ChemFOnt: Showing chemical card for Gibberellin A80 (CFc000017829)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 19:08:00 UTC

Chemfont ID

CFc000017829

Molecule Identification

Common Name

Gibberellin A80

Definition

Gibberellin A80 (GA80), also known as 11beta-hydroxygibberellin A7, 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 A80 is found in apple. Gibberellin A80 is a constituent of Eriobotrya japonica (loquat).

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(1S,2S,3S,5S,8R,9S,10R,11S,12S)-3,12-Dihydroxy-11-methyl-6-methylidene-16-oxo-15-oxapentacyclo[9.3.2.1,.0,.0,]heptadec-13-ene-9-carboxylate	HMDB
(1S,2S,3S,5S,8R,9S,10R,11S,12S)-3,12-Dihydroxy-11-methyl-6-methylidene-16-oxo-15-oxapentacyclo[9.3.2.1⁵,⁸.0¹,¹⁰.0²,⁸]heptadec-13-ene-9-carboxylate	HMDB
11beta-Hydroxygibberellin a7	HMDB
11Β-hydroxygibberellin a7	HMDB
GA80	HMDB
Gibberellin A80	HMDB

Chemical Formula

C₁₉H₂₂O₆

Average Molecular Weight

346.379

Monoisotopic Molecular Weight

346.141638428

IUPAC Name

(1S,2S,3S,5S,8R,9S,10R,11S,12S)-3,12-dihydroxy-11-methyl-6-methylidene-16-oxo-15-oxapentacyclo[9.3.2.1^{5,8}.0^{1,10}.0^{2,8}]heptadec-13-ene-9-carboxylic acid

Traditional Name

(1S,2S,3S,5S,8R,9S,10R,11S,12S)-3,12-dihydroxy-11-methyl-6-methylidene-16-oxo-15-oxapentacyclo[9.3.2.1^{5,8}.0^{1,10}.0^{2,8}]heptadec-13-ene-9-carboxylic acid

CAS Registry Number

128053-62-3

SMILES

[H][C@]12[C@H](C(O)=O)[C@@]34C[C@@H](C[C@H](O)[C@@]3([H])[C@@]11OC(=O)[C@]2(C)[C@@H](O)C=C1)C(=C)C4

InChI Identifier

InChI=1S/C19H22O6/c1-8-6-18-7-9(8)5-10(20)13(18)19-4-3-11(21)17(2,16(24)25-19)14(19)12(18)15(22)23/h3-4,9-14,20-21H,1,5-7H2,2H3,(H,22,23)/t9-,10+,11+,12-,13-,14-,17-,18-,19-/m1/s1

InChI Key

ITIKZMJAVWOFFK-DMQYUYNFSA-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
Gamma butyrolactone
Dicarboxylic acid or derivatives
Tetrahydrofuran
Cyclic alcohol
Secondary alcohol
Lactone
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen 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: HMDB0036892)

Source

Endogenous

Endogenous (HMDB: HMDB0036892)

Plant

Plant (HMDB: HMDB0036892)

Animal

Animal (HMDB: HMDB0036892)

Exogenous

Food

Food (HMDB: HMDB0036892)

Fruit

Pome

Apple (FooDB: FOOD00105)

Tropical fruit

Loquat (FooDB: FOOD00076)

Fruits (FooDB: FOOD00871)

Exogenous (HMDB: HMDB0036892)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0036892)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0036892)

Lipid metabolism pathway (HMDB: HMDB0036892)

Cellular process

Cell signaling (HMDB: HMDB0036892)

Biochemical process

Lipid transport (HMDB: HMDB0036892)

Role

Biological role

Energy source (HMDB: HMDB0036892)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0036892)

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	4.33 g/L	ALOGPS
logP	0.34	ALOGPS
logP	0.17	ChemAxon
logS	-1.9	ALOGPS
pKa (Strongest Acidic)	4.16	ChemAxon
pKa (Strongest Basic)	-2.9	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	86.46 m³·mol⁻¹	ChemAxon
Polarizability	34.91 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

HMDB0036892

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB015852

KNApSAcK ID

C00000080

Chemspider ID

59693835

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

101618976

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for Gibberellin A80 (CFc000017829)

MOL for CFc000017829 (Gibberellin A80)

3D MOL for CFc000017829 (Gibberellin A80)

3D SDF for CFc000017829 (Gibberellin A80)

3D-SDF for CFc000017829 (Gibberellin A80)

PDB for CFc000017829 (Gibberellin A80)

3D PDB for CFc000017829 (Gibberellin A80)

SMILES for CFc000017829 (Gibberellin A80)

INCHI for CFc000017829 (Gibberellin A80)

Structure for CFc000017829 (Gibberellin A80)

3D Structure for CFc000017829 (Gibberellin A80)