기본 정보
- 표준 SMILES
O=C1OC2(c3ccc(O)cc3Oc3cc(O)ccc32)c2ccc(N=C=S)cc21- InChIKey
MHMNJMPURVTYEJ-UHFFFAOYSA-N- 분자식
- C21H11NO5S
- 평균 분자량
- 389.4 g/mol
- 단동위원소 질량
- 389.03579362
이름 및 식별자
- 우선 이름
- Fluorescein 5-isothiocyanate
- IUPAC
- 3',6'-dihydroxy-6-isothiocyanatospiro[2-benzofuran-3,9'-xanthene]-1-one
- 영어명
- Fluorescein 5-isothiocyanate
- 분자식
- C21H11NO5S
- 분자량
- 389.38
이름 및 동의어
이름 더 보기
데이터베이스 식별자
- CAS
3326-32-7- PubChem CID
- 18730
- DTXSID
DTXSID80892440- ChEMBL
CHEMBL516313- ChEBI
CHEBI:37918- UNII
- I223NX31W9
- EC Number
- 222-042-0
- Nikkaji
- J205.408F
물성
구조 계산 물성
- XLogP
- 4.8
- 극성 표면적
- 120 Ų
- 수소 결합 공여자 수
- 2
- 수소 결합 수용자 수
- 7
- 회전 가능 결합 수
- 1
- 무거운 원자 수
- 28
- 형식 전하
- 0
- 복잡도
- 668
실험 및 물리화학적 성질
물리화학적 성질
- 녹는점
- 360 °C · >360 °C(lit.)
- 끓는 점
- 708.6 · 708.6±60.0 °C(Predicted)
- 밀도
- 1.3423 · 1.3423 (rough estimate)
- 굴절률
- 1.506 · 1.5060 (estimate)
- 저장 조건
- 2 · 2-8°C
- 용해도
- DMSO, 에탄올, 메탄올 DMF 및 아세톤에 약간 용해됨
- 물리적 상태
- 가루
- 산도 계수 (pKa)
- 2.2 · 2.2, 4.4, 6.7(at 25℃)
- 색상
- 하얀색
- 수용성
- 실질적으로 불용성
- BRN
- 1407295 · 1407295
- 안정성
- 안정성 안정적이지만 습기에 민감합니다. 강한 산화제, 강염기, 아민, 산과 호환되지 않습니다.
- 주요 응용
- 자기 나노와이어, 면역 분석법, 단백질 분석, 염색체 식별, 살모넬라균, 암 진단, 신장 질환, 병원균 검출, 유전자, 살모넬라 세포, 톡소플라스마증, 효소 매개 핵산 분해, 대장암 표면 분자, 암 치료, 만성 림프구성 백혈병
- InChI
- 1S/C21H11NO5S/c23-12-2-5-16-18(8-12)26-19-9-13(24)3-6-17(19)21(16)15-4-1-11(22-10-28)7-14(15)20(25)27-21/h1-9,23-24H
- InChIKey
- MHMNJMPURVTYEJ-UHFFFAOYSA-N
- SMILES
- Oc1ccc2c(Oc3cc(O)ccc3C24OC(=O)c5cc(ccc45)N=C=S)c1
- EPA
- -1 · Spiro[isobenzofuran-1(3H),9'-[9H]xanthen]-3-one, 3',6'-dihydroxy-5-isothiocyanato- (3326-32-7)
화학적 성질
Fluorescein isothiocyanate(3326-32-7) is an orange-yellow crystal that is hygroscopic. It can be combined with various antibody proteins, and the combined antibody does not lose its specificity for binding to a certain antigen, and still has strong green fluorescence in alkaline solution, precipitates out after adding acid, and the fluorescence disappears. It is slightly soluble in acetone and ether and petroleum ether.
안전 및 규제
GHS 분류
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.
유해성 정보
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
독성 정보
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)
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)
규제 정보
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
안전 데이터
- wgk
- 3
- tsca
- TSCA listed
- HS 번호
- 29329990
- risk_code
- 42/43-36/37/38-22
- hazard_code
- Xn,Xi
- safety_code
- 22-45-36/37/39-26-36/37-36
- F 고인화성물질
- 10
- Hazard Classifications
- Resp. Sens. 1Skin Sens. 1
- 스토리지 클래스
- 11 - Combustible Solids
화학 및 산업
약리 정보
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.
용도 및 제조
Uses
Used as a fluorescent indicator to probe biological systems and monitor sewage; [Merck Index]
Fluorescein isothiocyanate is used in flow cytometry. (L552)
응용 분야
개요Fluorescein 5-isothiocyanate (5-FITC) is an isomer of fluorescein isothiocyanate (FITC), which is commonly used as a mixture of the 5- and 6-isothiocyanate isomers. It reacts with amine and thiol groups to form conjugates with proteins, lipids, and other molecules for detection by a variety of fluorescent-based applications. 5-FITC displays excitation/emission maxima of 494/519 nm, respectively.
일반 설명Fluorescein isothiocyanate (FITC) is yellow-orange in color with an absorption maximum at 495nm. Upon excitation, it emits a yellow-green color with an emission maximum at 525nm.It is widely used to attach a fluorescent label to proteins via the amine group. The isothiocyanate group reacts with amino terminal and primary amines in proteins. It has been used for the labeling of proteins including antibodies and lectins.Fluorescein isothiocyanate isomer I has been proposed as a contact sensitizer.
상·하류 제품 정보
상류 원료
공급사50 곳
추가 설명
정의ChEBI: Fluorescein 5-isothiocyanate is the 5-isomer of fluorescein isothiocyanate. Acts as a fluorescent probe capable of being conjugated to tissue and proteins; used as a label in fluorescent antibody staining procedures as well as protein- and amino acid-binding techniques.
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