I3C
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    WARNING: This product is for research use only, not for human or veterinary use.

MedKoo CAT#: 526084

CAS#: 700-06-1

Description: I3C, also known as 3-Indolemethanol, is a natural anti-cancer phytochemical derived from cruciferous vegetables such as cabbage and broccoli, inhibiting NEDD4-1.


Price and Availability

Size
Price

1g
USD 150
Size
Price

2g
USD 250
Size
Price

5g
USD 450

I3C, purity > 98%, is in stock. Current shipping out time is about 2 weeks after order is received. CoA, QC data and MSDS documents are available in one week after order is received.


Chemical Structure

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Theoretical Analysis

MedKoo Cat#: 526084
Name: I3C
CAS#: 700-06-1
Chemical Formula: C9H9NO
Exact Mass: 147.0684
Molecular Weight: 147.177
Elemental Analysis: C, 73.45; H, 6.16; N, 9.52; O, 10.87


Synonym: I3C; 3-Indolemethanol.

IUPAC/Chemical Name: 1H-Indol-3-ylmethanol

InChi Key: IVYPNXXAYMYVSP-UHFFFAOYSA-N

InChi Code: InChI=1S/C9H9NO/c11-6-7-5-10-9-4-2-1-3-8(7)9/h1-5,10-11H,6H2

SMILES Code: OCC1=CNC2=C1C=CC=C2


Technical Data

Appearance:
Solid powder

Purity:
>98% (or refer to the Certificate of Analysis)

Shipping Condition:
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition:
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility:
Soluble in DMSO

Shelf Life:
>2 years if stored properly

Drug Formulation:
This drug may be formulated in DMSO

Stock Solution Storage:
0 - 4 C for short term (days to weeks), or -20 C for long term (months).

Harmonized System Code:
293490


References

1: Li B, Cong M, Zhu Y, Xiong Y, Jin W, Wan Y, Zhou Y, Ao Y, Wang H. Indole-3-Carbinol Induces Apoptosis of Hepatic Stellate Cells through K63 De-Ubiquitination of RIP1 in Rats. Cell Physiol Biochem. 2017;41(4):1481-1490. doi: 10.1159/000470650. Epub 2017 Mar 24. PubMed PMID: 28395284.

2: Xie C, Pogribna M, Word B, Lyn-Cook L Jr, Lyn-Cook BD, Hammons GJ. In vitro analysis of factors influencing CYP1A2 expression as potential determinants of interindividual variation. Pharmacol Res Perspect. 2017 Mar 2;5(2):e00299. doi: 10.1002/prp2.299. eCollection 2017 Apr. PubMed PMID: 28357125; PubMed Central PMCID: PMC5368963.

3: Zamaratskaia G, Thøgersen R, Čandek-Potokar M, Rasmussen MK. Co-treatment with indole-3-carbinol and resveratrol modify porcine CYP1A and CYP3A activities and expression. Xenobiotica. 2017 Mar 19:1-9. doi: 10.1080/00498254.2017.1300708. [Epub ahead of print] PubMed PMID: 28316274.

4: Aparicio-Soto M, Sánchez-Hidalgo M, Alarcón-de-la-Lastra C. An update on diet and nutritional factors in systemic lupus erythematosus management. Nutr Res Rev. 2017 Jun;30(1):118-137. doi: 10.1017/S0954422417000026. Epub 2017 Mar 15. PubMed PMID: 28294088.

5: Herz C, Tran HT, Landerer S, Gaus J, Schlotz N, Lehr L, Schäfer WR, Treeck O, Odongo GA, Skatchkov I, Lamy E. Normal human immune cells are sensitive to telomerase inhibition by Brassica-derived 3,3-diindolylmethane,partly mediated via ERα/β-AP1 signaling. Mol Nutr Food Res. 2017 Mar 7. doi: 10.1002/mnfr.201600524. [Epub ahead of print] PubMed PMID: 28267258.

6: Gehrcke M, Giuliani LM, Ferreira LM, Barbieri AV, Sari MH, da Silveira EF, Azambuja JH, Nogueira CW, Braganhol E, Cruz L. Enhanced photostability, radical scavenging and antitumor activity of indole-3-carbinol-loaded rose hip oil nanocapsules. Mater Sci Eng C Mater Biol Appl. 2017 May 1;74:279-286. doi: 10.1016/j.msec.2016.12.006. Epub 2016 Dec 14. PubMed PMID: 28254296.

7: Quirit JG, Lavrenov SN, Poindexter K, Xu J, Kyauk C, Durkin KA, Aronchik I, Tomasiak T, Solomatin YA, Preobrazhenskaya MN, Firestone GL. Indole-3-carbinol (I3C) analogues are potent small molecule inhibitors of NEDD4-1 ubiquitin ligase activity that disrupt proliferation of human melanoma cells. Biochem Pharmacol. 2017 Mar 1;127:13-27. doi: 10.1016/j.bcp.2016.12.007. Epub 2016 Dec 12. PubMed PMID: 27979631.

8: Brant L, Georgomanolis T, Nikolic M, Brackley CA, Kolovos P, van Ijcken W, Grosveld FG, Marenduzzo D, Papantonis A. Exploiting native forces to capture chromosome conformation in mammalian cell nuclei. Mol Syst Biol. 2016 Dec 9;12(12):891. doi: 10.15252/msb.20167311. PubMed PMID: 27940490; PubMed Central PMCID: PMC5199122.

9: Jíchová Š, Doleželová Š, Kopkan L, Kompanowska-Jezierska E, Sadowski J, Červenka L. Fenofibrate Attenuates Malignant Hypertension by Suppression of the Renin-angiotensin System: A Study in Cyp1a1-Ren-2 Transgenic Rats. Am J Med Sci. 2016 Dec;352(6):618-630. doi: 10.1016/j.amjms.2016.09.008. Epub 2016 Sep 27. PubMed PMID: 27916218.

10: Chang AS, Grant R, Tomita H, Kim HS, Smithies O, Kakoki M. Prolactin alters blood pressure by modulating the activity of endothelial nitric oxide synthase. Proc Natl Acad Sci U S A. 2016 Nov 1;113(44):12538-12543. Epub 2016 Oct 17. PubMed PMID: 27791173; PubMed Central PMCID: PMC5098649.

11: Nakane T, Hanashima S, Suzuki M, Saiki H, Hayashi T, Kakinouchi K, Sugiyama S, Kawatake S, Matsuoka S, Matsumori N, Nango E, Kobayashi J, Shimamura T, Kimura K, Mori C, Kunishima N, Sugahara M, Takakyu Y, Inoue S, Masuda T, Hosaka T, Tono K, Joti Y, Kameshima T, Hatsui T, Yabashi M, Inoue T, Nureki O, Iwata S, Murata M, Mizohata E. Membrane protein structure determination by SAD, SIR, or SIRAS phasing in serial femtosecond crystallography using an iododetergent. Proc Natl Acad Sci U S A. 2016 Nov 15;113(46):13039-13044. Epub 2016 Oct 31. PubMed PMID: 27799539; PubMed Central PMCID: PMC5135358.

12: Kado S, Chang WLW, Chi AN, Wolny M, Shepherd DM, Vogel CFA. Aryl hydrocarbon receptor signaling modifies Toll-like receptor-regulated responses in human dendritic cells. Arch Toxicol. 2017 May;91(5):2209-2221. doi: 10.1007/s00204-016-1880-y. Epub 2016 Oct 25. PubMed PMID: 27783115; PubMed Central PMCID: PMC5400689.

13: Dwyer T, Sinaiko AR, Raitakari OT; the i3C Consortium Writing Group.. Body-Mass Index in Adolescence and Cardiovascular Death in Adulthood. N Engl J Med. 2016 Sep 29;375(13):1300. doi: 10.1056/NEJMc1609415#SA2. PubMed PMID: 27682047.

14: Licznerska B, Baer-Dubowska W. Indole-3-Carbinol and Its Role in Chronic Diseases. Adv Exp Med Biol. 2016;928:131-154. Review. PubMed PMID: 27671815.

15: Abdelmageed MM, El-Naga RN, El-Demerdash E, Elmazar MM. Indole-3- carbinol enhances sorafenib cytotoxicity in hepatocellular carcinoma cells: A mechanistic study. Sci Rep. 2016 Sep 9;6:32733. doi: 10.1038/srep32733. PubMed PMID: 27612096; PubMed Central PMCID: PMC5017213.

16: Fletcher A, Huang H, Yu L, Pham Q, Yu L, Wang TT. Reversible Toxic Effects of the Dietary Supplement Indole-3-Carbinol in an Immune Compromised Rodent Model: Intestine as the Main Target. J Diet Suppl. 2017 May 4;14(3):303-322. Epub 2016 Aug 31. PubMed PMID: 27580128.

17: Fujioka N, Ransom BW, Carmella SG, Upadhyaya P, Lindgren BR, Roper-Batker A, Hatsukami DK, Fritz VA, Rohwer C, Hecht SS. Harnessing the Power of Cruciferous Vegetables: Developing a Biomarker for Brassica Vegetable Consumption Using Urinary 3,3'-Diindolylmethane. Cancer Prev Res (Phila). 2016 Oct;9(10):788-793. Epub 2016 Aug 18. PubMed PMID: 27538743; PubMed Central PMCID: PMC5220883.

18: Wang ML, Lin SH, Hou YY, Chen YH. Suppression of Lipid Accumulation by Indole-3-Carbinol Is Associated with Increased Expression of the Aryl Hydrocarbon Receptor and CYP1B1 Proteins in Adipocytes and with Decreased Adipocyte-Stimulated Endothelial Tube Formation. Int J Mol Sci. 2016 Aug 3;17(8). pii: E1256. doi: 10.3390/ijms17081256. PubMed PMID: 27527145; PubMed Central PMCID: PMC5000654.

19: Megna BW, Carney PR, Nukaya M, Geiger P, Kennedy GD. Indole-3-carbinol induces tumor cell death: function follows form. J Surg Res. 2016 Jul;204(1):47-54. doi: 10.1016/j.jss.2016.04.021. Epub 2016 Apr 22. Review. PubMed PMID: 27451867; PubMed Central PMCID: PMC4964970.

20: Díaz-Díaz CJ, Ronnekleiv-Kelly SM, Nukaya M, Geiger PG, Balbo S, Dator R, Megna BW, Carney PR, Bradfield CA, Kennedy GD. The Aryl Hydrocarbon Receptor is a Repressor of Inflammation-associated Colorectal Tumorigenesis in Mouse. Ann Surg. 2016 Sep;264(3):429-36. doi: 10.1097/SLA.0000000000001874. PubMed PMID: 27433903; PubMed Central PMCID: PMC5125557.