Spinochrome D

Names
Preferred IUPAC name 2,3,5,6,8-Pentahydroxynaphthalene-1,4-dione
Identifiers
CAS Number	1143-11-9 Y
3D model (JSmol)	Interactive image Interactive 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 Y Key: HYVDWYISUNRFCU-UHFFFAOYSA-N Y InChI=1/C10H6O7/c11-2-1-3(12)6(13)5-4(2)7(14)9(16)10(17)8(5)15/h1,11-13,16-17H Key: HYVDWYISUNRFCU-UHFFFAOYAZ
SMILES O=C(C1=C2C(O)=C(O)C(O)=C1O)C(O)=CC2=O Oc1c(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 YN ?) Infobox references

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]

• Spinochrome B
• Spinochrome E