Spinochrome B (2,3,5,7-tetrahydroxynaphthoquinone) is an organic compound with formula C 10H 6O 4, formally derived from 1,4-naphthoquinone through the replacement of four hydrogen atoms by hydroxyl (OH) groups.
Spinochrome B occurs naturally as pigment in the shell and spines of sea urchins such as the Japanese dull red species aka-uni (Pseudocentrotus depressus), the greenish-black murasaki-uni (Heliocidaris crassispina), and the brown bafun-uni (Strongylocentrotus pulcherrimus).[1][2] It is soluble in methanol and crystallizes as bright red needles that sublime above 200 °C.[2]
The compound gives a greenish yellow solution when treated with sodium hydroxide, a green solution with ferric chloride, and a green precipitate with lead acetate. It forms a fourfold acetateester, C 10H 2O 2(CH 3COO)4, that crystallizes from methanol as yellow needles that melt at 157 °C.[2]
^Chika KURODA and Masae OKAJIMA (1958), Studies on the Derivatives of Naphthoquinones, XIV. The pigments of sea urchins, IX. Proc. Japan Acad., volume 34, pages 616--618. Online version accessed on 2010-02-01. Pigment M2 is drawn as 2,3,6,8-thNQ but that is the same as 2,3,5,7-thNQ. The genus Heliocedaris should be Heliocidaris and the species purcherrmus should be pulcherrimus.
^ abcChika KURODA and Masae OKAJIMA (1967), Studies on the Derivatives of Naphthoquinones, XVIII. The pigments of sea urchins, XIII. Proc. Japan Acad., volume 43, pages 41--44. Online version accessed on 2010-02-01.
April 12, 2024
spinochrome, tetrahydroxynaphthoquinone, organic, compound, with, formula, formally, derived, from, naphthoquinone, through, replacement, four, hydrogen, atoms, hydroxyl, groups, namespreferred, iupac, name, tetrahydroxynaphthalene, dioneidentifierscas, number. Spinochrome B 2 3 5 7 tetrahydroxynaphthoquinone is an organic compound with formula C10 H6 O4 formally derived from 1 4 naphthoquinone through the replacement of four hydrogen atoms by hydroxyl OH groups Spinochrome B NamesPreferred IUPAC name 2 3 5 7 Tetrahydroxynaphthalene 1 4 dioneIdentifiersCAS Number 604 46 6 Y3D model JSmol Interactive imageInteractive imageChemSpider 14617131 YPubChem CID 135449020UNII 8F4EG354EB YCompTox Dashboard EPA DTXSID30314748InChI InChI 1S C10H6O6 c11 3 1 4 6 5 12 2 3 8 14 10 16 9 15 7 4 13 h1 2 11 12 15 16H YKey RWRKDUHFUYRCIT UHFFFAOYSA N YInChI 1 C10H6O6 c11 3 1 4 6 5 12 2 3 8 14 10 16 9 15 7 4 13 h1 2 11 12 15 16HKey RWRKDUHFUYRCIT UHFFFAOYAASMILES O C C1 C2C O CC O C1 C O C O C2 OOc1cc O c2c c1 C O C O C O C2 OPropertiesChemical formula C10H6O6Molar mass 222 15 g molExcept where otherwise noted data are given for materials in their standard state at 25 C 77 F 100 kPa Y verify what is Y N Infobox references Spinochrome B occurs naturally as pigment in the shell and spines of sea urchins such as the Japanese dull red species aka uni Pseudocentrotus depressus the greenish black murasaki uni Heliocidaris crassispina and the brown bafun uni Strongylocentrotus pulcherrimus 1 2 It is soluble in methanol and crystallizes as bright red needles that sublime above 200 C 2 The compound gives a greenish yellow solution when treated with sodium hydroxide a green solution with ferric chloride and a green precipitate with lead acetate It forms a fourfold acetate ester C10 H2 O2 CH3 COO 4 that crystallizes from methanol as yellow needles that melt at 157 C 2 See also editSpinochrome D Spinochrome EReferences edit Chika KURODA and Masae OKAJIMA 1958 Studies on the Derivatives of Naphthoquinones XIV The pigments of sea urchins IX Proc Japan Acad volume 34 pages 616 618 Online version accessed on 2010 02 01 Pigment M2 is drawn as 2 3 6 8 thNQ but that is the same as 2 3 5 7 thNQ The genus Heliocedaris should be Heliocidaris and the species purcherrmus should be pulcherrimus a b c Chika KURODA and Masae OKAJIMA 1967 Studies on the Derivatives of Naphthoquinones XVIII The pigments of sea urchins XIII Proc Japan Acad volume 43 pages 41 44 Online version accessed on 2010 02 01 Retrieved from https en wikipedia org w index php title Spinochrome B amp oldid 1216888430, wikipedia, wiki, book, books, library,
