Record Information
Version1.0
Creation date2010-04-08 22:10:54 UTC
Update date2020-09-17 15:40:54 UTC
Primary IDFDB013776
Secondary Accession NumbersNot Available
Chemical Information
FooDB 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.
CAS Number21293-29-8
Structure
Thumb
Synonyms
SynonymSource
(7E,9E)-(6S)-6-Hydroxy-3-oxo-11-apo-epsilon-caroten-11-Oic acidChEBI
2-trans-(+)-ABAChEBI
(7E,9E)-(6S)-6-Hydroxy-3-oxo-11-apo-epsilon-caroten-11-OateGenerator
(S)-AbscisateGenerator
(+)-Abscisic acidHMDB
(+)-Abscisin IIHMDB
(+)-cis-Abscisic acidHMDB
(S)-(+)-Abscisic acidHMDB
2-cis,4-trans-Abscisic acidHMDB
ABAHMDB
ABKHMDB
AbscisateHMDB
Abscisic acidHMDB
cis-Abscisic acidHMDB
cis-trans-(+)-Abscissic acidHMDB
Dormin (abscission factor)HMDB
DorminHMDB
Abscisic acid, (+,-)-isomerMeSH
Abscisic acid, (R)-isomerMeSH
Abscissic acidMeSH
AbscissinsMeSH
Abscisic acid monoammonium salt, (R)-isomerMeSH
Abscisic acid, (e,e)-(+-)-isomerMeSH
Abscisic acid, (e,Z)-(+,-)-isomerMeSH
Abscisic acid, (Z,e)-isomerMeSH
(+)-abscisin IIbiospider
(7e,9e)-(6S)-6-Hydroxy-3-oxo-11-apo-epsilon-caroten-11-OateGenerator
(7e,9e)-(6S)-6-Hydroxy-3-oxo-11-apo-epsilon-caroten-11-Oic acidChEBI
(S)-2-trans-AbscisateGenerator
(S)-2-trans-Abscisic acidChEBI
Dormin (van)biospider
Predicted Properties
PropertyValueSource
Water Solubility0.18 g/LALOGPS
logP1.88ALOGPS
logP2.09ChemAxon
logS-3.2ALOGPS
pKa (Strongest Acidic)4.74ChemAxon
pKa (Strongest Basic)-3.5ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area74.6 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity74.98 m³·mol⁻¹ChemAxon
Polarizability28.32 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC15H20O4
IUPAC name(2E,4E)-5-[(1S)-1-hydroxy-2,6,6-trimethyl-4-oxocyclohex-2-en-1-yl]-3-methylpenta-2,4-dienoic acid
InChI IdentifierInChI=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 KeyJLIDBLDQVAYHNE-IBPUIESWSA-N
Isomeric SMILESOC(=O)\C=C(/C)\C=C\[C@@]1(O)C(C)=CC(=O)CC1(C)C
Average Molecular Weight264.3169
Monoisotopic Molecular Weight264.136159128
Classification
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.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassPrenol lipids
Sub ClassSesquiterpenoids
Direct ParentAbscisic 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 FrameworkAliphatic homomonocyclic compounds
External Descriptors
Ontology
Disposition

Route of exposure:

Biological location:

Source:

Process

Naturally occurring process:

Role

Industrial application:

Biological role:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 68.16%; H 7.63%; O 24.21%DFC
Melting PointMp 160-161°DFC
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical Rotation[a]D +430DFC
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MS(S)-Abscisic acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-014s-9450000000-afb61831d6a0af012708Spectrum
Predicted GC-MS(S)-Abscisic acid, 2 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0096-7139000000-5edf01db0ed23b0bca61Spectrum
Predicted GC-MS(S)-Abscisic acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MS(S)-Abscisic acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-014j-1090000000-e4208a39777c310ac058Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-1009-3490000000-fef752f7126772f49b3fSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-052u-9500000000-bd11f5d74e205224d2b2Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-03xr-0190000000-acb6b959597c80571e92Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-03xr-2190000000-8165ea079f93ecd06918Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0zg0-9440000000-9647ed01c7d8cc906ad5Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0f6t-0190000000-0ecc7b50908de47bc4c2Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0ug1-2590000000-824426f31ccac9ba79fbSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a5d-9300000000-d7c983ae0c007366c43cSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0uxr-0790000000-037ab04b1a6333f654bbSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0udi-0970000000-8a5c19fdc3da6593c925Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0udi-2690000000-2645bc19e967225e3153Spectrum
NMRNot Available
ChemSpider ID4642916
ChEMBL IDNot Available
KEGG Compound IDC06082
Pubchem Compound ID5702609
Pubchem Substance IDNot Available
ChEBI ID2365
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB35140
CRC / DFC (Dictionary of Food Compounds) IDJXK50-K:JGZ68-D
EAFUS IDNot Available
Dr. Duke ID(+)-ABSCISIC-ACID
BIGG IDNot Available
KNApSAcK IDC00000134
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDNot Available
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference— Shinbo, Y., et al. 'KNApSAcK: a comprehensive species-metabolite relationship database.' Plant Metabolomics. Springer Berlin Heidelberg, 2006. 165-181.
— Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).