Cannabis Compound Database: Showing Compound Card for (S)-Abscisic acid (CDB005178)

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Record Information

Version

1.0

Created at

2020-04-17 19:17:11 UTC

Updated at

2022-12-13 23:36:28 UTC

CannabisDB ID

CDB005178

Secondary Accession Numbers

Not Available

Cannabis Compound Identification

Common Name

(S)-Abscisic acid

Description

(S)-Abscisic acid, also known as (S)-abscisate or ABA, 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 (S)-Abscisic acid is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. (S)-Abscisic acid is expected to be in Cannabis as all living plants are known to produce and metabolize it.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(7E,9E)-(6S)-6-Hydroxy-3-oxo-11-apo-epsilon-caroten-11-Oic acid	ChEBI
2-trans-(+)-ABA	ChEBI
(7E,9E)-(6S)-6-Hydroxy-3-oxo-11-apo-epsilon-caroten-11-Oate	Generator
(S)-Abscisate	Generator
(+)-Abscisic acid	HMDB
(+)-Abscisin II	HMDB
(+)-cis-Abscisic acid	HMDB
(S)-(+)-Abscisic acid	HMDB
2-cis,4-trans-Abscisic acid	HMDB
ABA	HMDB
ABK	HMDB
Abscisate	HMDB
Abscisic acid	HMDB
cis-Abscisic acid	HMDB
cis-trans-(+)-Abscissic acid	HMDB
Dormin (abscission factor)	HMDB
Dormin	HMDB
Abscisic acid, (+,-)-isomer	MeSH
Abscisic acid, (R)-isomer	MeSH
Abscissic acid	MeSH
Abscissins	MeSH
Abscisic acid monoammonium salt, (R)-isomer	MeSH
Abscisic acid, (e,e)-(+-)-isomer	MeSH
Abscisic acid, (e,Z)-(+,-)-isomer	MeSH
Abscisic acid, (Z,e)-isomer	MeSH

Chemical Formula

C₁₅H₂₀O₄

Average Molecular Weight

264.32

Monoisotopic Molecular Weight

264.1362

IUPAC Name

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

Traditional Name

(S)-(+)-abscisic acid

CAS Registry Number

21293-29-8

SMILES

C\C(\C=C\[C@@]1(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+/t15-/m1/s1

InChI Key

JLIDBLDQVAYHNE-IBPUIESWSA-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

2-trans-abscisic acid (CHEBI:18743 )
Cyclofarnesane sesquiterpenoids (LMPR0103050001 )

Ontology

Disposition

Route of exposure:

Enteral:

Ingestion

Biological location:

Cell and elements:

Extracellular

Subcellular:

Source:

Biological:

Animal

Plant:

Role

Industrial application:

Biological role:

Physical Properties

State

Solid

Experimental Properties

Property	Value	Reference
Melting Point	160 - 161 °C	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	1.88	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	28.32 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

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
Predicted GC-MS	(S)-Abscisic acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-014s-9450000000-afb61831d6a0af012708	Spectrum
Predicted GC-MS	(S)-Abscisic acid, 2 TMS, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0096-7139000000-5edf01db0ed23b0bca61	Spectrum
Predicted GC-MS	(S)-Abscisic acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	(S)-Abscisic acid, 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	splash10-014j-1090000000-e4208a39777c310ac058	2016-06-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-1009-3490000000-fef752f7126772f49b3f	2016-06-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-052u-9500000000-bd11f5d74e205224d2b2	2016-06-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-03xr-0190000000-acb6b959597c80571e92	2016-08-04	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-03xr-2190000000-8165ea079f93ecd06918	2016-08-04	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0zg0-9440000000-9647ed01c7d8cc906ad5	2016-08-04	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0f6t-0190000000-0ecc7b50908de47bc4c2	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0ug1-2590000000-824426f31ccac9ba79fb	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0a5d-9300000000-d7c983ae0c007366c43c	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0uxr-0790000000-037ab04b1a6333f654bb	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0udi-0970000000-8a5c19fdc3da6593c925	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0udi-2690000000-2645bc19e967225e3153	2021-09-24	View Spectrum

NMR

Not Available

Pathways

Not Available

Protein Targets

Enzymes

Not Available

Transporters

Not Available

Metal Bindings

Not Available

Receptors

Not Available

Transcriptional Factors

Not Available

Concentrations Data

Cannabis Cultivar	Status	Value	Reference	Details
Alien Dawg	Detected and Quantified	0.00274 mg/g dry wt	David S. Wishart,...	details
Gabriola	Detected and Quantified	0.00184 mg/g dry wt	David S. Wishart,...	details
Island Honey	Detected and Quantified	0.000702 mg/g dry wt	David S. Wishart,...	details
Quadra	Detected and Quantified	0.000748 mg/g dry wt	David S. Wishart,...	details
Sensi Star	Detected and Quantified	0.00263 mg/g dry wt	David S. Wishart,...	details
Tangerine Dream	Detected and Quantified	0.000573 mg/g dry wt	David S. Wishart,...	details