Np mrd loader

Showing NP-Card for Sagerinic acid (NP0047681)

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Record Information
Version2.0
Created at2022-03-17 20:44:11 UTC
Updated at2022-03-17 20:44:11 UTC
NP-MRD IDNP0047681
Secondary Accession NumbersNone
Natural Product Identification
Common NameSagerinic acid
DescriptionSagerinic acid, also known as sagerinate, belongs to the class of organic compounds known as cyclobutane lignans. These are lignans with a structure characterized by to phenylpropanoid units coupled together through the C7-C7' and C8-C8' bonds, forming a cyclobutane ring with the C7, C7', C8', and C8 atoms. Sagerinic acid is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, Sagerinic acid has been detected, but not quantified in, a few different foods, such as common sages, herbs and spices, and tea. Sagerinic acid is found in Orthosiphon stamineus . This could make sagerinic acid a potential biomarker for the consumption of these foods.
Structure
Thumb
MOLSDFPDBSMILESInChI

MOL for NP0047681 (Sagerinic acid)


  Mrv0541 02241220002D          

 52 56  0  0  0  0            999 V2000
   -0.8214    0.2867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8214   -0.5383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0020   -0.5383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0020    0.2867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4044    0.8696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4044   -1.1212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5850    0.8696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5850   -1.1212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3825    0.6565    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3719    1.6670    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3825   -0.9081    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3719   -1.9187    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0974   -1.3206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9654    1.2394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7629    1.0263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8124   -0.9081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6698    2.5868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1524   -2.5029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3459    1.6106    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9774    0.2303    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5273   -1.3206    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8124   -0.0831    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2018   -0.9109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7834   -1.4966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5689   -2.2940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7715   -2.5072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1886   -1.9229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1871    1.6643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7674    2.2487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5649    2.0382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7820    1.2422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2018    0.6565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2583    3.1643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0521    3.9617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2573    4.1817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6689    3.6029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8751    2.8041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4374   -2.9169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4374   -3.7432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1524   -4.1557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8660   -3.7432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8660   -2.9169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6405    4.5406    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0498    4.9806    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5809   -4.1557    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1524   -4.9806    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1519   -2.8784    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5809   -1.2848    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1450    2.6240    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5795    1.0318    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3779    1.9543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5649   -1.7880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  4  1  0  0  0  0
  1  5  1  0  0  0  0
  2  3  1  0  0  0  0
  2  6  1  0  0  0  0
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  3  8  1  0  0  0  0
  4  7  1  0  0  0  0
  5 28  2  0  0  0  0
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 25 26  1  0  0  0  0
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 31 32  2  0  0  0  0
 31 50  1  0  0  0  0
 33 34  1  0  0  0  0
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 38 39  1  0  0  0  0
 39 40  2  0  0  0  0
 40 41  1  0  0  0  0
 40 46  1  0  0  0  0
 41 42  2  0  0  0  0
 41 45  1  0  0  0  0
M  END
Download

3D MOL for NP0047681 (Sagerinic acid)

Download
3D SDF for NP0047681 (Sagerinic acid)

  Mrv0541 02241220002D          

 52 56  0  0  0  0            999 V2000
   -0.8214    0.2867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8214   -0.5383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0020   -0.5383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0020    0.2867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4044    0.8696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4044   -1.1212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5850    0.8696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5850   -1.1212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3825    0.6565    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3719    1.6670    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3825   -0.9081    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3719   -1.9187    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0974   -1.3206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9654    1.2394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7629    1.0263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8124   -0.9081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6698    2.5868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1524   -2.5029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3459    1.6106    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9774    0.2303    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5273   -1.3206    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8124   -0.0831    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2018   -0.9109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7834   -1.4966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5689   -2.2940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7715   -2.5072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1886   -1.9229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1871    1.6643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7674    2.2487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5649    2.0382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7820    1.2422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2018    0.6565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2583    3.1643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0521    3.9617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2573    4.1817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6689    3.6029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8751    2.8041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4374   -2.9169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4374   -3.7432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1524   -4.1557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8660   -3.7432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8660   -2.9169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6405    4.5406    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0498    4.9806    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5809   -4.1557    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1524   -4.9806    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1519   -2.8784    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5809   -1.2848    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1450    2.6240    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5795    1.0318    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3779    1.9543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5649   -1.7880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  4  1  0  0  0  0
  1  5  1  0  0  0  0
  2  3  1  0  0  0  0
  2  6  1  0  0  0  0
  3  4  1  0  0  0  0
  3  8  1  0  0  0  0
  4  7  1  0  0  0  0
  5 28  2  0  0  0  0
  5 32  1  0  0  0  0
  6 23  2  0  0  0  0
  6 27  1  0  0  0  0
  7  9  1  0  0  0  0
  7 10  2  0  0  0  0
  8 11  1  0  0  0  0
  8 12  2  0  0  0  0
  9 14  1  0  0  0  0
 11 13  1  0  0  0  0
 13 16  1  0  0  0  0
 13 52  1  0  0  0  0
 14 15  1  0  0  0  0
 14 51  1  0  0  0  0
 15 19  1  0  0  0  0
 15 20  2  0  0  0  0
 16 21  1  0  0  0  0
 16 22  2  0  0  0  0
 17 33  2  0  0  0  0
 17 37  1  0  0  0  0
 17 51  1  0  0  0  0
 18 38  2  0  0  0  0
 18 42  1  0  0  0  0
 18 52  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 48  1  0  0  0  0
 25 26  1  0  0  0  0
 25 47  1  0  0  0  0
 26 27  2  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 30 31  1  0  0  0  0
 30 49  1  0  0  0  0
 31 32  2  0  0  0  0
 31 50  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  2  0  0  0  0
 34 43  1  0  0  0  0
 35 36  1  0  0  0  0
 35 44  1  0  0  0  0
 36 37  2  0  0  0  0
 38 39  1  0  0  0  0
 39 40  2  0  0  0  0
 40 41  1  0  0  0  0
 40 46  1  0  0  0  0
 41 42  2  0  0  0  0
 41 45  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0047681

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC(=O)C(CC1=CC(O)=C(O)C=C1)OC(=O)C1C(C(C1C1=CC=C(O)C(O)=C1)C1=CC(O)=C(O)C=C1)C(=O)OC(CC1=CC=C(O)C(O)=C1)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C36H32O16/c37-19-5-1-15(9-23(19)41)11-27(33(45)46)51-35(49)31-29(17-3-7-21(39)25(43)13-17)30(18-4-8-22(40)26(44)14-18)32(31)36(50)52-28(34(47)48)12-16-2-6-20(38)24(42)10-16/h1-10,13-14,27-32,37-44H,11-12H2,(H,45,46)(H,47,48)

> <INCHI_KEY>
SUYLTDFWHNXGDX-UHFFFAOYSA-N

> <FORMULA>
C36H32O16

> <MOLECULAR_WEIGHT>
720.6297

> <EXACT_MASS>
720.169034976

> <JCHEM_ACCEPTOR_COUNT>
14

> <JCHEM_AVERAGE_POLARIZABILITY>
67.41627427346016

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
10

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-(2-{[1-carboxy-2-(3,4-dihydroxyphenyl)ethoxy]carbonyl}-3,4-bis(3,4-dihydroxyphenyl)cyclobutanecarbonyloxy)-3-(3,4-dihydroxyphenyl)propanoic acid

> <ALOGPS_LOGP>
3.91

> <JCHEM_LOGP>
4.334823199999999

> <ALOGPS_LOGS>
-3.79

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
3.412749679146837

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.8106905839186527

> <JCHEM_PKA_STRONGEST_BASIC>
-6.289267032030051

> <JCHEM_POLAR_SURFACE_AREA>
289.03999999999996

> <JCHEM_REFRACTIVITY>
175.9514000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
14

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.17e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-(2-{[1-carboxy-2-(3,4-dihydroxyphenyl)ethoxy]carbonyl}-3,4-bis(3,4-dihydroxyphenyl)cyclobutanecarbonyloxy)-3-(3,4-dihydroxyphenyl)propanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

Download
3D-SDF for NP0047681 (Sagerinic acid)
Download
PDB for NP0047681 (Sagerinic acid)
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      -1.533   0.535   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.533  -1.005   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.004  -1.005   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.004   0.535   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.622   1.623   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.622  -2.093   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.092   1.623   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.092  -2.093   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       2.581   1.225   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0       0.694   3.112   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0       2.581  -1.695   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0       0.694  -3.582   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       3.915  -2.465   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.669   2.314   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.157   1.916   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.250  -1.695   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.117   4.829   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.018  -4.672   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       6.246   3.006   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       5.558   0.430   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       6.584  -2.465   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       5.250  -0.155   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      -4.110  -1.700   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -5.196  -2.794   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -4.795  -4.282   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -3.307  -4.680   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -2.219  -3.589   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -2.216   3.107   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -3.299   4.198   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -4.788   3.805   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      -5.193   2.319   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      -4.110   1.225   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       4.215   5.907   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       3.831   7.395   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       2.347   7.806   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       1.249   6.725   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       1.634   5.234   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       2.683  -5.445   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       2.683  -6.987   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       4.018  -7.757   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       5.350  -6.987   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0       5.350  -5.445   0.000  0.00  0.00           C+0
HETATM   43  O   UNK     0       4.929   8.476   0.000  0.00  0.00           O+0
HETATM   44  O   UNK     0       1.960   9.297   0.000  0.00  0.00           O+0
HETATM   45  O   UNK     0       6.684  -7.757   0.000  0.00  0.00           O+0
HETATM   46  O   UNK     0       4.018  -9.297   0.000  0.00  0.00           O+0
HETATM   47  O   UNK     0      -5.884  -5.373   0.000  0.00  0.00           O+0
HETATM   48  O   UNK     0      -6.684  -2.398   0.000  0.00  0.00           O+0
HETATM   49  O   UNK     0      -5.871   4.898   0.000  0.00  0.00           O+0
HETATM   50  O   UNK     0      -6.682   1.926   0.000  0.00  0.00           O+0
HETATM   51  C   UNK     0       4.439   3.648   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0       4.788  -3.338   0.000  0.00  0.00           C+0
CONECT    1    2    4    5                                                  
CONECT    2    1    3    6                                                  
CONECT    3    2    4    8                                                  
CONECT    4    1    3    7                                                  
CONECT    5    1   28   32                                                  
CONECT    6    2   23   27                                                  
CONECT    7    4    9   10                                                  
CONECT    8    3   11   12                                                  
CONECT    9    7   14                                                       
CONECT   10    7                                                            
CONECT   11    8   13                                                       
CONECT   12    8                                                            
CONECT   13   11   16   52                                                  
CONECT   14    9   15   51                                                  
CONECT   15   14   19   20                                                  
CONECT   16   13   21   22                                                  
CONECT   17   33   37   51                                                  
CONECT   18   38   42   52                                                  
CONECT   19   15                                                            
CONECT   20   15                                                            
CONECT   21   16                                                            
CONECT   22   16                                                            
CONECT   23    6   24                                                       
CONECT   24   23   25   48                                                  
CONECT   25   24   26   47                                                  
CONECT   26   25   27                                                       
CONECT   27    6   26                                                       
CONECT   28    5   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   31   49                                                  
CONECT   31   30   32   50                                                  
CONECT   32    5   31                                                       
CONECT   33   17   34                                                       
CONECT   34   33   35   43                                                  
CONECT   35   34   36   44                                                  
CONECT   36   35   37                                                       
CONECT   37   17   36                                                       
CONECT   38   18   39                                                       
CONECT   39   38   40                                                       
CONECT   40   39   41   46                                                  
CONECT   41   40   42   45                                                  
CONECT   42   18   41                                                       
CONECT   43   34                                                            
CONECT   44   35                                                            
CONECT   45   41                                                            
CONECT   46   40                                                            
CONECT   47   25                                                            
CONECT   48   24                                                            
CONECT   49   30                                                            
CONECT   50   31                                                            
CONECT   51   14   17                                                       
CONECT   52   13   18                                                       
MASTER        0    0    0    0    0    0    0    0   52    0  112    0
END

Download
3D PDB for NP0047681 (Sagerinic acid)
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SMILES for NP0047681 (Sagerinic acid)
OC(=O)C(CC1=CC(O)=C(O)C=C1)OC(=O)C1C(C(C1C1=CC=C(O)C(O)=C1)C1=CC(O)=C(O)C=C1)C(=O)OC(CC1=CC=C(O)C(O)=C1)C(O)=O
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INCHI for NP0047681 (Sagerinic acid)
InChI=1S/C36H32O16/c37-19-5-1-15(9-23(19)41)11-27(33(45)46)51-35(49)31-29(17-3-7-21(39)25(43)13-17)30(18-4-8-22(40)26(44)14-18)32(31)36(50)52-28(34(47)48)12-16-2-6-20(38)24(42)10-16/h1-10,13-14,27-32,37-44H,11-12H2,(H,45,46)(H,47,48)
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View in JSmol
Synonyms
ValueSource
SagerinateGenerator
(+)-Sagerinic acidHMDB
2-(2-{[1-carboxy-2-(3,4-dihydroxyphenyl)ethoxy]carbonyl}-3,4-bis(3,4-dihydroxyphenyl)cyclobutanecarbonyloxy)-3-(3,4-dihydroxyphenyl)propanoateGenerator
Chemical FormulaC36H32O16
Average Mass720.6297 Da
Monoisotopic Mass720.16903 Da
IUPAC Name2-(2-{[1-carboxy-2-(3,4-dihydroxyphenyl)ethoxy]carbonyl}-3,4-bis(3,4-dihydroxyphenyl)cyclobutanecarbonyloxy)-3-(3,4-dihydroxyphenyl)propanoic acid
Traditional Name2-(2-{[1-carboxy-2-(3,4-dihydroxyphenyl)ethoxy]carbonyl}-3,4-bis(3,4-dihydroxyphenyl)cyclobutanecarbonyloxy)-3-(3,4-dihydroxyphenyl)propanoic acid
CAS Registry NumberNot Available
SMILES
OC(=O)C(CC1=CC(O)=C(O)C=C1)OC(=O)C1C(C(C1C1=CC=C(O)C(O)=C1)C1=CC(O)=C(O)C=C1)C(=O)OC(CC1=CC=C(O)C(O)=C1)C(O)=O
InChI Identifier
InChI=1S/C36H32O16/c37-19-5-1-15(9-23(19)41)11-27(33(45)46)51-35(49)31-29(17-3-7-21(39)25(43)13-17)30(18-4-8-22(40)26(44)14-18)32(31)36(50)52-28(34(47)48)12-16-2-6-20(38)24(42)10-16/h1-10,13-14,27-32,37-44H,11-12H2,(H,45,46)(H,47,48)
InChI KeySUYLTDFWHNXGDX-UHFFFAOYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Orthosiphon stamineusPlant
Salvia officinalisFooDB
Chemical Taxonomy
Description Belongs to the class of organic compounds known as cyclobutane lignans. These are lignans with a structure characterized by to phenylpropanoid units coupled together through the C7-C7' and C8-C8' bonds, forming a cyclobutane ring with the C7, C7', C8', and C8 atoms.
KingdomOrganic compounds  
Super ClassLignans, neolignans and related compounds  
ClassCyclobutane lignans  
Sub ClassNot Available
Direct ParentCyclobutane lignans  
Alternative Parents
Substituents
  • Cyclobutane lignan skeleton
    • 

  • Dibenzylbutane lignan skeleton
    • 

  • Stilbene
    • 

  • Tetracarboxylic acid or derivatives
    • 

  • 3-phenylpropanoic-acid
    • 

  • Catechol
    • 

  • 1-hydroxy-4-unsubstituted benzenoid
    • 

  • 1-hydroxy-2-unsubstituted benzenoid
    • 

  • Phenol
    • 

  • Monocyclic benzene moiety
    • 

  • Benzenoid
    • 

  • Carboxylic acid ester
    • 

  • Carboxylic acid derivative
    • 

  • Carboxylic acid
    • 

  • Organic oxygen compound
    • 

  • Organic oxide
    • 

  • Carbonyl group
    • 

  • Hydrocarbon derivative
    • 

  • Organooxygen compound
    • 

  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External DescriptorsNot Available
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP3.91ALOGPS
logP4.33ChemAxon
logS-3.8ALOGPS
pKa (Strongest Acidic)2.81ChemAxon
pKa (Strongest Basic)-6.3ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count14ChemAxon
Hydrogen Donor Count10ChemAxon
Polar Surface Area289.04 ŲChemAxon
Rotatable Bond Count14ChemAxon
Refractivity175.95 m³·mol⁻¹ChemAxon
Polarizability67.42 ųChemAxon
Number of Rings5ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
HMDB IDHMDB0033600  
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB011686  
KNApSAcK IDC00037767  
Chemspider ID23551155  
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound23760102  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General ReferencesNot Available