Showing Compound Card for (S)-Abscisic acid (CDB005178)

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Record Information
Version1.0
Created at2020-04-17 19:17:11 UTC
Updated at2022-12-13 23:36:28 UTC
CannabisDB IDCDB005178
Secondary Accession NumbersNot 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
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
(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
Chemical FormulaC15H20O4
Average Molecular Weight264.32
Monoisotopic Molecular Weight264.1362
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 Number21293-29-8
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 KeyJLIDBLDQVAYHNE-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.
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:

Role

Industrial application:

Biological role:

Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting Point160 - 161 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
logPNot AvailableNot Available
Predicted Properties
PropertyValueSource
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
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-e4208a39777c310ac0582016-06-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-1009-3490000000-fef752f7126772f49b3f2016-06-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-052u-9500000000-bd11f5d74e205224d2b22016-06-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-03xr-0190000000-acb6b959597c80571e922016-08-04View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-03xr-2190000000-8165ea079f93ecd069182016-08-04View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0zg0-9440000000-9647ed01c7d8cc906ad52016-08-04View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0f6t-0190000000-0ecc7b50908de47bc4c22021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0ug1-2590000000-824426f31ccac9ba79fb2021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a5d-9300000000-d7c983ae0c007366c43c2021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0uxr-0790000000-037ab04b1a6333f654bb2021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0udi-0970000000-8a5c19fdc3da6593c9252021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0udi-2690000000-2645bc19e967225e31532021-09-24View Spectrum
NMRNot Available
Pathways
Pathways
Protein Targets
EnzymesNot Available
TransportersNot Available
Metal BindingsNot Available
ReceptorsNot Available
Transcriptional FactorsNot Available
Concentrations Data
Cannabis CultivarStatusValueReferenceDetails
Alien DawgDetected and Quantified0.00274 mg/g dry wt
    • David S. Wishart,...
 details
GabriolaDetected and Quantified0.00184 mg/g dry wt
    • David S. Wishart,...
 details
Island HoneyDetected and Quantified0.000702 mg/g dry wt
    • David S. Wishart,...
 details
QuadraDetected and Quantified0.000748 mg/g dry wt
    • David S. Wishart,...
 details
Sensi StarDetected and Quantified0.00263 mg/g dry wt
    • David S. Wishart,...
 details
Tangerine DreamDetected and Quantified0.000573 mg/g dry wt
    • David S. Wishart,...
 details
HMDB IDHMDB0035140
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB013776
KNApSAcK IDC00000134
Chemspider ID4642916
KEGG Compound IDC06082
BioCyc IDCPD-693
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound5702609
PDB IDNot Available
ChEBI ID18743
References
General ReferencesNot Available