Carminic acid

C₂₂H₂₀O₁₃CAS 1260-17-9492.39 g/mol

Alcohol Carboxylic acid Ether Ketone Phenol

Properties

Molecular formula: C₂₂H₂₀O₁₃
Molar mass: 492.39 g/mol
Exact mass: 492.0904 Da
Melting point: 136 °C (decomposes)
pKa: 2.81, 5.43, 8.1
Water solubility: 1.3 g/L (25 °C)
logP: -1.19Crippen estimate
Polar surface area: 242.5 Å²
H-bond donors / acceptors: 9 / 12
Rotatable bonds: 3
Stereocentres: S, R, S, R, Rin SMILES atom order

Hazards

Not classified as hazardous under GHS by 90 ECHA notifiers. Aggregated from 90 ECHA notifications, via PubChem; a share says how many notifiers assign that statement.

Identifiers

CAS number

1260-17-9

SMILES

Cc1c(C(=O)O)c(O)cc2c1C(=O)c1c(O)c([C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)c(O)c(O)c1C2=O

InChIKey

DGQLVPJVXFOQEV-JNVSTXMASA-N

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

Characterization data

Calculated from the structure, in the form journals print them.

¹H NMR

Predicted ¹H NMR (400 MHz, CDCl₃) δ 11.50 (br s, 1H), 7.37 (s, 1H), 5.33 (d, J = 7.0 Hz, 1H), 5.30 (br s, 1H), 5.30 (br s, 1H), 5.30 (br s, 1H), 5.30 (br s, 1H), 4.76 (m, J = 7.0 Hz, 1H), 4.72 (m, J = 7.0 Hz, 1H), 4.41 (m, J = 7.0 Hz, 1H), 4.35 (m, J = 7.0 Hz, 1H), 3.95 (d, J = 7.0 Hz, 2H), 2.35 (s, 3H), 2.00 (br s, 1H), 2.00 (br s, 1H), 2.00 (br s, 1H), 2.00 (br s, 1H).

¹³C NMR

Predicted ¹³C NMR (101 MHz, CDCl₃) δ 196.7, 196.7, 172.7, 160.2, 149.1, 145.8, 145.8, 142.0, 136.5, 132.5, 128.4, 121.8, 120.6, 120.0, 113.9, 89.7, 86.7, 80.1, 78.6, 78.6, 62.5, 19.8.

[M + H]+

[M + H]+ Calcd for C22H21O13 493.0977

[M + Na]+

[M + Na]+ Calcd for C22H20NaO13 515.0796

[M − H]−

[M − H]− Calcd for C22H19O13 491.0831

Elemental analysis

Anal. Calcd for C22H20O13: C, 53.67; H, 4.09.

Weigh it out

Type any one amount. The others follow from the molar mass.

Names and synonyms

19 names · show all

2-Anthracenecarboxylic acid, 7-β-D-glucopyranosyl-9,10-dihydro-3,5,6,8-tetrahydroxy-1-methyl-9,10-dioxo-
2-Anthroic acid, 7-D-glucopyranosyl-9,10-dihydro-3,5,6,8-tetrahydroxy-1-methyl-9,10-dioxo-
7-β-D-Glucopyranosyl-9,10-dihydro-3,5,6,8-tetrahydroxy-1-methyl-9,10-dioxo-2-anthracenecarboxylic acid
C.I. Natural red 4
E 120
C.I. 75470
Natural red 4
E 120 (Dye)
Sun red 1
Sun red no. 1
San red 1
San-ei gen san red 1
NSC 326224
Carmine 5297
Cochineal red PWD
Natural red 2180
Creasperse carmine CP 057
Carmine cochineal
Carmine red E 120

Work with Carminic acid

Predict the NMR spectrum1H and 13C shifts with multiplicities Make a solutionWhat to weigh for any molarity and volume Check drug-likenessLipinski, Veber and lead-likeness Isotope patternExact mass and the mass spectrum pattern

Similar compounds

Emodin 8-O-β-D-glucopyranoside23313-21-546 % similar Emodin 1-O-beta-D-glucoside38840-23-246 % similar Chrysophanol 8-O-β-D-glucopyranoside13241-28-645 % similar Bergenin477-90-744 % similar Physcion 1-O-beta-D-glucoside26296-54-844 % similar Sennoside B128-57-442 % similar 3-(beta-D-Glucopyranosyloxy)-1,7-dihydroxy-2,8-dimethoxy-6-methyl-9,10-anthracenedione129025-96-342 % similar Sennoside A81-27-642 % similar

Tanimoto similarity of circular fingerprints over the whole catalogue.

All similar compounds

Elsewhere

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