NP-MRD: Showing NP-Card for Gibberellin Ga115 (NP0047472)

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Record Information

Version

2.0

Created at

2022-03-17 20:40:46 UTC

Updated at

2022-03-17 20:40:46 UTC

NP-MRD ID

NP0047472

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Gibberellin Ga115

Description

Gibberellin Ga115, also known as GA115, 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 Ga115 is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, gibberellin GA115 has been detected, but not quantified in, root vegetables. Gibberellin Ga115 is found in Ornithogalum thyrsoides. This could make gibberellin GA115 a potential biomarker for the consumption of these foods.

Structure

MOL SDF PDB SMILES InChI


  Mrv0541 05061306432D          

 26 29  0  0  0  0            999 V2000
    0.0376    0.6617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9031   -0.4605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0060    1.4959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0670    0.6732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2630    1.8544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4298    2.3974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5256    0.3751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7365    1.3088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4398    2.2028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8270    0.9009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1121    1.7152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5762    2.4413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7735    1.5992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8736    0.2476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6421    0.5675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7062   -0.5603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9607   -0.3820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3851    0.2090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5810    1.3901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2841    0.8583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0729    2.7316    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1986    3.1748    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9229   -0.8191    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3220   -1.1091    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7603   -0.1790    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7367   -1.1759    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  1  0  0  0  0
  5  3  1  0  0  0  0
 10  1  2  0  0  0  0
 10  7  1  0  0  0  0
 11  8  1  0  0  0  0
 11 10  1  0  0  0  0
 12  6  1  0  0  0  0
 12 11  1  0  0  0  0
 13  6  1  0  0  0  0
 15 14  1  0  0  0  0
 16 14  1  0  0  0  0
 18  2  1  0  0  0  0
 18  4  1  0  0  0  0
 18 15  1  0  0  0  0
 18 17  1  0  0  0  0
 19  5  1  0  0  0  0
 19  9  1  0  0  0  0
 19 13  1  0  0  0  0
 19 15  1  0  0  0  0
 20  7  1  0  0  0  0
 20  8  1  0  0  0  0
 20 13  1  0  0  0  0
 20 14  1  0  0  0  0
 21  9  2  0  0  0  0
 22 12  1  0  0  0  0
 23 16  2  0  0  0  0
 24 16  1  0  0  0  0
 25 17  2  0  0  0  0
 26 17  1  0  0  0  0
M  END


  Mrv0541 05061306432D          

 26 29  0  0  0  0            999 V2000
    0.0376    0.6617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9031   -0.4605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0060    1.4959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0670    0.6732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2630    1.8544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4298    2.3974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5256    0.3751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7365    1.3088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4398    2.2028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8270    0.9009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1121    1.7152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5762    2.4413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7735    1.5992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8736    0.2476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6421    0.5675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7062   -0.5603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9607   -0.3820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3851    0.2090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5810    1.3901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2841    0.8583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0729    2.7316    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1986    3.1748    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9229   -0.8191    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3220   -1.1091    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7603   -0.1790    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7367   -1.1759    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  1  0  0  0  0
  5  3  1  0  0  0  0
 10  1  2  0  0  0  0
 10  7  1  0  0  0  0
 11  8  1  0  0  0  0
 11 10  1  0  0  0  0
 12  6  1  0  0  0  0
 12 11  1  0  0  0  0
 13  6  1  0  0  0  0
 15 14  1  0  0  0  0
 16 14  1  0  0  0  0
 18  2  1  0  0  0  0
 18  4  1  0  0  0  0
 18 15  1  0  0  0  0
 18 17  1  0  0  0  0
 19  5  1  0  0  0  0
 19  9  1  0  0  0  0
 19 13  1  0  0  0  0
 19 15  1  0  0  0  0
 20  7  1  0  0  0  0
 20  8  1  0  0  0  0
 20 13  1  0  0  0  0
 20 14  1  0  0  0  0
 21  9  2  0  0  0  0
 22 12  1  0  0  0  0
 23 16  2  0  0  0  0
 24 16  1  0  0  0  0
 25 17  2  0  0  0  0
 26 17  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0047472

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1(CCCC2(C=O)C3CC(O)C4CC3(CC4=C)C(C12)C(O)=O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C20H26O6/c1-10-7-20-8-11(10)12(22)6-13(20)19(9-21)5-3-4-18(2,17(25)26)15(19)14(20)16(23)24/h9,11-15,22H,1,3-8H2,2H3,(H,23,24)(H,25,26)

> <INCHI_KEY>
ABTNJGAZZKYLLD-UHFFFAOYSA-N

> <FORMULA>
C20H26O6

> <MOLECULAR_WEIGHT>
362.4168

> <EXACT_MASS>
362.172938564

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
37.222885499599855

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
8-formyl-11-hydroxy-4-methyl-13-methylidenetetracyclo[10.2.1.0¹,⁹.0³,⁸]pentadecane-2,4-dicarboxylic acid

> <ALOGPS_LOGP>
1.25

> <JCHEM_LOGP>
1.3103181623333342

> <ALOGPS_LOGS>
-2.49

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
4.609508089718237

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.939835272455836

> <JCHEM_PKA_STRONGEST_BASIC>
-0.8678433744598625

> <JCHEM_POLAR_SURFACE_AREA>
111.89999999999999

> <JCHEM_REFRACTIVITY>
91.38679999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.18e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
8-formyl-11-hydroxy-4-methyl-13-methylidenetetracyclo[10.2.1.0¹,⁹.0³,⁸]pentadecane-2,4-dicarboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

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       0.070   1.235   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       7.286  -0.860   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       9.345   2.792   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       9.458   1.257   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       7.958   3.461   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.536   4.475   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.848   0.700   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.241   2.443   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.421   4.112   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.544   1.682   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.076   3.202   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.942   4.557   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.177   2.985   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.364   0.462   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.799   1.059   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.052  -1.046   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       9.260  -0.713   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       8.186   0.390   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       6.685   2.595   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.264   1.602   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       7.603   5.099   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       2.237   5.926   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       3.589  -1.529   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       6.201  -2.070   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      10.753  -0.334   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       8.842  -2.195   0.000  0.00  0.00           O+0
CONECT    1   10                                                            
CONECT    2   18                                                            
CONECT    3    4    5                                                       
CONECT    4    3   18                                                       
CONECT    5    3   19                                                       
CONECT    6   12   13                                                       
CONECT    7   10   20                                                       
CONECT    8   11   20                                                       
CONECT    9   19   21                                                       
CONECT   10    1    7   11                                                  
CONECT   11    8   10   12                                                  
CONECT   12    6   11   22                                                  
CONECT   13    6   19   20                                                  
CONECT   14   15   16   20                                                  
CONECT   15   14   18   19                                                  
CONECT   16   14   23   24                                                  
CONECT   17   18   25   26                                                  
CONECT   18    2    4   15   17                                             
CONECT   19    5    9   13   15                                             
CONECT   20    7    8   13   14                                             
CONECT   21    9                                                            
CONECT   22   12                                                            
CONECT   23   16                                                            
CONECT   24   16                                                            
CONECT   25   17                                                            
CONECT   26   17                                                            
MASTER        0    0    0    0    0    0    0    0   26    0   58    0
END

View in JSmol

Synonyms

Value	Source
GA115	HMDB
Gibberellin a115	HMDB
8-Formyl-11-hydroxy-4-methyl-13-methylidenetetracyclo[10.2.1.0¹,⁹.0³,⁸]pentadecane-2,4-dicarboxylate	Generator

Chemical Formula

C₂₀H₂₆O₆

Average Mass

362.4168 Da

Monoisotopic Mass

362.17294 Da

IUPAC Name

8-formyl-11-hydroxy-4-methyl-13-methylidenetetracyclo[10.2.1.0¹,⁹.0³,⁸]pentadecane-2,4-dicarboxylic acid

Traditional Name

8-formyl-11-hydroxy-4-methyl-13-methylidenetetracyclo[10.2.1.0¹,⁹.0³,⁸]pentadecane-2,4-dicarboxylic acid

CAS Registry Number

137694-17-8

SMILES

CC1(CCCC2(C=O)C3CC(O)C4CC3(CC4=C)C(C12)C(O)=O)C(O)=O

InChI Identifier

InChI=1S/C20H26O6/c1-10-7-20-8-11(10)12(22)6-13(20)19(9-21)5-3-4-18(2,17(25)26)15(19)14(20)16(23)24/h9,11-15,22H,1,3-8H2,2H3,(H,23,24)(H,25,26)

InChI Key

ABTNJGAZZKYLLD-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Ornithogalum thyrsoides	Plant	KNApSAcK
Raphanus sativus	FooDB	KNAPSACK

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.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Diterpenoids

Direct Parent

C20-gibberellin 6-carboxylic acids

Alternative Parents

Substituents

Gibberellane-6-carboxylic acid
Dicarboxylic acid or derivatives
Cyclic alcohol
Secondary alcohol
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aldehyde
Alcohol
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic 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	1.25	ALOGPS
logP	1.31	ChemAxon
logS	-2.5	ALOGPS
pKa (Strongest Acidic)	3.94	ChemAxon
pKa (Strongest Basic)	-0.87	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	111.9 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	91.39 m³·mol⁻¹	ChemAxon
Polarizability	37.22 Å³	ChemAxon
Number of Rings	4	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

HMDB0032820

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB010796

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

131751324

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for Gibberellin Ga115 (NP0047472)

MOL for NP0047472 (Gibberellin Ga115)

3D MOL for NP0047472 (Gibberellin Ga115)

3D SDF for NP0047472 (Gibberellin Ga115)

3D-SDF for NP0047472 (Gibberellin Ga115)

PDB for NP0047472 (Gibberellin Ga115)

3D PDB for NP0047472 (Gibberellin Ga115)

SMILES for NP0047472 (Gibberellin Ga115)

INCHI for NP0047472 (Gibberellin Ga115)

Structure for NP0047472 (Gibberellin Ga115)

3D Structure for NP0047472 (Gibberellin Ga115)