Indole-3-Carbinol 吲哚-3-甲醇

CAS 700-06-1 MFCD00005632

化学结构图

700-06-1
SMILES: OCc1c[nH]c2ccccc12

化学属性

Mol. FormulaC9H9NO
Mol. Weight147
Density1.272
Melting Point96-99
TSCANo

别名和识别编码

Chemical NameIndole-3-Carbinol
CAS Number700-06-1
Alfabeta NameHYDROXYMETHYLINDOLE 3-
MDL NumberMFCD00005632
Synonym 3-Hydroxymethylindole 3-Indolemethanol (1H-Indol-3-yl)-methanol 3-Indolylcarbinol
EC Number211-836-2
Beilstein Registry Number121323
PubChem Substance ID3712
Reaxys-RN121323
Chemical Name Translation吲哚-3-甲醇
Wiswesser Line NotationT56 BMJ D1Q
LabNetwork Molecule IDLN00173548
InChIInChI=1S/C9H9NO/c11-6-7-5-10-9-4-2-1-3-8(7)9/h1-5,10-11H,6H2
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分类

  • {SNA} Alkaloid, Antioxidant, Chemopreventive Agents, Functional Foods, Gene Regulation, Phytochemicals by Chemical Classification, 癌症研究, 细胞生物学, 营养研究
  • {SNA} Alkaloid, Antioxidant, Cell Biology, Chemopreventive Agents, Functional Foods, Gene Regulation, Nutrition Research, Phytochemicals by Chemical Classification, 癌症研究
  • {SNA} Alkaloid, Antioxidant, Functional Foods, Gene Regulation, Phytochemicals by Chemical Classification, 化学预防剂, 癌症研究, 细胞生物学,

产品应用

  • 抑制癌变。已被证明抑制动物的癌变。发现于十字花科蔬菜中发现。

相关文献及参考

  • [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.
  • Bailey, G.S., et al.: J. Natl. Cancer Inst., 78, 931 (1987),
  • On treatment with acids, is converted to a stabilized cation 3-methylene-3H-indolium, which can undergo further reaction to give diindol-3-ylmethane. Moody's group have demonstrated a formal [3+2] cycloaddition of the cation to a variety of alkenes to give cyclopenta[b]indoles: J. Chem. Soc., Perkin 1, 1127 (1995):
  • Stresser, D.M., et al.: J. Biochem. Toxicol., 10, 191 (1995),
  • [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

安全信息

Warnings IRRITANT
Signal word
GHS Symbol
WGK Germany3
Safety Statements
  • S36 Wear suitable protective clothing 穿戴适当的防护服;
  • S26 In case of contact with eyes, rinse immediately with plenty of water and seek medical advice 眼睛接触后,立即用大量水冲洗并征求医生意见;
  • S36/37/39 Wear suitable protective clothing, gloves and eye/face protection 穿戴适当的防护服、手套和眼睛/面保护;
Risk Statements
  • R36/38 Irritating to eyes and skin 对眼睛和皮肤有刺激性
  • R36/37/38 Irritating to eyes, respiratory system and skin 对眼睛、呼吸系统和皮肤有刺激性
Precautionary statements
RTECSNL9483000
Hazard statements
  • H315 Causes skin irritation 会刺激皮肤
  • H319 Causes serious eye irritation 严重刺激眼睛
Personal Protective Equipment dust mask type N95 (US), Eyeshields, Gloves
Hazard Codes Xi
Storage condition <;0 <0°C 储存温度 2-8°C
TYPE OF TEST            : LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE       : Subcutaneous
SPECIES OBSERVED        : Rodent - rat
DOSE/DURATION           : 500 mg/kg
TOXIC EFFECTS :
   Behavioral - coma
REFERENCE :
   FCTXAV Food and Cosmetics Toxicology.  (London, UK)  V.1-19, 1963-81.  For
   publisher information, see FCTOD7.  Volume(issue)/page/year: 18,159,1980

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Subcutaneous
SPECIES OBSERVED        : Rodent - rat
DOSE                    : 400 mg/kg
SEX/DURATION            : female 8-9 day(s) after conception
TOXIC EFFECTS :
   Reproductive - Effects on Embryo or Fetus - fetotoxicity (except death,
   e.g., stunted fetus)
REFERENCE :
   FCTXAV Food and Cosmetics Toxicology.  (London, UK)  V.1-19, 1963-81.  For
   publisher information, see FCTOD7.  Volume(issue)/page/year: 18,159,1980

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - rat
DOSE                    : 1 mg/kg
SEX/DURATION            : female 15 day(s) after conception
TOXIC EFFECTS :
   Reproductive - Effects on Newborn - delayed effects
REFERENCE :
   TXAPA9 Toxicology and Applied Pharmacology.  (Academic Press, Inc., 1 E.
   First St., Duluth, MN 55802) V.1-    1959-  Volume(issue)/page/year:
   141,68,1996

系列性分类


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