Dactinomycin 放线菌素D
CAS 50-76-0 MFCD00005033
化学结构图
SMILES: Cc1c2oc3c(C)ccc(C(=O)N[C@@H]4C(=O)N[C@H](C(C)C)C(=O)N5CCC[C@H]5C(=O)N(C)CC(=O)N(C)[C@@H](C(C)C)C(=O)O[C@@H]4C)c3nc-2c(C(=O)N[C@@H]2C(=O)N[C@H](C(C)C)C(=O)N3CCC[C@H]3C(=O)N(C)CC(=O)N(C)[C@@H](C(C)C)C(=O)O[C@@H]2C)c(N)c1=O
化学属性
| Mol. Formula | C62 |
|---|---|
| Mol. Weight | 1255 |
| Melting Point | 251-253 |
| Solubility | Soluble in DMSO, not in water |
| TSCA | No |
| Appearance | Solid powder |
别名和识别编码
| Chemical Name | Dactinomycin |
|---|---|
| Synonym | ACT ACT D Abbreviation: DACT; ACTD; actinomycin C1; actinomycin D; actinomycin I1; actinomycin IV; actinomycin X 1; actinomycinthrvalprosarmeval; dactinomycine; meractinomycin; US brand names: Cosmegen; Lyovac. Actinomycin Actinomycin 11 cosmegen Actinomycin 7 Actinomycin A IV Actinomycin C1 Actinomycin D Actinomycin I Actinomycin I(sub 1) Actinomycin IV Actinomycin X 1 Actinomycindioic D acid, dilactone Acto-D Chounghwamycin B Cosmegen Cosmegen Lyovac Dactinomycin Dactinomycin D Dactinomycin; 2-Amino-N,N'-bis[hexadecahydro-2,5,9-trimethyl-6,13-bis(1-methylethyl)-1,4,7,11,14-pentaoxo-1H-pyrrolo[2,1-i][1,4,7,10,13]oxatetraazacyclohexadecin-10-yl]-4,6-dimethyl-3-oxo-3H-phenoxazine-1,9-dicarboxamide Dilactone ac |
| PubChem Substance ID | 457193 |
| EC Number | 200-063-6 |
| Beilstein Registry Number | 605235 |
| MDL Number | MFCD00005033 |
| CAS Number | 50-76-0 |
| Merck Number | 14,2800 |
| InChIKey | RJURFGZVJUQBHK-IIXSONLDSA-N |
| Chemical Name Translation | 放线菌素D |
| Wiswesser Line Notation | T C666 BO EV INJ D1 FZ N1 GVM- OT5-16- AN FVN IVN LVOPVM SVTJ G1 J1 KY1&1 N1 RY1&1& KVM- OT5 |
| InChI | InChI=1S/C62H86N12O16/c1-27(2)42-59(84)73-23-17-19-36(73)57(82)69(13)25-38(75)71(15)48(29(5)6)61(86)88-33(11)44(55(80)65-42)67-53(78)35-22-21-31(9)51-46(35)64-47-40(41(63)50(77)32(10)52(47)90-51)54(79)68-45-34(12)89-62(87)49(30(7)8)72(16)39(76)26-70(14)58(83)37-20-18-24-74(37)60(85)43(28(3)4)66-56(45)81/h21-22,27-30,33-34,36-37,42-45,48-49H,17-20,23-26,63H2,1-16H3,(H,65,80)(H,66,81)(H,67,78)(H,68,79)/t33-,34-,36+,37+,42-,43-,44+,45+,48+,49+/m1/s1 |
| Formula | C62H86N12O16 |
| IUPAC Name | 2-amino-N1,N9-bis((6S,9R,10S,13R,18aS)-6,13-diisopropyl-2,5,9-trimethyl-1,4,7,11,14-pentaoxohexadecahydro-1H-pyrrolo[2,1-i][1]oxa[4,7,10,13]tetraazacyclohexadecin-10-yl)-4,6-dimethyl-3-oxo-3H-phenoxazine-1,9-dicarboxamide |
| Canonical SMILES | O=C(N[C@@H]1C(N[C@@H](C(N2[C@]([H])(C(N(CC(N([C@H](C(O[C@@H]1C)=O)C(C)C)C)=O)C)=O)CCC2)=O)C(C)C)=O)C3=C(C(C(C)=C4OC5=C(C(C(N[C@@H]([C@@H](C)O6)C(N[C@H](C(C)C)C(N7CCC[C@@]7([H])C(N(C)CC(N(C)[C@@H](C(C)C)C6=O)=O)=O)=O)=O)=O)=CC=C5C)N=C43)=O)N |
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信息真实价格透明
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分类
- {SNA} A - K, Antibacterial, Antibiotic powders, Antibiotics, Antibiotics A to Z, Antibiotics A-F, Antibiotics by Application, Antineoplastic and Immunosuppressive Antibiotics, Chemical Structure Class, Core Bioreagents, DNA-RNA Transcription Regulators, Fluorescent Labels, Gene Regulation and Expression, Interferes with DNA Synthesis, Mechanism of Action, Other Fluorescent Labels, Peptides, Research Essentials, Spectrum of Activity, 抗生素, 生化试剂, 细胞信号转导和神经科学, 细胞培养, 细胞生物学, 荧光探针，标记，粒子和染色剂,
产品应用
- Dactinomycin (also known generically as Actinomycin D) is the most significant member of actinomycines, which are a class of polypeptide antibiotics isolated from soil bacteria of the genus Streptomyces. As one of the older chemotherapy drugs, it has been used for many years. Actinomycin D was the first antibiotic shown to have anti-cancer activity. It was first isolated by Selman Waksman and his co-worker H. B. Woodruff in 1940. It was approved by the US FDA on December 10, 1964 and launched by Merck Sharp and Dohme under the trade name Cosmegen.
安全信息
GHS Symbol
- H300 Fatal if swallowed 吞食致命
- H350 May cause cancer 可能致癌
- H360 May damage fertility or the unborn child 可能对生育能力或未出生婴儿造成伤害
- 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。
- P264 Wash hands thoroughly after handling. 处理后要彻底洗净双手。
- P270 Do not eat, drink or smoke when using this product. 使用本产品时不要吃东西，喝水或吸烟。
- P281 Use personal protective equipment as required. 使用所需的个人防护装备。
- P301+P310
- P308+P313
- P321 Specific treatment (see … on this label). 具体治疗（见本标签上的）。
- P330 Rinse mouth. 漱口
- P405 Store locked up. 上锁保管。
- P501 Dispose of contents/container to..… 处理内容物/容器.....
- R60 May impair fertility 可能降低生殖能力
- R61 May cause harm to the unborn child 可能对未出生的婴儿导致伤害
- R28 Very toxic if swallowed 吞咽极毒
- R40 Limited evidence of a carcinogenic effect 有限证据表明其致癌作用
TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : Intraperitoneal SPECIES OBSERVED : Rodent - rat DOSE/DURATION : 2600 ug/kg/17W-I TOXIC EFFECTS : Tumorigenic - Carcinogenic by RTECS criteria Tumorigenic - tumors at site of application REFERENCE : CNREA8 Cancer Research. (Public Ledger Building, Suit 816, 6th & Chestnut Sts., Philadelphia, PA 19106) V.1- 1941- Volume(issue)/page/year: 30,2271,1970
TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : Subcutaneous SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 280 ug/kg/18W-I TOXIC EFFECTS : Tumorigenic - equivocal tumorigenic agent by RTECS criteria Tumorigenic - tumors at site of application REFERENCE : APJAAG Acta Pathologica Japonica. (Japan Publications Trading Co., Ltd., POB 5030, Tokyo International, Tokyo 101-31, Japan) V.1- 1951- Volume(issue)/page/year: 17,495,1967
TYPE OF TEST : TD - Toxic dose (other than lowest) ROUTE OF EXPOSURE : Intraperitoneal SPECIES OBSERVED : Rodent - rat DOSE/DURATION : 1700 ug/kg/26W-I TOXIC EFFECTS : Tumorigenic - neoplastic by RTECS criteria Tumorigenic - tumors at site of application REFERENCE : RRCRBU Recent Results in Cancer Research. (Springer-Verlag New York, Inc., Service Center, 44 Hartz Way, Secaucus, NJ 07094) V.1- 1965- Volume(issue)/page/year: 52,1,1975
TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : Intravenous SPECIES OBSERVED : Human DOSE/DURATION : 40 ug/kg/4D-I TOXIC EFFECTS : Skin and Appendages - dermatitis, other (after systemic exposure) REFERENCE : NEJMAG New England Journal of Medicine. (Massachusetts Medical Soc., 10 Shattuck St., Boston, MA 02115) V.198- 1928- Volume(issue)/page/year: 281,1094,1969
{hazTYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Intraperit
TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Oral SPECIES OBSERVED : Rodent - rat DOSE/DURATION : 7200 ug/kg TOXIC EFFECTS : Gastrointestinal - hypermotility, diarrhea Blood - other changes REFERENCE : ANYAA9 Annals of the New York Academy of Sciences. (New York Academy of Sciences, 2 E. 63rd St., New York, NY 10021) V.1- 1877- Volume(issue)/page/year: 89,348,1960
TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Oral SPECIES OBSERVED : Bird - wild bird species DOSE/DURATION : 1 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : AECTCV Archives of Environmental Contamination and Toxicology. (Springer-Verlag New York, Inc., Service Center, 44 Hartz Way, Secaucus, NJ 070944) V.1- 1973- Volume(issue)/page/year: 12,355,1983
TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Unreported SPECIES OBSERVED : Rodent - hamster DOSE/DURATION : 600 ug/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : ARZNAD Arzneimittel-Forschung. Drug Research. (Editio Cantor Verlag, Postfach 1255, W-7960 Aulendorf, Fed. Rep. Ger.) V.1- 1951-
TYPE OF TEST : Cytogenetic analysis ROUTE OF EXPOSURE : Intravenous TEST SYSTEM : Rodent - rat DOSE/DURATION : 250 mg/kg REFERENCE : JELJA7 Journal of Electron Microscopy. (Japanese Soc. of Electron Microscopy, Business Center for Academic Soc. Japan, 2-4-16 Yayoi, Bunkyo-ku, Tokyo 113, Japan) V.1- 1953- Volume(issue)/page/year: 22,205,1973
TYPE OF TEST : Mutation test systems - not otherwise specified TEST SYSTEM : Microorganism - not otherwise specified DOSE/DURATION : 100 mg/L REFERENCE : IJEBA6 Indian Journal of Experimental Biology. (Publications & Information Directorate, CSIR, Hillside Rd., New Delhi 110 012, India) V.1- 1963- Volume(issue)/page/year: 17,1007,1979
TYPE OF TEST : Mutation test systems - not otherwise specified TEST SYSTEM : Human Cells - not otherwise specified DOSE/DURATION : 40 ug/L REFERENCE : BBRCA9 Biochemical and Biophysical Research Communications. (Academic Press, Inc., 1 E. First St., Duluth, MN 55802) V.1- 1959- Volume(issue)/page/year: 52,928,1973
TYPE OF TEST : Mutation in microorganisms TEST SYSTEM : Mold - Neurospora crassa DOSE/DURATION : 5 mg/L REFERENCE : MUREAV Mutation Research. (Elsevier Science Pub. B.V., POB 211, 1000 AE Amsterdam, Netherlands) V.1- 1964- Volume(issue)/page/year: 33,187,1975
TYPE OF TEST : DNA repair TEST SYSTEM : Bacteria - Bacillus subtilis DOSE/DURATION : 60 ng/disc REFERENCE : MUREAV Mutation Research. (Elsevier Science Pub. B.V., POB 211, 1000 AE Amsterdam, Netherlands) V.1- 1964- Volume(issue)/page/year: 97,1,1982
TYPE OF TEST : DNA damage TEST SYSTEM : Bacteria - Escherichia coli DOSE/DURATION : 8 umol/L REFERENCE :
TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : Unreported SPECIES OBSERVED : Rodent - rat DOSE : 200 ug/kg SEX/DURATION : female 10 day(s) after conception TOXIC EFFECTS : Reproductive - Fertility - litter size (e.g. # fetuses per litter; measured before birth) REFERENCE : TJADAB Teratology, The International Journal of Abnormal Development. (Alan R. Liss, Inc., 41 E. 11th St., New York, NY 10003) V.1- 1968- Volume(issue)/page/year: 19,43A,1979
TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : Intraperitoneal SPECIES OBSERVED : Rodent - rat DOSE : 150 ug/kg SEX/DURATION : female 8 day(s) after conception TOXIC EFFECTS : Reproductive - Specific Developmental Abnormalities - Central Nervous System Reproductive - Specific Developmental Abnormalities - eye/ear Reproductive - Specific Developmental Abnormalities - craniofacial (including nose and tongue) REFERENCE : SEIJBO Senten Ijo. Congenital Anomalies. (Nippon Senten Ijo Gakkai, c/o Kinki Daigaku Igakubu Kaibagaku Kyoshitsu, 380 Nishiyama, Sayama-cho, Mirami-Kawachi-gun, Osaka-fu, Japan) V.1-26, 1960-86. For publisher information, see CGANE7. Volume(issue)/page/year: 11,5,1971
TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : Intraperitoneal SPECIES OBSERVED : Rodent - rat DOSE : 100 ug/kg SEX/DURATION : female 18-19 day(s) after conception TOXIC EFFECTS : Reproductive - Effects on Newborn - behavioral REFERENCE : TJADAB Teratology, The International Journal of Abnormal Development. (Alan R. Liss, Inc., 41 E. 11th St., New York, NY 10003) V.1- 1968- Volume(issue)/page/year: 17,44A,1978
TYPE OF TEST : TDLo - Lowest published toxic dose
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