Ligustroflavone

C₃₃H₄₀O₁₈CAS 260413-62-5724.67 g/mol

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Acetal Alcohol Ether Phenol

Properties

Molecular formula: C₃₃H₄₀O₁₈
Molar mass: 724.67 g/mol
Exact mass: 724.2215 Da
logP: -2.25Crippen estimate
Polar surface area: 287.9 Å²
H-bond donors / acceptors: 10 / 18
Rotatable bonds: 8
Stereocentres: S, R, R, R, R, R, S, S, R, S, S, R, R, R, Sin 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

260413-62-5

SMILES

C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)OC[C@@H]2[C@H]([C@@H]([C@H]([C@@H](O2)OC3=CC(=C4C(=C3)OC(=CC4=O)C5=CC=C(C=C5)O)O)O[C@H]6[C@@H]([C@@H]([C@H]([C@@H](O6)C)O)O)O)O)O)O)O)O

InChIKey

NULBHTHMVOCGOE-ZBCCAYPVSA-N

InChI

InChI=1S/C33H40O18/c1-11-22(37)25(40)28(43)31(46-11)45-10-20-24(39)27(42)30(51-32-29(44)26(41)23(38)12(2)47-32)33(50-20)48-15-7-16(35)21-17(36)9-18(49-19(21)8-15)13-3-5-14(34)6-4-13/h3-9,11-12,20,22-35,37-44H,10H2,1-2H3/t11-,12-,20+,22-,23-,24+,25+,26+,27-,28+,29+,30+,31+,32-,33+/m0/s1

Characterization data

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

¹H NMR

Predicted ¹H NMR (400 MHz, CDCl₃) δ 7.30 (d, J = 7.7 Hz, 2H), 6.93 (d, J = 7.0 Hz, 1H), 6.77 (d, J = 7.7 Hz, 2H), 6.28 (d, J = 1.6 Hz, 1H), 6.23 (d, J = 1.6 Hz, 1H), 6.04 (d, J = 7.0 Hz, 1H), 6.04 (d, J = 7.0 Hz, 1H), 5.67 (s, 1H), 5.30 (br s, 1H), 5.30 (br s, 1H), 4.74 (m, J = 7.0 Hz, 1H), 4.74 (m, J = 7.0 Hz, 1H), 4.72 (m, J = 7.0 Hz, 1H), 4.72 (m, J = 7.0 Hz, 1H), 4.69 (t, J = 7.0 Hz, 1H), 4.49 (t, J = 7.0 Hz, 1H), 4.41 (t, J = 7.0 Hz, 1H), 4.41 (m, J = 7.0 Hz, 1H), 4.41 (t, J = 7.0 Hz, 1H), 4.32 (m, J = 7.0 Hz, 1H), 3.99 (quint, J = 7.0 Hz, 1H), 3.99 (quint, J = 7.0 Hz, 1H), 3.78 (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), 2.00 (br s, 1H), 2.00 (br s, 1H), 2.00 (br s, 1H), 2.00 (br s, 1H), 1.19 (d, J = 7.0 Hz, 3H), 1.19 (d, J = 7.0 Hz, 3H).

¹³C NMR

Predicted ¹³C NMR (101 MHz, CDCl₃) δ 190.8, 166.1, 161.6, 159.7, 156.4, 154.6, 130.1, 127.5, 123.7, 123.7, 120.7, 115.6, 107.0, 97.2, 96.0, 88.1, 86.2, 82.7, 81.1, 81.1, 79.6, 78.1, 78.1, 77.7, 77.7, 77.6, 77.6, 74.6, 69.7, 14.9, 14.9.

[M + H]+

[M + H]+ Calcd for C33H41O18 725.2287

[M + Na]+

[M + Na]+ Calcd for C33H40NaO18 747.2107

[M − H]−

[M − H]− Calcd for C33H39O18 723.2142

Elemental analysis

Anal. Calcd for C33H40O18: C, 54.70; H, 5.56.