시클로스포린 A

Cyclosporine (USP)

HCID 5280754

기본 정보

CAS
59865-13-3
표준 SMILES
C/C=C/CC(C)C(O)C1C(=O)NC(CC)C(=O)N(C)CC(=O)N(C)C(CC(C)C)C(=O)NC(C(C)C)C(=O)N(C)C(CC(C)C)C(=O)NC(C)C(=O)NC(C)C(=O)N(C)C(CC(C)C)C(=O)N(C)C(CC(C)C)C(=O)N(C)C(C(C)C)C(=O)N1C
InChIKey
PMATZTZNYRCHOR-IMVLJIQESA-N
분자식
C62H111N11O12
평균 분자량
1,202.6 g/mol
단동위원소 질량
1,201.84136802

이름 및 식별자

우선 이름
Cyclosporine (USP)
IUPAC
30-ethyl-33-[(E)-1-hydroxy-2-methylhex-4-enyl]-1,4,7,10,12,15,19,25,28-nonamethyl-6,9,18,24-tetrakis(2-methylpropyl)-3,21-di(propan-2-yl)-1,4,7,10,13,16,19,22,25,28,31-undecazacyclotritriacontane-2,5,8,11,14,17,20,23,26,29,32-undecone
현지명
시클로스포린 A
영어명
Cyclosporin A
분자식
C62H111N11O12
분자량
1202.61

이름 및 동의어

Cyclosporine (USP)RefChem:1082793Iso Cyclosporin H Trifluoroacetic Acid SaltSR-01000075490s2286Sandimmune (TN)Restasis (TN)(2S,3R,4R,6E)-3-Hydroxy-4-methyl-2-(methylamino)-6-octenoyl-(2S)-2-aminobutanoyl-N-methylglycyl-N-methyl-L-leucyl-L-valyl-N-methyl-L-leucyl-L-alanyl-D-alanyl-N-methyl-L-leucyl-N-methyl-L-leucyl-N-methyl-D-valine 11?1)-Lactone Trifluoroacetic Acid Salt; 10-(N-Methyl-D-valine)isocyclosporin A Trifluoroacetic Acid Salt;Gengraf (TN)Neoral (TN)Ciclosporin (JP19)Spectrum5_001628
이름 더 보기
사이클로스포린A시클로스포린A사이클로스포린A(CYCLOSPORINA)CICLOSPORINCYCLOSPORINE ARestasissandimmuneCICLOSPORIN ANeoralCyclosporiCiclosporinOralSolution30-Ethyl-33-(1-hydroxy-2-methyl-hex-4-enyl)-1,4,7,10,12,15,19,25,28-nonamethyl-6,9,18,24-tetrakis(2-methylpropyl)-3,21-dipropan-2-yl-1,4,7,10,13,16,19,22,25,28,31-undecazacyclotritriacontane-2,5,8,11,14,17,20,23,26,29,32-undeconeCL285
SCHEMBL3490Lopac0_000242BSPBio_001596BSPBio_003186SPECTRUM1502202BDBM86672CHEBI:91802HMS502L13

데이터베이스 식별자

CAS
59865-13-3
PubChem CID
5280754

물성

구조 계산 물성

XLogP
7.5
극성 표면적
279 Ų
수소 결합 공여자 수
5
수소 결합 수용자 수
12
회전 가능 결합 수
15
무거운 원자 수
85

물리화학적 성질

녹는점
148 · 148-151°C
끓는 점
838.63 °C · 838.63°C (rough estimate)
밀도
0.9913 · 0.9913 (rough estimate)
굴절률
1.65 · 1.6500 (estimate)
인화점
87 ℃ · 87℃
저장 조건
-20 °C · -20°C

화학적 성질

White or almost white powder

안전 및 규제

안전 데이터

wgk
3
rtecs
GZ4120000
ridadr
UN 1648 3 / PGII
독성
LD50 in mice, rats, rabbits (mg/kg): 107, 25, >10 i.v.; 2329, 1480, >1000 orally (Ryffel)
HS 번호
29419090
risk_code
45-60-22-40-36-20/21/22-11

화학 및 산업

응용 분야 · 3건

개요Cyclosporine A is a powerful immunosuppressive drug intended for preventing rejection of kidney, heart, and lung transplants. A new era in the development of immunopharmacology began with the discovery of cyclosporines. Cyclosporines are produced by mycelial mushrooms Tolypocladium inflatum, Tricoderma polysporum, and Cylindrocarpon lucidum, which are found in the ground.Cyclosporine A is the first drug to affect a specific line of protecting cells of the body. Unlike usual cytotoxics, it suppresses T-cells and acts on all cell lines simultaneously. Cyclosporine A significantly eases the ‘reception’ of transplants, and increases the possibility of treating autoimmune system diseases.

용도Cyclosporin A is a hydrophobic cyclic peptide isolated from several fungal species including Cylindrocarpon, Fusarium, Trichoderma and Tolypocladium. Cyclosporin A inhibits T-cell activation and has been marketed since 1983 as an immunosuppressant in post-allogeneic organ transplant. Cyclosporin A acts by binding to the protein, cyclophilin (immunophilin), in T-lymphocytes causing inhibition of calcineurin (protein phosphatase 2B). Cyclosporin A reduces transcription of interleukin 2, and inhibits lymphokine production, interleukin release and NO synthesis induced by interleukin 1α, lipopolysaccharides and TNFα.

일반 설명White prismatic needles (from acetone) or white powder.

공급사100 곳

国药集团化学试剂有限公司86-21-63210123 · [email protected]
北京华美互利生物化工010-56205725 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
台州开创生物医药有限公司+86-0576-88827176 +86-18906581668 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
추가 설명 · 1건

정의ChEBI: A cyclic nonribosomal peptide of eleven amino acids; an immunosuppressant drug widely used in post-allogeneic organ transplant to reduce the activity of the patient's immune system, and therefore the risk of organ rejection. Also causes reversible inhibiti n of immunocompetent lymphocytes in the G0- and G1-phase of the cell cycle.

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