NP-MRD: Showing NP-Card for Gibberellin A34 (NP0048115)

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Record Information

Version

2.0

Created at

2022-03-17 20:51:19 UTC

Updated at

2022-03-17 20:51:19 UTC

NP-MRD ID

NP0048115

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Gibberellin A34

Description

Gibberellin A34 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 A34 is found in Alstroemeria hybrida, Arabidopsis thaliana, Calonyction aculeatum, Castanea henryi , Cucumis sativus, Gibberella fujikuroi, Ipomoea alba, Ipomoea purpurea, Leucaena leucocephala , Lilium elegans, Malus domestica , Matthiola incana , Orobanche minor, Pharbitis purpurea, Picea abies and Solanum lycopersicum . Gibberellin A34 is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI


  Mrv0541 02241218402D          

 25 29  0  0  0  0            999 V2000
   -0.7301   -0.0502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0633   -0.5342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6036   -0.0502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3464    0.7350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4826    0.7350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0381    1.3400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8399    1.1626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0900    0.3760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5331   -0.2316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4108   -0.2179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9594    0.3967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7009    1.1804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8909    1.3483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0161   -0.7652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1725   -0.4007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8958   -0.7981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0633   -1.3592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7783   -1.7717    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6517   -1.7717    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4826    1.5586    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5331    0.5933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3307    0.8064    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8958    0.1987    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9456   -0.9467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3967    1.7717    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  9  1  0  0  0  0
  2  3  1  0  0  0  0
  2 17  1  0  0  0  0
  3  4  1  0  0  0  0
  3 10  1  0  0  0  0
  3 14  1  0  0  0  0
  4  5  1  0  0  0  0
  4 13  1  0  0  0  0
  5  6  1  0  0  0  0
  5 20  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7 25  1  0  0  0  0
  8  9  1  0  0  0  0
  8 23  1  0  0  0  0
  9 21  1  0  0  0  0
  9 24  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
 12 13  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 17 18  1  0  0  0  0
 17 19  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
M  END


  Mrv0541 02241218402D          

 25 29  0  0  0  0            999 V2000
   -0.7301   -0.0502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0633   -0.5342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6036   -0.0502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3464    0.7350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4826    0.7350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0381    1.3400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8399    1.1626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0900    0.3760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5331   -0.2316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4108   -0.2179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9594    0.3967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7009    1.1804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8909    1.3483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0161   -0.7652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1725   -0.4007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8958   -0.7981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0633   -1.3592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7783   -1.7717    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6517   -1.7717    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4826    1.5586    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5331    0.5933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3307    0.8064    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8958    0.1987    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9456   -0.9467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3967    1.7717    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  9  1  0  0  0  0
  2  3  1  0  0  0  0
  2 17  1  0  0  0  0
  3  4  1  0  0  0  0
  3 10  1  0  0  0  0
  3 14  1  0  0  0  0
  4  5  1  0  0  0  0
  4 13  1  0  0  0  0
  5  6  1  0  0  0  0
  5 20  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7 25  1  0  0  0  0
  8  9  1  0  0  0  0
  8 23  1  0  0  0  0
  9 21  1  0  0  0  0
  9 24  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
 12 13  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 17 18  1  0  0  0  0
 17 19  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0048115

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC12C3C(C(O)=O)C45CC(CCC4C3(CC(O)C1O)OC2=O)C(=C)C5

> <INCHI_IDENTIFIER>
InChI=1S/C19H24O6/c1-8-5-18-6-9(8)3-4-11(18)19-7-10(20)14(21)17(2,16(24)25-19)13(19)12(18)15(22)23/h9-14,20-21H,1,3-7H2,2H3,(H,22,23)

> <INCHI_KEY>
IGZIQAJJXGRAJF-UHFFFAOYSA-N

> <FORMULA>
C19H24O6

> <MOLECULAR_WEIGHT>
348.3903

> <EXACT_MASS>
348.1572885

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
35.550499036049075

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
12,13-dihydroxy-11-methyl-6-methylidene-16-oxo-15-oxapentacyclo[9.3.2.1⁵,⁸.0¹,¹⁰.0²,⁸]heptadecane-9-carboxylic acid

> <ALOGPS_LOGP>
0.51

> <JCHEM_LOGP>
0.41262217233333365

> <ALOGPS_LOGS>
-1.85

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
13.401409837556098

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.195142937614429

> <JCHEM_PKA_STRONGEST_BASIC>
-3.2033153221744364

> <JCHEM_POLAR_SURFACE_AREA>
104.06

> <JCHEM_REFRACTIVITY>
85.39669999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.89e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
12,13-dihydroxy-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

$$$$

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      -1.363  -0.094   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.118  -0.997   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.127  -0.094   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.647   1.372   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.901   1.372   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.938   2.501   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -3.434   2.170   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -3.901   0.702   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.862  -0.432   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.633  -0.407   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.658   0.741   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.175   2.203   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.663   2.517   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.897  -1.428   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.055  -0.748   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.405  -1.490   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -0.118  -2.537   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      -1.453  -3.307   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       1.217  -3.307   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      -0.901   2.909   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      -2.862   1.107   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      -4.351   1.505   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      -5.405   0.371   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      -3.632  -1.767   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      -4.474   3.307   0.000  0.00  0.00           O+0
CONECT    1    2    5    9                                                  
CONECT    2    1    3   17                                                  
CONECT    3    2    4   10   14                                             
CONECT    4    3    5   13                                                  
CONECT    5    1    4    6   20                                             
CONECT    6    5    7                                                       
CONECT    7    6    8   25                                                  
CONECT    8    7    9   23                                                  
CONECT    9    1    8   21   24                                             
CONECT   10    3   11                                                       
CONECT   11   10   12   15                                                  
CONECT   12   11   13                                                       
CONECT   13    4   12                                                       
CONECT   14    3   15                                                       
CONECT   15   11   14   16                                                  
CONECT   16   15                                                            
CONECT   17    2   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17                                                            
CONECT   20    5   21                                                       
CONECT   21    9   20   22                                                  
CONECT   22   21                                                            
CONECT   23    8                                                            
CONECT   24    9                                                            
CONECT   25    7                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   58    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₉H₂₄O₆

Average Mass

348.3903 Da

Monoisotopic Mass

348.15729 Da

IUPAC Name

12,13-dihydroxy-11-methyl-6-methylidene-16-oxo-15-oxapentacyclo[9.3.2.1⁵,⁸.0¹,¹⁰.0²,⁸]heptadecane-9-carboxylic acid

Traditional Name

12,13-dihydroxy-11-methyl-6-methylidene-16-oxo-15-oxapentacyclo[9.3.2.1⁵,⁸.0¹,¹⁰.0²,⁸]heptadecane-9-carboxylic acid

CAS Registry Number

32630-92-5

SMILES

CC12C3C(C(O)=O)C45CC(CCC4C3(CC(O)C1O)OC2=O)C(=C)C5

InChI Identifier

InChI=1S/C19H24O6/c1-8-5-18-6-9(8)3-4-11(18)19-7-10(20)14(21)17(2,16(24)25-19)13(19)12(18)15(22)23/h9-14,20-21H,1,3-7H2,2H3,(H,22,23)

InChI Key

IGZIQAJJXGRAJF-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Abelmoschus esculentus	FooDB	KNAPSACK
Allium cepa	FooDB	KNAPSACK
Alstroemeria hybrida	Plant	KNApSAcK
Arabidopsis thaliana	Plant	KNApSAcK
Brassica napus	FooDB	KNAPSACK
Calonyction aculeatum	Plant	KNApSAcK
Castanea henryi	Plant	KNApSAcK
Cucumis melo	FooDB	KNAPSACK
Cucumis sativus	LOTUS Database	35616633
Cucumis sativus L.	FooDB	KNAPSACK
Fusarium fujikuroi	Fungi	KNApSAcK
Ipomoea alba	LOTUS Database	35616633
Ipomoea purpurea	LOTUS Database	35616633
Leucaena glauca	Plant	KNApSAcK
Lilium elegans	Plant	KNApSAcK
Malus domestica	Plant	KNApSAcK
Malus pumila	FooDB	KNAPSACK
Matthiola incana	Plant	KNApSAcK
Orobanche minor	Plant	KNApSAcK
Oryza sativa	FooDB	KNAPSACK
Pharbitis purpurea	Plant	KNApSAcK
Picea abies	Plant	KNApSAcK
Raphanus sativus	FooDB	KNAPSACK
Solanum lycopersicum	Plant	KNApSAcK
Solanum lycopersicum var. lycopersicum	FooDB	KNAPSACK
Spinacia oleracea	FooDB	KNAPSACK
Triticum aestivum	FooDB	KNAPSACK
Zea mays L.	FooDB	KNAPSACK

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.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Diterpenoids

Direct Parent

C19-gibberellin 6-carboxylic acids

Alternative Parents

Substituents

20-norgibberellane-6-carboxylic acid
2-hydroxy,20-norgibberellane
Diterpene lactone
Caprolactone
Oxepane
Dicarboxylic acid or derivatives
Gamma butyrolactone
Cyclic alcohol
Tetrahydrofuran
1,2-diol
Carboxylic acid ester
Lactone
Secondary alcohol
Oxacycle
Carboxylic acid
Carboxylic acid derivative
Organoheterocyclic compound
Hydrocarbon derivative
Organic oxide
Alcohol
Carbonyl group
Organooxygen compound
Organic oxygen compound
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	0.51	ALOGPS
logP	0.41	ChemAxon
logS	-1.8	ALOGPS
pKa (Strongest Acidic)	4.2	ChemAxon
pKa (Strongest Basic)	-3.2	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	104.06 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	85.4 m³·mol⁻¹	ChemAxon
Polarizability	35.55 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB013648

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

14833721

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Gibberellin A34 (NP0048115)

MOL for NP0048115 (Gibberellin A34)

3D MOL for NP0048115 (Gibberellin A34)

3D SDF for NP0048115 (Gibberellin A34)

3D-SDF for NP0048115 (Gibberellin A34)

PDB for NP0048115 (Gibberellin A34)

3D PDB for NP0048115 (Gibberellin A34)

SMILES for NP0048115 (Gibberellin A34)

INCHI for NP0048115 (Gibberellin A34)

Structure for NP0048115 (Gibberellin A34)

3D Structure for NP0048115 (Gibberellin A34)