NP-MRD: Showing NP-Card for Lappaol F (NP0045797)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-03-17 19:42:10 UTC

Updated at

2022-03-17 19:42:11 UTC

NP-MRD ID

NP0045797

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Lappaol F

Description

Not Available

Structure

MOL SDF PDB SMILES InChI


  Mrv0541 02241221082D          

 52 58  0  0  0  0            999 V2000
   -2.3056   -0.7071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8930    0.0073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3056    0.7218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1306    0.7218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3579   -0.1217    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4870   -0.9365    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.7519   -1.3111    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.1306   -0.7071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5431    0.0073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6287   -2.1268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2735   -2.6414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2220   -1.3111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9365   -0.8986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6510   -1.3111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6510   -2.1361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9365   -2.5486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2220   -2.1361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3654   -0.8986    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0799   -1.3111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3654   -2.5486    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5431    1.4363    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3681    1.4363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0680    0.0073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2430    1.9913    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9105    1.5064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6555    0.7218    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1695    0.7218    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4244    1.5064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6544    0.0544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6951    1.7613    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8919    0.7688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4794    0.0544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8919   -0.6601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7169    0.7688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1294    1.4833    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7169    2.1978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9442   -0.0747    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1294    0.0544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7169   -0.6601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3382   -1.2640    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0733   -0.8895    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2150   -2.0798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8598   -2.5944    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8083   -1.2641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5228   -0.8516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8083   -2.0891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5228   -2.5016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2373   -2.0891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2373   -1.2641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9518   -0.8516    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9518   -2.5016    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6662   -1.2641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  8  1  2  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  9  4  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  5  9  1  0  0  0  0
  8  9  1  0  0  0  0
  7 10  1  6  0  0  0
 10 11  1  0  0  0  0
  6 12  1  1  0  0  0
 17 12  2  0  0  0  0
 13 12  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 14 18  1  0  0  0  0
 18 19  1  0  0  0  0
 15 20  1  0  0  0  0
  4 21  1  0  0  0  0
 21 22  1  0  0  0  0
  2 23  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 24 28  1  0  0  0  0
 27 29  1  6  0  0  0
 25 30  2  0  0  0  0
 29 32  1  0  0  0  0
 31 32  2  0  0  0  0
 32 33  1  0  0  0  0
 33 39  2  0  0  0  0
 38 34  2  0  0  0  0
 31 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 37 38  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 37 41  1  0  0  0  0
 38 39  1  0  0  0  0
 40 42  1  1  0  0  0
 42 43  1  0  0  0  0
 41 44  1  6  0  0  0
 45 44  2  0  0  0  0
 44 46  1  0  0  0  0
 46 47  2  0  0  0  0
 47 48  1  0  0  0  0
 48 49  2  0  0  0  0
 45 49  1  0  0  0  0
 49 50  1  0  0  0  0
 48 51  1  0  0  0  0
 50 52  1  0  0  0  0
 26 23  1  1  0  0  0
M  END


  Mrv0541 02241221082D          

 52 58  0  0  0  0            999 V2000
   -2.3056   -0.7071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8930    0.0073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3056    0.7218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1306    0.7218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3579   -0.1217    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4870   -0.9365    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.7519   -1.3111    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.1306   -0.7071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5431    0.0073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6287   -2.1268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2735   -2.6414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2220   -1.3111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9365   -0.8986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6510   -1.3111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6510   -2.1361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9365   -2.5486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2220   -2.1361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3654   -0.8986    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0799   -1.3111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3654   -2.5486    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5431    1.4363    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3681    1.4363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0680    0.0073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2430    1.9913    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9105    1.5064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6555    0.7218    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1695    0.7218    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4244    1.5064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6544    0.0544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6951    1.7613    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8919    0.7688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4794    0.0544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8919   -0.6601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7169    0.7688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1294    1.4833    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7169    2.1978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9442   -0.0747    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1294    0.0544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7169   -0.6601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3382   -1.2640    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0733   -0.8895    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2150   -2.0798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8598   -2.5944    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8083   -1.2641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5228   -0.8516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8083   -2.0891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5228   -2.5016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2373   -2.0891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2373   -1.2641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9518   -0.8516    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9518   -2.5016    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6662   -1.2641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  8  1  2  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  9  4  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  5  9  1  0  0  0  0
  8  9  1  0  0  0  0
  7 10  1  6  0  0  0
 10 11  1  0  0  0  0
  6 12  1  1  0  0  0
 17 12  2  0  0  0  0
 13 12  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 14 18  1  0  0  0  0
 18 19  1  0  0  0  0
 15 20  1  0  0  0  0
  4 21  1  0  0  0  0
 21 22  1  0  0  0  0
  2 23  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 24 28  1  0  0  0  0
 27 29  1  6  0  0  0
 25 30  2  0  0  0  0
 29 32  1  0  0  0  0
 31 32  2  0  0  0  0
 32 33  1  0  0  0  0
 33 39  2  0  0  0  0
 38 34  2  0  0  0  0
 31 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 37 38  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 37 41  1  0  0  0  0
 38 39  1  0  0  0  0
 40 42  1  1  0  0  0
 42 43  1  0  0  0  0
 41 44  1  6  0  0  0
 45 44  2  0  0  0  0
 44 46  1  0  0  0  0
 46 47  2  0  0  0  0
 47 48  1  0  0  0  0
 48 49  2  0  0  0  0
 45 49  1  0  0  0  0
 49 50  1  0  0  0  0
 48 51  1  0  0  0  0
 50 52  1  0  0  0  0
 26 23  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0045797

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=C2O[C@@H]([C@@H](CO)C2=CC(C[C@H]2COC(=O)[C@@H]2CC2=CC(OC)=C3O[C@@H]([C@@H](CO)C3=C2)C2=CC=C(O)C(OC)=C2)=C1)C1=CC(OC)=C(O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C40H42O12/c1-46-32-15-22(5-7-30(32)43)36-28(17-41)26-11-20(13-34(48-3)38(26)51-36)9-24-19-50-40(45)25(24)10-21-12-27-29(18-42)37(52-39(27)35(14-21)49-4)23-6-8-31(44)33(16-23)47-2/h5-8,11-16,24-25,28-29,36-37,41-44H,9-10,17-19H2,1-4H3/t24-,25+,28-,29-,36+,37+/m0/s1

> <INCHI_KEY>
YXNKOCZXAVTXTG-NYGVLQSXSA-N

> <FORMULA>
C40H42O12

> <MOLECULAR_WEIGHT>
714.7543

> <EXACT_MASS>
714.267626808

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_AVERAGE_POLARIZABILITY>
75.47745572340288

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(3R,4R)-3,4-bis({[(2S,3R)-2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-7-methoxy-2,3-dihydro-1-benzofuran-5-yl]methyl})oxolan-2-one

> <ALOGPS_LOGP>
4.30

> <JCHEM_LOGP>
4.249056709000001

> <ALOGPS_LOGS>
-5.10

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
10.210997758085332

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.608942276820684

> <JCHEM_PKA_STRONGEST_BASIC>
-2.713669217360991

> <JCHEM_POLAR_SURFACE_AREA>
162.6

> <JCHEM_REFRACTIVITY>
189.275

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.63e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(3R,4R)-3,4-bis({[(2S,3R)-2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-7-methoxy-2,3-dihydro-1-benzofuran-5-yl]methyl})oxolan-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      -4.304  -1.320   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -3.534   0.014   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -4.304   1.347   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -5.844   1.347   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      -8.135  -0.227   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      -8.376  -1.748   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -7.004  -2.447   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -5.844  -1.320   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -6.614   0.014   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -6.774  -3.970   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -7.977  -4.931   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      -9.748  -2.447   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0     -11.081  -1.677   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0     -12.415  -2.447   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0     -12.415  -3.987   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0     -11.081  -4.757   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -9.748  -3.987   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0     -13.749  -1.677   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0     -15.082  -2.447   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0     -13.749  -4.757   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      -6.614   2.681   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      -8.154   2.681   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -1.994   0.014   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      -0.454   3.717   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      -1.700   2.812   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -1.224   1.347   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       0.316   1.347   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       0.792   2.812   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       1.222   0.102   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      -3.164   3.288   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0       3.532   1.435   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       2.762   0.102   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       3.532  -1.232   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       5.072   1.435   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0       5.842   2.769   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0       5.072   4.103   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0       7.363  -0.139   0.000  0.00  0.00           O+0
HETATM   38  C   UNK     0       5.842   0.102   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       5.072  -1.232   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       6.231  -2.359   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       7.603  -1.660   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0       6.001  -3.882   0.000  0.00  0.00           C+0
HETATM   43  O   UNK     0       7.205  -4.843   0.000  0.00  0.00           O+0
HETATM   44  C   UNK     0       8.975  -2.360   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      10.309  -1.590   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0       8.975  -3.900   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0      10.309  -4.670   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0      11.643  -3.900   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0      11.643  -2.360   0.000  0.00  0.00           C+0
HETATM   50  O   UNK     0      12.977  -1.590   0.000  0.00  0.00           O+0
HETATM   51  O   UNK     0      12.977  -4.670   0.000  0.00  0.00           O+0
HETATM   52  C   UNK     0      14.310  -2.360   0.000  0.00  0.00           C+0
CONECT    1    8    2                                                       
CONECT    2    1    3   23                                                  
CONECT    3    2    4                                                       
CONECT    4    3    9   21                                                  
CONECT    5    6    9                                                       
CONECT    6    5    7   12                                                  
CONECT    7    6    8   10                                                  
CONECT    8    1    7    9                                                  
CONECT    9    4    5    8                                                  
CONECT   10    7   11                                                       
CONECT   11   10                                                            
CONECT   12    6   17   13                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   18                                                  
CONECT   15   14   16   20                                                  
CONECT   16   15   17                                                       
CONECT   17   12   16                                                       
CONECT   18   14   19                                                       
CONECT   19   18                                                            
CONECT   20   15                                                            
CONECT   21    4   22                                                       
CONECT   22   21                                                            
CONECT   23    2   26                                                       
CONECT   24   25   28                                                       
CONECT   25   24   26   30                                                  
CONECT   26   25   27   23                                                  
CONECT   27   26   28   29                                                  
CONECT   28   27   24                                                       
CONECT   29   27   32                                                       
CONECT   30   25                                                            
CONECT   31   32   34                                                       
CONECT   32   29   31   33                                                  
CONECT   33   32   39                                                       
CONECT   34   38   31   35                                                  
CONECT   35   34   36                                                       
CONECT   36   35                                                            
CONECT   37   38   41                                                       
CONECT   38   34   37   39                                                  
CONECT   39   33   40   38                                                  
CONECT   40   39   41   42                                                  
CONECT   41   40   37   44                                                  
CONECT   42   40   43                                                       
CONECT   43   42                                                            
CONECT   44   41   45   46                                                  
CONECT   45   44   49                                                       
CONECT   46   44   47                                                       
CONECT   47   46   48                                                       
CONECT   48   47   49   51                                                  
CONECT   49   48   45   50                                                  
CONECT   50   49   52                                                       
CONECT   51   48                                                            
CONECT   52   50                                                            
MASTER        0    0    0    0    0    0    0    0   52    0  116    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₄₀H₄₂O₁₂

Average Mass

714.7543 Da

Monoisotopic Mass

714.26763 Da

IUPAC Name

(3R,4R)-3,4-bis({[(2S,3R)-2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-7-methoxy-2,3-dihydro-1-benzofuran-5-yl]methyl})oxolan-2-one

Traditional Name

(3R,4R)-3,4-bis({[(2S,3R)-2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-7-methoxy-2,3-dihydro-1-benzofuran-5-yl]methyl})oxolan-2-one

CAS Registry Number

69394-17-8

SMILES

COC1=C2O[C@@H]([C@@H](CO)C2=CC(C[C@H]2COC(=O)[C@@H]2CC2=CC(OC)=C3O[C@@H]([C@@H](CO)C3=C2)C2=CC=C(O)C(OC)=C2)=C1)C1=CC(OC)=C(O)C=C1

InChI Identifier

InChI=1S/C40H42O12/c1-46-32-15-22(5-7-30(32)43)36-28(17-41)26-11-20(13-34(48-3)38(26)51-36)9-24-19-50-40(45)25(24)10-21-12-27-29(18-42)37(52-39(27)35(14-21)49-4)23-6-8-31(44)33(16-23)47-2/h5-8,11-16,24-25,28-29,36-37,41-44H,9-10,17-19H2,1-4H3/t24-,25+,28-,29-,36+,37+/m0/s1

InChI Key

YXNKOCZXAVTXTG-NYGVLQSXSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Arctium lappa	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 2-arylbenzofuran flavonoids. These are phenylpropanoids containing the 2-phenylbenzofuran moiety.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

2-arylbenzofuran flavonoids

Sub Class

Not Available

Direct Parent

2-arylbenzofuran flavonoids

Alternative Parents

Substituents

2-arylbenzofuran flavonoid
Dibenzylbutyrolactone
Lignan lactone
Tetrahydrofuran lignan
9,9p-epoxylignan
Furanoid lignan
Norlignan skeleton
Neolignan skeleton
Methoxyphenol
Coumaran
Benzofuran
Methoxybenzene
Phenoxy compound
Anisole
Phenol ether
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Phenol
Monocyclic benzene moiety
Benzenoid
Gamma butyrolactone
Tetrahydrofuran
Lactone
Carboxylic acid ester
Oxacycle
Monocarboxylic acid or derivatives
Organoheterocyclic compound
Ether
Carboxylic acid derivative
Primary alcohol
Carbonyl group
Alcohol
Organic oxygen compound
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	4.3	ALOGPS
logP	4.25	ChemAxon
logS	-5.1	ALOGPS
pKa (Strongest Acidic)	9.61	ChemAxon
pKa (Strongest Basic)	-2.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	162.6 Å²	ChemAxon
Rotatable Bond Count	12	ChemAxon
Refractivity	189.28 m³·mol⁻¹	ChemAxon
Polarizability	75.48 Å³	ChemAxon
Number of Rings	7	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB001822

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

73425459

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Lappaol F (NP0045797)

MOL for NP0045797 (Lappaol F)

3D MOL for NP0045797 (Lappaol F)

3D SDF for NP0045797 (Lappaol F)

3D-SDF for NP0045797 (Lappaol F)

PDB for NP0045797 (Lappaol F)

3D PDB for NP0045797 (Lappaol F)

SMILES for NP0045797 (Lappaol F)

INCHI for NP0045797 (Lappaol F)

Structure for NP0045797 (Lappaol F)

3D Structure for NP0045797 (Lappaol F)