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Rubrocurcumin: Difference between revisions

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Added CSID, (std)InChI, and (std)InChIkey for two forms
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Updating {{chembox}} (no changed fields - added verified revid - updated 'UNII_Ref', 'ChemSpiderID_Ref', 'StdInChI_Ref', 'StdInChIKey_Ref') per Chem/Drugbox validation (report [[Wikipedia_talk:Wi
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| verifiedrevid = 403197803
| ImageFile = Rubrocurcumin.png
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| Section1 = {{Chembox Identifiers
| Section1 = {{Chembox Identifiers
| CASNo = 12098-66-7
| CASNo = 12098-66-7
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID = 24751750
| ChemSpiderID = 24751750
| ChemSpiderID_Comment = Non-charged form
| ChemSpiderID_Comment = Non-charged form
| ChemSpiderID1 = 24751749
| ChemSpiderID1 = 24751749
| ChemSpiderID1_Comment = Charged form
| ChemSpiderID1_Comment = Charged form
| SMILES = B1(OC(=O)C(=O)O1)O/C(=C\C(=O)/C=C/c2ccc(c(c2)OC)O)/C=C/c3ccc(c(c3)OC)O
| SMILES = B1(OC(=O)C(=O)O1)O/C(=C\C(=O)/C=C/c2ccc(c(c2)OC)O)/C=C/c3ccc(c(c3)OC)O
| StdInChI_Ref = {{stdinchicite|correct|chemspider}}
| StdInChI = 1S/C23H19BO10/c1-30-20-11-14(5-9-18(20)26)3-7-16(25)13-17(32-24-33-22(28)23(29)34-24)8-4-15-6-10-19(27)21(12-15)31-2/h3-13,26-27H,1-2H3/b7-3+,8-4+,17-13-
| StdInChI = 1S/C23H19BO10/c1-30-20-11-14(5-9-18(20)26)3-7-16(25)13-17(32-24-33-22(28)23(29)34-24)8-4-15-6-10-19(27)21(12-15)31-2/h3-13,26-27H,1-2H3/b7-3+,8-4+,17-13-
| StdInChI_Comment = Non-charged form
| StdInChI_Comment = Non-charged form
| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
| StdInChIKey =CSMMVHRUFPYHCS-YRLHZMKXSA-N
| StdInChIKey =CSMMVHRUFPYHCS-YRLHZMKXSA-N
| StdInChIKey_Comment = Non-charged form
| StdInChIKey_Comment = Non-charged form

Revision as of 17:09, 19 December 2010

Rubrocurcumin
Names
Other names
Rubrocurcumin
Identifiers
3D model (JSmol)
ChemSpider
  • InChI=1S/C23H19BO10/c1-30-20-11-14(5-9-18(20)26)3-7-16(25)13-17(32-24-33-22(28)23(29)34-24)8-4-15-6-10-19(27)21(12-15)31-2/h3-13,26-27H,1-2H3/b7-3+,8-4+,17-13- checkY
    Key: CSMMVHRUFPYHCS-YRLHZMKXSA-N checkY
  • B1(OC(=O)C(=O)O1)O/C(=C\C(=O)/C=C/c2ccc(c(c2)OC)O)/C=C/c3ccc(c(c3)OC)O
Properties
C23H19BO10
Molar mass 466.19 g/mol
Appearance red solid
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
checkY verify (what is checkY☒N ?)

Rubrocurcumin is a red colored dye that is formed by the reaction of curcumin and borates.

Synthesis

The reaction of curcumin with borates in presence of oxalic acid produces rubrocurcumin.[1]

Characteristics

Rubrocurcumin produces a red colored solution.

Rubrocurcumin is a neutrally charged composition, while rosocyanine is build from ions. In rubrocurcumin, one molecule curcumin is replaced with oxalate compared to rosocyanine.

Complexes with boron such as rubrocurcumin are called 1,3,2-dioxaborines.[1]

Literature

  • G. S. Spicer, J. D. H. Strickland: Compounds of curcumin and boric acid. Part II. The structure of rubrocurcumin. Journal of the Chemical Society, London 1952, p. 4650–4653

References