L-Thyroxine L-甲状腺素

CAS 51-48-9 MFCD00002595

化学结构图

51-48-9
SMILES: N[C@@H](Cc1cc(I)c(Oc2cc(I)c(O)c(I)c2)c(I)c1)C(=O)O

化学属性

Mol. FormulaC15H11I4NO4
Mol. Weight777
Melting Point223
Solubility不溶
Density2.635

别名和识别编码

Chemical NameL-Thyroxine
Synonym 3,3',5,5'-Tetraiodo-L-thyronine L-Thyroxine O-(4-羟基-3,5-二碘苯基)-3,5-二碘-L-酪氨酸;甲四碘胺;左旋甲状腺素 3,3',5,5'-Tetraiodo-L-thyronine; 3-[4-(4-Hydroxy-3,5-diiodophenoxy)-3,5-diiodophenyl]-L-alanine; L-2-Amino-3-[4-(4-hydroxy-3,5-diiodo-phenoxy)-3,5-diiodo-phenyl]-propanoic acid Thyroxin L-甲状腺素 THX Thyreoideum 3,3′,5,5″-四碘代-L-甲状腺原氨酸 3-[4-(4-羟基-3,5-二碘苯氧基)-3,5-二碘苯基]-L-丙氨酸 T4 Thyroxinal L-3,5,3',5'-Tetraiodothyronine Tetraiodothyronine Thyroxine, L- L-Thyroxin L-T4 O-(4-羟基-3,5-二碘苯基)-3,5-二碘-L-酪氨酸 Levothyroxine (-)-Thyroxine T4 (Hormone)
Beilstein Registry Number2228515
PubChem Substance ID5819
CAS Number51-48-9
EC Number200-101-1
MDL NumberMFCD00002595
Chemical Name TranslationL-甲状腺素
Alfabeta NameHYDROXYDIIODOPHENYLDIIODOTYROSINE OL43535()--------,,
Wiswesser Line NotationQVYZ1R CI EI DOR DQ CI EI
LabNetwork Molecule IDLN00165250
InChIInChI=1S/C15H11I4NO4/c16-8-4-7(5-9(17)13(8)21)24-14-10(18)1-6(2-11(14)19)3-12(20)15(22)23/h1-2,4-5,12,21H,3,20H2,(H,22,23)/t12-/m0/s1
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分类

  • {SNA} Hormones, 细胞培养, 试剂和添加剂
  • {SNA} Bioactive Small Molecules, Cell Culture, Hormones, Reagents and Supplements,
  • {SNA} Analytical Standards,
  • {SNA} Catecholamine, Cofactor, Cytokines, Growth Factors and Hormones, Hormones, Metabolic Pathways, Metabolites and Cofactors on the Metabolic Pathways Chart, Other Protein/Peptide Hormones, Peptides and Proteins, Peptides for Cell Biology, Thyroid Hormones, Thyroxine, Thyroxine (T4), 代谢组学, 细胞信号转导和神经科学, 细胞生物学
  • {SNA} Analytical Standards, Chromatography, Pharmaceutical Standards, Pharmacopeia Standards, USP Standards,
  • {SNA} Analytical Standards

产品应用

  • L- 甲状腺素 (T4) 和三吲哚-L-甲状腺原氨酸(triiodo-L-thyronine，T3) 是含吲哚激素，是由甲状腺滤泡细胞里的甲状腺球蛋白产生的。L-甲状腺素通过影响DNA转录和蛋白质合成来刺激代谢和调控生长和发育。

相关文献及参考

  • [2]. Corriveau S, et al. Levothyroxine treatment generates an abnormal uterine contractility patterns in an in vitro animalmodel. J Clin Transl Endocrinol. 2015 Sep 9;2(4):144-149.
  • DeGroot, L.J., and Niepomniszcze, H., Biosynthesis of thyroid hormone: basic and clinical aspects. Metabolism 26 , 665-718, (1977)
  • Merck: 14,9415 Beilstein: 14,IV,2373
  • Oppenheimer, J.H., et al., Advances in our understanding of thyroid hormone action at the cellular level. Endocr. Rev. 8 , 288-308, (1987) 摘要
  • Tiefenbach, J., et al., A Live Zebrafish-based Screening System For Human Nuclear Receptor Ligand And Cofactor Discovery. PLoS ONE 5 , e9797, (2010) 摘要
  • [1]. Arici M, et al. Association between genetic polymorphism and levothyroxine bioavailability in hypothyroid patients. Endocr J. 2018 M
  • [1]. Arici M, et al. Association between genetic polymorphism and levothyroxine bioavailability in hypothyroid patients. Endocr J. 2018 Mar 28;65(3):317-323.

安全信息

WGK Germany3
RTECSYP2833500
Personal Protective Equipment Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
Safety Statements
  • S22 Do not breathe dust 不要吸入粉尘；
  • S24/25 Avoid contact with skin and eyes 避免皮肤和眼睛接触；
GHS Symbol
Precautionary statements
  • P260 Do not breathe dust/fume/gas/mist/vapours/spray. 不要吸入粉尘/烟/气体/烟雾/蒸汽/喷雾。
  • P262 Do not get in eyes, on skin, or on clothing. 不要接触眼睛，皮肤或衣服。
TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Human - man
DOSE/DURATION           : 63 ug/kg
TOXIC EFFECTS :
   Behavioral - hallucinations, distorted perceptions
   Cardiac - pulse rate increase, without fall in BP
REFERENCE :
   JTCTDW Journal of Toxicology, Clinical Toxicology.  (Marcel Dekker, 270
   Madison Ave., New York, NY 10016)  V.19-    1982-  Volume(issue)/page/year:
   20,517,1983

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Human - woman
DOSE/DURATION           : 400 ug/kg/2D-I
TOXIC EFFECTS :
   Behavioral - coma
   Cardiac - arrhythmias (including changes in conduction)
REFERENCE :
   ICMED9 Intensive Care Medicine.  (Springer-Verlag New York, Inc., Service
   Center, 44 Hartz Way, Secaucus, NJ 07094)  V.3-    1977-
   Volume(issue)/page/year: 13,33,1987

TYPE OF TEST            : Unscheduled DNA synthesis
ROUTE OF EXPOSURE       : Subcutaneous
TEST SYSTEM             : Rodent - rat
DOSE/DURATION           : 6250 ug/kg/2D (Continuous)
REFERENCE :
   BEXBAN Bulletin of Experimental Biology and Medicine (English Translation).
   Translation of BEBMAE. (Plenum Pub. Corp., 233 Spring St., New York, NY
   10013)  V.41-    1956-  Volume(issue)/page/year: 72,942,1971

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Subcutaneous
SPECIES OBSERVED        : Rodent - rat
DOSE                    : 450 ug/kg
SEX/DURATION            : female 7-15 day(s) after conception
TOXIC EFFECTS :
   Reproductive - Fertility - post-implantation

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - rat
DOSE                    : 1400 ug/kg
SEX/DURATION            : female 16-22 day(s) after conception
TOXIC EFFECTS :
   Reproductive - Effects on Newborn - biochemical and metabolic
REFERENCE :
   ACEDAB Acta Endocrinologica, Supplementum (Copenhagen).  (Periodica,
   Skolegade 12 E, DK-2500 Valby, Denmark)  No.1-    1948-
   Volume(issue)/page/year: 215,73,1978

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - rat
DOSE                    : 410 mg/kg
SEX/DURATION            : female 3 week(s) pre-mating
                          female 1-20 day(s) after conception
TOXIC EFFECTS :
   Reproductive - Effects on Embryo or Fetus - cytological changes (including
   somatic cell genetic material)
REFERENCE :
   CTSRCS Cell and Tissue Research.  (Springer-Verlag New York, Inc., Service
   Center, 44 Hartz Way, Secaucus, NJ 07094)  V.148-    1974-
   Volume(issue)/page/year: 260,403,1990

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Subcutaneous
SPECIES OBSERVED        : Rodent - mouse
DOSE                    : 12 mg/kg
SEX/DURATION            : female 9-11 day(s) after conception
TOXIC EFFECTS :
   Reproductive - Fertility - post-implantation mortality (e.g. dead and/or
   resorbed implants per total number of implants)
   Reproductive - Specific Developmental Abnormalities - musculoskeletal system
REFERENCE :
   KAIZAN Kaibogaku Zasshi.  Journ

其他信息

  • 不溶于水、醇和大多数有机溶剂，在矿物油存在下溶于醇。

系列性分类

  1. Life Science 生命科学
  2. Cell Biology 细胞生物学
  3. Bioactive Small Molecules - Cell Biology
  4. T - Bioactive Small Molecules
  1. Analytical & Chromatography 分析化学与色谱
  2. Analytical Standards
  3. Alphabetic - Analytical Standards
  4. T - Alphabetic
  5. TF - TO - T
  1. Chemical Synthesis 化学合成
  2. Chemical Biology 生物化学
  3. Peptide Chemistry 多肽化学
  4. Unnatural Amino Acid Derivatives 人工合成氨基酸
  5. Alanine Derivatives - Unnatural Amino Acid Derivatives
  1. Life Science 生命科学
  2. Cell Biology 细胞生物学
  3. Cell Signaling and Neuroscience - Cell Biology
  4. Cytokines, Growth Factors and Hormones - Cell Signaling and Neuroscience
  5. Hormones - Cytokines, Growth Factors and Hormones
  6. Other Protein/Peptide Hormones - Hormones
  7. Thyroxine (T4) - Other Protein/Peptide Hormones
  1. Thyroid Hormones - Peptides for Cell Biology
  2. Thyroxine - Thyroid Hormones
  1. Analytical & Chromatography 分析化学与色谱
  2. Syringes
  3. HPLC Manual Syringes - Syringes
  4. Hamilton HPLC Syringes - HPLC Manual Syringes
  5. Hamilton Valve Flushing Syringes - Hamilton HPLC Syringes
  1. Life Science 生命科学
  2. Biochemicals and Reagents
  3. Albumins and Transport Proteins
  4. Albumin
  1. Life Science 生命科学
  2. Biochemicals and Reagents
  3. Amino Acids
  4. Amino Acids
  1. Life Science 生命科学
  2. Biochemicals and Reagents
  3. Cell Signaling and Neuroscience
  4. Peptides and Proteins
  5. Thyroid Hormones
  1. Life Science 生命科学
  2. Biochemicals and Reagents
  3. Peptides
  4. Peptides for Cell Biology
  5. Thyroid Hormones
  1. Life Science 生命科学
  2. Biochemicals and Reagents
  3. Cell Signaling and Neuroscience
  4. Cytokines, Growth Factors and Hormones
  5. Hormones
  6. Other Protein/Peptide Hormones
  1. Life Science 生命科学
  2. Biochemicals and Reagents
  3. Cell Signaling and Neuroscience
  4. Peptides and Proteins
  5. Peptides for Cell Biology
  6. Thyroid Hormones
  1. Life Science 生命科学
  2. Biochemicals and Reagents
  3. Metabolomics
  4. Metabolic Pathways
  5. Metabolites and Cofactors on the Metabolic Pathways Chart
  6. Cholesterol
  1. Medical Research Areas
  2. Metabolism
  3. Endogenous Metabolite  (内源性代谢物)

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