Showing Compound Gibberellin A53 (FDB015855)

Record Information

Version

1.0

Creation date

2010-04-08 22:12:05 UTC

Update date

2019-11-26 03:12:20 UTC

Primary ID

FDB015855

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

Gibberellin A53

Description

Gibberellin A53, also known as GA53, 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. Thus, gibberellin A53 is considered to be an isoprenoid. Based on a literature review a significant number of articles have been published on Gibberellin A53.

CAS Number

51576-08-0

Structure

MOL SDF PDB SMILES InChI

Synonyms

Show entries

Search:

Synonym	Source
(1a,4Aalpha,4bbeta,10b)-7-hydroxy-1,4a-dimethyl-8-methylenegibbane-1,10-dicarboxylate	Generator
(1a,4Aalpha,4bbeta,10b)-7-hydroxy-1,4a-dimethyl-8-methylenegibbane-1,10-dicarboxylic acid	Generator
(1alpha,4Aalpha,4bbeta,10beta)-7-hydroxy-1,4a-dimethyl-8-methylenegibbane-1,10-dicarboxylate	Generator
(1alpha,4Aalpha,4bbeta,10beta)-7-hydroxy-1,4a-dimethyl-8-methylenegibbane-1,10-dicarboxylic acid	ChEBI
(1Α,4aalpha,4bbeta,10β)-7-hydroxy-1,4a-dimethyl-8-methylenegibbane-1,10-dicarboxylate	Generator
(1Α,4aalpha,4bbeta,10β)-7-hydroxy-1,4a-dimethyl-8-methylenegibbane-1,10-dicarboxylic acid	Generator
13-Hydroxy GA12	HMDB
13-Hydroxygibberellin A12	HMDB
GA53	ChEBI
Gibberellin 53	ChEBI

Showing 1 to 10 of 12 entries

Predicted Properties

Property	Value	Source
Water Solubility	0.54 g/L	ALOGPS
logP	1.77	ALOGPS
logP	2.43	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Acidic)	4.11	ChemAxon
pKa (Strongest Basic)	-0.9	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	94.83 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	90.53 m³·mol⁻¹	ChemAxon
Polarizability	37.08 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

Chemical Formula

C20H28O5

IUPAC name

(1S,2S,3S,4R,8S,9S,12S)-12-hydroxy-4,8-dimethyl-13-methylidenetetracyclo[10.2.1.0^{1,9}.0^{3,8}]pentadecane-2,4-dicarboxylic acid

InChI Identifier

InChI=1S/C20H28O5/c1-11-9-19-10-20(11,25)8-5-12(19)17(2)6-4-7-18(3,16(23)24)14(17)13(19)15(21)22/h12-14,25H,1,4-10H2,2-3H3,(H,21,22)(H,23,24)/t12-,13+,14-,17-,18+,19-,20-/m0/s1

InChI Key

CZEMYYICWZPENF-VOLTXKGXSA-N

Isomeric SMILES

[H][C@@]12CC[C@]3(O)C[C@]1(CC3=C)[C@@H](C(O)=O)[C@@]1([H])[C@@]2(C)CCC[C@@]1(C)C(O)=O

Average Molecular Weight

348.4333

Monoisotopic Molecular Weight

348.193674006

Classification

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
Tertiary alcohol
Cyclic alcohol
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Alcohol
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

dicarboxylic acid (CHEBI:27433 )
C20-gibberellin (CHEBI:27433 )
Gibberellins (C06094 )
Gibberellins (LMPR0104170007 )

Ontology

No ontology term

Physico-Chemical Properties

Physico-Chemical Properties - Experimental

Show entries

Search:

Property	Value	Reference
Boiling Point	Not Available
Charge	Not Available
Density	Not Available
Experimental logP	Not Available
Experimental pKa	Not Available
Experimental Water Solubility	Not Available
Isoelectric point	Not Available
Mass Composition	C 68.94%; H 8.10%; O 22.96%	DFC
Melting Point	Mp 261-274°	DFC
Optical Rotation	Not Available

Showing 1 to 10 of 14 entries

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
Predicted GC-MS	Gibberellin A53, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-001j-0029000000-150aa4e972b73754b73e	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0gwr-0079000000-e77d198b9a719b23095c	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-052r-1492000000-7cd2e3c4a03b9dab68a2	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0f6t-0029000000-cc2bd7dd9b7ff4e6c63f	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0zg1-0079000000-ed0b72e0cc056b6a285f	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a4r-1094000000-e99857e4712094f1fd74	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0002-0009000000-7daca5ec6cf7e8408507	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-05mk-0269000000-91efd888081a21a8ab67	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0002-0149000000-69f8f1eaaa90da1bcfd0	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0002-0019000000-6a272b0b354cbb0a24e5	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0002-0009000000-2e0c6b9d213b60808465	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0002-1029000000-7b0fcd7d1d6e8d527baf	2021-09-24	View Spectrum