기본 정보
- CAS
1403-17-4- 표준 SMILES
CC1/C=C/C=C/C=C/C=C/C=C/C=C/C=C/C(OC2O[C@H](C)[C@@H](O)[C@H](N)[C@@H]2O)CC(O)C(C(=O)O)C(O)CC(=O)CC(O)CC(O)CC(O)CC(=O)CCCC(=O)CC(=O)OC1C(C)CC(C)C(O)CC(=O)c1ccc(N)cc1- InChIKey
OPGSFDUODIJJGF-JBUZINEHSA-N- 분자식
- C59H84N2O18
- 평균 분자량
- 1,109.3 g/mol
- 단동위원소 질량
- 1,108.57191383
개요
Candicidin D is a 38-membered ring lactone containing seven (E)-double bonds between positions 22 and 35 and substituted by hydroxy groups at positions 9, 11, 13, 17 and 19, oxo groups at positions 3, 7 and 15, a carboxy group at position 18, a 3-amino-3,6-dideoxymannopyranosyloxy group at position 21, a methyl group at position 36 and a 7-(4-aminophenyl)-5-hydroxy-4-methyl-7-oxoheptan-2-yl group at position 37. It is the major component of candicidin, a mixture of antifungal heptaene macrolides obtained from a strain of Streptomyces griseus. It has a role as a bacterial metabolite and an antifungal drug. It is a macrolide antibiotic and a polyene antibiotic.
이름 및 식별자
- 우선 이름
- Candicidin
- IUPAC
- (23E,25E,27E,29E,31E,33E,35E)-22-[(3S,4S,5S,6R)-4-amino-3,5-dihydroxy-6-methyloxan-2-yl]oxy-38-[7-(4-aminophenyl)-5-hydroxy-4-methyl-7-oxoheptan-2-yl]-10,12,14,18,20-pentahydroxy-37-methyl-2,4,8,16-tetraoxo-1-oxacyclooctatriaconta-23,25,27,29,31,33,35-heptaene-19-carboxylic acid
- 현지명
- 캔디시딘(200MG)
- 영어명
- Candicidin
- 분자식
- C21H36O5
- 분자량
- 368.51
이름 및 동의어
CANDICIDINCandeptin1403-17-4CandizidinCandicidinaCandicidineCandicidinum48N2IYJ202DTXSID301014435RefChem:56983G01AA04CHEBI:354984
이름 더 보기
캔디시딘(200MG)Candicidin complexcandimonCARBOPRSTLevorinumNSC 94219Canitracin
DTXCID301437025NSC94219NSC-94219215-763-7NSC-759868VanobidCandicidin D1(23E,25E,27E,29E,31E,33E,35E)-22-[(3S,4S,5S,6R)-4-amino-3,5-dihydroxy-6-methyloxan-2-yl]oxy-38-[7-(4-aminophenyl)-5-hydroxy-4-methyl-7-oxoheptan-2-yl]-10,12,14,18,20-pentahydroxy-37-methyl-2,4,8,16-tetraoxo-1-oxacyclooctatriaconta-23,25,27,29,31,33,35-heptaene-19-carboxylic acid
데이터베이스 식별자
- CAS
1403-17-4- PubChem CID
- 10079874
- DTXSID
DTXSID301014435- ChEMBL
CHEMBL1200647- ChEBI
CHEBI:3349
물성
구조 계산 물성
- XLogP
- 1.8
- 극성 표면적
- 364 Ų
- 수소 결합 공여자 수
- 11
- 수소 결합 수용자 수
- 20
- 회전 가능 결합 수
- 10
- 무거운 원자 수
- 79
- 형식 전하
- 0
- 복잡도
- 2,130
실험 및 물리화학적 성질
DrugsPharmaceuticals -> Antibiotics
Human Drugs
FDA approved drugs -> Active ingredient
FDA approved drugs -> Active ingredient
물리화학적 성질
- 끓는 점
- 878.79 °C · 878.79°C (rough estimate)
- 밀도
- 1.11 · 1.1100 (rough estimate)
- 굴절률
- 1.62 · 1.6200 (estimate)
- 저장 조건
- -20 °C · Store at -20°C
- 용해도
- 4.9 · DMSO:4.9(Max Conc. mg/mL);10.08(Max Conc. mM)Ethanol:12.5(Max Conc. mg/mL);25.72(Max Conc. mM)
- 물리적 상태
- 고체
- 색상
- Light yellow to light brown
- 생물학적 소스
- Streptomyces griseus
- 수용성
- 13.47 g/L · 13.47g/L(21 ºC)
안전 및 규제
안전 정보는 참고용이며, 공급업체의 물질안전보건자료(SDS), 관련 법규 및 전문가 평가를 대체하지 않습니다.
안전 데이터
- wgk
- WGK 3
- 독성
- LD50 i.p. in mice: 14 mg/kg (Vining)
- 스토리지 클래스
- 11 - Combustible Solids
화학 및 산업
약리 정보
ATC Code
G - Genito urinary system and sex hormones
QG - Genito urinary system and sex hormones
Pharmacodynamics
Candicidin is a polyene antifungal antibiotic produced by a strain of <i>Streptomyces griseus</i>. It is especially effective against <i>Candida albicans</i> (more effective than amphotericin B), and is administered intravaginally in the treatment of vulvovaginal candidiasis.
Mechanism of Action
Ergosterol, the principal sterol in the fungal cytoplasmic membrane, is the target site of action of Candicidin. Candicidin binds irreversibly to ergosterol, resulting in disruption of membrane integrity and ultimately cell death. There is some evidence that the binding site in the cell wall may be to fatty acids or fatty acid esters and that this binding capacity must be satisfied before candicidin can bring about its lethal effect by binding to sterol in the cell membrane.
MeSH Pharmacological Classification
Substances that destroy fungi by suppressing their ability to grow or reproduce. They differ from FUNGICIDES, INDUSTRIAL because they defend against fungi present in human or animal tissues.
Substances that inhibit the growth or reproduction of BACTERIA.
응용 분야
용도Candicidin is a macrocyclic heptaene antifungal complex produced by Streptomyces griseus and isolated by Lechevalier and colleagues in 1953. The candicidin complex comprises analogues A, B, C and D, with candicidin D as the major component. Candicidin is active against fungi, in particular Candida albicans, and is used clinically to treat vaginal candidiasis. Like all polyene antifungal metabolites, candicidin acts by binding to ergosterol and disrupting the fungal membrane.
공급사23 곳
国药集团化学试剂有限公司
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