Fluorescein 5-isothiocyanate 分子结构式
HCID18730

Fluorescein 5-isothiocyanate

3',6'-dihydroxy-6-isothiocyanatospiro[2-benzofuran-3,9'-xanthene]-1-one

C21H11NO5S389.4 g/molCAS 3326-32-7

IDENTITY

结构与身份

标准SMILES
O=C1OC2(c3ccc(O)cc3Oc3cc(O)ccc32)c2ccc(N=C=S)cc21
InChIKey
MHMNJMPURVTYEJ-UHFFFAOYSA-N
分子式
C21H11NO5S
平均分子量
389.4 g/mol
单同位素质量
389.03579362

COMPUTED

结构计算性质

已同步
XLogP
4.8
极性表面积
120 Ų
氢键供体
2
氢键受体
7
可旋转键
1
重原子
28
形式电荷
0
复杂度
668

PROPERTIES

实验与物化性质

来源:PubChem
Physical Description

Orange solid; [Merck Index] Orange powder; [Alfa Aesar MSDS]

GHS

GHS分类

来源:PubChem
GHS Classification

Danger

H317 (100%): May cause an allergic skin reaction [Warning Sensitization, Skin];H334 (100%): May cause allergy or asthma symptoms or breathing difficulties if inhaled [Danger Sensitization, respiratory]

P233, P260, P261, P271, P272, P280, P284, P302+P352, P304+P340, P321, P333+P317, P342+P316, P362+P364, P403, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 169 reports by companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.;Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.

HAZARDS

危害信息

来源:PubChem
Regulatory Information

Chemical: Spiro[isobenzofuran-1(3H),9'-(9H)xanthen]-3-one, 3',6'-dihydroxy-5-isothiocyanato-

Spiro[isobenzofuran-1(3H),9'-[9H]xanthen]-3-one, 3',6'-dihydroxy-5-isothiocyanato-: Does not have an individual approval but may be used under an appropriate group standard

Hazards Summary

Causes cutaneous sensitization (experimental) and effects on inflammation in 3-day intermittent dermal studies of mice; [RTECS] May cause irritation; May cause skin and respiratory sensitization; [Alfa Aesar MSDS]

Hazard Classes and Categories

Skin Sens. 1 (100%);Resp. Sens. 1 (100%)

TOXICITY

毒理信息

来源:PubChem
Treatment

EYES: irrigate opened eyes for several minutes under running water. INGESTION: do not induce vomiting. Rinse mouth with water (never give anything by mouth to an unconscious person). Seek immediate medical advice. SKIN: should be treated immediately by rinsing the affected parts in cold running water for at least 15 minutes, followed by thorough washing with soap and water. If necessary, the person should shower and change contaminated clothing and shoes, and then must seek medical attention. INHALATION: supply fresh air. If required provide artificial respiration.

Health Effects

Exposure to high levels of cyanide for a short time harms the brain and heart and can even cause coma, seizures, apnea, cardiac arrest and death. Chronic inhalation of cyanide causes breathing difficulties, chest pain, vomiting, blood changes, headaches, and enlargement of the thyroid gland. Skin contact with cyanide salts can irritate and produce sores. (L96, L97)

Adverse Effects

Skin Sensitizer - An agent that can induce an allergic reaction in the skin.

Exposure Routes

Oral (L96) ; inhalation (L96) ; dermal (L96)

Toxicity Summary

Cyanide is an inhibitor of cytochrome c oxidase in the fourth complex of the electron transport chain (found in the membrane of the mitochondria of eukaryotic cells). It complexes with the ferric iron atom in this enzyme. The binding of cyanide to this cytochrome prevents transport of electrons from cytochrome c oxidase to oxygen. As a result, the electron transport chain is disrupted and the cell can no longer aerobically produce ATP for energy. Tissues that mainly depend on aerobic respiration, such as the central nervous system and the heart, are particularly affected. Cyanide is also known produce some of its toxic effects by binding to catalase, glutathione peroxidase, methemoglobin, hydroxocobalamin, phosphatase, tyrosinase, ascorbic acid oxidase, xanthine oxidase, succinic dehydrogenase, and Cu/Zn superoxide dismutase. Cyanide binds to the ferric ion of methemoglobin to form inactive cyanmethemoglobin. (L97)

Signs and Symptoms

Cyanide poisoning is identified by rapid, deep breathing and shortness of breath, general weakness, giddiness, headaches, vertigo, confusion, convulsions/seizures and eventually loss of consciousness. (L96, L97)

Carcinogen Classification

No indication of carcinogenicity to humans (not listed by IARC).

REGULATORY

法规信息

来源:PubChem
Regulatory Information

Chemical: Spiro[isobenzofuran-1(3H),9'-(9H)xanthen]-3-one, 3',6'-dihydroxy-5-isothiocyanato-

Spiro[isobenzofuran-1(3H),9'-[9H]xanthen]-3-one, 3',6'-dihydroxy-5-isothiocyanato-: Does not have an individual approval but may be used under an appropriate group standard

PHARMACOLOGY

药理信息

来源:PubChem
Metabolism/Metabolites

Cyanide is rapidly alsorbed through oral, inhalation, and dermal routes and distributed throughout the body. Cyanide is mainly metabolized into thiocyanate by either rhodanese or 3-mercaptopyruvate sulfur transferase. Cyanide metabolites are excreted in the urine. (L96)

MeSH Pharmacological Classification

Chemicals that emit light after excitation by light. The wave length of the emitted light is usually longer than that of the incident light. Fluorochromes are substances that cause fluorescence in other substances, i.e., dyes used to mark or label other compounds with fluorescent tags.

USES

用途与制造

来源:PubChem
Uses

Used as a fluorescent indicator to probe biological systems and monitor sewage; [Merck Index]

Fluorescein isothiocyanate is used in flow cytometry. (L552)

General Manufacturing Information

Spiro[isobenzofuran-1(3H),9'-[9H]xanthen]-3-one, 3',6'-dihydroxy-5-isothiocyanato-: ACTIVE

ALIASES

名称与别名

共 97 条
3326-32-75-FITCFLUORESCEIN-5-ISOTHIOCYANATEfluorescein 5-isothiocyanate5-isothiocyanatofluoresceinSpiro[isobenzofuran-1(3H),9'-[9H]xanthen]-3-one, 3',6'-dihydroxy-5-isothiocyanato-CHEBI:37918DTXSID80892440I223NX31W9Spiro(isobenzofuran-1(3H),9'-(9H)xanthen)-3-one, 3',6'-dihydroxy-5-isothiocyanato-5 IsothiocyanatofluoresceinFluorescein 5 isothiocyanateFluorescein 5 isothiocyanate HydrochlorideHydrochloride, Fluorescein-5-isothiocyanateRefChem:140896DTXCID3029368222-042-0FITCFluorescein isothiocyanate isomer I3',6'-dihydroxy-5-isothiocyanato-3H-spiro[isobenzofuran-1,9'-xanthen]-3-one

REACTIONS

参与反应

82
HRID 4164 反应方程式

uspto-grants-1988_02 · 10.6084/m9.figshare.5104873.v1 · US04724202

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HRID 26627 反应方程式

uspto-grants-1979_04 · 10.6084/m9.figshare.5104873.v1 · US04150949

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HRID 36559 反应方程式

uspto-grants-1995_05 · 10.6084/m9.figshare.5104873.v1 · US05416016

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HRID 46620 反应方程式

uspto-grants-1979_11 · 10.6084/m9.figshare.5104873.v1 · US04174384

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HRID 62482 反应方程式

uspto-grants-2016_09 · 10.6084/m9.figshare.5104873.v1 · US09446155B2

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HRID 64664 反应方程式

uspto-grants-1986_09 · 10.6084/m9.figshare.5104873.v1 · US04609689

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HRID 127174 反应方程式

uspto-grants-1981_03 · 10.6084/m9.figshare.5104873.v1 · US04255329

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HRID 225094 反应方程式

uspto-grants-1980_11 · 10.6084/m9.figshare.5104873.v1 · US04235869

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