您当前所在的位置:首页 > 产品中心 > 产品详细信息
1397-89-3 分子结构
点击图片或这里关闭

(1R,3S,5R,6R,9R,11R,15S,16R,17R,18S,19E,21E,23E,25E,27E,29E,31E,33R,35S,36R,37S)-33-{[(2R,3S,4S,5S,6R)-4-amino-3,5-dihydroxy-6-methyloxan-2-yl]oxy}-1,3,5,6,9,11,17,37-octahydroxy-15,16,18-trimethyl-13-oxo-14,39-dioxabicyclo[33.3.1]nonatriaconta-19,21,23,25,27,29,31-heptaene-36-carboxylic acid

ChemBase编号:563
分子式:C47H73NO17
平均质量:924.07902
单一同位素质量:923.48784988
SMILES和InChIs

SMILES:
[C@H]12[C@@H]([C@H](C[C@](O1)(C[C@H](C[C@H]([C@@H](CC[C@H](C[C@H](CC(=O)O[C@H]([C@@H]([C@@H]([C@H](/C=C/C=C/C=C/C=C/C=C/C=C/C=C/[C@@H](C2)O[C@H]1[C@H]([C@H]([C@@H]([C@H](O1)C)O)N)O)C)O)C)C)O)O)O)O)O)O)O)C(=O)O
Canonical SMILES:
O[C@@H]1CC[C@@H](O)[C@H](O)C[C@H](O)C[C@]2(O)C[C@H](O)[C@H]([C@@H](O2)C[C@H](/C=C/C=C/C=C/C=C/C=C/C=C/C=C/[C@@H]([C@H]([C@H]([C@@H](OC(=O)C[C@@H](C1)O)C)C)O)C)O[C@@H]1O[C@H](C)[C@H]([C@@H]([C@@H]1O)N)O)C(=O)O
InChI:
InChI=1S/C47H73NO17/c1-27-17-15-13-11-9-7-5-6-8-10-12-14-16-18-34(64-46-44(58)41(48)43(57)30(4)63-46)24-38-40(45(59)60)37(54)26-47(61,65-38)25-33(51)22-36(53)35(52)20-19-31(49)21-32(50)23-39(55)62-29(3)28(2)42(27)56/h5-18,27-38,40-44,46,49-54,56-58,61H,19-26,48H2,1-4H3,(H,59,60)/b6-5+,9-7+,10-8+,13-11+,14-12+,17-15+,18-16+/t27-,28-,29-,30+,31+,32+,33-,34-,35+,36+,37-,38-,40+,41-,42+,43+,44-,46-,47+/m0/s1
InChIKey:
APKFDSVGJQXUKY-INPOYWNPSA-N

引用这个纪录

CBID:563 http://www.chembase.cn/molecule-563.html

Collapse All Expand All

名称和登记号

名称和登记号

名称 登记号
IUPAC标准名
(1R,3S,5R,6R,9R,11R,15S,16R,17R,18S,19E,21E,23E,25E,27E,29E,31E,33R,35S,36R,37S)-33-{[(2R,3S,4S,5S,6R)-4-amino-3,5-dihydroxy-6-methyloxan-2-yl]oxy}-1,3,5,6,9,11,17,37-octahydroxy-15,16,18-trimethyl-13-oxo-14,39-dioxabicyclo[33.3.1]nonatriaconta-19,21,23,25,27,29,31-heptaene-36-carboxylic acid
IUPAC传统名
amphotericin B
商标名
ABLC
Abelcet
AmB
AmBisome
Ampho-Moronal
Amphocin
Amphotec
Amphotericin
Amphozone
Fungilin
Fungisone
Fungizone
Fungizone Intravenous
HSDB 3008 IAB
Halizon
IAB
LNS-AmB
Mysteclin-F
Tegopen
SinuNase
别名
AMPH-B
Amphortericin B
Amphotericine B
Liposomal Amphotericin B
amphotericin B
Amphotericin B
Amphomoronal
Amphozone
Fungilin
Fungisone
Fungizone
CAS号
1397-89-3
EC号
215-742-2
PubChem SID
46505473
160964026
PubChem CID
5280965
14956
CHEBI ID
2682
ATC码
A01AB04
A07AA07
G01AA03
J02AA01
CHEMBL
267345
Chemspider ID
10237579
DrugBank ID
DB00681
KEGG ID
D00203
维基百科标题
Amphotericin_B

数据来源

数据来源

所有数据来源 商品来源 非商品来源
数据来源 数据ID 价格
MP Biomedicals
02195043 external link 加入购物车 请登录

理论计算性质

理论计算性质

JChem ALOGPS 2.1
Acid pKa 3.5797393  质子受体 17 
质子供体 12  LogD (pH = 5.5) -2.3028812 
LogD (pH = 7.4) -2.3064086  Log P -2.3001616 
摩尔折射率 244.6705 cm3 极化性 94.662575 Å3
极化表面积 319.61 Å2 可自由旋转的化学键
里宾斯基五规则 false 
Log P -0.66  LOG S -4.05 
溶解度 8.19e-02 g/l 

分子性质

分子性质

理化性质 安全信息 药理学性质 产品相关信息 生物活性(PubChem)
溶解度
750 mg/L expand 查看数据来源
熔点
>170°C expand 查看数据来源
疏水性(logP)
0.8 expand 查看数据来源
保存条件
2-8°C expand 查看数据来源
RTECS编号
BU2625000 expand 查看数据来源
MSDS下载
下载链接 expand 查看数据来源
给药途径
slow i.v.-infusion only expand 查看数据来源
生物利用度
100% (IV) expand 查看数据来源
排泄
40% found in urine after single cumulated over several days
biliar excretion also important
expand 查看数据来源
半衰期
initial phase : 24 hours,
second phase : approx. 15 days
expand 查看数据来源
代谢
renal expand 查看数据来源
法定药品分级
Rx-only, hospitalization recommended. expand 查看数据来源
妊娠期药物分类
B (US) expand 查看数据来源
质检报告
下载链接 expand 查看数据来源

详细说明

详细说明

MP Biomedicals MP Biomedicals DrugBank DrugBank Wikipedia Wikipedia
MP Biomedicals -  02195043 external link
An Antifungal agent produced by Streptomyces species.
DrugBank -  DB00681 external link
Item Information
Drug Groups approved; investigational
Description Amphotericin B shows a high order of in vitro activity against many species of fungi. Histoplasma capsulatum, Coccidioides immitis, Candida species, Blastomyces dermatitidis, Rhodotorula, Cryptococcus neoformans, Sporothrix schenckii, Mucor mucedo, and Aspergillus fumigatus are all inhibited by concentrations of amphotericin B ranging from 0.03 to 1.0 mcg/mL in vitro. While Candida albicans is generally quite susceptible to amphotericin B, non-albicans species may be less susceptible. Pseudallescheria boydii and Fusarium sp. are often resistant to amphotericin B. The antibiotic is without effect on bacteria, rickettsiae, and viruses.
Indication Used to treat potentially life threatening fungal infections.
Pharmacology Amphotericin B shows a high order of in vitro activity against many species of fungi. Histoplasma capsulatum, Coccidioides immitis, Candida species, Blastomyces dermatitidis, Rhodotorula, Cryptococcus neoformans, Sporothrix schenckii, Mucor mucedo, and Aspergillus fumigatus are all inhibited by concentrations of amphotericin B ranging from 0.03 to 1.0 mcg/mL in vitro. While Candida albicans is generally quite susceptible to amphotericin B, non-albicans species may be less susceptible. Pseudallescheria boydii and Fusarium sp. are often resistant to amphotericin B. The antibiotic is without effect on bacteria, rickettsiae, and viruses.
Toxicity Oral, rat: LD50 = >5 gm/kg. Amphotericin B overdoses can result in cardio-respiratory arrest.
Affected Organisms
Various Fungus Species
Biotransformation Exclusively renal
Absorption Bioavailability is 100% for intravenous infusion.
Half Life An elimination half-life of approximately 15 days follows an initial plasma half-life of about 24 hours.
Protein Binding Highly bound (>90%) to plasma proteins.
Clearance * 39 +/- 22 mL/hr/kg [febrile neutropenic cancer and bone marrow transplant patients receiving infusion of 1 mg/kg/day at Day 1]
* 17 +/- 6 mL/hr/kg [febrile neutropenic cancer and bone marrow transplant patients receiving infusion of 1 mg/kg/day 3-20 days later]
* 51 +/- 44 mL/hr/kg [febrile neutropenic cancer and bone marrow transplant patients receiving infusion of 2.5 mg/kg/day at Day 1]
* 22 +/- 15 mL/hr/kg [febrile neutropenic cancer and bone marrow transplant patients receiving infusion of 2.5 mg/kg/day 3-20 days later]
* 21 +/- 14 mL/hr/kg [febrile neutropenic cancer and bone marrow transplant patients receiving infusion of 5 mg/kg/day at Day 1]
* 11 +/- 6 mL/hr/kg [febrile neutropenic cancer and bone marrow transplant patients receiving infusion of 5 mg/kg/day 3-20 days later]
External Links
Wikipedia
RxList
Drugs.com

参考文献

参考文献

供应商提供 Google Scholar IconGoogle Scholar PubMed iconPubMed Google Books IconGoogle Books
  • R.C. Pandey, K.L. Rinehart, J. Antibiot., 29: 1035, (1976)
  • Mechlinski, et al., Tetrahedron Letters, 3873, (1970).
正在搜索,请耐心等待...(如果遇到网页错误或者长时间没有结果,请刷新页面[F5])

专利

专利

PubChem iconPubChem Patent Google Patent Search IconGoogle Patent

互联网资源

互联网资源

百度图标百度 google iconGoogle