CAS 7059-24-7 MFCD00043151-Chromomycin a3 色霉素A3 TAO{mole}

Chromomycin a3 色霉素A3

CAS 7059-24-7 MFCD00043151

化学结构图

SMILES: CO[C@H]1[C@@H](O)CC(O[C@H]2CC(Oc3cc4cc5c(c(O)c4c(O)c3C)C(=O)[C@@H](OC3C[C@@H](OC4C[C@H](OC6C[C@](C)(O)[C@@H](OC(C)=O)[C@H](C)O6)[C@@H](O)[C@H](C)O4)[C@H](O)[C@@H](C)O3)[C@H]([C@@H](OC)C(=O)[C@@H](O)[C@H](C)O)C5)O[C@@H](C)[C@H]2OC(C)=O)O[C@H]1C

化学属性

Mol. Formula	C57
Mol. Weight	1183
TSCA	No
Melting Point	185° dec.
Solubility	Soluble in ethanol, DMSO, and ethyl acetate (10 mg/ml)
Stability	对光线敏感

别名和识别编码

Chemical Name	Chromomycin A3
MDL Number	MFCD00043151
CAS Number	7059-24-7
PubChem Substance ID	656673
EC Number	230-348-0
Synonym	Aburamycin B Antibiotic 69895 A Antibiotic B 599 Chromomycin A(sub 3) Chromomycin A3 Chromomycin A3 from Streptomyces griseus NSC-58514 Olivomycin D, Toyomicin Toyomycin
Merck Number	14,2238
Chemical Name Translation	色霉素A3
Wiswesser Line Notation	L C666 DVT&&J BQ FYO1&VYQYQ1 M1 NQ LO- BT6OTJ DOV1 F1EO- BT6OTJ DQ EO1 F1&& EO- BT6OTJ EQ F1
LabNetwork Molecule ID	LN02124524
InChI	InChI=1S/C57H82O26/c1-21-34(79-40-19-37(53(26(6)75-40)77-28(8)59)82-38-16-33(61)52(70-11)25(5)74-38)15-31-13-30-14-32(54(71-12)51(68)46(63)22(2)58)55(50(67)44(30)49(66)43(31)45(21)62)83-41-18-35(47(64)24(4)73-41)80-39-17-36(48(65)23(3)72-39)81-42-20-57(10,69)56(27(7)76-42)78-29(9)60/h13,15,22-27,32-33,35-42,46-48,52-56,58,61-66,69H,14,16-20H2,1-12H3/t22-,23-,24-,25-,26-,27+,32+,33-,35-,36-,37-,38-,39+,40+,41+,42+,46+,47-,48-,52+,53+,54+,55+,56+,57+/m1/s1

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分类

{SNA} Antibiotics, Antibiotics A to Z, Antibiotics A-F, Antibiotics by Application, Antineoplastic and Immunosuppressive Antibiotics, Antiviral, Aureolic Acids, Bioactive Small Molecules, C-CH, Cell Biology, Chemical Structure Class, Interferes with DNA Synthesis, Mechanism of Action, Spectrum of Activity
{SNA} Antibiotics A to Z, Antibiotics A-F, Antibiotics by Application, Antineoplastic and Immunosuppressive Antibiotics, Apoptosis Detection, Apoptosis and Cell Cycle, Aureolic Acids, Bioactive Small Molecule Alphabetical Index, C-CH, Chemical Structure Class,

产品应用

Membrane-impermeant G/C-specific fluorescent DNA-binding dye.
Antibacterial antibiotic.
Antitumor antibiotic that inhibits RNA synthesis, especially in solid tumors.

安全信息

WGK Germany3

GHS Symbol

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。
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.....

Hazard statements

H300 Fatal if swallowed 吞食致命
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

RTECSGB7875000

Signal word Danger

Personal Protective Equipment Eyeshields, Faceshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges

Hazard Codes T+

Safety Statements

S36/37/39 Wear suitable protective clothing, gloves and eye/face protection 穿戴适当的防护服、手套和眼睛/面保护；
S28 After contact with skin, wash immediately with plenty of ... (to be specified by the manufacturer) 皮肤接触后，立即用大量…（由生产厂家指定）冲洗；
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）；
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

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

Packing GroupI

UN Number UN3462

Storage condition 储存温度2-8℃

TYPE OF TEST            : LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE       : Intraperitoneal
SPECIES OBSERVED        : Rodent - rabbit
DOSE/DURATION           : 250 ug/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   85ERAY "Antibiotics: Origin, Nature, and Properties," Korzyoski, T., et al.,
   eds., Washington, DC, American Soc. for Microbiology, 1978
   Volume(issue)/page/year: 2,1401,1978

TYPE OF TEST            : LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE       : Intravenous
SPECIES OBSERVED        : Primate - monkey
DOSE/DURATION           : 330 ug/kg
TOXIC EFFECTS :
   Behavioral - somnolence (general depressed activity)
   Behavioral - coma
   Gastrointestinal - hypermotility, diarrhea
REFERENCE :
   TXAPA9 Toxicology and Applied Pharmacology.  (Academic Press, Inc., 1 E.
   First St., Duluth, MN 55802) V.1-    1959-  Volume(issue)/page/year:
   27,259,1974

TYPE OF TEST            : LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE       : Intraperitoneal
SPECIES OBSERVED        : Mammal - species unspecified
DOSE/DURATION           : 250 ug/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   85ERAY "Antibiotics: Origin, Nature, and Properties," Korzyoski, T., et al.,
   eds., Washington, DC, American Soc. for Microbiology, 1978
   Volume(issue)/page/year: 2,1401,1978

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 1431 ug/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   NCISP* National Cancer Institute Screening Program Data Summary,
   Developmental Therapeutics Program. (Bethesda, MD 20205)
   Volum

TYPE OF TEST            : LDLo - Lowest published lethal

TYPE OF TEST            : DNA adduct
TEST SYSTEM             : Human Fibroblast
DOSE/DURATION           : 1 umol/L
REFERENCE :
   JJIND8 JNCI, Journal of the National Cancer Institute.  (Washington, DC)
   V.61-79, 1978-87. For publisher information, see JNCIEQ.
   Volume(issue)/page/year: 77,649,1986

TYPE OF TEST            : DNA damage
TEST SYSTEM             : Rodent - hamster Ovary
DOSE/DURATION           : 4 mg/L
REFERENCE :
   CNREA8 Cancer Research. (Public Ledger Building, Suit 816, 6th & Chestnut
   Sts., Philadelphia, PA 19106)  V.1-    1941-  Volume(issue)/page/year:
   45,2813,1985

TYPE OF TEST            : DNA repair
TEST SYSTEM             : Bacteria - Bacillus subtilis
DOSE/DURATION           : 800 ng/plate
REFERENCE :
   TAKHAA Takeda Kenkyusho Ho.  Journal of the Takeda Research Laboratories.
   (Takeda Yakuhin Kogyo K.K., 2-17-85 Jusohon-machi, Y

TYPE OF TEST            : DNA adduct
TEST SYSTEM             : Bacteria - Escherichia coli
DOSE/DURATION           : 2 umol/L
REFERENCE :
   MUREAV Mutation Research.  (Elsevier Science Pub. B.V., POB 211, 1000 AE
   Amsterdam, Netherlands) V.1-    1964-  Volume(issue)/page/year: 89,95,1981

TYPE OF TEST            : Mutation in mammalian somatic cells
TEST SYSTEM             : Rodent - hamster Ovary
DOSE/DURATION           : 125 ug/L
REFERENCE :
   CNREA8 Cancer Research. (Public Ledger Building, Suit 816, 6th & Chestnut
   Sts., Philadelphia, PA 19106)  V.1-    1941-  Volume(issue)/page/year:
   45,2813,1985

TYPE OF TEST            : DNA inhibition
TEST SYSTEM             : Microorganism - not otherwise specified
DOSE/DURATION           : 100 ug/L
REFERENCE :
   NNBYA7 Nature (London), New Biology.  (Basingstoke, Hants., UK)  V.229-246,
   1971-73.  For publisher information, see NATUAS.  Volume(issue)/page/year:
   232,143,1971

TYPE OF TEST            : Cytogenetic analysis

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Intraperitoneal
SPECIES OBSERVED        : Rodent - rat
DOSE                    : 250 ug/kg
SEX/DURATION            : male 1 day(s) pre-mating
TOXIC EFFECTS :
   Reproductive - Paternal Effects - spermatogenesis (incl. genetic material,
   sperm morphology, motility, and count)
REFERENCE :
   HIKYAJ Hinyokika Kiyo.  Journal of Urology.   (Kyoto Daigaku Igakubu,
   Hinyokikagaku Kyoshitsu, 54 Kawara-machi, Shogain, Sakyo-ku, Kyoto 606,
   Japan)  V.1-    1955-  Volume(issue)/page/year: 12,1339,1966

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Subcutaneous
SPECIES OBSERVED        : Rodent - mouse
DOSE                    : 500 ug/kg
SEX/DURATION            : male 1 day(s) pre-mating
TOXIC EFFECTS :
   Reproductive - Paternal Effects - testes, epididymis, sperm duct
REFERENCE :
   JJPAAZ Japanese Journal of Pharmacology.  (Japanese Pharmacological Soc.,
   c/o Dept. of Pharmacology, Faculty of Medicine, Kyoto Univ., Sakyo-ku, Kyoto
   606, Japan)  V.1-    1951-  Volume(issue)/page/year: 10,64,1960

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Subcutaneous
SPECIES OBSERVED        : Rodent - rat
DOSE                    : 125 ug/kg
SEX/DURATION            : female 6-10 day(s) after conception
TOXIC EFFECTS :
   Reproductive - Fertility - litter size (e.g. # fetuses per litter; measured
   before birth)
   Reproductive - Effects on Embryo or Fetus - fetotoxicity (except death,
   e.g., stunted fetus)
   Reproductive - Specific Developmental Abnormalities - eye/ear
REFERENCE :
   OSDIAF Osaka Shiritsu Daigaku Igaku Zasshi.  Journal of the Osaka City
   Medical Center.  (Osaka, Japan)  V.4-23, 1955-74.  For publisher
   information, see OIGZDE.  Volume(issue)/page/year: 14,107,1965

其他信息

Chromomycin A3 : glycosidic antibiotic.
Chromomycin A3, a fluorescent DNA stain and antibiotic, has been reported to strongly inhibit zinc-dependent transcriptional activity of sheep Metallothionein 1A promoter in reporter gene assays of transfected cells. This compound has also been shown to be a potent inhibitor of neuronal apoptosis induced by glutathione depletion-induced oxidative stress and DNA-damaging agent Camptothecin. Mechanistic studies suggest that Chromomycin A3 antagonizes enhanced DNA binding of the transcription factors Sp1 and Sp3 to their cognate "G-C" box, induced by oxidative stress or DNA damage. Furthermore, by inhibiting transcription, Chromomycin A3 and its structural analogs can inhibit protein biosynthesis.