桔霉素 | 518-75-2

• 物质功能分类: 原料药 - 抗生素类药物 - 其它抗生素类药
• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 中文名称: 桔霉素
• 中文别名: 橘霉素；桔青霉素；橘青霉素
• 英文名称: Citrinin
• 英文别名: (-)-Citrinin；(3R,4S)-4,6-dihydro-8-hydroxy-3,4,5-trimethyl-6-oxo-3H-2-benzopyran-7-carboxylic acid；4,6-dihydro-8-hydroxy-3,4,5-trimethyl-6-oxo-3H-isochromene-7-carboxylic acid；antimycin；citrinine；(+)-citrinin；mycotoxin cytrinin；(+/-)-citrinin；(+/-)-threo-4,6-dihydro-8-hydroxy-3,4,5-trimrthyl-6-oxo-3H-2-benzopyran-7-carboxylic acid (citrinin)；(+/-)-8-hydroxy-3r,4t,5-trimethyl-6-oxo-4,6-dihydro-3H-isochromene-7-carboxylic acid；(+/-)-8-Hydroxy-3r,4t,5-trimethyl-6-oxo-4,6-dihydro-3H-isochromen-7-carbonsaeure
• CAS: 518-75-2
• 化学式: C₁₃H₁₄O₅
• 分子量: 250.251
• InChiKey: CQIUKKVOEOPUDV-IYSWYEEDSA-N

物化性质

• 熔点：
  175°C (dec.)
• 比旋光度：
  D18 -37.4° (c = 1.15 in alc.)
• 沸点：
  313.38°C (rough estimate)
• 密度：
  1.37
• 闪点：
  2℃
• 溶解度：
  乙醇中≤2mg/ml；DMSO 中≤20mg/ml；二甲基甲酰胺中≤20mg/ml
• 稳定性/保质期：
  按规格使用和贮存，不会发生分解，避免与氧化物接触。

计算性质

• 辛醇/水分配系数(LogP)：
  1.72
• 重原子数：
  18.0
• 可旋转键数：
  1.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  83.83
• 氢给体数：
  2.0
• 氢受体数：
  4.0

安全信息

• 危险等级：
  6.1(a)
• 危险品标志：
  T
• 安全说明：
  S26,S36/37/39,S45
• 危险类别码：
  R23/24/25,R40,R36/37/38
• WGK Germany：
  3
• 海关编码：
  29419090
• 危险品运输编号：
  UN 3462 6.1/PG 3
• RTECS号：
  DJ2275000
• 包装等级：
  II
• 危险类别：
  6.1(a)
• 储存条件：
  1.2-8°C应存放在阴凉、干燥且通风良好的库房中。远离火源和热源，避免阳光直射，并确保包装密封。需与酸类及食用化学品分开存放，严禁混合储存。仓库内应配备合适的材料以处理可能出现的泄漏。

SDS

Name:	Citrinin Material Safety Data Sheet
Synonym:	None
CAS:	518-75-2

Section 1 - Chemical Product MSDS Name:Citrinin Material Safety Data Sheet
Synonym:None

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
518-75-2	Citrinin	ca.100	208-257-2

Hazard Symbols: T
Risk Phrases: 23/24/25

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Toxic by inhalation, in contact with skin and if swallowed.Cancer suspect agent.The toxicological properties of this material have not been fully investigated.
Potential Health Effects
Eye:
May cause eye irritation.
Skin:
May cause skin irritation. Harmful if absorbed through the skin.
Ingestion:
Harmful if swallowed. May cause irritation of the digestive tract.
The toxicological properties of this substance have not been fully investigated.
Inhalation:
Harmful if inhaled. May cause respiratory tract irritation. The toxicological properties of this substance have not been fully investigated.
Chronic:
No information found.

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Section 4 - FIRST AID MEASURES
Eyes: Flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids. Get medical aid.
Skin:
Get medical aid. Flush skin with plenty of water for at least 15 minutes while removing contaminated clothing and shoes. Wash clothing before reuse.
Ingestion:
Never give anything by mouth to an unconscious person. Get medical aid. Do NOT induce vomiting. If conscious and alert, rinse mouth and drink 2-4 cupfuls of milk or water.
Inhalation:
Remove from exposure and move to fresh air immediately. If not breathing, give artificial respiration. If breathing is difficult, give oxygen. Get medical aid.
Notes to Physician:

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Section 5 - FIRE FIGHTING MEASURES
General Information:
As in any fire, wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear. During a fire, irritating and highly toxic gases may be generated by thermal decomposition or combustion.
Extinguishing Media:
Use agent most appropriate to extinguish fire. Use water spray, dry chemical, carbon dioxide, or appropriate foam.

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Section 6 - ACCIDENTAL RELEASE MEASURES
General Information: Use proper personal protective equipment as indicated in Section 8.
Spills/Leaks:
Clean up spills immediately, observing precautions in the Protective Equipment section. Sweep up or absorb material, then place into a suitable clean, dry, closed container for disposal. Provide ventilation.

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Section 7 - HANDLING and STORAGE
Handling:
Wash thoroughly after handling. Use with adequate ventilation. Avoid contact with eyes, skin, and clothing. Keep container tightly closed.
Avoid ingestion and inhalation.
Storage:
Store in a tightly closed container. Store in a cool, dry, well-ventilated area away from incompatible substances. Hormones and antibiotics room.

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Section 8 - EXPOSURE CONTROLS, PERSONAL PROTECTION
Engineering Controls:
Facilities storing or utilizing this material should be equipped with an eyewash facility and a safety shower. Use adequate ventilation to keep airborne concentrations low.
Exposure Limits CAS# 518-75-2: Personal Protective Equipment Eyes: Wear appropriate protective eyeglasses or chemical safety goggles as described by OSHA's eye and face protection regulations in 29 CFR 1910.133 or European Standard EN166.
Skin:
Wear appropriate protective gloves to prevent skin exposure.
Clothing:
Wear appropriate protective clothing to prevent skin exposure.
Respirators:
A respiratory protection program that meets OSHA's 29 CFR 1910.134 and ANSI Z88.2 requirements or European Standard EN 149 must be followed whenever workplace conditions warrant respirator use.

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Section 9 - PHYSICAL AND CHEMICAL PROPERTIES

Physical State: Crystalline powder
Color: yellow
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: Not available.
Autoignition Temperature: Not available.
Flash Point: Not available.
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature:
Solubility in water:
Specific Gravity/Density:
Molecular Formula: C13H14O5
Molecular Weight: 250.25

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Stability unknown.
Conditions to Avoid:
Incompatible materials.
Incompatibilities with Other Materials:
Oxidizing agents.
Hazardous Decomposition Products:
Irritating and toxic fumes and gases.
Hazardous Polymerization: Has not been reported

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 518-75-2: DJ2275000 LD50/LC50:
CAS# 518-75-2: Oral, mouse: LD50 = 105 mg/kg; Oral, rabbit: LD50 = 134 mg/kg.
Carcinogenicity:
Citrinin - Not listed by ACGIH, IARC, or NTP.
Other:
See actual entry in RTECS for complete information.

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Section 12 - ECOLOGICAL INFORMATION
Other No information available.

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Section 13 - DISPOSAL CONSIDERATIONS
Dispose of in a manner consistent with federal, state, and local regulations.

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Section 14 - TRANSPORT INFORMATION

IATA
Shipping Name: TOXIC SOLID, ORGANIC, N.O.S.*
Hazard Class: 6.1
UN Number: 2811
Packing Group: II
IMO
Shipping Name: TOXIC SOLID, ORGANIC, N.O.S.
Hazard Class: 6.1
UN Number: 2811
Packing Group: II
RID/ADR
Shipping Name: TOXIC SOLID, ORGANIC, N.O.S.
Hazard Class: 6.1
UN Number: 2811
Packing group: II

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Section 15 - REGULATORY INFORMATION

European/International Regulations
European Labeling in Accordance with EC Directives
Hazard Symbols: T
Risk Phrases:
R 23/24/25 Toxic by inhalation, in contact with skin
and if swallowed.
Safety Phrases:
S 28A After contact with skin, wash immediately with
plenty of water.
S 36/37/39 Wear suitable protective clothing, gloves
and eye/face protection.
S 37 Wear suitable gloves.
S 45 In case of accident or if you feel unwell, seek
medical advice immediately (show the label where
possible).
WGK (Water Danger/Protection)
CAS# 518-75-2: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 518-75-2 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 518-75-2 is not listed on the TSCA inventory.
It is for research and development use only.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

制备方法与用途

生物活性

Citrinin 是一种真菌毒素，能引起食品污染，并具有多种毒性作用。通常它会与另一种肾毒性真菌毒素 Ochratoxin A 共存。据报导，Citrinin 在体外表现出广泛的生物活性，包括抗菌、抗真菌以及潜在的抗癌和神经保护作用。

用途

作为一种真菌毒素，Citrinin 主要发现于谷物中，并能导致动物肾脏中毒。它对啮齿类动物有致畸性，可以减少胚泡细胞数量、降低胚胎存活率、减轻新生儿体重并增加致命畸形的概率。在培养基中的毒性与活性氧的类别有关。此外，该毒素还能激活线粒体的凋亡路径，阻碍抗凋亡磷酸化路径。

类别

有毒物质

毒性分级

高毒

急性毒性

• 腹腔注射 - 大鼠 LD50: 50 毫克/公斤
• 腹腔注射 - 小鼠 LD50: 35 毫克/公斤

可燃性危险特性

可燃，燃烧时分解产生有毒的氮氧化物和氯化物气体。

储运特性

应储存在低温、通风且干燥的地方，并与食品原料分开存放。

灭火剂

使用水、二氧化碳、干粉或砂土进行灭火。

反应信息

• 作为反应物：
  描述：

  桔霉素 在 乙醇 、 铂 作用下， 生成 dihydrocitrinin
  参考文献：
  名称：

  Wang et al., Science and technology in China, 1949, vol. 2, p. 83,86

  摘要：

  DOI：
• 作为产物：
  描述：

  dihydrocitrinin 在 氯仿 、 溴 作用下， 生成 桔霉素
  参考文献：
  名称：

  Micromechanics of Fracture: Connecting Physics to Engineering

  摘要：

  这首儿歌是文学作品中最古老、最熟悉、最简短的关于断裂力学的论述之一。然而，它提出了几个重要观点：(1) 断裂是对某种驱动力的响应（对于汉普蒂来说是“重重摔倒”），(2) 断裂涉及材料分离，(3) 断裂是不可逆的。

  DOI：

  10.1557/mrs2001.44

文献信息

• Thieno-pyrimidine compounds having fungicidal activity
  申请人：Brewster Kirkland William

  公开号：US20070093498A1

  公开（公告）日：2007-04-26

  The present invention relates to thieno[2,3-d]-pyrimidine compounds having fungicidal activity.

  本发明涉及具有杀真菌活性的噻吩[2,3-d]-嘧啶化合物。
• KINASE MODULATORS FOR THE TREATMENT OF CANCER
  申请人：Synovo GmbH

  公开号：US20170313661A1

  公开（公告）日：2017-11-02

  A method of treating cancer in which a compound that inhibits the expression, production or release of IL-10 by immune cells is combined with a compound that stimulates the production of IL-12 when given in combination with, or in the presence of TNFa. Said method is effective when provided in addition to standard therapies, notably chemotherapy using cytotoxic drugs and other forms of immune therapy including therapeutic vaccines.

  一种治疗癌症的方法，其中抑制免疫细胞表达、产生或释放IL-10的化合物与在与TNFa联合给予或存在的情况下刺激IL-12产生的化合物结合。所述方法在提供标准疗法的基础上有效，特别是包括使用细胞毒性药物的化疗和其他形式的免疫疗法，包括治疗性疫苗。
• [EN] ANTIBODY CONJUGATES COMPRISING TOLL-LIKE RECEPTOR AGONIST AND COMBINATION THERAPIES<br/>[FR] CONJUGUÉS D'ANTICORPS COMPRENANT UN AGONISTE DU RÉCEPTEUR DE TYPE TOLL ET POLYTHÉRAPIES
  申请人：NOVARTIS AG

  公开号：WO2018198091A1

  公开（公告）日：2018-11-01

  Provided herein are antibody conjugates comprising toll-like receptor agonists and the use of such conjugates for the treatment of cancer. In some embodiments, the conjugates comprise anti-HER2 antibodies. In some embodiments, the conjugates are used in combination with a second therapeutic agent.

  本文提供了包含Toll样受体激动剂的抗体偶联物，以及利用这些偶联物治疗癌症的用途。在某些实施例中，这些偶联物包括抗HER2抗体。在某些实施例中，这些偶联物与第二治疗剂联合使用。
• [EN] MACROCYCLIC PICOLINAMIDES AS FUNGICIDES<br/>[FR] PICOLINAMIDES MACROCYCLIQUES À UTILISER EN TANT QUE FONGICIDES
  申请人：DOW AGROSCIENCES LLC

  公开号：WO2017116954A1

  公开（公告）日：2017-07-06

  The invention relates to macrocyclic picolinamides of Formula (I) and their use as fungicides.

  本发明涉及式(I)所示的大环吡啶酰胺及其作为杀菌剂的应用。
• PICOLINAMIDES AS FUNGICIDES
  申请人：Dow AgroSciences LLC

  公开号：US20190276404A1

  公开（公告）日：2019-09-12

  This disclosure relates to picolinamides of Formula I and their use as fungicides.

  这份公开信息涉及公式I的吡啶酰胺及其作为杀菌剂的使用。

表征谱图