Basic information
- Name:
D-threo-2-Pentulose,5-deoxy-1-C-[(2S,3S)-7-[[2,6-dideoxy-3-O-(2,6-dideoxy-b-D-arabino-hexopyranosyl)-b-D-arabino-hexopyranosyl]oxy]-3-[(O-2,6-dideoxy-3-C-methyl-b-D-ribo-hexopyranosyl-(1®3)-O-2,6-dideoxy-b-D-lyxo-hexopyranosyl-(1®3)-2,6-dideoxy-b-D-arabino-hexopyranosyl)oxy]-1,2,3,4-tetrahydro-5,10-dihydroxy-6-methyl-4-oxo-2-anthracenyl]-1-O-methyl-,(1S)- (9CI)
- Superlist Name:
- Mithramycin A
- CAS No.:
18378-89-7
- Molecular Structure:
![Molecular Structure of 18378-89-7 (D-threo-2-Pentulose,5-deoxy-1-C-[(2S,3S)-7-[[2,6-dideoxy-3-O-(2,6-dideoxy-b-D-arabino-hexopyranosyl)-b-D-arabino-hexopyranosyl]oxy]-3-[(O-2,6-dideoxy-3-C-methyl-b-D-ribo-hexopyranosyl-(1®3)-O-2,6-dideoxy-b-D-lyxo-hexopyranosyl-(1®3)-2,6-dideoxy-b-D-arabino-hexopyranosyl)oxy]-1,2,3,4-tetrahydro-5,10-dihydroxy-6-methyl-4-oxo-2-anthracenyl]-1-O-methyl-,(1S)- (9CI))](http://www.lookchem.com/300w/2010/0619/18378-89-7.jpg)
- Formula:
- C52H76O24
- Synonyms:
- Mithramycin(8CI);Antibiotic LA 7017;Aureolic acid;Mithracin;Mitramycin;NSC 24559;PA 144;Plicamycin;Plicatomycin;
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Chemistry
Chemistry informtion about Mithramycin A (18378-89-7) is:
IUPAC Name: 2-[4-[4-(4,5-dihydroxy-4,6-dimethyloxan-2-yl)oxy-5-hydroxy-6-methyloxan-2-yl]oxy-5-hydroxy-6-methyloxan-2-yl]oxy-3-(3,4-dihydroxy-1-methoxy-2-oxopentyl)-6-[4-(4,5-dihydroxy-6-methyloxan-2-yl)oxy-5-hydroxy-6-methyloxan-2-yl]oxy-8,9-dihydroxy-7-methyl-3,4-dihydro-2H-anthracen-1-one ; (2S,3S)-2-[(2S,4R,5R,6R)-4-[(2S,4R,5R,6R)-4-[(2S,4S,5R,6R)-4,5-dihydroxy-4,6-dimethyloxan-2-yl]oxy-5-hydroxy-6-methyloxan-2-yl]oxy-5-hydroxy-6-methyloxan-2-yl]oxy-3-[(1S,3S,4R)-3,4-dihydroxy-1-methoxy-2-oxopentyl]-6-[(2S,4R,5R,6R)-4-[(2S,4R,5S,6R)-4,5-dihydroxy-6-methyloxan-2-yl]oxy-5-hydroxy-6-methyloxan-2-yl]oxy-8,9-dihydroxy-7-methyl-3,4-dihydro-2H-anthracen-1-one ; (2S,3S)-2-[(2S,4R,5R,6R)-4-[(2S,4R,5R,6R)-4-[(2S,4S,5R,6R)-4,5-dihydroxy-4,6-dimethyloxan-2-yl]oxy-5-hydroxy-6-methyloxan-2-yl]oxy-5-hydroxy-6-methyloxan-2-yl]oxy-3-[(1S,3S,4R)-3,4-dihydroxy-1-methoxy-2-oxopentyl]-6-[(2S,4R,5S,6R)-4-[(2S,4R,5S,6R)-4,5-dihydroxy-6-methyloxan-2-yl]oxy-5-hydroxy-6-methyloxan-2-yl]oxy-8,9-dihydroxy-7-methyl-3,4-dihydro-2H-anthracen-1-one ; (2S)-2-[(2S,4R,5R,6R)-4-[(2S,4R,5R,6R)-4-[(2S,4S,5R,6R)-4,5-dihydroxy-4,6-dimethyloxan-2-yl]oxy-5-hydroxy-6-methyloxan-2-yl]oxy-5-hydroxy-6-methyloxan-2-yl]oxy-3-[(1S,3S,4R)-3,4-dihydroxy-1-methoxy-2-oxopentyl]-6-[(2S,4R,5S,6R)-4-[(2S,4R,5S,6R)-4,5-dihydroxy-6-methyloxan-2-yl]oxy-5-hydroxy-6-methyloxan-2-yl]oxy-8,9-dihydroxy-7-methyl-3,4-dihydro-2H-anthracen-1-one
Synonyms: Aureolic Acid ; Methramycin A ; Mithracin ; Mithramycin ; Mithramycin A ; Mithramycin A , Streptomyces Plicatus ; Plicamycin ; (2s-Alpha,3beta(1r*,3r*4s*)))-Droxy-7-Methyl
MF: C52H76O24
MW: 1085.15
EINECS: 232-455-8
Density: 1.48 g/cm3
Flash Point: 327.4 °C
Boiling Point: 1169.8 °C at 760 mmHg
Enthalpy of Vaporization: 181.2 kJ/mol
Vapour Pressure: 0 mmHg at 25°C
Storage temp.: 2-8°C
Following is the molecular structure of Mithramycin A (18378-89-7) is:

Toxicity Data With Reference
| 1. | dnd-hmn:hla 1 mg/L | CNREA8 Cancer Research. 45 (1985),2813. | ||
| 2. | msc-hmn:hla 40 µg/L | CNREA8 Cancer Research. 45 (1985),2813. | ||
| 3. | orl-hmn TDLo:50 µg/kg/5D:BLD | CORTBR Clinical Orthopaedics and Related Research. 127 (1977),106. | ||
| 4. | ipr-rat LD50:2500 µg/kg | ADTEAS Advances in Teratology. 3 (1968),181. | ||
| 5. | ivn-rat LD50:1741 µg/kg | NCICP* Progress Report Submitted to the National Cancer Institute by Charles Pfizer and Company | ||
| 6. | orl-mus LD50:500 mg/kg | 85GDA2 CRC Handbook of Antibiotic Compounds, Volumes 1-9. 1 (1980),342. | ||
| 7. | ipr-mus LD50:1090 µg/kg | ANTBAL Antibiotiki. 21 (1976),258. | ||
| 8. | scu-mus LD50:2810 µg/kg | ANTBAL Antibiotiki. 21 (1976),258. | ||
| 9. | ivn-mus LD50:350 µg/kg | 85ERAY Antibiotics: Origin, Nature, and Properties. 2 (1978),1405. | ||
| 10. | ivn-dog LD50:250 µg/kg | 85ERAY Antibiotics: Origin, Nature, and Properties. 2 (1978),1405. | ||
| 11. |
Safety Profile
A deadly poison by intravenous, intraperitoneal, and subcutaneous routes. Moderately toxic by ingestion. Human systemic effects by ingestion: blood thrombocytopenia. An experimental teratogen. Experimental reproductive effects. Human mutation data reported. When heated to decomposition it emits acrid smoke and irritating fumes.
Hazard Codes:
Xn: Harmful![]()
T+: Very toxic![]()
Risk Statements:
R22: Harmful if swallowed.
R26/27/28: Very toxic by inhalation, in contact with skin and if swallowed.
Safety Statements:
S45: In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
S38: In case of insufficient ventilation, wear suitable respiratory equipment.
S36/37/39: Wear suitable protective clothing, gloves and eye/face protection.
S28: After contact with skin, wash immediately with plenty of soap-suds.
S22: Do not breathe dust.
RIDADR:3249
WGK Germany: 3
RTECS: PZ2800000
F: 10 Keep under argon.
HazardClass: 6.1(b)
PackingGroup: III
Specification
Mithramycin A (18378-89-7) is a yellow powder.
First Aid Measures:
Eyes: Flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids. Get medical aid.
Skin: Get medical aid immediately. Immediately flush skin with plenty of water for at least 15 minutes while removing contaminated clothing and shoes.
Ingestion: Get medical aid immediately. Wash mouth out with water.
Inhalation: Remove from exposure and move to fresh air immediately. If not breathing, give artificial respiration. If breathing is difficult, give oxygen. Get medical aid.
Handling and Storage:
Handling: Avoid breathing dust, vapor, mist, or gas. Avoid contact with skin and eyes. Use only in a chemical fume hood.
Storage: Store in a tightly closed container. Store in a dry area. Keep refrigerated.
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