
CAS Name: 1-Hydroxy-2-[(6-O-b-D-xylopyranosyl-b-D-glucopyranosyl)oxy]-9,10-anthracenedione
Additional Names: 1-hydroxy-2-anthraquinonyl 6-O-b-D-xylopyranosyl-b-D-glucopyranoside; b-2-alizarin p...
Literature References: Isoln from root of Rubia tinctorium L., Rubiaceae: Hill, Richter, Proc. R. Soc. London Ser. B 121, 547 (1937). Structure: Richter, J. Chem. Soc. 1936, 1701. Synthesis: Zemplén, Bognár, Ber. 72B, 913 (1939). Metabolism: Maehner, Dulce, Z. Klin. Chem. Klin. Biochem. 6, 99 (1968).
CAS Name: 3a,4,9,9a-Tetrahydro-4-hydroxy-6,7-dimethoxy-9-(3,4,5-trimethoxyphenyl)naphtho[2,3-c]furan-1(3H)-one
Additional Names: 1-hydroxy-2-hydroxymethyl-6,7-dimethoxy-4-(3',4',5'-trimethoxyph...
Literature References: Isoln from roots and rhizomes of Podophyllum sikkimensis R. Chatterjee et Mukerjee, Berberidaceae: Chatterjee, Datta, Indian J. Physiol. Allied Sci. 4, 61 (1950). Structure: Chatterjee, Chakravarti, J. Am. Pharm. Assoc. Sci. Ed. 41, 415 (1952); Schreier, Helv. Chim. Acta 47, 1529 (1964).
CAS Name: 2-C-(1H-Indol-3-ylmethyl)-b-L-lyxo-3-hexulofuranosonic acid g-lactone mixt with 2-C-(1H-indol-3-ylmethyl)-b-L-xylo-3-hexulofuranosonic acid g-lactone
Percent Composition: C 59.01%, H ...
Literature References: Isoln from savoy cabbage juice: Procházka, Sanda, Collect. Czech. Chem. Commun. 25, 270 (1960). Prepn from L-ascorbic acid + glucobrassicin: Gmelin, Virtanan, Suom. Kemistil. 34B, 15 (1961), C.A. 55, 17774f (1961); from L-ascorbic acid + gramine methiodide: Procházka, Collect. Czech. Chem. Commun. 28, 544 (1963). Prepn from L-ascorbic acid + 3-hydroxymethylindole; forms two diastereoisomers: ascorbigen A as the main product and ascorbigen B as a minor product: Kiss, Neukom, Helv. Chim. Acta 49, 989 (1966); Kiss, Angew. Chem. 78, 1066 (1966).
CAS Name: [3aS-(3aa,5ab,6b,9aa,9bb)]-Decahydro-6,9a-dihydroxy-5a-methyl-3,9-bis(methylene)naphtho[1,2-b]furan-2(3H)-one
Additional Names: 1b,5a-dihydroxy-6b,7aH-selina-4(15),11(13)-dien-6,12-ol...
Literature References: Isoln from seed, herb, and flowers of Tanacetum vulgare L., Compositae: Homolle, J. Pharm. Chim. 7, 57 (1845); Jaretzky, Kühne, Arch. Pharm. 271, 353 (1933); Suchy, Collect. Czech. Chem. Commun. 27, 1058 (1962). Structure and absolute config: Samek et al., ibid. 38, 1971 (1973).
CAS Name: (2R)-2-Methylbutanoic acid (9R,10R)-10-(acetyloxy)-9,10-dihydro-8,8-dimethyl-2-oxo-2H,8H-benzo[1,2-b:3,4-b']dipyran-9-yl ester
Additional Names: 2-methylbutyric acid 9-ester with 9,10...
Literature References: Isoln from seeds of Ammi visnaga L., Umbelliferae (Bishop's weed): Smith et al., Science 115, 520 (1952); eidem, J. Am. Chem. Soc. 79, 3534 (1957); Smith, Haber; Smith, Hosansky, US 2816118; US 2980699 (1957, 1961 both to Penick); Le Men, US 2995574 (1961 to Lab. Roger Bellon); Baddar et al., J. Chem. Soc. 1963, 4522. Synthesis of (±)-form: Shanbhag et al., Tetrahedron 21, 3591 (1965). Pharmacology and toxicology: Nkondi et al., Therapie 21, 1267 (1966); Erbring et al., Arzneim.-Forsch. 17, 283 (1967); Eyraud, Aurousseau, ibid. 23, 201 (1973).
CAS Name: [3(S)-endo]-a-(Hydroxymethyl)benzeneacetic acid 8-azabicyclo[3.2.1]oct-3-yl ester
Additional Names: 1aH,5aH-nortropan-3a-ol (-)-tropate; 1-tropic acid 3a-nortropanyl ester; pseudohyos...
Literature References: Isoln from Solanaceae and structure: Carr, Reynolds, J. Chem. Soc. 101, 946 (1912). Synthesis: Fodor et al., Ber. 93, 2681 (1960). Identity with pseudohyoscyamine: Carr, Reynolds, loc. cit.; with solandrine: Petrie, C.A. 12, 23457 (1918).
CAS Name: 7-Hydroxy-3-(4-methoxyphenyl)-4H-1-benzopyran-4-one
Additional Names: 7-hydroxy-4'-methoxyisoflavone; biochanin B; formononetol; neochanin
Percent Composition: C 71.64%, H 4.51%, O...
Literature References: Isoln from soy-bean meal (Soja hispida): Walz, Ann. 489, 118 (1931); from clover species Trifolium subterraneum L. and T. pratense L., Leguminosae in which it is the major estrogenic factor: Bradbury, White, J. Chem. Soc. 1951, 3447; Bate-Smith, Swain, Chem. Ind. (London) 1953, 1127. Identity with biochanin B: Bose, J. Sci. Ind. Res. 15B, 325 (1956). Structure: Baker et al., J. Chem. Soc. 1933, 274. Synthesis: Wessely et al., Ber. 66, 685 (1933); Kagal et al., Tetrahedron Lett. 1962, 593. Biological half-life in Cicer arietinum L., Papilionatae: N. Amrhein, E. Diederich, Naturwissenschaften 67, 40 (1980). HPLC analysis: R. E. Carlson, J. Chromatogr. 198, 193 (1980). 13C-NMR study: H. C. Jha et al., Can. J. Chem. 58, 1211 (1980). Mutagenicity study: R. M. Bartholomew et al., Mutat. Res. 78, 317 (1980).
Percent Composition: C 50.42%, H 5.92%, O 43.66%
Literature References: Isoln from species of Primulaceae: Thieme, Winkler, Pharmazie 26, 434 (1971). Synthesis: Chaudhury et al., J. Chem. Soc. 1948, 2220.
CAS Name: 2-Deoxy-2-[[(methylnitrosoamino)carbonyl]amino]-D-glucopyranose
Additional Names: 2-deoxy-2-(3-methyl-3-nitrosoureido)-D-glucopyranose; streptozotocinTrademarks: Zanosar (Pharmacia U...
Literature References: Isoln from Streptomyces achromogenes fermentation broth: Herr et al., Antibiot. Annu. 1959-1960, 236; Bergy et al., FR 1434920 (1966 to Upjohn), C.A. 65, 17661h (1966). Structure and synthesis: Herr et al., J. Am. Chem. Soc. 89, 4808 (1967); Hardegger et al., Helv. Chim. Acta 52, 2555 (1969); Hessler, Jahnke, J. Org. Chem. 35, 245 (1970); P. F. Wiley et al., ibid. 44, 9 (1979). Diabetogenic effect: Rakieten et al., Cancer Chemother. Rep. 29, 91 (May 1963). Comparison of streptozotocin- and alloxan-induced diabetes: C. Rerup, F. Tarding, Eur. J. Clin. Pharmacol. 7, 89 (1969). Antileukemic activity: Bhuyan et al., Cancer Chemother. Rep. Part 1 56, 709 (1972). Biosynthetic study: S. Singaram et al., J. Antibiot. 32, 379 (1979). Review and evaluation of studies of carcinogenicity in laboratory animals: IARC Monographs 4, 221-227 (1974). Toxicity data: M. Iwasaki et al., J. Med. Chem. 19, 918 (1976). Review: B. Rudas, Arzneim.-Forsch. 22, 830-861 (1972); P. F. Wiley, Anticancer Agents Based on Natural Product Models, J. M. Cassidy, J. D. Douros, Eds. (Academic Press, New York, 1980) pp 167-200. Book: Streptozotocin: Fundamentals and Therapy, M. K. Agarwal, Ed. (Elsevier/North Holland Biomedical Press, New York, 1981) 309 pp.
Additional Names: Mannosidostreptomycin; mannosylstreptomycin
Percent Composition: C 43.60%, H 6.64%, N 13.18%, O 36.57%
Literature References: Isoln from streptomycin concentrates: Fried, Titus, J. Biol. Chem. 168, 391 (1947); 174, 57 (1948); Fried, Stavely, J. Am. Chem. Soc. 69, 1549 (1947); Fried, Titus, ibid. 70, 3615 (1948); O'Keeffe et al., ibid. 71, 2452 (1949); see also Langlykke, Perlman, US 2493489 (1950 to Squibb). Structure: Fried, Stavely, 113th Meeting Am. Chem. Soc., Chicago, Ill. (April 20, 1948) Abstracts of Papers p 25C; Peck et al., J. Am. Chem. Soc. 70, 3968 (1948); Stavely, Fried, ibid. 71, 135 (1949); 74, 5461 (1952).
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