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Showing Compound 1H-Indol-3-ylacetyl-myo-inositol (FDB003201)

Record Information
Version1.0
Creation date2010-04-08 22:05:42 UTC
Update date2020-02-24 19:10:41 UTC
Primary IDFDB003201
Secondary Accession NumbersNot Available
Chemical Information
FooDB Name1H-Indol-3-ylacetyl-myo-inositol
DescriptionIndole-3-acetyl-myo-inositol belongs to the class of organic compounds known as indole-3-acetic acid derivatives. Indole-3-acetic acid derivatives are compounds containing an acetic acid (or a derivative) linked to the C3 carbon atom of an indole. Indole-3-acetyl-myo-inositol is found, on average, in the highest concentration within rice (Oryza sativa). Indole-3-acetyl-myo-inositol has also been detected, but not quantified in, a few different foods, such as breakfast cereal, cereals and cereal products, and corns (Zea mays). This could make indole-3-acetyl-myo-inositol a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Indole-3-acetyl-myo-inositol.
CAS Number73925-84-5
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
Predicted Properties
PropertyValueSource
Water Solubility10.4 g/LALOGPS
logP-0.17ALOGPS
logP-1.4ChemAxon
logS-1.5ALOGPS
pKa (Strongest Acidic)12.35ChemAxon
pKa (Strongest Basic)-3.6ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count6ChemAxon
Polar Surface Area143.24 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity80.73 m³·mol⁻¹ChemAxon
Polarizability33.16 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC16H19NO7
IUPAC name(1S,2R,3R,4S,5S,6R)-2,3,4,5,6-pentahydroxycyclohexyl 2-(1H-indol-3-yl)acetate
InChI IdentifierInChI=1S/C16H19NO7/c18-10(5-7-6-17-9-4-2-1-3-8(7)9)24-16-14(22)12(20)11(19)13(21)15(16)23/h1-4,6,11-17,19-23H,5H2/t11-,12-,13+,14-,15-,16-/m1/s1
InChI KeyXUACNUJFOIKYPQ-BKQXGZDCSA-N
Isomeric SMILESO[C@H]1[C@H](O)[C@@H](O)[C@H](OC(=O)CC2=CNC3=CC=CC=C23)[C@H](O)[C@@H]1O
Average Molecular Weight337.3246
Monoisotopic Molecular Weight337.116151967
Classification
Description Belongs to the class of organic compounds known as indole-3-acetic acid derivatives. Indole-3-acetic acid derivatives are compounds containing an acetic acid (or a derivative) linked to the C3 carbon atom of an indole.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassIndoles and derivatives
Sub ClassIndolyl carboxylic acids and derivatives
Direct ParentIndole-3-acetic acid derivatives
Alternative Parents
Substituents
  • Indole-3-acetic acid derivative
  • 3-alkylindole
  • Indole
  • Cyclohexanol
  • Cyclitol or derivatives
  • Benzenoid
  • Substituted pyrrole
  • Cyclic alcohol
  • Heteroaromatic compound
  • Pyrrole
  • Carboxylic acid ester
  • Secondary alcohol
  • Carboxylic acid derivative
  • Azacycle
  • Monocarboxylic acid or derivatives
  • Polyol
  • Organic nitrogen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Organopnictogen compound
  • Organic oxygen compound
  • Alcohol
  • Organonitrogen compound
  • Organooxygen compound
  • Carbonyl group
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Ontology
Disposition

Route of exposure:

Source:

Biological location:

Physico-Chemical Properties
Physico-Chemical Properties - Experimental
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MS1H-Indol-3-ylacetyl-myo-inositol, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-001i-1912000000-8d00f1a2ece5848f8bdaSpectrum
Predicted GC-MS1H-Indol-3-ylacetyl-myo-inositol, 5 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-001i-2900013000-d0f72d4df229fd9181c7Spectrum
Predicted GC-MS1H-Indol-3-ylacetyl-myo-inositol, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-000i-0906000000-20359f2a63d7db87a1762016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-05o0-0901000000-d90bcfd568c4a3d409202016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-03ec-1900000000-0d4c62ad194c5f502f052016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-000i-0819000000-a4281930a1655463c9992016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-00vi-0901000000-febeb9ae4bb6c6c6c88e2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a6r-2900000000-5cf4554c1c938b4fe1872016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-000i-0905000000-7898ae080929b528dec02021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4i-2910000000-707bff5370ef594ce69e2021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a6r-4920000000-556bbc5af89779eb05122021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-000i-0309000000-42d90e5d0408586bb1c22021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-001i-0911000000-0275c6206b3f274647222021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-01q9-5970000000-a5894ec5590f660840b92021-09-24View Spectrum
NMRNot Available
ChemSpider ID21864793
ChEMBL IDNot Available
KEGG Compound IDNot Available
Pubchem Compound IDNot Available
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB31182
CRC / DFC (Dictionary of Food Compounds) IDCSY19-R:CSY19-R
EAFUS IDNot Available
Dr. Duke IDINDOLE-3-ACETIC-ACID-MYOINOSITOL
BIGG IDNot Available
KNApSAcK IDC00000122
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
Breakfast cerealExpected but not quantifiedNot AvailableDFC CODES
CornExpected but not quantifiedNot AvailableDUKE, KNAPSACK
Rice0.45000 - 0.45000 mg/100 g0.45000 mg/100 gDUKE
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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— Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).
— Shinbo, Y., et al. 'KNApSAcK: a comprehensive species-metabolite relationship database.' Plant Metabolomics. Springer Berlin Heidelberg, 2006. 165-181.