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Carminic acid

CAT: 0024-sc-214669ASize: 25 gDry Ice: NoHazardous: No
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CAS Number
1260-17-9

Chemical Information

Carminic Acid

Carminic acid is a tetrahydroxyanthraquinone that is that is 1,3,4,6-tetrahydroxy-9,10-anthraquinone substituted by a methyl group at position 8, a carboxy group at position 7 and a 1,5-anhydro-D-glucitol moiety at position 2 via a C-glycosidic linkage. It is a natural dye isolated from several insects such as Dactylopius coccus. It has a role as an animal metabolite and a histological dye. It is a C-glycosyl compound, a monocarboxylic acid and a tetrahydroxyanthraquinone. It is a conjugate acid of a carminate(2-).

CAS Number1260-17-9
PubChem CID10255083
IUPAC Name3,5,6,8-tetrahydroxy-1-methyl-9,10-dioxo-7-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]anthracene-2-carboxylic acid
Molecular FormulaC22H20O13
Molecular Weight492.4
XLogP0.5
Topological Polar Surface Area243
Hydrogen Bond Donor Count9
Hydrogen Bond Acceptor Count13
Rotatable Bond Count3
Heavy Atom Count35
Formal Charge0
Complexity864
SMILES
CC1=C2C(=CC(=C1C(=O)O)O)C(=O)C3=C(C2=O)C(=C(C(=C3O)O)[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)O
InChI
InChI=1S/C22H20O13/c1-4-8-5(2-6(24)9(4)22(33)34)13(25)10-11(15(8)27)16(28)12(18(30)17(10)29)21-20(32)19(31)14(26)7(3-23)35-21/h2,7,14,19-21,23-24,26,28-32H,3H2,1H3,(H,33,34)/t7-,14-,19+,20-,21+/m1/s1
InChIKey
DGQLVPJVXFOQEV-JNVSTXMASA-N
Chemical Structure
2D Structure
2D structure of Carminic Acid
CAS: 1260-17-9
CID: 10255083
Formula: C22H20O13
MW: 492.4
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight492.4
XLogP30.5
Hydrogen Bond Donor Count9
Hydrogen Bond Acceptor Count13
Rotatable Bond Count3
Exact Mass492.09039069
Monoisotopic Mass492.09039069
Topological Polar Surface Area243 Ų
Heavy Atom Count35
Formal Charge0
Complexity864
Isotope Atom Count0
Defined Atom Stereocenter Count5
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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