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Indole-3-carbinol

CAT: 0804-HY-N0170-01Size: 1 gDry Ice: NoHazardous: No
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CAT#:0804-HY-N0170-01Size:1 g
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Description
Indole-3-carbinol (I3C) inhibits NF-κB activity and also is an Aryl hydrocarbon receptor (AhR) agonist, and an inhibitor of WWP1 (WW domain-containing ubiquitin E3 ligase 1) .
CAS Number
700-06-1
Product Name Alternative
Indole-3-methanol
UNSPSC
12352005
Hazard Statement
H315, H319
Target
Aryl Hydrocarbon Receptor; E1/E2/E3 Enzyme; Endogenous Metabolite; NF-κB
Type
Natural Products
Related Pathways
Immunology/Inflammation; Metabolic Enzyme/Protease; NF-κB
Applications
Cancer-programmed cell death
Field of Research
Cancer
Assay Protocol
https://www.medchemexpress.com/Indole-3-carbinol.html
Purity
99.16
Solubility
DMSO : 100 mg/mL (ultrasonic)
Smiles
OCC1=CNC2=C1C=CC=C2
Molecular Formula
C9H9NO
Molecular Weight
147.18
Precautions
H315, H319
References & Citations
[1]Mohammadi S, et al. Indole-3-carbinol induces G1 cell cycle arrest and apoptosis through aryl hydrocarbon receptor in THP-1 monocytic cell line.J Recept Signal Transduct Res. 2017 Oct;37 (5) :506-514.|[2]Safa M, et al. Indole-3-carbinol suppresses NF-κB activity and stimulates the p53 pathway in pre-B acute lymphoblastic leukemia cells. Tumour Biol. 2015 May;36 (5) :3919-30.|[3]Lee YR, et al. Reactivation of PTEN tumor suppressor for cancer treatment through inhibition of a MYC-WWP1 inhibitory pathway. Science. 2019 May 17;364 (6441) . pii: eaau0159.
Shipping Conditions
Room Temperature
Storage Conditions
4°C (Powder, protect from light)
Scientific Category
Natural Products
Clinical Information
Phase 2
Isoform
Human Endogenous Metabolite; NF-κB

Chemical Information

Indole-3-Carbinol

Indole-3-methanol is an indolyl alcohol carrying a hydroxymethyl group at position 3. It is a constituent of the cruciferous vegetables and had anticancer activity. It has a role as an antineoplastic agent and a plant metabolite.

CAS Number700-06-1
PubChem CID3712
IUPAC Name1H-indol-3-ylmethanol
Molecular FormulaC9H9NO
Molecular Weight147.17
XLogP1.1
Topological Polar Surface Area36
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count1
Rotatable Bond Count1
Heavy Atom Count11
Formal Charge0
Complexity138
SMILES
C1=CC=C2C(=C1)C(=CN2)CO
InChI
InChI=1S/C9H9NO/c11-6-7-5-10-9-4-2-1-3-8(7)9/h1-5,10-11H,6H2
InChIKey
IVYPNXXAYMYVSP-UHFFFAOYSA-N
Chemical Structure
2D Structure
2D structure of Indole-3-Carbinol
CAS: 700-06-1
CID: 3712
Formula: C9H9NO
MW: 147.17
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight147.17
XLogP31.1
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count1
Rotatable Bond Count1
Exact Mass147.068413911
Monoisotopic Mass147.068413911
Topological Polar Surface Area36 Ų
Heavy Atom Count11
Formal Charge0
Complexity138
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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Alternative Products

CatalogName
I034-5GIndole-3-carbinol

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