3,3'-Diindolylmethane

Modify Date: 2025-08-23 17:10:21

3,3'-Diindolylmethane Structure
3,3'-Diindolylmethane structure
 Common Name 3,3'-Diindolylmethane
CAS Number 1968-05-4 Molecular Weight 246.307
Density 1.3±0.1 g/cm3 Boiling Point 504.8±30.0 °C at 760 mmHg
Molecular Formula C17H14N2 Melting Point 167 °C
MSDS USA Flash Point 232.5±15.8 °C
Symbol GHS07
GHS07		 Signal Word Warning

 Use of 3,3'-Diindolylmethane


3,3'-Diindolylmethane is a strong, pure androgen receptor (AR) antagonist.

 Names

Name 3,3'-diindolylmethane
Synonym More Synonyms

 3,3'-Diindolylmethane Biological Activity

Description 3,3'-Diindolylmethane is a strong, pure androgen receptor (AR) antagonist.
Related Catalog
Target

Androgen receptor[1]

In Vitro 3,3'-Diindolylmethane (DIM) is a strong antagonist of androgen receptor (AR) function but exhibits less than obvious structural similarity to the endogenous AR ligand, dihydrotestosterone (DHT). 3,3'-Diindolylmethane is a major digestive product of indole-3-carbinol, a potential anticancer component of cruciferous vegetables. 3,3'-Diindolylmethane exhibits potent antiproliferative and antiandrogenic properties in androgen-dependent human prostate cancer cells. 3,3'-Diindolylmethane suppresses cell proliferation of LNCaP cells and inhibits DHT stimulation of DNA synthesis. Moreover, 3,3'-Diindolylmethane inhibits endogenous PSA transcription and reduced intracellular and secreted PSA protein levels induced by DHT in LNCaP cells. Also, 3,3'-Diindolylmethane inhibits, in a concentration-dependent manner, the DHT-induced expression of a prostate-specific antigen promoter-regulated reporter gene construct in transiently transfected LNCaP cells. Co-treatment with 50 μM 3,3'-Diindolylmethane partially inhibits the translocation of AR induced by DHT treatment and showed distribution of the AR to be both cytoplasmic and nuclear. Furthermore, 3,3'-Diindolylmethane treatment prevents the formation of AR foci in the nucleus. 3,3'-Diindolylmethane alone produces a predominantly cytoplasmic distribution of fluorescence[1].
In Vivo Mice are randomized into two groups and are treated daily s.c. with either vehicle or 3,3'-Diindolylmethane (10 mg/kg) for 30 days. Tumor volume and the weight of mice are recorded once every 3 days using calipers. 3,3'-Diindolylmethane (DIM) treatment resulted in a marked inhibition of SNU-484 xenograft tumor growth. Notably, the body weight of mice from both groups did not significantly differ from the vehicle control following 30 days of drug exposure, suggesting that 3,3'-Diindolylmethane has no severe toxicity to the mice. Taken together, these findings demonstrate that 3,3'-Diindolylmethane administration significantly inhibited SNU-484 xenograft growthin vivo mediated by the inactivation of YAP[2].
Cell Assay The human prostate adenocarcinoma cell lines LNCaP-FGC and PC-3 are grown as adherent monolayers in 10% FBS-DMEM, supplemented with 4.0 g/L glucose and 3.7 g/L sodium bicarbonate in a humidified incubator at 37°C and 5% CO2, and passaged at ~80% confluency. Cultures used in subsequent experiments are at less than 40 passages. Cells grown in stripped conditions are in 5% DCC-FBS-DMEM base supplemented with 4 g/L glucose, 3.7 g/L sodium bicarbonate, and 0.293 g/L L-glutamine. Before the beginning of the treatments, cells are depleted of androgen for 4-7 days in medium composed of DMEM base without phenol red and with 4 g/L glucose and 3.7 g/L sodium bicarbonate. During the depletion period, medium is changed every 48 h. Treatments are administered by the addition of 1 μL of a 1,000-fold concentrated solution of 3,3'-Diindolylmethane in Me2SO/mL of medium. Once the treatment period started, medium is changed daily to counter possible loss of readily metabolized compounds[1].
Animal Admin Mice[2] Four-week-old female SPF/VAF immunodeficient mice are injected subcutaneously (s.c.) into the right flank with 0.1 mL Matrigel containing 3.5×106 human gastric cancer cells (SNU-484). The mice are randomized into 2 groups 1 week after tumor implantation: i) the untreated control group (n=5, DMSO in 50 μL PBS daily) and ii) the 3,3'-Diindolylmethane-treated group (n=5, 10 mg/kg in 50 μL PBS once daily). Gastric primary tumors are excised, and the final tumor volume is measured once every 3 days using a caliper and calculated as (width)2×length/2. The experiment is terminated on day 39. Half of the tumor tissue is prepared for western blotting and the other half is snap frozen in liquid nitrogen and stored at −80°C.
References

[1]. Le HT, et al. Plant-derived 3,3'-Diindolylmethane is a strong androgen antagonist in human prostate cancer cells. J Biol Chem. 2003 Jun 6;278(23):21136-45.

[2]. Li XJ, et al. 3,3'-Diindolylmethane suppresses the growth of gastric cancer cells via activation of the Hippo signaling pathway. Oncol Rep. 2013 Nov;30(5):2419-26.

 Chemical & Physical Properties

Density 1.3±0.1 g/cm3
Boiling Point 504.8±30.0 °C at 760 mmHg
Melting Point 167 °C
Molecular Formula C17H14N2
Molecular Weight 246.307
Flash Point 232.5±15.8 °C
Exact Mass 246.115692
PSA 31.58000
LogP 4.05
Vapour Pressure 0.0±1.2 mmHg at 25°C
Index of Refraction 1.765
Storage condition 2-8°C

 Safety Information

Symbol GHS07
GHS07
Signal Word Warning
Hazard Statements H315-H319-H335-H413
Precautionary Statements P261-P305 + P351 + P338
Personal Protective Equipment dust mask type N95 (US);Eyeshields;Gloves
Hazard Codes Xi
Risk Phrases 36/37/38
Safety Phrases 22-24/25
RIDADR NONH for all modes of transport
RTECS NM0332000
HS Code 2933990090

 Synthetic Route

 Customs

HS Code 2933990090
Summary 2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

 Articles17

More Articles
Actinobacillus pleuropneumoniae induces SJPL cell cycle arrest in G2/M-phase and inhibits porcine reproductive and respiratory syndrome virus replication.

Virol. J. 12 , 188, (2015)

Porcine reproductive and respiratory syndrome virus (PRRSV) is one of the most important pathogens in the swine industry and causes important economic losses. No effective antiviral drugs against it a...

The extended version of restriction analysis approach for the examination of the ability of low-molecular-weight compounds to modify DNA in a cell-free system.

Food Chem. Toxicol. 75 , 118-27, (2015)

One of the primary requirements in toxicology is the assessment of ability of chemicals to induce DNA covalent modification. There are several well-established methods used for this purpose such as (3...

The roles of co-chaperone CCRP/DNAJC7 in Cyp2b10 gene activation and steatosis development in mouse livers.

PLoS ONE 9(12) , e115663, (2014)

Cytoplasmic constitutive active/androstane receptor (CAR) retention protein (CCRP and also known as DNAJC7) is a co-chaperone previously characterized to retain nuclear receptor CAR in the cytoplasm o...

 Synonyms

HB 236
1H-Indole, 2-(1H-indol-3-ylmethyl)-
3-(1H-indol-3-ylmethyl)-1H-indole
ARUNDINE
di(1H-indol-3-yl)methane
DI-3-INDOLYLMETHANE
DIM
3-DIINDOLYL METHANE
3,3'-Diindolylmethane
1H-Indole, 3,3'-methylenebis-
2-(1H-Indol-3-ylmethyl)-1H-indole
3,3'-Methylenediindole
3,3'-Methylenebisindole；DIM
DI INDOLYL METHANE
di-(1H-3-indolyl)methane
Indole dimer
3,3'-methylene-bis(1H-indole)
3,3-Methylenediindole
Indolyl-CH2-Indolyl
MFCD00195766
3,3'-Methylenebis(1H-indole)
3,3'-Diindolymetane
Diindole methane
The content on this webpage is sourced from various professional data sources. If you have any questions or concerns regarding the content, please feel free to contact service1@chemsrc.com.
Top Suppliers:I want be here

Get all suppliers and price by the below link:

3,3'-Diindolylmethane suppliers

Price: ￥78/5g

Reference only. check more 3,3'-Diindolylmethane price

Related Compounds: More...
1,1'-DiBOC-3,3'-diindolylmethane
666752-28-9
5,5'-dibromo-3,3'-diindolylmethane
5030-96-6
5,5'-dichloro-3,3'-diindolylmethane
5030-93-3
2-(indol-3-ylmethyl)-3,3'-diindolylmethane
138250-72-3
3,3'-diacetoxy-[7,7']bi[ergostatrien-(5,8,22)-yl]
2111-11-7
3,3'-DICHLORO-5-FLUOROBENZOPHENONE
844884-96-4
3,3'-[(2-methyl-m-phenylene)bis(azo)]bistoluene-2,6-diamine
6358-82-3
3,3'-Thiobisphenol
63572-32-7
3,3'-(2-oxo-cyclohexylidene)-di-propionic acid diethyl ester
7677-62-5
(R)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(((5-(N,N-dimethylsulfamoyl)-8-hydroxyquinolin-2-yl)methyl)thio)propanoic acid
1007833-59-1
benzyl 2,3,4-tri-O-benzyl-D-glucopyranoside
61277-58-5
2-(4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)benzo[d]oxazol-6-amine
942589-97-1
1-(4-Methoxybenzyl)-5-methyl-1,4-diazepane
1275547-05-1
17-Hydroxy-21-[(1-oxopentyl)oxy]pregna-1,4-diene-3,11,20-trione
627846-14-4
5-[(1R)-1-aminoethyl]-2-nitrophenol
1213965-37-7
L-Proline, D-prolyl-
37784-16-0
8-(2-Methoxy-phenyl)-[1,2,4]triazolo[1,5-a]pyridin-2-ylamine
1257704-10-1
8-Pyridin-3-yl-[1,2,4]triazolo[1,5-a]pyridin-2-ylamine
1257704-16-7
8-Pyridin-4-yl-[1,2,4]triazolo[1,5-a]pyridin-2-ylamine
1257704-22-5
Chemsrc provides 3,3'-Diindolylmethane(CAS#:1968-05-4) MSDS, density, melting point, boiling point, structure, formula, molecular weight etc. Articles of 3,3'-Diindolylmethane are included as well.>> amp version: 3,3'-Diindolylmethane

Home | MSDS/SDS Database Search | Journals | Product Classification | Biologically Active Compounds | Selling Leads | About Us | Disclaimer

Copyright © 2024 ChemSrc All Rights Reserved