Liquiritin

C21H22O9CAS 551-15-5418.40 g/mol

Open in Covalent MOL file
OOOOHOHOHHOOOH
AcetalAlcoholEtherKetonePhenol

Properties

Molecular formula
C21H22O9
Molar mass
418.40 g/mol
Exact mass
418.1264 Da
Melting point
208 °C
logP
0.28Crippen estimate
Polar surface area
145.9 Ų
H-bond donors / acceptors
5 / 9
Rotatable bonds
4
Stereocentres
S, S, R, S, S, Rin SMILES atom order

Hazards

No GHS classification is on file for this compound. That is not evidence that it is harmless.

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Identifiers

CAS number
551-15-5
SMILES
O=C1C[C@@H](c2ccc(O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)cc2)Oc2cc(O)ccc21
InChIKey
DEMKZLAVQYISIA-ZRWXNEIDSA-N
InChI
InChI=1S/C21H22O9/c22-9-17-18(25)19(26)20(27)21(30-17)28-12-4-1-10(2-5-12)15-8-14(24)13-6-3-11(23)7-16(13)29-15/h1-7,15,17-23,25-27H,8-9H2/t15-,17+,18+,19-,20+,21+/m0/s1
Characterization data

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

¹H NMR
Predicted ¹H NMR (400 MHz, CDCl₃) δ 7.77 (d, J = 7.7 Hz, 1H), 7.20 (d, J = 7.7 Hz, 2H), 6.96 (d, J = 7.0 Hz, 1H), 6.81 (d, J = 7.7 Hz, 2H), 6.50 (dd, J = 7.7, 1.6 Hz, 1H), 6.46 (d, J = 1.6 Hz, 1H), 5.77 (t, J = 7.0 Hz, 1H), 5.30 (br s, 1H), 4.91 (t, J = 7.0 Hz, 1H), 4.72 (t, 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), 3.20 (d, J = 7.0 Hz, 2H), 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 200.7, 161.0, 160.9, 158.9, 133.1, 130.6, 127.9, 123.7, 115.2, 114.1, 108.0, 101.3, 85.7, 81.8, 78.6, 78.1, 77.6, 62.5, 45.1.
[M + H]+
[M + H]+ Calcd for C21H23O9 419.1337
[M + Na]+
[M + Na]+ Calcd for C21H22NaO9 441.1156
[M − H]−
[M − H]− Calcd for C21H21O9 417.1191
Elemental analysis
Anal. Calcd for C21H22O9: C, 60.28; H, 5.30.

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Names and synonyms

9 names
  • 4H-1-Benzopyran-4-one, 2-[4-(β-D-glucopyranosyloxy)phenyl]-2,3-dihydro-7-hydroxy-, (2S)-
  • 4H-1-Benzopyran-4-one, 2-[4-(β-D-glucopyranosyloxy)phenyl]-2,3-dihydro-7-hydroxy-, (S)-
  • (2S)-2-[4-(β-D-Glucopyranosyloxy)phenyl]-2,3-dihydro-7-hydroxy-4H-1-benzopyran-4-one
  • 7-Hydroxyflavanone 4′-O-glucoside
  • Liquiritoside
  • 4′,7-Dihydroxyflavanone 4′-β-D-glucoside
  • Likviritin
  • 4′,7-Dihydroxyflavanone 4′-β-D-glucopyranoside
  • Liquiritigenin 4′-β-D-glucopyranoside

Work with Liquiritin

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

Liquiritin apioside74639-14-868 % similar Liquiritigenin578-86-963 % similar Flavanomarein577-38-859 % similar 7-Hydroxyflavanone6515-36-258 % similar Arbutin497-76-757 % similar α-Arbutin84380-01-857 % similar Hesperetin 7-glucoside31712-49-956 % similar Naringin10236-47-256 % similar

Tanimoto similarity of circular fingerprints over the whole catalogue.

All similar compounds

Same formula

Barbaloin1415-73-2 Aloin B28371-16-6 Isoliquiritin5041-81-6 Barbaloin5133-19-7

Elsewhere

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