Np mrd loader

Showing NP-Card for Sanggenon C (NP0050600)

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Record Information
Version2.0
Created at2022-04-27 21:58:39 UTC
Updated at2022-04-27 21:58:39 UTC
NP-MRD IDNP0050600
Secondary Accession NumbersNone
Natural Product Identification
Common NameSanggenon C
DescriptionSanggenon C, also known as cathayanon e, belongs to the class of organic compounds known as linear diarylheptanoids. These are diarylheptanoids with an open heptane chain. The two aromatic rings are linked only by the heptane chain. Sanggenon C is found in Morus alba , Morus cathayana and Morus mongolica . Sanggenon C was first documented in 2018 (PMID: 30314378). Based on a literature review a small amount of articles have been published on Sanggenon C (PMID: 33733438) (PMID: 34194730) (PMID: 32240450) (PMID: 30217005).
Structure
Thumb
MOLSDFPDBSMILESInChI

MOL for NP0050600 (Sanggenon C)


  Mrv1652304272223582D          

 52 58  0  0  1  0            999 V2000
    5.1571   -0.1327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3198    0.6761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7006    1.2213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9189    0.9577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7562    0.1489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3754   -0.3963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9745   -0.1146    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3553    0.4306    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5180    1.2394    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2997    1.5030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4623    2.3118    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7990    1.6440    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1920    1.0852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5359    0.3353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0583   -0.3374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2369   -0.2602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1069    0.4897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3706    1.1624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9283    0.5669    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5951    2.0608    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1091   -0.3568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6678   -0.9638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4215   -1.7511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6165   -1.9316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9803   -2.3581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8632    2.0301    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1015    0.9396    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.7207    0.3944    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.5024    0.6580    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.6651    1.4668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0459    2.0120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2641    1.7485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2085    2.8208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1216    0.1127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9033    0.3763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5225   -0.1689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3599   -0.9777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6367   -1.5864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6139   -0.7546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2358   -1.3047    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.9790   -1.5230    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5581   -0.4144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7763   -0.6780    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1772   -0.9596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0146   -1.7685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6337   -2.3137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4155   -2.0501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5781   -1.2413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9590   -0.6961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0346   -2.5954    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2328   -2.0320    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3376   -0.9378    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  1  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  4 10  1  0  0  0  0
 10 11  2  0  0  0  0
  9 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
  8 14  1  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
 17 18  2  0  0  0  0
 13 18  1  0  0  0  0
 17 19  1  0  0  0  0
  9 20  1  1  0  0  0
  8 21  1  1  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
  3 26  1  0  0  0  0
 27  2  1  1  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 27 32  1  0  0  0  0
 31 33  1  0  0  0  0
 29 34  1  6  0  0  0
 34 35  2  0  0  0  0
 35 36  1  0  0  0  0
 36 37  2  0  0  0  0
 37 38  1  0  0  0  0
 38 39  2  0  0  0  0
 34 39  1  0  0  0  0
 39 40  1  0  0  0  0
 37 41  1  0  0  0  0
 28 42  1  1  0  0  0
 42 43  2  0  0  0  0
 42 44  1  0  0  0  0
 44 45  2  0  0  0  0
 45 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
 44 49  1  0  0  0  0
 47 50  1  0  0  0  0
 45 51  1  0  0  0  0
  1 52  1  0  0  0  0
M  END
Download

3D MOL for NP0050600 (Sanggenon C)

Download
3D SDF for NP0050600 (Sanggenon C)

  Mrv1652304272223582D          

 52 58  0  0  1  0            999 V2000
    5.1571   -0.1327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3198    0.6761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7006    1.2213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9189    0.9577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7562    0.1489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3754   -0.3963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9745   -0.1146    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3553    0.4306    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5180    1.2394    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2997    1.5030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4623    2.3118    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7990    1.6440    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1920    1.0852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5359    0.3353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0583   -0.3374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2369   -0.2602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1069    0.4897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3706    1.1624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9283    0.5669    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5951    2.0608    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1091   -0.3568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6678   -0.9638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4215   -1.7511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6165   -1.9316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9803   -2.3581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8632    2.0301    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1015    0.9396    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.7207    0.3944    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.5024    0.6580    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.6651    1.4668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0459    2.0120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2641    1.7485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2085    2.8208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1216    0.1127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9033    0.3763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5225   -0.1689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3599   -0.9777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6367   -1.5864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6139   -0.7546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2358   -1.3047    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.9790   -1.5230    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5581   -0.4144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7763   -0.6780    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1772   -0.9596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0146   -1.7685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6337   -2.3137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4155   -2.0501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5781   -1.2413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9590   -0.6961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0346   -2.5954    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2328   -2.0320    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3376   -0.9378    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  1  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  4 10  1  0  0  0  0
 10 11  2  0  0  0  0
  9 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
  8 14  1  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
 17 18  2  0  0  0  0
 13 18  1  0  0  0  0
 17 19  1  0  0  0  0
  9 20  1  1  0  0  0
  8 21  1  1  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
  3 26  1  0  0  0  0
 27  2  1  1  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 27 32  1  0  0  0  0
 31 33  1  0  0  0  0
 29 34  1  6  0  0  0
 34 35  2  0  0  0  0
 35 36  1  0  0  0  0
 36 37  2  0  0  0  0
 37 38  1  0  0  0  0
 38 39  2  0  0  0  0
 34 39  1  0  0  0  0
 39 40  1  0  0  0  0
 37 41  1  0  0  0  0
 28 42  1  1  0  0  0
 42 43  2  0  0  0  0
 42 44  1  0  0  0  0
 44 45  2  0  0  0  0
 45 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
 44 49  1  0  0  0  0
 47 50  1  0  0  0  0
 45 51  1  0  0  0  0
  1 52  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0050600

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)=CC[C@]12OC3=CC(O)=C([C@H]4C=C(C)C[C@@H]([C@H]4C(=O)C4=C(O)C=C(O)C=C4)C4=CC=C(O)C=C4O)C(O)=C3C(=O)[C@@]1(O)OC1=C2C=CC(O)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C40H36O12/c1-18(2)10-11-39-27-9-6-22(43)16-31(27)52-40(39,50)38(49)35-32(51-39)17-30(46)34(37(35)48)26-13-19(3)12-25(23-7-4-20(41)14-28(23)44)33(26)36(47)24-8-5-21(42)15-29(24)45/h4-10,13-17,25-26,33,41-46,48,50H,11-12H2,1-3H3/t25-,26+,33-,39-,40-/m1/s1

> <INCHI_KEY>
XETHJOZXBVWLLM-HUKCQOFTSA-N

> <FORMULA>
C40H36O12

> <MOLECULAR_WEIGHT>
708.716

> <EXACT_MASS>
708.220676599

> <JCHEM_ACCEPTOR_COUNT>
12

> <JCHEM_ATOM_COUNT>
88

> <JCHEM_AVERAGE_POLARIZABILITY>
72.22190841283242

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
8

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,10R)-5-[(1S,5S,6R)-6-(2,4-dihydroxybenzoyl)-5-(2,4-dihydroxyphenyl)-3-methylcyclohex-2-en-1-yl]-1,4,6,14-tetrahydroxy-10-(3-methylbut-2-en-1-yl)-9,17-dioxatetracyclo[8.7.0.0^{3,8}.0^{11,16}]heptadeca-3,5,7,11(16),12,14-hexaen-2-one

> <ALOGPS_LOGP>
4.57

> <JCHEM_LOGP>
7.8470107796666655

> <ALOGPS_LOGS>
-4.56

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
7.888626544159073

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.257088497809112

> <JCHEM_PKA_STRONGEST_BASIC>
-4.910758103698101

> <JCHEM_POLAR_SURFACE_AREA>
214.43999999999997

> <JCHEM_REFRACTIVITY>
190.34949999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.95e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,10R)-5-[(1S,5S,6R)-6-(2,4-dihydroxybenzoyl)-5-(2,4-dihydroxyphenyl)-3-methylcyclohex-2-en-1-yl]-1,4,6,14-tetrahydroxy-10-(3-methylbut-2-en-1-yl)-9,17-dioxatetracyclo[8.7.0.0^{3,8}.0^{11,16}]heptadeca-3,5,7,11(16),12,14-hexaen-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

Download
3D-SDF for NP0050600 (Sanggenon C)
Download
PDB for NP0050600 (Sanggenon C)
HEADER    PROTEIN                                 27-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-APR-22         0                                  
HETATM    1  C   UNK     0       9.627  -0.248   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       9.930   1.262   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       8.774   2.280   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       7.315   1.788   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       7.012   0.278   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.167  -0.740   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       5.552  -0.214   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       4.397   0.804   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.700   2.314   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.159   2.806   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       6.463   4.315   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0       3.358   3.069   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       2.225   2.026   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.867   0.626   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.976  -0.630   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.442  -0.486   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -0.200   0.914   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.692   2.170   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      -1.733   1.058   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       4.844   3.847   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       3.937  -0.666   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.980  -1.799   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       4.520  -3.269   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       3.017  -3.606   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       5.563  -4.402   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       9.078   3.790   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      11.390   1.754   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      12.545   0.736   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      14.005   1.228   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      14.308   2.738   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      13.152   3.756   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      11.693   3.264   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      13.456   5.266   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      15.160   0.210   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      16.620   0.702   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      17.775  -0.315   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      17.472  -1.825   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      16.122  -2.961   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      14.213  -1.409   0.000  0.00  0.00           C+0
HETATM   40  O   UNK     0      13.507  -2.435   0.000  0.00  0.00           O+0
HETATM   41  O   UNK     0      18.627  -2.843   0.000  0.00  0.00           O+0
HETATM   42  C   UNK     0      12.242  -0.774   0.000  0.00  0.00           C+0
HETATM   43  O   UNK     0      10.782  -1.266   0.000  0.00  0.00           O+0
HETATM   44  C   UNK     0      13.397  -1.791   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      13.094  -3.301   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0      14.250  -4.319   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0      15.709  -3.827   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0      16.012  -2.317   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0      14.857  -1.299   0.000  0.00  0.00           C+0
HETATM   50  O   UNK     0      16.865  -4.845   0.000  0.00  0.00           O+0
HETATM   51  O   UNK     0      11.635  -3.793   0.000  0.00  0.00           O+0
HETATM   52  O   UNK     0       9.963  -1.751   0.000  0.00  0.00           O+0
CONECT    1    2    6   52                                                  
CONECT    2    1    3   27                                                  
CONECT    3    2    4   26                                                  
CONECT    4    3    5   10                                                  
CONECT    5    4    6    7                                                  
CONECT    6    5    1                                                       
CONECT    7    5    8                                                       
CONECT    8    7    9   14   21                                             
CONECT    9    8   10   12   20                                             
CONECT   10    9    4   11                                                  
CONECT   11   10                                                            
CONECT   12    9   13                                                       
CONECT   13   12   14   18                                                  
CONECT   14   13    8   15                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   19                                                  
CONECT   18   17   13                                                       
CONECT   19   17                                                            
CONECT   20    9                                                            
CONECT   21    8   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23                                                            
CONECT   26    3                                                            
CONECT   27    2   28   32                                                  
CONECT   28   27   29   42                                                  
CONECT   29   28   30   34                                                  
CONECT   30   29   31                                                       
CONECT   31   30   32   33                                                  
CONECT   32   31   27                                                       
CONECT   33   31                                                            
CONECT   34   29   35   39                                                  
CONECT   35   34   36                                                       
CONECT   36   35   37                                                       
CONECT   37   36   38   41                                                  
CONECT   38   37   39                                                       
CONECT   39   38   34   40                                                  
CONECT   40   39                                                            
CONECT   41   37                                                            
CONECT   42   28   43   44                                                  
CONECT   43   42                                                            
CONECT   44   42   45   49                                                  
CONECT   45   44   46   51                                                  
CONECT   46   45   47                                                       
CONECT   47   46   48   50                                                  
CONECT   48   47   49                                                       
CONECT   49   48   44                                                       
CONECT   50   47                                                            
CONECT   51   45                                                            
CONECT   52    1                                                            
MASTER        0    0    0    0    0    0    0    0   52    0  116    0
END

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3D PDB for NP0050600 (Sanggenon C)
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SMILES for NP0050600 (Sanggenon C)
CC(C)=CC[C@]12OC3=CC(O)=C([C@H]4C=C(C)C[C@@H]([C@H]4C(=O)C4=C(O)C=C(O)C=C4)C4=CC=C(O)C=C4O)C(O)=C3C(=O)[C@@]1(O)OC1=C2C=CC(O)=C1
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INCHI for NP0050600 (Sanggenon C)
InChI=1S/C40H36O12/c1-18(2)10-11-39-27-9-6-22(43)16-31(27)52-40(39,50)38(49)35-32(51-39)17-30(46)34(37(35)48)26-13-19(3)12-25(23-7-4-20(41)14-28(23)44)33(26)36(47)24-8-5-21(42)15-29(24)45/h4-10,13-17,25-26,33,41-46,48,50H,11-12H2,1-3H3/t25-,26+,33-,39-,40-/m1/s1
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View in JSmol
Synonyms
ValueSource
Cathayanon eMeSH
Sanggenone CMeSH
Chemical FormulaC40H36O12
Average Mass708.7160 Da
Monoisotopic Mass708.22068 Da
IUPAC Name(1S,10R)-5-[(1S,5S,6R)-6-(2,4-dihydroxybenzoyl)-5-(2,4-dihydroxyphenyl)-3-methylcyclohex-2-en-1-yl]-1,4,6,14-tetrahydroxy-10-(3-methylbut-2-en-1-yl)-9,17-dioxatetracyclo[8.7.0.0^{3,8}.0^{11,16}]heptadeca-3,5,7,11(16),12,14-hexaen-2-one
Traditional Name(1S,10R)-5-[(1S,5S,6R)-6-(2,4-dihydroxybenzoyl)-5-(2,4-dihydroxyphenyl)-3-methylcyclohex-2-en-1-yl]-1,4,6,14-tetrahydroxy-10-(3-methylbut-2-en-1-yl)-9,17-dioxatetracyclo[8.7.0.0^{3,8}.0^{11,16}]heptadeca-3,5,7,11(16),12,14-hexaen-2-one
CAS Registry NumberNot Available
SMILES
CC(C)=CC[C@]12OC3=CC(O)=C([C@H]4C=C(C)C[C@@H]([C@H]4C(=O)C4=C(O)C=C(O)C=C4)C4=CC=C(O)C=C4O)C(O)=C3C(=O)[C@@]1(O)OC1=C2C=CC(O)=C1
InChI Identifier
InChI=1S/C40H36O12/c1-18(2)10-11-39-27-9-6-22(43)16-31(27)52-40(39,50)38(49)35-32(51-39)17-30(46)34(37(35)48)26-13-19(3)12-25(23-7-4-20(41)14-28(23)44)33(26)36(47)24-8-5-21(42)15-29(24)45/h4-10,13-17,25-26,33,41-46,48,50H,11-12H2,1-3H3/t25-,26+,33-,39-,40-/m1/s1
InChI KeyXETHJOZXBVWLLM-HUKCQOFTSA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Morus albaPlant
Morus cathayanaPlant
Morus mongolicaPlant
Chemical Taxonomy
Description Belongs to the class of organic compounds known as linear diarylheptanoids. These are diarylheptanoids with an open heptane chain. The two aromatic rings are linked only by the heptane chain.
KingdomOrganic compounds  
Super ClassPhenylpropanoids and polyketides  
ClassDiarylheptanoids  
Sub ClassLinear diarylheptanoids  
Direct ParentLinear diarylheptanoids  
Alternative Parents
Substituents
  • Linear 1,7-diphenylheptane skeleton
    • 

  • Alkyl-phenylketone
    • 

  • Chromone
    • 

  • 1-benzopyran
    • 

  • Benzopyran
    • 

  • Chromane
    • 

  • Phenylketone
    • 

  • Coumaran
    • 

  • Resorcinol
    • 

  • Aryl ketone
    • 

  • Aryl alkyl ketone
    • 

  • Benzoyl
    • 

  • 1-hydroxy-4-unsubstituted benzenoid
    • 

  • Alkyl aryl ether
    • 

  • 1-hydroxy-2-unsubstituted benzenoid
    • 

  • Phenol
    • 

  • Benzenoid
    • 

  • Monocyclic benzene moiety
    • 

  • Vinylogous acid
    • 

  • Ketone
    • 

  • Hemiacetal
    • 

  • Oxacycle
    • 

  • Organoheterocyclic compound
    • 

  • Polyol
    • 

  • Ether
    • 

  • Organic oxygen compound
    • 

  • Organic oxide
    • 

  • Hydrocarbon derivative
    • 

  • Organooxygen compound
    • 

  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic 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
logP4.57ALOGPS
logP7.85ChemAxon
logS-4.6ALOGPS
pKa (Strongest Acidic)7.26ChemAxon
pKa (Strongest Basic)-4.9ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count12ChemAxon
Hydrogen Donor Count8ChemAxon
Polar Surface Area214.44 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity190.35 m³·mol⁻¹ChemAxon
Polarizability72.22 ųChemAxon
Number of Rings7ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDC00001000  
Chemspider ID23267362  
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound15479638  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. Bai Y, Chen L, Cao YF, Hou XD, Jia SN, Zhou Q, He YQ, Hou J: Beta-Glucuronidase Inhibition by Constituents of Mulberry Bark. Planta Med. 2021 Jul;87(8):631-641. doi: 10.1055/a-1402-6431. Epub 2021 Mar 17. [PubMed:33733438  ] 
  2. Situmorang H, Hestiantoro A, Purbadi S, Flamandita D, Sahlan M: IN-SILICO dynamic analysis of Sulawesi propolis as anti-endometriosis drug: Interaction study with TNF alpha receptor, NF-kB, estrogen receptor, progesterone receptor and prostaglandin receptor. Ann Med Surg (Lond). 2021 Jun 17;67:102459. doi: 10.1016/j.amsu.2021.102459. eCollection 2021 Jul. [PubMed:34194730  ] 
  3. Zhao Y, Xu J: Sanggenon C Ameliorates Cerebral Ischemia-Reperfusion Injury by Inhibiting Inflammation and Oxidative Stress through Regulating RhoA-ROCK Signaling. Inflammation. 2020 Aug;43(4):1476-1487. doi: 10.1007/s10753-020-01225-w. [PubMed:32240450  ] 
  4. Li X, Ren Z, Wu Z, Fu Z, Xie H, Deng L, Jiang X, Chen D: Steric Effect of Antioxidant Diels-Alder-Type Adducts: A Comparison of Sanggenon C with Sanggenon D. Molecules. 2018 Oct 11;23(10). pii: molecules23102610. doi: 10.3390/molecules23102610. [PubMed:30314378  ] 
  5. Wang H, Feng T, Guo D, Zhang M, Chen L, Zhou Y: Sanggenon C Stimulates Osteoblastic Proliferation and Differentiation, Inhibits Osteoclastic Resorption, and Ameliorates Prednisone-Induced Osteoporosis in Zebrafish Model. Molecules. 2018 Sep 13;23(9). pii: molecules23092343. doi: 10.3390/molecules23092343. [PubMed:30217005  ]