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Showing NP-Card for Gibberellin A66 (NP0048636)

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Record Information
Version2.0
Created at2022-03-17 20:59:44 UTC
Updated at2022-03-17 20:59:44 UTC
NP-MRD IDNP0048636
Secondary Accession NumbersNone
Natural Product Identification
Common NameGibberellin A66
DescriptionGibberellin A66, also known as GA66, 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 A66 is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, gibberellin A66 has been detected, but not quantified in, fats and oils and sunflowers. This could make gibberellin A66 a potential biomarker for the consumption of these foods.
Structure
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MOLSDFPDBSMILESInChI

MOL for NP0048636 (Gibberellin A66)


  Mrv0541 05061309232D          

 27 30  0  0  0  0            999 V2000
   -0.6002    1.7700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2656    2.8922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3686    0.9357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9385   -0.0099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7922    0.0340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4296    1.7584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6255    0.5772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0988    1.1228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1893    1.5307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4744    0.7164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1359    0.8324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2360    2.1841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0046    1.8642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8879    2.0566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0686    2.9919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3232    2.8137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8022    0.2287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7476    2.2227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9435    1.0415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6465    1.5733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8557    2.8810    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2852    3.2509    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6844    3.5409    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1229    2.6107    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0992    3.6077    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4354   -0.3002    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1532   -0.2808    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  1  0  0  0  0
  6  3  1  0  0  0  0
  7  3  1  0  0  0  0
  9  1  2  0  0  0  0
 10  4  1  0  0  0  0
 10  8  1  0  0  0  0
 10  9  1  0  0  0  0
 11  5  1  0  0  0  0
 13 12  1  0  0  0  0
 14  9  1  0  0  0  0
 15 12  1  0  0  0  0
 18  2  1  0  0  0  0
 18  6  1  0  0  0  0
 18 13  1  0  0  0  0
 18 16  1  0  0  0  0
 19  7  1  0  0  0  0
 19 11  1  0  0  0  0
 19 13  1  0  0  0  0
 19 17  1  0  0  0  0
 20  8  1  0  0  0  0
 20 11  1  0  0  0  0
 20 12  1  0  0  0  0
 20 14  1  0  0  0  0
 21 14  1  0  0  0  0
 22 15  2  0  0  0  0
 23 15  1  0  0  0  0
 24 16  2  0  0  0  0
 25 16  1  0  0  0  0
 26 17  2  0  0  0  0
 27 17  1  0  0  0  0
M  END
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3D MOL for NP0048636 (Gibberellin A66)

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3D SDF for NP0048636 (Gibberellin A66)

  Mrv0541 05061309232D          

 27 30  0  0  0  0            999 V2000
   -0.6002    1.7700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2656    2.8922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3686    0.9357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9385   -0.0099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7922    0.0340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4296    1.7584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6255    0.5772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0988    1.1228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1893    1.5307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4744    0.7164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1359    0.8324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2360    2.1841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0046    1.8642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8879    2.0566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0686    2.9919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3232    2.8137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8022    0.2287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7476    2.2227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9435    1.0415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6465    1.5733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8557    2.8810    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2852    3.2509    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6844    3.5409    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1229    2.6107    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0992    3.6077    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4354   -0.3002    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1532   -0.2808    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  1  0  0  0  0
  6  3  1  0  0  0  0
  7  3  1  0  0  0  0
  9  1  2  0  0  0  0
 10  4  1  0  0  0  0
 10  8  1  0  0  0  0
 10  9  1  0  0  0  0
 11  5  1  0  0  0  0
 13 12  1  0  0  0  0
 14  9  1  0  0  0  0
 15 12  1  0  0  0  0
 18  2  1  0  0  0  0
 18  6  1  0  0  0  0
 18 13  1  0  0  0  0
 18 16  1  0  0  0  0
 19  7  1  0  0  0  0
 19 11  1  0  0  0  0
 19 13  1  0  0  0  0
 19 17  1  0  0  0  0
 20  8  1  0  0  0  0
 20 11  1  0  0  0  0
 20 12  1  0  0  0  0
 20 14  1  0  0  0  0
 21 14  1  0  0  0  0
 22 15  2  0  0  0  0
 23 15  1  0  0  0  0
 24 16  2  0  0  0  0
 25 16  1  0  0  0  0
 26 17  2  0  0  0  0
 27 17  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0048636

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1(CCCC2(C3CCC4CC3(C(O)C4=C)C(C12)C(O)=O)C(O)=O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C20H26O7/c1-9-10-4-5-11-19(17(26)27)7-3-6-18(2,16(24)25)13(19)12(15(22)23)20(11,8-10)14(9)21/h10-14,21H,1,3-8H2,2H3,(H,22,23)(H,24,25)(H,26,27)

> <INCHI_KEY>
GYALTOSSVLCVLA-UHFFFAOYSA-N

> <FORMULA>
C20H26O7

> <MOLECULAR_WEIGHT>
378.4162

> <EXACT_MASS>
378.167853186

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_AVERAGE_POLARIZABILITY>
37.87209562367565

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
0.55

> <JCHEM_LOGP>
1.7027956046666672

> <ALOGPS_LOGS>
-2.23

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-3

> <JCHEM_PKA>
4.211034392956492

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.6701926419193476

> <JCHEM_PKA_STRONGEST_BASIC>
-3.1867865693011916

> <JCHEM_POLAR_SURFACE_AREA>
132.13

> <JCHEM_REFRACTIVITY>
92.08119999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.23e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
14-hydroxy-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 NP0048636 (Gibberellin A66)
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PDB for NP0048636 (Gibberellin A66)
HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0      -1.120   3.304   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.096   5.399   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       8.155   1.747   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.752  -0.018   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.345   0.063   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.269   3.282   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.768   1.077   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.051   2.096   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.353   2.857   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.886   1.337   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.987   1.554   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.174   4.077   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.609   3.480   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.657   3.839   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.861   5.585   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       8.070   5.252   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.231   0.427   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.996   4.149   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.495   1.944   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       3.073   2.937   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       1.597   5.378   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       2.399   6.068   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       5.011   6.610   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       9.563   4.873   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       7.652   6.734   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       6.413  -0.560   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       4.019  -0.524   0.000  0.00  0.00           O+0
CONECT    1    9                                                            
CONECT    2   18                                                            
CONECT    3    6    7                                                       
CONECT    4    5   10                                                       
CONECT    5    4   11                                                       
CONECT    6    3   18                                                       
CONECT    7    3   19                                                       
CONECT    8   10   20                                                       
CONECT    9    1   10   14                                                  
CONECT   10    4    8    9                                                  
CONECT   11    5   19   20                                                  
CONECT   12   13   15   20                                                  
CONECT   13   12   18   19                                                  
CONECT   14    9   20   21                                                  
CONECT   15   12   22   23                                                  
CONECT   16   18   24   25                                                  
CONECT   17   19   26   27                                                  
CONECT   18    2    6   13   16                                             
CONECT   19    7   11   13   17                                             
CONECT   20    8   11   12   14                                             
CONECT   21   14                                                            
CONECT   22   15                                                            
CONECT   23   15                                                            
CONECT   24   16                                                            
CONECT   25   16                                                            
CONECT   26   17                                                            
CONECT   27   17                                                            
MASTER        0    0    0    0    0    0    0    0   27    0   60    0
END

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3D PDB for NP0048636 (Gibberellin A66)
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SMILES for NP0048636 (Gibberellin A66)
CC1(CCCC2(C3CCC4CC3(C(O)C4=C)C(C12)C(O)=O)C(O)=O)C(O)=O
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INCHI for NP0048636 (Gibberellin A66)
InChI=1S/C20H26O7/c1-9-10-4-5-11-19(17(26)27)7-3-6-18(2,16(24)25)13(19)12(15(22)23)20(11,8-10)14(9)21/h10-14,21H,1,3-8H2,2H3,(H,22,23)(H,24,25)(H,26,27)
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View in JSmol
Synonyms
ValueSource
GA66HMDB
14-Hydroxy-4-methyl-13-methylidenetetracyclo[10.2.1.0¹,⁹.0³,⁸]pentadecane-2,4,8-tricarboxylateGenerator
Chemical FormulaC20H26O7
Average Mass378.4162 Da
Monoisotopic Mass378.16785 Da
IUPAC Name14-hydroxy-4-methyl-13-methylidenetetracyclo[10.2.1.0¹,⁹.0³,⁸]pentadecane-2,4,8-tricarboxylic acid
Traditional Name14-hydroxy-4-methyl-13-methylidenetetracyclo[10.2.1.0¹,⁹.0³,⁸]pentadecane-2,4,8-tricarboxylic acid
CAS Registry Number70980-48-2
SMILES
CC1(CCCC2(C3CCC4CC3(C(O)C4=C)C(C12)C(O)=O)C(O)=O)C(O)=O
InChI Identifier
InChI=1S/C20H26O7/c1-9-10-4-5-11-19(17(26)27)7-3-6-18(2,16(24)25)13(19)12(15(22)23)20(11,8-10)14(9)21/h10-14,21H,1,3-8H2,2H3,(H,22,23)(H,24,25)(H,26,27)
InChI KeyGYALTOSSVLCVLA-UHFFFAOYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Helianthus annuus L.FooDB
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 ParentsNot Available
SubstituentsNot Available
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
logP0.55ALOGPS
logP1.7ChemAxon
logS-2.2ALOGPS
pKa (Strongest Acidic)3.67ChemAxon
pKa (Strongest Basic)-3.2ChemAxon
Physiological Charge-3ChemAxon
Hydrogen Acceptor Count7ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area132.13 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity92.08 m³·mol⁻¹ChemAxon
Polarizability37.87 ųChemAxon
Number of Rings4ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0036900  
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB015862  
KNApSAcK IDC00000066  
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound14160541  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References