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CAS No 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®

  • 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®
  • Synonyms: [1S(2S,3S)]-5-Deoxy-1-C-[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)-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);3)-O-2,6-dideoxy-b-D-arabino-hexopyranosyl-(1?;Mithramycin(8CI);3)-2,6-dideoxy-b-D-lyxo-hexopyranosyl)oxy]-1,2,3,4-tetrahydro-5,10-dihydroxy-6-methyl-4-oxo-2-anthracenyl]-1-O-methyl-D-threo-2-pentulose;PA 144;Plicamycin;NSC 24559;Mitramycin;Aureolic acid;A 2371;Plicatomycin;Mithracin;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®Mithramycin A;Antibiotic LA 7017;3)-O-2,6-dideoxy-b-D-lyxo-hexopyranosyl-(1®
  • CAS Registry Number:
  • Transport: 3249
  • Melting Point: 180-183 °C
  • Density: 1.48 g/cm3
  • Refractive index: 1.639
  • Water Solubility: DMSO, Ethanol, petrol ether. Not soluble in water
  • Safety Statements: 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 Symbols: Xn: Harmful;
  • EINECS: 232-455-8
  • Molecular Weight: 1085.15
  • InChI: InChI=1S/C52H76O24/c1-18-29(72-34-14-30(43(58)21(4)68-34)73-33-13-28(54)42(57)20(3)67-33)12-26-10-25-11-27(49(66-9)48(63)41(56)19(2)53)50(47(62)39(25)46(61)38(26)40(18)55)76-36-16-31(44(59)23(6)70-36)74-35-15-32(45(60)22(5)69-35)75-37-17-52(8,65)51(64)24(7)71-37/h10,12,19-24,27-28,30-37,41-45,49-51,53-61,64-65H,11,13-17H2,1-9H3/t19-,20-,21-,22-,23-,24-,27+,28-,30-,31-,32-,33+,34+,35+,36+,37+,41+,42-,43-,44-,45+,49+,50+,51-,52+/m1/s1
  • Risk Statements: 22
  • Molecular Formula: C52H76O24
  • Molecular Structure:CAS No: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®

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References of 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®
Title: Plicamycin
CAS Registry Number: 18378-89-7
CAS Name: Mithramycin
Synonyms: aureolic acid; mithracin; mitramycin; aurelic acid; antibiotic LA-7017
Molecular Formula: C52H76O24
Molecular Weight: 1085.15
Percent Composition: C 57.55%, H 7.06%, O 35.39%
Literature References: Oligosaccharide antibiotic produced by Streptomyces argillaceus n. sp. and S. tanashiensis. Isoln: Grundy et al., Antibiot. Chemother. 3, 1215 (1953); Philip, Schenck, ibid. 1218; Rao et al., ibid. 12, 182 (1962). Identity of aureolic acid with mithramycin: Berlin et al., Nature 218, 193 (1968). Prepn: Gado et al., HU 155679 (1969 to Gyogyszerkutato Intezet), C.A. 70, 118093f (1969). Similar to the chromomycins and olivomycins, q.q.v. Structural elucidation of the aglycone, chromomycinone, and the carbohydrate moieties: Bakhaeva et al., Tetrahedron Lett. 1968, 3595; Berlin et al., Khim. Prir. Soedin. 1972, 537, 542, C.A. 78, 16436t, 16443t (1973). Revised structure: J. Thiem, B. Meyer, Tetrahedron 37, 551 (1981). NMR and fluorometric characterization: N. R. Krishna et al., J. Antibiot. 43, 1543 (1990). Metabolic studies: Kennedy et al., Cancer Res. 27, 1534 (1967). Mode of action studies: Kushch et al., Antibiotiki 17, 504 (1972). Toxicity study: M. Slavik, S. K. Carter, Adv. Pharmacol. Chemother. 12, 1 (1975). Review: J. D. Skarbek, M. K. Speedie in Antitumor Compounds of Natural Origin vol. 1, A. Aszalos, Ed. (CRC Press, Boca Raton, 1981) pp 191-235.
Properties: Yellow solid, mp 180-183°. [a]D20 -51° (c = 0.4 in ethanol). Sol in lower alcohols, acetone, ethyl acetate, water. Moderately sol in chloroform. Slightly sol in ether, benzene. LD50 in mice, rats (mg/kg): 2.14, 1.74 i.v. (Slavik, Carter).
Melting point: mp 180-183°
Optical Rotation: [a]D20 -51° (c = 0.4 in ethanol)
Toxicity data: LD50 in mice, rats (mg/kg): 2.14, 1.74 i.v. (Slavik, Carter)
Therap-Cat: Antineoplastic.
Keywords: Antineoplastic; Antibiotics and Analogs.