Bleomycin sulfate(1:x) Bleomycin

CAS 9041-93-4 MFCD00070310

化学结构图

9041-93-4
SMILES: Cc1c(N)nc([C@H](CC(N)=O)NC[C@H](N)C(N)=O)nc1C(=O)N[C@@H](C(=O)N[C@H](C)[C@@H](O)[C@H](C)C(=O)N[C@@H](C(=O)NCCc1nc(-c2ncc(C(=O)NCCC[S+](C)C)s2)cs1)[C@@H](C)O)[C@@H](O[C@@H]1O[C@@H](CO)[C@@H](O)[C@H](O)[C@@H]1O[C@@H]1O[C@H](CO)[C@@H](O)[C@@H](OC(N)=O)[C@@H]1O)c1c[nH]cn1.Cc1c(N)nc([C@H](CC(N)=O)NC[C@H](N)C(N)=O)nc1C(=O)N[C@@H](C(=O)N[C@H](C)[C@@H](O)[C@H](C)C(=O)N[C@@H](C(=O)NCCc1nc(-c2ncc(C(=O)NCCC[S+](C)C)s2)cs1)[C@@H](C)O)[C@@H](O[C@@H]1O[C@@H](CO)[C@@H](O)[C@H](O)[C@@H]1O[C@@H]1O[C@H](CO)[C@@H](O)[C@@H](OC(N)=O)[C@@H]1O)c1c[nH]cn1.O=S(=O)([O-])[O-]

化学属性

Mol. Formula2
Mol. Weight2927
Appearance powder 博来霉素含有若干性质近似的组分,为弱碱性物质。易溶于水、甲醇,微溶于乙醇,几乎不溶于丙酮、乙酸乙酯、乙酸丁酯、乙醚。含铜离子时呈蓝绿色,去铜离子后为白色粉末。
SolubilityH2O: 20 mg/mL
Density1.13
Stability对热敏感

别名和识别编码

Chemical NameBleomycin sulfate(1:x)
MDL NumberMFCD00070310
CAS Number9041-93-4
Synonym 3-[[2-[2-[2-[2-[4-[2-[6-Amino-2-[1-(2-amino-2-carbamoyl-ethyl)amino-2-carbamoyl-ethyl]-5-methyl-pyrimidin-4-yl]carbonylamino-3-[3-[4-carbamoyloxy-3,5-dihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-3-(3H-imidazol-4-yl)propanoyl]amino-3-hydroxy-2-methyl-pentanoyl]amino-3-hydroxy-butanoyl]aminoethyl]-1,3-thiazol-4-yl]-1,3-thiazol-4-yl]carbonylamino]propyl-dimethyl-sulfonium hydrogen sulfate 3-[[2-[2-[2-[[(2S,3R)-2-[[(2S,3S,4R)-4-[[(2S)-2-[[6-Amino-2-[(1S)-3-amino-1-[[(2S)-2,3-diamino-3-oxopropyl]amino]-3-oxopropyl]-5-methylpyrimidine-4-carbonyl]amino]-3-[(2R,3S,4S,5S,6S)-3-[(2R,3S,4S,5R,6R)-4-carbamoyloxy-3,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-(3H-imidazol-4-yl)propanoyl]amino]-3-hydroxy-2-methylpentanoyl]amino]-3-hydroxybutanoyl]amino]ethyl]-1,3-thiazol-4-yl]1,3-thiazole-4-carbonyl]amino]propyl-dimethylsulfanium BLEMOYCIN SULFATE {
PubChem Substance ID72466
EC Number232-925-2
Chemical Name TranslationBleomycin
Merck Number1318
LabNetwork Molecule IDLN01331090
InChIInChI=1S/C55H83N17O21S3.H2O4S/c1-20-33(69-46(72-44(20)58)25(12-31(57)76)64-13-24(56)45(59)82)50(86)71-35(41(26-14-61-19-65-26)91-54-43(39(80)37(78)29(15-73)90-54)92-53-40(81)42(93-55(60)88)38(79)30(16-74)89-53)51(87)66-22(3)36(77)21(2)47(83)70-34(23(4)75)49(85)63-10-8-32-67-28(18-94-32)52-68-27(17-95-52)48(84)62-9-7-11-96(5)6;1-5(2,3)4/h14,17-19,21-25,29-30,34-43,53-54,64,73-75,77-81H,7-13,15-16,56H2,1-6H3,(H13-,57,58,59,60,61,62,63,65,66,69,70,71,72,76,82,83,84,85,86,87,88);(H2,1,2,3,4)/t21?,22?,23?,24?,25?,29-,30+,34?,35?,36?,37+,38+,39-,40-,41?,42-,43-,53+,54-;/m0./s1
信息真实价格透明    资金保障    专业采购外包团队在线服务   
信息真实价格透明    资金保障    专业采购外包团队在线服务   
品牌质保精细包装    现货库存    一流品牌服务   

分类

  • {SNA} Antibiotics, Antibiotics A to Z, Antibiotics A-F, Antibiotics by Application, Antifungal, Antineoplastic and Immunosuppressive Antibiotics, Biochemicals and Reagents, Chemical Structure Class, Genetic Marker Selection, Glycopeptides,
  • {SNA} Antibiotics, Antibiotics A to Z, Antibiotics A-F, Antibiotics by Application, Antifungal, Antineoplastic and Immunosuppressive Antibiotics, Chemical Structure Class, Core Bioreagents, Genetic Marker Selection, Glycopeptides, Interferes with DNA Synthesis, Mechanism of Action, Research Essentials, Spectrum of Activity
  • {SNA} Antibiotics A to Z,

产品应用

  • 作为选择剂推荐浓度10-100微克/毫升。
  • 博来霉素用作转化细胞的选择剂,特别是对于植物细胞的转化。推荐使用浓度10-100克/毫升。它也可以用来诱发肺纤维化上皮细胞凋亡

相关文献及参考

  • Merck: 14,1318

安全信息

GHS Symbol
WGK Germany3
Hazard statements
  • H340 May cause genetic defects 可能导致遗传性缺陷
  • H351 Suspected of causing cancer 怀疑致癌
  • H361 Suspected of damaging fertility or the unborn child 怀疑对生育能力或未出生婴儿造成伤害
Personal Protective Equipment Eyeshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
RTECSEC5991990
Precautionary statements
  • P201 Obtain special instructions before use. 使用前获取专门指示。
  • P202 Do not handle until all safety precautions have been read and understood. 已阅读并理解所有的安全预防措施之前,切勿操作。
  • P280 Wear protective gloves/protective clothing/eye protection/face protection. 戴防护手套/防护服/眼睛的保护物/面部保护物。
  • P281 Use personal protective equipment as required. 使用所需的个人防护装备。
  • P308+P313
  • P405 Store locked up. 上锁保管。
  • P501 Dispose of contents/container to..… 处理内容物/容器.....
Signal word Danger Warning
Hazard Codes T
Safety Statements
  • S45 In case of accident or if you feel unwell seek medical advice immediately (show the label where possible) 发生事故时或感觉不适时,立即求医(可能时出示标签);
  • S36/37 Wear suitable protective clothing and gloves 穿戴适当的防护服和手套;
  • S53 Avoid exposure - obtain special instructions before use 避免接触,使用前获得特别指示说明;
Risk Statements
  • R46 May cause inheritable genetic damage 可能引起遗传基因损害
  • R40 Limited evidence of a carcinogenic effect 有限证据表明其致癌作用
  • R63 Possible risk of harm to the unborn child 可能危害未出生婴儿
Storage condition 储存温度2-8°C 0-10°C 2-8°C
TYPE OF TEST            : TD - Toxic dose (other than lowest)
ROUTE OF EXPOSURE       : Parenteral
SPECIES OBSERVED        : Rodent - rat
DOSE/DURATION           : 36 mg/kg/52W-I
TOXIC EFFECTS :
   Tumorigenic - Carcinogenic by RTECS criteria
   Kidney, Ureter, Bladder - Kidney tumors
   Tumorigenic - tumors at site of application
REFERENCE :
   PAACA3 Proceedings of the American Association for Cancer Research. (Waverly
   Press, 428 E. Preston St., Baltimore, MD 21202)  V.1-    1954-
   Volume(issue)/page/year: 24,96,1983

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Subcutaneous
SPECIES OBSERVED        : Rodent - rat
DOSE/DURATION           : 14 mg/kg/68W-I
TOXIC EFFECTS :
   Tumorigenic - Carcinogenic by RTECS criteria
   Kidney, Ureter, Bladder - Kidney tumors
   Tumorigenic - tumors at site of application
REFERENCE :
   ONCOBS Oncology.  (S. Karger AG, Postfach CH-4009 Basel, Switzerland) V.21- 
     1967-  Volume(issue)/page/year: 41,114,1984

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Parenteral
SPECIES OBSERVED        : Rodent - rat
DOSE/DURATION           : 18 mg/kg/52W-I
TOXIC EFFECTS :
   Tumorigenic - Carcinogenic by RTECS criteria
   Kidney, Ureter, Bladder - Kidney tumors
   Tumorigenic - tumors at site of application
REFERENCE :
   PAACA3 Proceedings of the American Association for Cancer Research. (Waverly
   Press, 428 E. Preston St., Baltimore, MD 21202)  V.1-    1954-
   Volume(issue)/page/year: 24,96,1983

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Intraperitoneal
SPECIES OBSERVED        : Rodent - rat
DOSE/DURATION           : 240 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   IYKEDH Iyakuhin Kenkyu.  Study of Medical Supplies.  (Nippon Koteisho
   Kyokai, 12-15, 2-chome, Shibuya, Shibuya-ku, Tokyo 150, Japan)  V.1- 1970- 
   Volume(issue)/page/year: 7,108,1976

TYPE OF TEST            : LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE       : Intramuscular
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 74 mg/kg
TOXIC EFFECTS :
   Behavioral - ataxia
REFERENCE :
   JJANAX Japanese Journal of Antibiotics.  (Japan Antibiotics Research Assoc.,
   2-20-8 Kamiosaki, Shinagawa-ku, Tokyo 141, Japan)  V.21-    1968-
   Volume(issue)/page/year: 29,894,1976

TYPE OF TEST            : LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE       : Intramuscular
SPECIES OBSERVED        : Rodent - rat
DOSE/DURATION           : 59 mg/kg
TOXIC EFFECTS :
   Behavioral - ataxia
REFERENCE :
   JJANAX Japanese Journal of Antibiotics.  (Japan Antibiotics Research Assoc.,
   2-20-8 Kamiosaki, Shinagawa-ku, Tokyo 141, Japan)  V.21-    1968-
   Volume(issue)/page/year: 29,894,1976

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Subcutaneous
SPECIES OBSERVED        : Rodent - rat
DOSE/DURATION           : 86 mg/kg
TOXIC EFFECTS :
   Gastrointestinal - hypermotility, diarrhea
   Kidney, Ureter, Bladder - urine volume increased
   Skin and Appendages - hair
REFERENCE :
   JJANAX Japanese Journal of Antibiotics.  (Japan Antibiotics Research Assoc.,
   2-20-8 Kamiosaki, Shinagawa-ku, Tokyo 141, Japan)  V.21-    1968-
   Volume(

TYPE OF TEST            : TDLo - Lowest publi

TYPE OF TEST            : LD50 - Lethal

TYPE OF TEST            : Morphological transformation
ROUTE OF EXPOSURE       : Intravenous
TEST SYSTEM             : Rodent - rat
DOSE/DURATION           : 25 units/kg
REFERENCE :
   CRNGDP Carcinogenesis (London). (Oxford Univ. Press, Pinkhill House,
   Southfield Road, Eynsham, Oxford OX8 1JJ, UK)  V.1-    1980-
   Volume(issue)/page/year: 13,703,1992

TYPE OF TEST            : Specific locus test
ROUTE OF EXPOSURE       : Oral
TEST SYSTEM             : Insect - Drosophila melanogaster
DOSE/DURATION           : 13 ppm
REFERENCE :
   MUREAV Mutation Research.  (Elsevier Science Pub. B.V., POB 211, 1000 AE
   Amsterdam, Netherlands) V.1-    1964-  Volume(issue)/page/year: 263,33,1991

TYPE OF TEST            : Micronucleus test
TEST SYSTEM             : Rodent - mouse Lymphocyte
DOSE/DURATION           : 1 mg/L
REFERENCE :
   MUREAV Mutation Research.  (Elsevier Science Pub. B.V., POB 211, 1000 AE
   Amsterdam, Netherlands) V.1-    1964-  Volume(issue)/page/year: 222,191,1989

TYPE OF TEST            : DNA repair
TEST SYSTEM             : Bacteria - Escherichia coli
DOSE/DURATION           : 250 ng/plate
REFERENCE :
   NULSAK Nucleus (Calcutta).  (Dr. A.K. Sharma, Centre of Advanced Studies in
   Cell and Chromosome Research, Calcutta, 35 Baliygunge Circular Rd., Calcutta
   700 019, India)  V.1-    1958-  Volume(issue)/page/year: 28,159,1985

TYPE OF TEST            : Dominant lethal test
ROUTE OF EXPOSURE       : Oral
TEST SYSTEM             : Insect - not otherwise specified
DOSE/DURATION           : 100 ppm
REFERENCE :
   MUREAV Mutation Research.  (Elsevier Science Pub. B.V., POB 211, 1000 AE
   Amsterdam, Netherlands) V.1-    1964-  Volume(issue)/page/year: 149,375,1985

TYPE OF TEST            : DNA damage
TEST SYSTEM             : Rodent - hamster Ovary
DOSE/DURATION           : 10 mg/L
REFERENCE :
   MUREAV Mutation Research.  (Elsevier Science

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Intraperitoneal
SPECIES OBSERVED        : Rodent - rat
DOSE                    : 8 mg/kg
SEX/DURATION            : female 6-9 day(s) after conception
TOXIC EFFECTS :
   Reproductive - Fertility - post-implantation mortality (e.g. dead and/or
   resorbed implants per total number of implants)
   Reproductive - Effects on Embryo or Fetus - fetotoxicity (except death,
   e.g., stunted fetus)
   Reproductive - Specific Developmental Abnormalities - musculoskeletal system
REFERENCE :
   NTIS** National

{hazard_

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Intraperitoneal
SPECIES OBSERVED        : Rodent - rat
DOSE                    : 17400 ug/kg
SEX/DURATION            : female 15-22 day(s) after conception
                          lactating female 21 day(s) post-birth
TOXIC EFFECTS :
   Reproductive - Effects on Newborn - live birth index (measured after birth)
REFERENCE :
   NTIS** National Technical Information Service.  (Springfield, VA 22161)
   Formerly U.S. Clearinghouse for Scientific & Technical Information.
   Volume(issue)/page/year: PB261-972

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Intraperitoneal
SPECIES OBSERVED        : Rodent - rat
DOSE                    : 20400 ug/kg
SEX/DURATION            : female 14 day(s) pre-mating
                          female 1-20 day(s) after conception
TOXIC EFFECTS :
   Reproductive - Effects on Newborn - viability index (e.g., # alive at day 4
   per # born alive)
   Reproductive - Effects on Newborn - weaning or lactation index (e.g., #
   alive at weaning per # alive at day 4)
REFERENCE :
   NTIS** National Technical Information Service.  (Springfield, VA 22161)
   Formerly U.S. Clearinghouse for Scientific & Technical Information.
   Volume(issue)/page/year: PB261-972

其他信息

  • Sigma Aldrich:9041-93-4(sigmaaldrich)
  • 博来霉素含有若干性质近似的组分(A mixture of bleomycin sulfate salts),为弱碱性物质。易溶于水、甲醇,微溶于乙醇,几乎不溶于丙酮、乙酸乙酯、乙酸丁酯、乙醚。
  • 毒性分级:高毒
  • 可燃性危险特性:热分解排出有毒硫氧化物烟雾
  • 储运特性:库房通风低温干燥
  • 急性毒性:腹腔-大鼠 LD50: 240 毫克/公斤; 腹腔-小鼠LD50: 210 毫克/公斤
  • 用途一:该品广谱抗肿瘤药。对鳞癌,包括头颈部、皮肤、食道、肺、宫颈、阴茎和甲状腺等癌肿以及恶性淋巴瘤等有效。对脑瘤、恶性黑色素瘤和纤维肉瘤等也具有一定疗效。
  • color:white
  • MOL 文件:9041-93-4.mol
  • 灭火剂:水,干粉、干砂、二氧化碳、泡沫、1211灭火剂
  • F:10
  • 类别:有毒物质
  • 上游原料:磷酸二氢钾 --> 硫酸锌 --> 甲醇溶液 --> 乙二胺四乙酸二钠盐 --> 放线菌 --> 玉米浆 --> 双硫腙 --> 弱酸性丙烯酸系阳离子交换树脂
  • 下游产品:匹来霉素
  • 方法一:该品是从轮枝链霉菌(Str.Verticillus)提取的,我国从放线菌的72号分离出同样的抗生素。生产过程为三级发酵,培养基为淀粉,葡萄糖、黄豆饼粉、酵母粉、玉米浆,氯化钠,硫酸锌,硫酸铜,磷酸二氢钾,发酵过程中每8小时补一次葡萄糖母液,控制发酵液残糖在1%左右,待pH回升开始每8h补玉米浆,每次补入量为0.5%,博来霉素发酵中间不产生泡沫,因此不需加消沫油。提炼过程利用博来霉素在水溶液中能解离成阳离子的特性,用弱酸性丙烯酸系阳离子交换树脂进行分离,提限,在甲醇溶液中以苯肼硫羰偶氮苯为螯合剂,或以硫化氢去除铜离子,反复用丙酮沉淀,精制后过滤,真空干燥得成品。
  • 用途二:一种抗肿瘤的抗生素(from Streptomyces verticillus),结合到DNA上,抑制DNA合成和引起DNA分裂,需要结合氧和金属离子(如铜或铁)来切断DNA.切割RNA具有高度选择性,调控和诱导细胞凋亡,抑制肿瘤的血管再生。

系列性分类


相关产品推荐