precursor metabolite

Showing entry for Indole-3-carbinol

Identification

PhytoHub ID
PHUB002320
Name
Indole-3-carbinol
Systematic Name
1H-indol-3-ylmethanol
Synonyms
  • 1H-indol-3-ylmethanol
  • 3-hydroxymethylindole
  • 3-indolylcarbinol
  • indole-3-methanol
CAS Number
700-06-1
Average Mass
147.177
Monoisotopic Mass
147.068413914
Chemical Formula
C9H9NO
IUPAC Name
(1H-indol-3-yl)methanol
InChI Key
IVYPNXXAYMYVSP-UHFFFAOYSA-N
InChI Identifier
InChI=1S/C9H9NO/c11-6-7-5-10-9-4-2-1-3-8(7)9/h1-5,10-11H,6H2
SMILES
OCC1=CNC2=CC=CC=C12
Structure
Similar Structures

Calculated Properties

Solubility (ALOGPS)
3.75e+00 g/l
LogS (ALOGPS)
-1.59
LogP (ALOGPS)
1.66
Hydrogen Acceptors
1
Hydrogen Donors
2
Rotatable Bond Count
1
Polar Surface Area
36.019999999999996
Refractivity
43.96039999999999
Polarizability
15.86753202927834
Formal Charge
0
Physiological Charge
0
pKa (strongest basic)
-2.7165363605434028
pKa (strongest acidic)
15.095988794293698
Number of Rings
2
Rule of Five
Yes
Bioavailability
Yes
Ghose Filter
No
Veber's Rule
Yes
MDDR-like Rule
No

Taxonomy as Food Phytochemical

Family
N-containing compounds
Class
Miscellaneous N-containing compounds
Sub-class
Miscellaneous N-containing compounds

Taxonomy as Metabolite

Metabolite Family
N-containing compound metabolites
Metabolite Class
Glucosinolate and isothiocyanate metabolites
Metabolite Sub-class
Not Available

Taxonomy of its Food Phytochemical Precursor(s)

Food PhytochemicalFamilyClassSub-class
Broccoli glucosinolatesN-containing compoundsGlucosinolatesNot AvailableShow Food Phytochemical
Kale and daikon radish glucosinolatesN-containing compoundsGlucosinolatesNot AvailableShow Food Phytochemical
GlucobrassicinN-containing compoundsGlucosinolatesNot AvailableShow Food Phytochemical

Classyfire Taxonomy

Kingdom Name
Organic compounds
Class
Indoles and derivatives
Super-class
Organoheterocyclic compounds
Sub-class
Indoles
Direct Parent Name
3-alkylindoles
Alternative Parent Names
["Aromatic alcohols", "Azacyclic compounds", "Benzenoids", "Heteroaromatic compounds", "Hydrocarbon derivatives", "Organonitrogen compounds", "Organopnictogen compounds", "Primary alcohols", "Substituted pyrroles"]
External Descriptor Annotations
["an indole-phytolexin", "indolyl alcohol"]
Substituent Names
["3-alkylindole", "Alcohol", "Aromatic alcohol", "Aromatic heteropolycyclic compound", "Azacycle", "Benzenoid", "Heteroaromatic compound", "Hydrocarbon derivative", "Organic nitrogen compound", "Organic oxygen compound", "Organonitrogen compound", "Organooxygen compound", "Organopnictogen compound", "Primary alcohol", "Pyrrole", "Substituted pyrrole"]

Spectra from Online Resources

No spectra information available

Spectra from Phytohub

Spectrum TypeDescriptionSplash KeyDeposition DateView
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)splash10-00r5-2900000000-f67a34f5d6d03a911b8c2012-07-25View Spectrum
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)splash10-0006-9000000000-12f644dadc5182e9f9c62012-07-25View Spectrum
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)splash10-03fr-9000000000-be1a2f6d844ca724831d2012-07-25View Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , positivesplash10-001i-0900000000-3d625989dc1eb3b603652017-09-14View Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , positivesplash10-0fai-3900000000-456eeacfdc17f124472f2017-09-14View Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , positivesplash10-004i-9200000000-43d8007af2a1b33116f92017-09-14View Spectrum
LC-MS/MSLC-MS/MS Spectrum - 35V, Positivesplash10-0a4i-1900000000-dbcb3abd4a9eaf9096a42021-09-20View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-000t-0900000000-3cbf76550dfd3aeccc0f2017-07-26View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-001i-0900000000-6be8a0cd1ce1dba5b9e12017-07-26View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-001i-0900000000-3ef2bab535c9911267842017-07-26View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0002-0900000000-c5a6ab59281e2cfbc98e2017-07-26View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-014i-0900000000-0f00e06fab36aa86a8c32017-07-26View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-014i-1900000000-e7a17ba9d950e0fd8d892017-07-26View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00mk-0900000000-cebd396bcbd40c0432ff2021-09-24View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-014i-0900000000-93800e2e7b5e269d361d2021-09-24View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-014i-0900000000-89c3f30c8225ba6d5d622021-09-24View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-001i-0900000000-1642190860f519e20beb2021-09-24View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-001i-1900000000-291e3bc880f12fd606632021-09-24View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0ufr-7900000000-6fb21bd39ff84a32d9742021-09-24View Spectrum

Food Sources

NameGroup
BroccoliVegetables, Cabbages PublicationsShow
CauliflowerVegetables, Cabbages PublicationsShow
Common cabbageVegetables, Cabbages PublicationsShow

Food Sources of its Food Phytochemical(s)

Food PhytochemicalFood SourceFood Source Group
GlucobrassicinBroccoliVegetables, Cabbages PublicationsShow
GlucobrassicinBrussel sproutsVegetables, Cabbages PublicationsShow
GlucobrassicinCabbage, WhiteVegetables, Cabbages PublicationsShow
GlucobrassicinCabbage, redVegetables, Cabbages PublicationsShow
GlucobrassicinCapersHerbs and Spices PublicationsShow
GlucobrassicinCauliflowerVegetables, Cabbages PublicationsShow
GlucobrassicinKaleVegetables, Cabbages PublicationsShow
GlucobrassicinMustardCondiments and seasonings PublicationsShow
GlucobrassicinRadishVegetables, Root vegetables PublicationsShow
GlucobrassicinSwede (Rutabaga)Vegetables, Root vegetables PublicationsShow
GlucobrassicinTurnipVegetables, Root vegetables PublicationsShow

Role as Biomarker of intake

No roles as Biomarker of intake found

Metabolism

Food PhytochemicalMetaboliteSpeciesBiofluidsOriginTMaxCMaxUrinary ExcretionFormulaMonoisotopic mass
Indole-3-carbinol 3,3′-DiindolylmethanehumanurineNot AvailableNot AvailableNot AvailableNot AvailableC17H14N2246.115698459 Detailed Intervention Studies
Indole-3-carbinol AscorbigenNot AvailableNot AvailableNot AvailableNot AvailableNot AvailableNot AvailableC15H15NO6305.089937207
Broccoli glucosinolates Indole-3-carbinolNot AvailableNot AvailableNot AvailableNot AvailableNot AvailableNot AvailableC9H9NO147.068413914 Detailed Intervention Studies
Kale and daikon radish glucosinolates Indole-3-carbinolNot AvailableNot AvailableNot AvailableNot AvailableNot AvailableNot AvailableC9H9NO147.068413914 Detailed Intervention Studies
Glucobrassicin Indole-3-carbinolNot AvailableNot AvailableNot AvailableNot AvailableNot AvailableNot AvailableC9H9NO147.068413914

Inter-Individual Variations in Metabolism

Food PhytochemicalMetaboliteEffectValue
Back