Isopsoralenoside

C₁₇H₁₈O₉CAS 905954-18-9366.32 g/mol

Open in Covalent MOL file

Acetal Alcohol Alkene Carboxylic acid Ether

Properties

Molecular formula: C₁₇H₁₈O₉
Molar mass: 366.32 g/mol
Exact mass: 366.0951 Da
logP: -0.29Crippen estimate
Polar surface area: 149.8 Å²
H-bond donors / acceptors: 5 / 8
Rotatable bonds: 5
Stereocentres: S, R, S, S, Rin SMILES atom order
Double bonds: ZE/Z, in SMILES 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

905954-18-9

SMILES

C1=CC2=C(C=CO2)C(=C1/C=C\C(=O)O)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O

InChIKey

CAMYXILYLXYDFE-MIVOEOINSA-N

InChI

InChI=1S/C17H18O9/c18-7-11-13(21)14(22)15(23)17(25-11)26-16-8(2-4-12(19)20)1-3-10-9(16)5-6-24-10/h1-6,11,13-15,17-18,21-23H,7H2,(H,19,20)/b4-2-/t11-,13-,14+,15-,17+/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), 7.61 (d, J = 2.2 Hz, 1H), 7.26 (d, J = 8.2 Hz, 1H), 7.04 (d, J = 8.2 Hz, 1H), 6.96 (d, J = 7.0 Hz, 1H), 6.95 (d, J = 10.8 Hz, 1H), 6.76 (d, J = 2.2 Hz, 1H), 5.98 (d, J = 10.8 Hz, 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), 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 172.2, 155.3, 150.3, 144.9, 144.5, 123.7, 122.9, 117.5, 116.2, 113.1, 106.6, 103.7, 85.7, 78.6, 78.1, 77.6, 62.5.

[M + H]+

[M + H]+ Calcd for C17H19O9 367.1024

[M + Na]+

[M + Na]+ Calcd for C17H18NaO9 389.0843

[M − H]−

[M − H]− Calcd for C17H17O9 365.0878

Elemental analysis

Anal. Calcd for C17H18O9: C, 55.74; H, 4.95.