(+)-Cycloolivil Chemical Properties

Melting point:

175-176℃ (methanol )

storage temp. 

-20°C

form 

solid

color 

Light yellow to light brown

Major Application

metabolomics
vitamins, nutraceuticals, and natural products

InChI

1S/C20H24O7/c1-26-17-5-11(3-4-15(17)23)19-13-7-16(24)18(27-2)6-12(13)8-20(25,10-22)14(19)9-21/h3-7,14,19,21-25H,8-10H2,1-2H3/t14-,19+,20-/m1/s1

InChIKey

KCIQZCNOUZCRGH-VOBQZIQPSA-N

SMILES

OC1=CC([C@H](C2=CC=C(O)C(OC)=C2)[C@@H](CO)[C@@](CO)(O)C3)=C3C=C1OC

Safety Information

Hazard Codes 

N

Risk Statements 

50

Safety Statements 

61

WGK Germany 

WGK 3

Storage Class

11 - Combustible Solids

(+)-Cycloolivil Usage And Synthesis

Uses

metabolomics
vitamins, nutraceuticals, and natural products

Definition

ChEBI: Cycloolivil is a lignan.

Synthesis

Method for isolating (+)-cyclic olive resinin from the plant Stereospermumpersonatum, said method comprising the steps of:

a) extracting dried wood powder of Stereospermumpersonatum with hexane;

b) further extraction of the residue of step a) with chloroform;

c) concentrating the chloroform solution of step b) under vacuum;

d) adsorption of the dark brown extract on silica gel (60-120 mesh) and loading on a silica gel (60-120 mesh) column (4 cm diameter to 100 cm height);

e) elution of this silica gel column with a chloroform methanol gradient; and

f) collecting the eluted fractions with 5% methanol dissolved in chloroform and concentrating to obtain pure (+)-cyclic olive resinin.

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