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Showing NP-Card for Gibberellin A28 (NP0048633)

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Record Information
Version2.0
Created at2022-03-17 20:59:40 UTC
Updated at2022-03-17 20:59:40 UTC
NP-MRD IDNP0048633
Secondary Accession NumbersNone
Natural Product Identification
Common NameGibberellin A28
DescriptionGibberellin A28 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 A28 is found in Dalbergia dolichopetala and Lupinus luteus . Gibberellin A28 is an extremely weak basic (essentially neutral) compound (based on its pKa).
Structure
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MOLSDFPDBSMILESInChI

MOL for NP0048633 (Gibberellin A28)


  Mrv0541 02241217492D          

 28 31  0  0  0  0            999 V2000
   -0.6205    0.5518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8335   -0.2452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1422   -0.6947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4968   -0.1765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2000    0.5917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2059    1.1345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0045    0.9187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2189    0.1189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6333   -0.4679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3104   -0.3031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8258    0.3373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5276    1.1030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7139    1.2279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9092   -0.8912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2381   -0.3772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6229    0.5518    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0160   -0.6521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1422   -1.5193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8568   -1.9317    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5724   -1.9317    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2211   -1.1826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0457   -1.1826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6333   -1.8973    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8703   -1.1826    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4075    1.3489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9916    1.9317    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0160   -0.0941    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3883    1.5634    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  5  1  0  0  0  0
  1  6  1  0  0  0  0
  1 25  1  0  0  0  0
  2  3  1  0  0  0  0
  2  9  1  0  0  0  0
  3  4  1  0  0  0  0
  3 18  1  0  0  0  0
  4  5  1  0  0  0  0
  4 10  1  0  0  0  0
  4 14  1  0  0  0  0
  5 13  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 27  1  0  0  0  0
  9 21  1  0  0  0  0
  9 22  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 15  1  0  0  0  0
 11 16  1  0  0  0  0
 12 13  1  0  0  0  0
 14 15  1  0  0  0  0
 15 17  2  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  2  0  0  0  0
 25 26  2  0  0  0  0
 25 28  1  0  0  0  0
M  END
Download

3D MOL for NP0048633 (Gibberellin A28)

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3D SDF for NP0048633 (Gibberellin A28)

  Mrv0541 02241217492D          

 28 31  0  0  0  0            999 V2000
   -0.6205    0.5518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8335   -0.2452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1422   -0.6947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4968   -0.1765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2000    0.5917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2059    1.1345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0045    0.9187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2189    0.1189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6333   -0.4679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3104   -0.3031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8258    0.3373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5276    1.1030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7139    1.2279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9092   -0.8912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2381   -0.3772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6229    0.5518    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0160   -0.6521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1422   -1.5193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8568   -1.9317    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5724   -1.9317    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2211   -1.1826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0457   -1.1826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6333   -1.8973    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8703   -1.1826    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4075    1.3489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9916    1.9317    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0160   -0.0941    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3883    1.5634    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  5  1  0  0  0  0
  1  6  1  0  0  0  0
  1 25  1  0  0  0  0
  2  3  1  0  0  0  0
  2  9  1  0  0  0  0
  3  4  1  0  0  0  0
  3 18  1  0  0  0  0
  4  5  1  0  0  0  0
  4 10  1  0  0  0  0
  4 14  1  0  0  0  0
  5 13  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 27  1  0  0  0  0
  9 21  1  0  0  0  0
  9 22  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 15  1  0  0  0  0
 11 16  1  0  0  0  0
 12 13  1  0  0  0  0
 14 15  1  0  0  0  0
 15 17  2  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  2  0  0  0  0
 25 26  2  0  0  0  0
 25 28  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0048633

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1(C2C(C(O)=O)C34CC(=C)C(O)(C3)CCC4C2(CCC1O)C(O)=O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C20H26O8/c1-9-7-18-8-19(9,28)5-3-10(18)20(16(26)27)6-4-11(21)17(2,15(24)25)13(20)12(18)14(22)23/h10-13,21,28H,1,3-8H2,2H3,(H,22,23)(H,24,25)(H,26,27)

> <INCHI_KEY>
YPZCOEDTKIYBEB-UHFFFAOYSA-N

> <FORMULA>
C20H26O8

> <MOLECULAR_WEIGHT>
394.4156

> <EXACT_MASS>
394.162767808

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_AVERAGE_POLARIZABILITY>
38.77742899942892

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5,12-dihydroxy-4-methyl-13-methylidenetetracyclo[10.2.1.0¹,⁹.0³,⁸]pentadecane-2,4,8-tricarboxylic acid

> <ALOGPS_LOGP>
-0.23

> <JCHEM_LOGP>
0.38758837966666576

> <ALOGPS_LOGS>
-1.86

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-3

> <JCHEM_PKA>
4.119119720867643

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.5808559283164962

> <JCHEM_PKA_STRONGEST_BASIC>
-0.9049007684829004

> <JCHEM_POLAR_SURFACE_AREA>
152.35999999999999

> <JCHEM_REFRACTIVITY>
93.76329999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.42e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5,12-dihydroxy-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 NP0048633 (Gibberellin A28)
Download
PDB for NP0048633 (Gibberellin A28)
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      -1.158   1.030   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.556  -0.458   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.265  -1.297   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.927  -0.329   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.373   1.105   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.251   2.118   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -3.742   1.715   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -4.142   0.222   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -3.049  -0.873   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.446  -0.566   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.408   0.630   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.852   2.059   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.333   2.292   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.697  -1.664   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.178  -0.704   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       4.896   1.030   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       5.630  -1.217   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -0.265  -2.836   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      -1.599  -3.606   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       1.068  -3.606   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      -2.279  -2.208   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -3.819  -2.208   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      -3.049  -3.542   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      -5.358  -2.208   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      -0.761   2.518   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      -1.851   3.606   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      -5.630  -0.176   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       0.725   2.918   0.000  0.00  0.00           O+0
CONECT    1    2    5    6   25                                             
CONECT    2    1    3    9                                                  
CONECT    3    2    4   18                                                  
CONECT    4    3    5   10   14                                             
CONECT    5    1    4   13                                                  
CONECT    6    1    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   27                                                  
CONECT    9    2    8   21   22                                             
CONECT   10    4   11                                                       
CONECT   11   10   12   15   16                                             
CONECT   12   11   13                                                       
CONECT   13    5   12                                                       
CONECT   14    4   15                                                       
CONECT   15   11   14   17                                                  
CONECT   16   11                                                            
CONECT   17   15                                                            
CONECT   18    3   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18                                                            
CONECT   21    9                                                            
CONECT   22    9   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22                                                            
CONECT   25    1   26   28                                                  
CONECT   26   25                                                            
CONECT   27    8                                                            
CONECT   28   25                                                            
MASTER        0    0    0    0    0    0    0    0   28    0   62    0
END

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3D PDB for NP0048633 (Gibberellin A28)
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SMILES for NP0048633 (Gibberellin A28)
CC1(C2C(C(O)=O)C34CC(=C)C(O)(C3)CCC4C2(CCC1O)C(O)=O)C(O)=O
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INCHI for NP0048633 (Gibberellin A28)
InChI=1S/C20H26O8/c1-9-7-18-8-19(9,28)5-3-10(18)20(16(26)27)6-4-11(21)17(2,15(24)25)13(20)12(18)14(22)23/h10-13,21,28H,1,3-8H2,2H3,(H,22,23)(H,24,25)(H,26,27)
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View in JSmol
SynonymsNot Available
Chemical FormulaC20H26O8
Average Mass394.4156 Da
Monoisotopic Mass394.16277 Da
IUPAC Name5,12-dihydroxy-4-methyl-13-methylidenetetracyclo[10.2.1.0¹,⁹.0³,⁸]pentadecane-2,4,8-tricarboxylic acid
Traditional Name5,12-dihydroxy-4-methyl-13-methylidenetetracyclo[10.2.1.0¹,⁹.0³,⁸]pentadecane-2,4,8-tricarboxylic acid
CAS Registry Number32780-05-5
SMILES
CC1(C2C(C(O)=O)C34CC(=C)C(O)(C3)CCC4C2(CCC1O)C(O)=O)C(O)=O
InChI Identifier
InChI=1S/C20H26O8/c1-9-7-18-8-19(9,28)5-3-10(18)20(16(26)27)6-4-11(21)17(2,15(24)25)13(20)12(18)14(22)23/h10-13,21,28H,1,3-8H2,2H3,(H,22,23)(H,24,25)(H,26,27)
InChI KeyYPZCOEDTKIYBEB-UHFFFAOYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Cucurbita maximaFooDB
Dalbergia dolichopetalaPlant
Lupinus luteusPlant
Phaseolus coccineusFooDB
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
    • 

  • Beta-hydroxy acid
    • 

  • Hydroxy acid
    • 

  • Cyclic alcohol
    • 

  • Tertiary alcohol
    • 

  • Secondary alcohol
    • 

  • Carboxylic acid derivative
    • 

  • Carboxylic acid
    • 

  • Organic oxide
    • 

  • Alcohol
    • 

  • Carbonyl group
    • 

  • Organic oxygen compound
    • 

  • Hydrocarbon derivative
    • 

  • Organooxygen compound
    • 

  • 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
logP-0.23ALOGPS
logP0.39ChemAxon
logS-1.9ALOGPS
pKa (Strongest Acidic)3.58ChemAxon
pKa (Strongest Basic)-0.9ChemAxon
Physiological Charge-3ChemAxon
Hydrogen Acceptor Count8ChemAxon
Hydrogen Donor Count5ChemAxon
Polar Surface Area152.36 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity93.76 m³·mol⁻¹ChemAxon
Polarizability38.78 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 IDFDB015859  
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound14833707  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General ReferencesNot Available