Drug Details

General Information of the Drug (ID: DR3720)
Name
3,3'-diindolylmethane
Synonyms
diindolylmethane; di(1H-indol-3-yl)methane; 3,3'-Methylenebis-1H-indole; 3,3'-Methylenediindole; DIM; ARUNDINE; 1H-Indole, 3,3'-methylenebis-; Di(3-indolyl)methane; 3,3'-Di-indolylmethane; 3-(1H-indol-3-ylmethyl)-1H-indole; 3,3'-methylenebis(1H-indole); 3,3,-diindolylmethane; UNII-SSZ9HQT61Z; MFCD00195766; SSZ9HQT61Z; bis-1H-indol-3-ylmethane; CHEBI:50182; 3,3'-methanediylbis(1H-indole); 3-Diindolyl methane; 33'-Diindolylmethane; 3,3'-Diindolymethane; Diidolylmethane; Infemin; CCRIS 5806; Plant Indole; Di-3-indolylmethane; HB 236; NSC708486; PubChem8119; Spectrum2_001711; Spectrum3_001989; Spectrum5_001955; CBiol_001839; Oprea1_472633; Oprea1_740951; BSPBio_001290; BSPBio_003589; CBDivE_010856; KBioGR_000010; KBioSS_000010; MLS006011847; SCHEMBL325162; SPECTRUM1505331; SPBio_001722; ACMC-20976o; 3,3'-di(indol-3-yl)methane; BML3-F11; CHEMBL446452; 3,3'-Diindolylmethane (DIM); DTXSID8037047; GTPL11208; KBio2_000010; KBio2_002578; KBio2_005146; KBio3_000019; KBio3_000020; KBio3_003002; Bio1_000125; Bio1_000614; Bio1_001103; Bio2_000010; Bio2_000490; HMS1361A12; HMS1791A12; HMS1989A12; HMS3402A12; ZINC187911; 3,3'-diindolylmethane, AldrichCPR; ACT06989; ALBB-016048; BCP00470; ANW-13582; BBL015828; CCG-39861; GR-207; HSCI1_000069; s4728; STK263696; AKOS003627372; AM84671; CS-1652; DB11875; KS-5266; MCULE-3718375492; NSC-708486; SB16901; IDI1_033760; NCGC00095348-01; NCGC00095348-02; NCGC00095348-03; NCGC00095348-04; NCGC00095348-05; NCGC00095348-06; NCGC00095348-07; AC-11611; AK-45887; HY-15758; NCI60_038418; SMR001828114; SY038972; 3,3'-Diindolylmethane, >=98% (HPLC); 3,3'-Diindolylmethane, analytical standard; DB-011102; FT-0614061; M1399; A16321; D-3720; M-1632; 968D054; Q4634053; BRD-K37846922-001-05-2; BRD-K37846922-001-06-0; BRD-K37846922-001-09-4; C444299000
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Molecular Type
Small molecule
Disease Breast cancer [ICD-11: 2C60] Phase 2 [1]
Structure
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2D MOL

3D MOL

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Formula
C17H14N2
PubChem CID
3071
Canonical SMILES
C1=CC=C2C(=C1)C(=CN2)CC3=CNC4=CC=CC=C43
InChI
1S/C17H14N2/c1-3-7-16-14(5-1)12(10-18-16)9-13-11-19-17-8-4-2-6-15(13)17/h1-8,10-11,18-19H,9H2
InChIKey
VFTRKSBEFQDZKX-UHFFFAOYSA-N
CAS Number
CAS 1968-05-4
DrugBank ID
DB11875
Combinatorial Therapeutic Effect(s) Validated Clinically or Experimentally
    α. A List of Natural Product(s) Able to Enhance the Efficacy of This Drug
          Capsaicin      Capsicum annuum     Click to Show/Hide the Molecular Data of This NP
                 Achieving Therapeutic Synergy     Click to Show/Hide
                    Representative Experiment Reporting the Effect of This Combination [2]
                    Detail(s)  Combination Info  click to show the detail info of this combination
                    Molecule(s)
                    Regulation		 Up-regulation Expression BAK  Molecule Info 
Pathway MAP
Up-regulation Expression BAX  Molecule Info 
Pathway MAP
Up-regulation Expression BBC3  Molecule Info 
Pathway MAP
Up-regulation Expression BID  Molecule Info 
Pathway MAP
Down-regulation Expression CDK4  Molecule Info 
Pathway MAP
Down-regulation Expression CDK6  Molecule Info 
Pathway MAP
Up-regulation Expression CDKN1A  Molecule Info 
Pathway MAP
Up-regulation Expression FAS  Molecule Info 
Pathway MAP
Up-regulation Expression IFI27  Molecule Info 
Pathway MAP
Up-regulation Expression p105  Molecule Info 
Pathway MAP
Up-regulation Expression TP53  Molecule Info 
Pathway MAP
                    In-vitro Model HCT 116 CVCL_0291 Colon carcinoma Homo sapiens
SW480 CVCL_0546 Colon adenocarcinoma Homo sapiens
LoVo CVCL_0399 Colon adenocarcinoma Homo sapiens
Caco-2 CVCL_0025 Colon adenocarcinoma Homo sapiens
HT-29 CVCL_0320 Colon adenocarcinoma Homo sapiens
                    Experimental
                    Result(s)		 Capsaicin and DIM work synergistically to inhibit cell proliferation and induce apoptosis in colorectal cancer through modulating transcriptional activity of NF-kappaB, p53, and target genes associated with apoptosis.
Target and Pathway
Target(s) Cytochrome P450 1A1 (CYP1A1)  Molecule Info  [3]
Cytochrome P450 1A2 (CYP1A2)  Molecule Info  [3]
References
Reference 1 ClinicalTrials.gov (NCT01612910) Oral Microencapsulated Diindolylmethane in Treating Patients With Stage II-III Triple Negative, Androgen Receptor Positive Breast Cancer Who Have Undergone Chemotherapy and Surgery
Reference 2 Synergistic anticancer activity of capsaicin and 3,3'-diindolylmethane in human colorectal cancer. J Agric Food Chem. 2015 May 6;63(17):4297-304.
Reference 3 Chemopreventive properties of 3,3'-diindolylmethane in breast cancer: evidence from experimental and human studies. Nutr Rev. 2016 Jul;74(7):432-43.
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