.288   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       2.944  -2.337   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0       0.345  -1.740   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      -0.033   2.185   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.204   2.863   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.321   4.227   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.288   4.196   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -1.636   1.296   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -0.275   0.397   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -3.158   1.533   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      -2.627   0.117   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       3.268   3.824   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.359  -1.319   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       5.802  -1.224   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       5.073  -2.581   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       7.342  -1.177   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       7.653   0.260   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3   26                                                  
CONECT    3    2    4   22   23                                             
CONECT    4    3    5    9                                                  
CONECT    5    4    6    7   21                                             
CONECT    6    5    1                                                       
CONECT    7    5    8   16                                                  
CONECT    8    7    9   13   18                                             
CONECT    9    8    4   10                                                  
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10                                                            
CONECT   13    8   14                                                       
CONECT   14   13   15   17                                                  
CONECT   15   14   16                                                       
CONECT   16   15    7                                                       
CONECT   17   14   18   19   20                                             
CONECT   18   17    8                                                       
CONECT   19   17                                                            
CONECT   20   17                                                            
CONECT   21    5                                                            
CONECT   22    3                                                            
CONECT   23    3   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23                                                            
CONECT   26    2                                                            
MASTER        0    0    0    0    0    0    0    0   26    0   58    0
END

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3D PDB for NP0050185 (Gibberellin A42)
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SMILES for NP0050185 (Gibberellin A42)
C[C@@]1(O)C[C@]23C[C@H]1CC[C@H]2[C@]1(C)CC[C@H](O)[C@](C)([C@H]1[C@@H]3C(O)=O)C(O)=O
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INCHI for NP0050185 (Gibberellin A42)
InChI=1S/C20H30O6/c1-17-7-6-12(21)19(3,16(24)25)14(17)13(15(22)23)20-8-10(4-5-11(17)20)18(2,26)9-20/h10-14,21,26H,4-9H2,1-3H3,(H,22,23)(H,24,25)/t10-,11+,12+,13-,14+,17+,18-,19-,20-/m1/s1
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SynonymsNot Available
Chemical FormulaC20H30O6
Average Mass366.4540 Da
Monoisotopic Mass366.20424 Da
IUPAC Name(1R,2S,3S,4S,5S,8S,9S,12R,13R)-5,13-dihydroxy-4,8,13-trimethyltetracyclo[10.2.1.0^{1,9}.0^{3,8}]pentadecane-2,4-dicarboxylic acid
Traditional Name(1R,2S,3S,4S,5S,8S,9S,12R,13R)-5,13-dihydroxy-4,8,13-trimethyltetracyclo[10.2.1.0^{1,9}.0^{3,8}]pentadecane-2,4-dicarboxylic acid
CAS Registry NumberNot Available
SMILES
C[C@@]1(O)C[C@]23C[C@H]1CC[C@H]2[C@]1(C)CC[C@H](O)[C@](C)([C@H]1[C@@H]3C(O)=O)C(O)=O
InChI Identifier
InChI=1S/C20H30O6/c1-17-7-6-12(21)19(3,16(24)25)14(17)13(15(22)23)20-8-10(4-5-11(17)20)18(2,26)9-20/h10-14,21,26H,4-9H2,1-3H3,(H,22,23)(H,24,25)/t10-,11+,12+,13-,14+,17+,18-,19-,20-/m1/s1
InChI KeyRQSMCCOZKPTKGL-RXMPKEIUSA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Fusarium fujikuroiFungi
Chemical Taxonomy
Description Belongs to the class of organic compounds known as c20-gibberellin 6-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 6-carboxylic acids  
Alternative Parents
Substituents
  • Gibberellane-6-carboxylic acid
    • 

  • Beta-hydroxy acid
    • 

  • Dicarboxylic acid or derivatives
    • 

  • Hydroxy acid
    • 

  • Tertiary alcohol
    • 

  • Cyclic alcohol
    • 

  • Secondary alcohol
    • 

  • Carboxylic acid
    • 

  • Carboxylic acid derivative
    • 

  • Organooxygen compound
    • 

  • Alcohol
    • 

  • Carbonyl group
    • 

  • Organic oxygen compound
    • 

  • Organic oxide
    • 

  • Hydrocarbon derivative
    • 

  • 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
logP1.03ALOGPS
logP1.39ChemAxon
logS-2.9ALOGPS
pKa (Strongest Acidic)4.03ChemAxon
pKa (Strongest Basic)-0.65ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area115.06 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity92.42 m³·mol⁻¹ChemAxon
Polarizability38.48 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 IDNot Available
KNApSAcK IDC00000042  
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound101603114  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General ReferencesNot Available