ChemFOnt: Showing chemical card for Abscisic acid (CFc000017080)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 19:06:54 UTC

Chemfont ID

CFc000017080

Molecule Identification

Common Name

Abscisic acid

Definition

Abscisic acid is found in american cranberry. Abscisic acid is used to regulate ripening of fruit Abscisic acid (ABA) is an isoprenoid plant hormone, which is synthesized in the plastidal 2-C-methyl-d-erythritol-4-phosphate (MEP) pathway; unlike the structurally related sesquiterpenes, which are formed from the mevalonic acid-derived precursor farnesyl diphosphate (FDP), the C15 backbone of ABA is formed after cleavage of C40 carotenoids in MEP. Zeaxanthin is the first committed ABA precursor; a series of enzyme-catalyzed epoxidations and isomerizations, and final cleavage of the C40 carotenoid by a dioxygenation reaction yields the proximal ABA precursor, xanthoxin, which is then further oxidized to ABA. Abamine has been patented by the Japanese researchers Shigeo Yoshida and Tadao Asami, which are very reluctant to make this substance available in general, neither commercially nor for research purposes. Abscisic acid (ABA), also known as abscisin II and dormin, is a plant hormone. It functions in many plant developmental processes, including bud dormancy

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
2-trans-ABA	ChEBI
Abscisate	Generator
5-(1-Hydroxy-2,6,6-trimethyl-4-oxo-2-cyclohexen-1-yl)-3-methyl-2,4-pentadienoic acid, 9ci	HMDB
Abscisin II	HMDB
Dormin	HMDB
2-trans-Abscisate	Generator
Abscisic acid	MeSH
Abscissins	MeSH
Abscisic acid monoammonium salt, (R)-isomer	MeSH
Abscisic acid, (e,Z)-(+,-)-isomer	MeSH
Abscisic acid, (R)-isomer	MeSH
Abscisic acid, (Z,e)-isomer	MeSH
Abscisic acid, (+,-)-isomer	MeSH
Abscisic acid, (e,e)-(+-)-isomer	MeSH
Abscissic acid	MeSH

Chemical Formula

C₁₅H₂₀O₄

Average Molecular Weight

264.3169

Monoisotopic Molecular Weight

264.136159128

IUPAC Name

(2E,4E)-5-(1-hydroxy-2,6,6-trimethyl-4-oxocyclohex-2-en-1-yl)-3-methylpenta-2,4-dienoic acid

Traditional Name

abscisic acid, (+)-

CAS Registry Number

7773-56-0

SMILES

C\C(\C=C\C1(O)C(C)=CC(=O)CC1(C)C)=C/C(O)=O

InChI Identifier

InChI=1S/C15H20O4/c1-10(7-13(17)18)5-6-15(19)11(2)8-12(16)9-14(15,3)4/h5-8,19H,9H2,1-4H3,(H,17,18)/b6-5+,10-7+

InChI Key

JLIDBLDQVAYHNE-WEYXYWBQSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as abscisic acids and derivatives. These are terpene compounds containing the abscisic acid moiety, which is characterized by a 3-methylpenta-2,4-dienoic acid attached to the C1 carbon of a 4-oxocyclohex-2-ene moiety.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesquiterpenoids

Direct Parent

Abscisic acids and derivatives

Alternative Parents

Substituents

Abscisic acid
Medium-chain fatty acid
Branched fatty acid
Cyclohexenone
Hydroxy fatty acid
Methyl-branched fatty acid
Fatty acyl
Fatty acid
Unsaturated fatty acid
Tertiary alcohol
Ketone
Cyclic ketone
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organooxygen compound
Hydrocarbon derivative
Carbonyl group
Organic oxide
Alcohol
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

abscisic acids (CHEBI:62426 )

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0036093)

Source

Endogenous

Endogenous (HMDB: HMDB0036093)

Plant

Animal

Animal (HMDB: HMDB0036093)

Exogenous

Food

Food (HMDB: HMDB0036093)

Fruit

Pome

Apple (FooDB: FOOD00105)

Citrus

Sweet orange (FooDB: FOOD00057)

Berry

American cranberry (FooDB: FOOD00192)

Vegetable

Fruit vegetable

Avocado (FooDB: FOOD00130)
Garden tomato (var.) (FooDB: FOOD00173)

Other vegetable

Carob (FooDB: FOOD00321)

Onion-family vegetable

Garden onion (FooDB: FOOD00006)

Cereal and cereal product

Cereal

Barley (FooDB: FOOD00088)
Corn (FooDB: FOOD00205)

Pulse

Bean

Common bean (FooDB: FOOD00134)
Scarlet bean (FooDB: FOOD00132)

Pea

Common pea (FooDB: FOOD00141)

Soy

Soy bean (FooDB: FOOD00085)

Herb and spice

Herb

Coriander (FooDB: FOOD00061)
Fennel (FooDB: FOOD00082)
Anise (FooDB: FOOD00137)

Oilseed crop

Sunflower (FooDB: FOOD00086)

Spice

Caraway (FooDB: FOOD00043)

Exogenous (HMDB: HMDB0036093)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0036093)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0036093)

Lipid metabolism pathway (HMDB: HMDB0036093)

Cellular process

Cell signaling (HMDB: HMDB0036093)

Biochemical process

Lipid transport (HMDB: HMDB0036093)

Role

Biological role

Energy source (HMDB: HMDB0036093)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0036093)

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.18 g/L	ALOGPS
logP	1.88	ALOGPS
logP	2.09	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Acidic)	4.74	ChemAxon
pKa (Strongest Basic)	-3.5	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	74.6 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	74.98 m³·mol⁻¹	ChemAxon
Polarizability	28.33 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon