ChemFOnt: Showing chemical card for Gibberellin A124 (CFc000018037)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 19:08:18 UTC

Chemfont ID

CFc000018037

Molecule Identification

Common Name

Gibberellin A124

Definition

Gibberellin A124 (GA124) 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 A124 is found in fruits and is a constituent of strawberry (Fragaria x ananassa).

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(1R,2R,4S,5S,8S,9S,10S,11S)-4,5-Dihydroxy-11-methyl-6-methylidene-12-oxo-13-oxapentacyclo[9.3.3.1,.0,.0,]octadecane-9-carboxylate	Generator

Chemical Formula

C₂₀H₂₆O₆

Average Molecular Weight

362.422

Monoisotopic Molecular Weight

362.172938557

IUPAC Name

(1R,2R,4S,5S,8S,9S,10S,11S)-4,5-dihydroxy-11-methyl-6-methylidene-12-oxo-13-oxapentacyclo[9.3.3.1^{5,8}.0^{1,10}.0^{2,8}]octadecane-9-carboxylic acid

Traditional Name

(1R,2R,4S,5S,8S,9S,10S,11S)-4,5-dihydroxy-11-methyl-6-methylidene-12-oxo-13-oxapentacyclo[9.3.3.1^{5,8}.0^{1,10}.0^{2,8}]octadecane-9-carboxylic acid

CAS Registry Number

328058-46-4

SMILES

[H][C@@]12C[C@H](O)[C@]3(O)C[C@]1(CC3=C)[C@@H](C(O)=O)[C@@]1([H])[C@@]22CCC[C@]1(C)C(=O)OC2

InChI Identifier

InChI=1S/C20H26O6/c1-10-7-19-8-20(10,25)12(21)6-11(19)18-5-3-4-17(2,16(24)26-9-18)14(18)13(19)15(22)23/h11-14,21,25H,1,3-9H2,2H3,(H,22,23)/t11-,12-,13+,14+,17-,18+,19-,20-/m0/s1

InChI Key

RJLDWXDBZIDMEF-BGACTFDASA-N

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
Diterpene lactone
Delta valerolactone
Delta_valerolactone
Dicarboxylic acid or derivatives
Oxane
Cyclic alcohol
Tertiary alcohol
Lactone
1,2-diol
Carboxylic acid ester
Secondary alcohol
Organoheterocyclic compound
Oxacycle
Carboxylic acid
Carboxylic acid derivative
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Carbonyl group
Alcohol
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0037103)

Source

Endogenous

Endogenous (HMDB: HMDB0037103)

Plant

Plant (HMDB: HMDB0037103)

Animal

Animal (HMDB: HMDB0037103)

Exogenous

Food

Food (HMDB: HMDB0037103)

Fruit

Berry

Strawberry (FooDB: FOOD00083)

Fruits (FooDB: FOOD00871)

Exogenous (HMDB: HMDB0037103)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0037103)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0037103)
Gibberellin Biosynthesis III (Non C-3, Non C-13 Hydroxylation) (PathBank: SMP0012071)

Lipid metabolism pathway (HMDB: HMDB0037103)

Cellular process

Cell signaling (HMDB: HMDB0037103)

Biochemical process

Lipid transport (HMDB: HMDB0037103)

Role

Biological role

Energy source (HMDB: HMDB0037103)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0037103)

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	2.01 g/L	ALOGPS
logP	0.52	ALOGPS
logP	0.74	ChemAxon
logS	-2.3	ALOGPS
pKa (Strongest Acidic)	4.25	ChemAxon
pKa (Strongest Basic)	-3.3	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	90.17 m³·mol⁻¹	ChemAxon
Polarizability	67.73 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

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

59696809

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

162789499

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for Gibberellin A124 (CFc000018037)

MOL for CFc000018037 (Gibberellin A124)

3D MOL for CFc000018037 (Gibberellin A124)

3D SDF for CFc000018037 (Gibberellin A124)

3D-SDF for CFc000018037 (Gibberellin A124)

PDB for CFc000018037 (Gibberellin A124)

3D PDB for CFc000018037 (Gibberellin A124)

SMILES for CFc000018037 (Gibberellin A124)

INCHI for CFc000018037 (Gibberellin A124)

Structure for CFc000018037 (Gibberellin A124)

3D Structure for CFc000018037 (Gibberellin A124)