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Indole-3-Carbinol

PubChem CID: 3712

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Compound Synonyms Indole-3-carbinol, 700-06-1, 3-Indolemethanol, INDOLE-3-METHANOL, (1H-Indol-3-yl)methanol, 3-Hydroxymethylindole, 1H-Indole-3-methanol, 1H-indol-3-ylmethanol, 3-Indolylcarbinol, Indinol, (1H-Indol-3-yl)-methanol, 3-(Hydroxymethyl)indole, Indole 3 carbinol, Indole 3-carbinol, I3C, MFCD00005632, CCRIS 3261, 3-Indolecarbinol, 3-Indolylmethanol, EINECS 211-836-2, NSC 525801, NSC-525801, BRN 0121323, DTXSID7031458, UNII-C11E72455F, AI3-60090, C11E72455F, 1~{H}-indol-3-ylmethanol, DTXCID5011458, CHEBI:24814, INDOLE-3-CARBINOL [VANDF], 5-21-03-00045 (Beilstein Handbook Reference), INDOLE-3-CARBINOL [WHO-DD], NCGC00090701-06, I0496, I3C cpd, SMR000385784, 1H-Indol-3-Yl-Methanol, Prevention 4 (indole-3-carbinol), I3C, 3-Indolemethanol, methanol, indol-3-yl-, Spectrum2_001710, Spectrum3_001973, BSPBio_003573, MLS001333161, MLS001333162, SCHEMBL195520, SPECTRUM1505320, SPBio_001700, CHEMBL155625, 1H-Indole-3-methanol (9CI), GTPL10047, KBio3_002949, HMS1789O22, HMS2235E10, HMS3369B02, HMS3651I18, HMS3749E07, BCP00087, HY-N0170, Tox21_400055, CCG-38786, HSCI1_000097, NSC525801, s2313, AKOS001075120, AC-7583, CS-7780, DB12881, FI02853, GS-0916, SB14958, SDCCGMLS-0065970.P001, SDCCGMLS-0065970.P002, SMP2_000172, NCGC00090701-01, NCGC00090701-02, NCGC00090701-03, NCGC00090701-04, NCGC00090701-05, NCGC00090701-07, CAS-700-06-1, SY015976, DB-011567, DB-228661, NS00005466, SW219849-1, EN300-18594, A836732, SR-01000838318, Q1770257, SR-01000838318-3, BRD-K01815685-001-02-3, BRD-K01815685-001-07-2, BRD-K01815685-001-15-5, Z85923165, Indole-3-carbinol, Indole-3-methanol, 3-Hydroxymethylindole, 1H-Indol-3-ylmethanol, FXK
Ghose Rule False
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 36.0
Hydrogen Bond Donor Count 2.0
Pfizer 3 75 Rule False
Scaffold Graph Level C1CCC2CCCC2C1
Np Classifier Class Simple indole alkaloids
Deep Smiles OCcc[nH]cc5cccc6
Heavy Atom Count 11.0
Classyfire Class Indoles and derivatives
Description Produced from glucosinolates in Brassica species on crushing or cooking. Potential nutriceutical 16082211)., Indole-3-carbinol is produced by members of the family Cruciferae and particularly members of the genus Brassica, for example, cabbage, radishes, cauliflower, broccoli, Brussels sprouts, and daikon). Indole-3-carbinol is metabolized to a number of products, including the dimeric 3,3'-diindolylmethane. Both 3,3'-diindolylmethane and Indole-3-carbinol are thought to have biological effects. Indole-3-carbinol is a natural chemopreventive compound. It has multiple anticarcinogenic and antitumorigenic properties by suppressing the proliferation of certain cancer cells, including breast cancer, prostate cancer, endometrial cancer, colon cancer, and leukemic cells (PMID: 16634522. 1H-Indole-3-methanol is found in many foods, some of which are broccoli, brassicas, cabbage, and brussel sprouts.
Scaffold Graph Node Level C1CCC2NCCC2C1
Classyfire Subclass Indoles
Isotope Atom Count 0.0
Molecular Complexity 138.0
Database Name fooddb_chem_all;hmdb_chem_all;imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 0.0
Uniprot Id P17988, Q962Y6, P15917, P00811, Q96KQ7, O95149, O89049, P03372, P08659, O75496, Q16236, Q13526, P10145, P51449, O42275, P81908, n.a., Q9NUW8, Q9Y6L6, Q9NPD5, P0DTD1, P10275, Q03181, P04792, P19838, P05412
Iupac Name 1H-indol-3-ylmethanol
Class Indoles and derivatives
Veber Rule True
Classyfire Superclass Organoheterocyclic compounds
Xlogp 1.1
Superclass Organoheterocyclic compounds
Subclass Indoles
Gsk 4 400 Rule True
Molecular Formula C9H9NO
Scaffold Graph Node Bond Level c1ccc2[nH]ccc2c1
Inchi Key IVYPNXXAYMYVSP-UHFFFAOYSA-N
Silicos It Class Soluble
Rotatable Bond Count 1.0
State Solid
Synonyms 1H-indol-3-ylmethanol, 1H-Indole-3-methanol (9CI), 3-(Hydroxymethyl)indole, 3-Hydroxymethylindole, 3-Indolecarbinol, 3-Indolemethanol, 3-indolylcarbinol, 3-Indolylmethanol, C9H9NO, I3C cpd, Indinol, Indole-3-carbinol, indole-3-methanol, PREVENTION 4 (INDOLE-3-CARBINOL), 3-Indolylcarbinol, 1H-Indole-3-methanol, I3c CPD, Indole-3-methanol, 1H-indol-3-Ylmethanol, (1H-Indol-3-yl)methanol, indole-3-carbinol
Substituent Name Indole, Benzenoid, Substituted pyrrole, Heteroaromatic compound, Pyrrole, Azacycle, Hydrocarbon derivative, Aromatic alcohol, Primary alcohol, Organooxygen compound, Organonitrogen compound, Alcohol, Aromatic heteropolycyclic compound
Esol Class Very soluble
Functional Groups CO, c[nH]c
Compound Name Indole-3-Carbinol
Kingdom Organic compounds
Exact Mass 147.068
Formal Charge 0.0
Monoisotopic Mass 147.068
Hydrogen Bond Acceptor Count 1.0
Molecular Weight 147.17
Gi Absorption True
Covalent Unit Count 1.0
Total Atom Stereocenter Count 0.0
Total Bond Stereocenter Count 0.0
Molecular Framework Aromatic heteropolycyclic compounds
Lipinski Rule Of 5 True
Inchi InChI=1S/C9H9NO/c11-6-7-5-10-9-4-2-1-3-8(7)9/h1-5,10-11H,6H2
Smiles C1=CC=C2C(=C1)C(=CN2)CO
Np Classifier Biosynthetic Pathway Alkaloids
Defined Bond Stereocenter Count 0.0
Egan Rule True
Taxonomy Direct Parent 3-alkylindoles
Np Classifier Superclass Tryptophan alkaloids

  • 1. Outgoing r'ship FOUND_IN to/from Brassica Oleracea (Plant) Rel Props:Source_db:fooddb_chem_all