Marvin  09031211522D          

 26 28  0  0  0  0            999 V2000
    7.7254   -6.7374    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.7254   -5.9124    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.9408   -5.6575    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.4559   -6.3250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9408   -6.9924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7273   -4.8606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3218   -3.2612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7306   -3.8366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9333   -4.6364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3184   -4.2852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1157   -3.4855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1082   -2.4643    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9337   -3.6231    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3503   -4.2065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4398   -5.4999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4398   -7.1499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1543   -5.9124    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4398   -7.9749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7254   -8.3874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7254   -9.2125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4398   -9.6250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1543   -9.2125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1543   -8.3874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4398  -10.4500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.8688   -9.6249    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.5832   -9.2124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  5  1  0  0  0  0
  1  2  1  0  0  0  0
  3  2  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  3  6  1  1  0  0  0
  9  6  2  0  0  0  0
  6 10  1  0  0  0  0
  7  8  2  0  0  0  0
  7 11  1  0  0  0  0
  8  9  1  0  0  0  0
 10 11  2  0  0  0  0
  7 12  1  0  0  0  0
  8 13  1  0  0  0  0
 13 14  1  0  0  0  0
  2 15  1  6  0  0  0
  1 16  1  6  0  0  0
 15 17  1  0  0  0  0
 16 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 23  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 21 24  1  0  0  0  0
 22 25  1  0  0  0  0
 25 26  1  0  0  0  0
M  END
> <ID>
CHEBI:67244

> <NAME>
(-)-lariciresinol

> <DEFINITION>
A lignan that is tetrahydrofuran substituted at positions 2, 3 and 4 by 4-hydroxy-3-methoxyphenyl, hydroxymethyl and 4-hydroxy-3-methoxybenzyl groups respectively (the 2R,3S,4S-diastereomer).

> <STAR>
3

> <SYNONYM>
Lariciresinol; (-)-lariciresinol

> <IUPAC_NAME>
4-[(2R,3S,4S)-4-(4-hydroxy-3-methoxybenzyl)-3-(hydroxymethyl)tetrahydrofuran-2-yl]-2-methoxyphenol

> <FORMULA>
C20H24O6

> <MASS>
360.40100

> <MONOISOTOPIC_MASS>
360.15729

> <CHARGE>
0

> <SMILES>
COc1cc(C[C@@H]2CO[C@H]([C@@H]2CO)c2ccc(O)c(OC)c2)ccc1O

> <INCHI>
InChI=1S/C20H24O6/c1-24-18-8-12(3-5-16(18)22)7-14-11-26-20(15(14)10-21)13-4-6-17(23)19(9-13)25-2/h3-6,8-9,14-15,20-23H,7,10-11H2,1-2H3/t14-,15-,20+/m1/s1

> <INCHIKEY>
MHXCIKYXNYCMHY-SXGZJXTBSA-N

> <CAS_REGISTRY_NUMBER>
83327-19-9

> <REAXYS_REGISTRY_NUMBER>
5622895

> <CHEMIDPLUS>
83327-19-9

> <METACYC_ACCESSION>
CPD-8908

> <PUBMED_CITATION>
21679690; 22218086; 22466741; 8262939

$$$$