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Indole-3-carbinol

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CAS:700-06-1
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Indole-3-carbinol manufacturers

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  • 2024-02-23
  • CAS:700-06-1
  • Min. Order: 1kg
  • Purity: 99%
  • Supply Ability: 1000kg
  • Indole-3-carbinol
  • Indole-3-carbinol pictures
  • $0.00 / 25Kg/Drum
  • 2024-02-23
  • CAS:700-06-1
  • Min. Order: 1KG
  • Purity: 99%
  • Supply Ability: 200mt
  • Indole-3-carbinol
  • Indole-3-carbinol pictures
  • $0.00 / 1kg
  • 2024-02-23
  • CAS:700-06-1
  • Min. Order: 1kg
  • Purity: 99%
  • Supply Ability: 2000kg

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Indole-3-carbinol Basic information
Product Name:Indole-3-carbinol
Synonyms:Indole-3-carbinol,99.5%;Indole-3-carbinol 98%;(1H-Indol-3-yl)-methano;Indol-3-yl-methanol;3-INDOLAMETHANOL;INDOLE-3-CARBINOL:3-INDOLE METHANOL;INDOLE-3-CARBINOL(RG);3-HYDROXYMETHYLINDOLE(INDOLE-3-CARBINOL)
CAS:700-06-1
MF:C9H9NO
MW:147.17
EINECS:211-836-2
Product Categories:Heterocycle-Indole series;Antioxidant;Biochemistry;Simple Indoles;Nutritional Supplements;Aromatics;Heterocycles;Inhibitors;Pyrroles & Indoles;Indoles and derivatives;IndoleDerivative;Pyrroles & Indoles;Indole;Indoles;blocks;IndolesOxindoles;indole derivative;Halogenated Heterocycles ,Others;pharmaceutical raw material;700-06-1
Mol File:700-06-1.mol
Indole-3-carbinol Structure
Indole-3-carbinol Chemical Properties
Melting point 96-99 °C (lit.)
Boiling point 267.28°C (rough estimate)
density 1.1135 (rough estimate)
refractive index 1.5670 (estimate)
storage temp. 2-8°C
solubility soluble in Methanol
form Crystalline Powder or Flakes
pka15.10±0.10(Predicted)
color Off-white to yellow-orange
BRN 121323
Stability:2-80C
InChIInChI=1S/C9H9NO/c11-6-7-5-10-9-4-2-1-3-8(7)9/h1-5,10-11H,6H2
InChIKeyIVYPNXXAYMYVSP-UHFFFAOYSA-N
SMILESN1C2=C(C=CC=C2)C(CO)=C1
LogP1.366 (est)
CAS DataBase Reference700-06-1(CAS DataBase Reference)
Safety Information
Hazard Codes Xi
Risk Statements 36/38
Safety Statements 26-36
WGK Germany 3
RTECS NL9483000
Hazard Note Irritant
HS Code 29339900
MSDS Information
ProviderLanguage
ACROS English
SigmaAldrich English
ALFA English
Indole-3-carbinol Usage And Synthesis
Chemical PropertiesIndole-3-carbinol is an off-white powder. It is soluble in organic solvents such as benzene, ethanol, DMSO, and dimethyl formamide (DMF), which should be purged with an inert gas. The solubility of Indole-3-carbinol in ethanol and DMF is approximately 10 mg/ml and approximately 3 mg/ml in DMSO. Indole-3-carbinol is an unstable compound that undergoes rapid oligomerization in acid pH environments, like the stomach.
OccurrenceIndole-3-carbinol is produced by members of the family Cruciferae, and particularly members of the genus Brassica (e.g., cabbage, radishes, cauliflower, broccoli, Brussels sprouts, and daikon).
UsesIndole-3-carbinol has been used for encapsulation with poly-lactic-co-glycolic acid (PLGA), to study its in-vitro anti-cancerogenic effects on breast adenocarcinoma epithelial (MCF7), colon adenocarcinoma epithelial (Caco2), prostate carcinoma epithelial (PC3) cells. It has also been used as a cytochrome P4501A (CYP1A) inducer.
PreparationUsing indole, phosphorus oxychloride and N,N-dimethylformamide as raw materials, indole-3-carbaldehyde was synthesized by Vilsmeier-Haack reaction with a yield of 87.1%.
DefinitionChEBI: Indole-3-carbinol is an indolyl alcohol carrying a hydroxymethyl group at position 3. It is a constituent of the cruciferous vegetables and had anticancer activity.
ApplicationIndole-3-carbinol (I3C) is a secondary plant metabolite of 3-methylindole produced in Brassica family vegetables. It is an inhibitor of Amyloid-beta deposition and Inhibits cancinogenesis at the initiation stage. Indole-3-carbinol is used in cancer prevention, specifically for breast, cervical and colon cancers. It has also been widely used to address lupus.
Synthesis Reference(s)Canadian Journal of Chemistry, 31, p. 775, 1953 DOI: 10.1139/v53-106
The Journal of Organic Chemistry, 61, p. 1493, 1996 DOI: 10.1021/jo951219c
General DescriptionIndole-3-carbinol is a novel secondary plant metabolite produced in cruciferous vegetables, such as cabbage, cauliflower and brussels sprouts.
Biochem/physiol ActionsInhibits cancinogenesis at the initiation stage. Has be shown to inhibit carcinogenesis in several animal species, but it enhances tumor incidence if administered at a post-initiation stage. Found in cruciferous vegetables.
Anticancer ResearchI3C is a bioactive compound majorly found in Brassica vegetables including broccoli,cauliflower, and collard greens. I3C and its derivative diindolylmethane (DIM)have been investigated for cancer prevention and treatment of breast, prostate, andovarian cancers. I3C partially modulates the tyrosine kinase/PI3K/Akt signalingpathway which leads to the prevention of lung adenocarcinoma which is induced byusing tobacco carcinogen in A/J mice. DIM transduces signaling via aryl hydrocarbon(Ah) receptor, NF-κB/Wnt/Akt/mTOR signaling pathways, cell cycle arrest,modulated cytochrome P450 enzymes, and altered angiogenetic and invasive,metastatic, and epigenetic behavior of cancer cells. Combination of DIM and I3Cinduces Nrf2-mediated phase II drug metabolizing genes (GSTm2, UGT1A1, andNQO1) and antioxidant genes (HO-1, SOD-1) (Weng et al. 2008; 2012).
Indole-3-carbinol Preparation Products And Raw materials
Raw materials2,3-DICHLORO-5,8-DIHYDROXY-1,4-NAPHTHOQUINONE-->Dimethylamine-->Gramine-->Indole-3-carboxaldehyde
Tag:Indole-3-carbinol(700-06-1) Related Product Information
Ethyl indole-3-carboxylate INDOLE-3-CARBINOL HYDRATE ETHYL 5-HYDROXY-2-METHYLINDOLE-3-CARBOXYLATE 1-[(3-METHYLPHENYL)METHYL]-1H-INDOLE-3-METHANOL,1H-INDOLE-3-METHANOL, 1-[(3-METHYLPHENYL)METHYL]- Ethyl 5-acetyloxy-1,2-dimethylindole-3-carboxylate PENITREM A 3-TROPANYL-INDOLE-3-CARBOXYLATE METHIODIDE 2-Methyl-1H-indol-6-ol (3aS-cis)-1,2,3,3a,8,8a-Hexahydro-1,3a,8-trimethylpyrrolo[2,3-b]indol-5-ol methylcarbamate hemisulfate 3-METHOXYMETHYLINDOLE ETHYL 6-HYDROXY-7-METHYL-6H-[1,2,5]OXADIAZOLO[3,4-E]INDOLE-8-CARBOXYLATE 5-FLUOROINDOLE-3-CARBOXYLIC ACID RARECHEM AL BI 1490 RARECHEM AL BI 0942 3-(2-Methylaminoethyl)indol-5-ol oxalate, N-Methylserotonin oxalate 5-HYDROXY-2-METHYL-1-PHENYL-1H-INDOLE-3-CARBOXYLIC ACID ETHYL ESTER AKOS B006681 1H-Indole-3-carboxylicacid,2-amino-,methylester(9CI)