Spinochrome D (original) (raw)
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Spinochrome D
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| Names | |
| Preferred IUPAC name 2,3,5,6,8-Pentahydroxynaphthalene-1,4-dione | |
| Identifiers | |
| CAS Number | 1143-11-9  Y |
| 3D model (JSmol) | Interactive imageInteractive image |
| ChEMBL | ChEMBL452666 Y |
| ChemSpider | 10287017 Y |
| PubChem CID | 139033598 |
| UNII | N7SYH8K2SN Y |
| CompTox Dashboard (EPA) | DTXSID601029285  |
| InChI InChI=1S/C10H6O7/c11-2-1-3(12)6(13)5-4(2)7(14)9(16)10(17)8(5)15/h1,11-13,16-17H YKey: HYVDWYISUNRFCU-UHFFFAOYSA-N YInChI=1/C10H6O7/c11-2-1-3(12)6(13)5-4(2)7(14)9(16)10(17)8(5)15/h1,11-13,16-17HKey: HYVDWYISUNRFCU-UHFFFAOYAZ |
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| SMILES O=C(C1=C2C(O)=C(O)C(O)=C1O)C(O)=CC2=OOc1c(O)cc(O)c2C(=O)C(\O)=C(\O)C(=O)c12 | |
| Properties | |
| Chemical formula | C10H6O7 |
| Molar mass | 238.151 g·mol−1 |
Except 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 |
Chemical compound
Spinochrome D (2,3,5,6,8-pentahydroxy-1,4-naphthoquinone) is an organic compound with formula C
10H
6O
5, formally derived from 1,4-naphthoquinone through the replacement of five hydrogen atoms by hydroxyl (OH) groups.
Spinochrome D occurs naturally as a brownish red pigment in the shell and spines of sea urchins such as the Japanese aka-uni (Pseudocentrotus depressus).[1] It is soluble in diethyl ether and crystallizes as brownish red needles that sublime at 285−295 °C.[1]
The compound gives a yellowish brown solution when treated with sodium hydroxide, a bluish green solution with ferric chloride, and a violet precipitate with lead acetate. It forms a five-fold acetate ester, C
10HO
2(CH
3COO)5, that crystallizes from methanol as yellow needles that melt at 185−186 °C.[1]
- ^ 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.