NP-MRD: Showing NP-Card for methyl 4',5',7',11'-tetrahydroxy-2'-methyl-4,10'-dioxo-9'-oxaspiro[oxetane-3,6'-tricyclo[6.3.1.0¹,⁵]dodecane]-7'-carboxylate (NP0200133)

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Record Information

Version

2.0

Created at

2022-09-04 18:54:32 UTC

Updated at

2022-09-04 18:54:32 UTC

NP-MRD ID

NP0200133

Secondary Accession Numbers

None

Natural Product Identification

Common Name

methyl 4',5',7',11'-tetrahydroxy-2'-methyl-4,10'-dioxo-9'-oxaspiro[oxetane-3,6'-tricyclo[6.3.1.0¹,⁵]dodecane]-7'-carboxylate

Description

Veranisatin C belongs to the class of organic compounds known as terpene lactones. These are prenol lipids containing a lactone ring. Veranisatin C is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, veranisatin C has been detected, but not quantified in, fruits. methyl 4',5',7',11'-tetrahydroxy-2'-methyl-4,10'-dioxo-9'-oxaspiro[oxetane-3,6'-tricyclo[6.3.1.0¹,⁵]dodecane]-7'-carboxylate is found in Illicium verum. This could make veranisatin C a potential biomarker for the consumption of these foods.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv0541 05061306072D          

 26 29  0  0  0  0            999 V2000
   -0.2848    1.7515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3355   -2.8550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1685    1.7773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5406   -0.2083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4516    0.3209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4441    1.3737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7701    1.2164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5631   -0.9693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3500    0.4303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7731   -0.3189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4393   -0.8400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2636   -1.7775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5348    0.5242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8649   -0.2533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4166   -0.9708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4110    0.4737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5773    1.3674    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8008    1.1165    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5933   -0.3571    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5776   -1.6023    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8856   -2.3133    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9754   -1.5050    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2308    0.6354    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4884   -2.0483    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0260   -0.2657    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2897   -1.0152    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  1  1  0  0  0  0
  6  3  1  0  0  0  0
  7  3  1  0  0  0  0
  8  4  1  0  0  0  0
 10  9  1  0  0  0  0
 13  4  1  0  0  0  0
 13  6  1  0  0  0  0
 13  9  1  0  0  0  0
 14  5  1  0  0  0  0
 14 11  1  0  0  0  0
 15  8  1  0  0  0  0
 15 12  1  0  0  0  0
 15 14  1  0  0  0  0
 16  7  1  0  0  0  0
 16 13  1  0  0  0  0
 16 14  1  0  0  0  0
 17  7  1  0  0  0  0
 18  9  1  0  0  0  0
 19 10  2  0  0  0  0
 20 11  2  0  0  0  0
 21 12  2  0  0  0  0
 22 15  1  0  0  0  0
 23 16  1  0  0  0  0
 24  2  1  0  0  0  0
 24 12  1  0  0  0  0
 25  5  1  0  0  0  0
 25 11  1  0  0  0  0
 26  8  1  0  0  0  0
 26 10  1  0  0  0  0
M  END

     RDKit          3D

 46 49  0  0  0  0  0  0  0  0999 V2000
    5.0711    1.0988   -0.3936 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8660    0.4693   -0.8541 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6690    0.6722   -0.2414 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6389    1.4444    0.7654 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3776    0.0586   -0.6562 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6792   -0.7441   -1.7821 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5128    1.1782   -1.1501 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9270    0.7390   -1.2978 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4014    0.3945    0.0979 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8518   -0.1057    0.0788 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.7619    0.8716   -0.5867 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6975   -1.4009   -0.6613 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3710   -1.9451   -0.1888 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6671   -2.4505   -1.2526 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6667   -0.8270    0.5356 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9615   -1.0148    1.9078 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7899   -0.8063    0.3765 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3402   -2.2374    0.3167 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3858   -1.9084    1.1949 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5887   -0.8380    1.6407 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6318   -0.2166    2.7330 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3115    1.5460    1.0412 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1893    1.1341    2.3687 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1588    2.4428    0.7647 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0995    3.3275    1.6118 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6280    2.3476   -0.3644 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8760    1.3929    0.6577 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3116    1.9662   -1.0400 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8966    0.3752   -0.4010 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5197   -0.4702   -2.1969 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8505    1.4689   -2.1827 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5339    1.4913   -1.7931 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9028   -0.2106   -1.8860 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1091   -0.2644    1.1585 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6267    1.0574    0.1003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2872    1.8474   -0.8129 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2047    0.3971   -1.4955 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7102   -1.1811   -1.7377 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5333   -2.1129   -0.4338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5957   -2.8137    0.4977 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2564   -2.5808   -2.0409 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6205   -1.9045    2.1558 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6562   -2.4867   -0.7173 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6706   -2.9807    0.8013 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2263    2.1632    0.9804 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4873    1.6161    2.8566 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  6
  5  7  1  0
  7  8  1  0
  9  8  1  6
  9 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  1
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
  9 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  2  0
 24 26  1  0
 17  5  1  0
 17 20  1  1
 26  7  1  0
 15  9  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  6 30  1  0
  7 31  1  6
  8 32  1  0
  8 33  1  0
 10 34  1  1
 11 35  1  0
 11 36  1  0
 11 37  1  0
 12 38  1  0
 12 39  1  0
 13 40  1  1
 14 41  1  0
 16 42  1  0
 18 43  1  0
 18 44  1  0
 22 45  1  1
 23 46  1  0
M  END


  Mrv0541 05061306072D          

 26 29  0  0  0  0            999 V2000
   -0.2848    1.7515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3355   -2.8550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1685    1.7773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5406   -0.2083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4516    0.3209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4441    1.3737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7701    1.2164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5631   -0.9693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3500    0.4303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7731   -0.3189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4393   -0.8400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2636   -1.7775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5348    0.5242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8649   -0.2533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4166   -0.9708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4110    0.4737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5773    1.3674    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8008    1.1165    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5933   -0.3571    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5776   -1.6023    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8856   -2.3133    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9754   -1.5050    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2308    0.6354    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4884   -2.0483    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0260   -0.2657    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2897   -1.0152    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  1  1  0  0  0  0
  6  3  1  0  0  0  0
  7  3  1  0  0  0  0
  8  4  1  0  0  0  0
 10  9  1  0  0  0  0
 13  4  1  0  0  0  0
 13  6  1  0  0  0  0
 13  9  1  0  0  0  0
 14  5  1  0  0  0  0
 14 11  1  0  0  0  0
 15  8  1  0  0  0  0
 15 12  1  0  0  0  0
 15 14  1  0  0  0  0
 16  7  1  0  0  0  0
 16 13  1  0  0  0  0
 16 14  1  0  0  0  0
 17  7  1  0  0  0  0
 18  9  1  0  0  0  0
 19 10  2  0  0  0  0
 20 11  2  0  0  0  0
 21 12  2  0  0  0  0
 22 15  1  0  0  0  0
 23 16  1  0  0  0  0
 24  2  1  0  0  0  0
 24 12  1  0  0  0  0
 25  5  1  0  0  0  0
 25 11  1  0  0  0  0
 26  8  1  0  0  0  0
 26 10  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0200133

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)C1(O)C2CC3(C(C)CC(O)C3(O)C11COC1=O)C(O)C(=O)O2

> <INCHI_IDENTIFIER>
InChI=1S/C16H20O10/c1-6-3-7(17)16(23)13(6)4-8(26-10(19)9(13)18)15(22,12(21)24-2)14(16)5-25-11(14)20/h6-9,17-18,22-23H,3-5H2,1-2H3

> <INCHI_KEY>
JTVRXANWSWLMEV-UHFFFAOYSA-N

> <FORMULA>
C16H20O10

> <MOLECULAR_WEIGHT>
372.324

> <EXACT_MASS>
372.10564686

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_AVERAGE_POLARIZABILITY>
33.28310119642326

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
methyl 4',5',7',11'-tetrahydroxy-2'-methyl-4,10'-dioxo-9'-oxaspiro[oxetane-3,6'-tricyclo[6.3.1.0¹,⁵]dodecane]-7'-carboxylate

> <ALOGPS_LOGP>
-1.19

> <JCHEM_LOGP>
-2.4865285639999994

> <ALOGPS_LOGS>
-0.93

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.079368356184668

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.703530124423859

> <JCHEM_PKA_STRONGEST_BASIC>
-3.270232891456768

> <JCHEM_POLAR_SURFACE_AREA>
159.81999999999996

> <JCHEM_REFRACTIVITY>
78.1676

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.43e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl 4',5',7',11'-tetrahydroxy-2'-methyl-4,10'-dioxo-9'-oxaspiro[oxetane-3,6'-tricyclo[6.3.1.0¹,⁵]dodecane]-7'-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0      -0.532   3.269   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.626  -5.329   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.181   3.318   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.009  -0.389   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.576   0.599   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.829   2.564   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.304   2.271   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.051  -1.809   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.653   0.803   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.443  -0.595   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.553  -1.568   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.359  -3.318   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.998   0.979   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.481  -0.473   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.644  -1.812   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.634   0.884   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       4.811   2.553   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      -1.495   2.084   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      -2.974  -0.667   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       4.811  -2.991   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       3.520  -4.318   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       3.687  -2.809   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       4.164   1.186   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       0.912  -3.823   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       5.649  -0.496   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      -0.541  -1.895   0.000  0.00  0.00           O+0
CONECT    1    6                                                            
CONECT    2   24                                                            
CONECT    3    6    7                                                       
CONECT    4    8   13                                                       
CONECT    5   14   25                                                       
CONECT    6    1    3   13                                                  
CONECT    7    3   16   17                                                  
CONECT    8    4   15   26                                                  
CONECT    9   10   13   18                                                  
CONECT   10    9   19   26                                                  
CONECT   11   14   20   25                                                  
CONECT   12   15   21   24                                                  
CONECT   13    4    6    9   16                                             
CONECT   14    5   11   15   16                                             
CONECT   15    8   12   14   22                                             
CONECT   16    7   13   14   23                                             
CONECT   17    7                                                            
CONECT   18    9                                                            
CONECT   19   10                                                            
CONECT   20   11                                                            
CONECT   21   12                                                            
CONECT   22   15                                                            
CONECT   23   16                                                            
CONECT   24    2   12                                                       
CONECT   25    5   11                                                       
CONECT   26    8   10                                                       
MASTER        0    0    0    0    0    0    0    0   26    0   58    0
END

View in JSmol

Synonyms

Value	Source
Methyl 4',5',7',11'-tetrahydroxy-2'-methyl-4,10'-dioxo-9'-oxaspiro[oxetane-3,6'-tricyclo[6.3.1.0¹,⁵]dodecane]-7'-carboxylic acid	Generator
Veranisatin C	MeSH

Chemical Formula

C₁₆H₂₀O₁₀

Average Mass

372.3240 Da

Monoisotopic Mass

372.10565 Da

IUPAC Name

methyl 4',5',7',11'-tetrahydroxy-2'-methyl-4,10'-dioxo-9'-oxaspiro[oxetane-3,6'-tricyclo[6.3.1.0¹,⁵]dodecane]-7'-carboxylate

Traditional Name

methyl 4',5',7',11'-tetrahydroxy-2'-methyl-4,10'-dioxo-9'-oxaspiro[oxetane-3,6'-tricyclo[6.3.1.0¹,⁵]dodecane]-7'-carboxylate

CAS Registry Number

Not Available

SMILES

COC(=O)C1(O)C2CC3(C(C)CC(O)C3(O)C11COC1=O)C(O)C(=O)O2

InChI Identifier

InChI=1S/C16H20O10/c1-6-3-7(17)16(23)13(6)4-8(26-10(19)9(13)18)15(22,12(21)24-2)14(16)5-25-11(14)20/h6-9,17-18,22-23H,3-5H2,1-2H3

InChI Key

JTVRXANWSWLMEV-UHFFFAOYSA-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, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, 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
Illicium verum	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as terpene lactones. These are prenol lipids containing a lactone ring.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Terpene lactones

Direct Parent

Terpene lactones

Alternative Parents

Not Available

Substituents

Not Available

Molecular Framework

Aliphatic 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	-1.2	ALOGPS
logP	-2.5	ChemAxon
logS	-0.93	ALOGPS
pKa (Strongest Acidic)	10.7	ChemAxon
pKa (Strongest Basic)	-3.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	159.82 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	78.17 m³·mol⁻¹	ChemAxon
Polarizability	33.28 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0031756

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB008427

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

85216671

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for methyl 4',5',7',11'-tetrahydroxy-2'-methyl-4,10'-dioxo-9'-oxaspiro[oxetane-3,6'-tricyclo[6.3.1.0¹,⁵]dodecane]-7'-carboxylate (NP0200133)

MOL for NP0200133 (methyl 4',5',7',11'-tetrahydroxy-2'-methyl-4,10'-dioxo-9'-oxaspiro[oxetane-3,6'-tricyclo[6.3.1.0¹,⁵]dodecane]-7'-carboxylate)

3D MOL for NP0200133 (methyl 4',5',7',11'-tetrahydroxy-2'-methyl-4,10'-dioxo-9'-oxaspiro[oxetane-3,6'-tricyclo[6.3.1.0¹,⁵]dodecane]-7'-carboxylate)

3D SDF for NP0200133 (methyl 4',5',7',11'-tetrahydroxy-2'-methyl-4,10'-dioxo-9'-oxaspiro[oxetane-3,6'-tricyclo[6.3.1.0¹,⁵]dodecane]-7'-carboxylate)

3D-SDF for NP0200133 (methyl 4',5',7',11'-tetrahydroxy-2'-methyl-4,10'-dioxo-9'-oxaspiro[oxetane-3,6'-tricyclo[6.3.1.0¹,⁵]dodecane]-7'-carboxylate)

PDB for NP0200133 (methyl 4',5',7',11'-tetrahydroxy-2'-methyl-4,10'-dioxo-9'-oxaspiro[oxetane-3,6'-tricyclo[6.3.1.0¹,⁵]dodecane]-7'-carboxylate)

3D PDB for NP0200133 (methyl 4',5',7',11'-tetrahydroxy-2'-methyl-4,10'-dioxo-9'-oxaspiro[oxetane-3,6'-tricyclo[6.3.1.0¹,⁵]dodecane]-7'-carboxylate)

SMILES for NP0200133 (methyl 4',5',7',11'-tetrahydroxy-2'-methyl-4,10'-dioxo-9'-oxaspiro[oxetane-3,6'-tricyclo[6.3.1.0¹,⁵]dodecane]-7'-carboxylate)

INCHI for NP0200133 (methyl 4',5',7',11'-tetrahydroxy-2'-methyl-4,10'-dioxo-9'-oxaspiro[oxetane-3,6'-tricyclo[6.3.1.0¹,⁵]dodecane]-7'-carboxylate)

Structure for NP0200133 (methyl 4',5',7',11'-tetrahydroxy-2'-methyl-4,10'-dioxo-9'-oxaspiro[oxetane-3,6'-tricyclo[6.3.1.0¹,⁵]dodecane]-7'-carboxylate)

3D Structure for NP0200133 (methyl 4',5',7',11'-tetrahydroxy-2'-methyl-4,10'-dioxo-9'-oxaspiro[oxetane-3,6'-tricyclo[6.3.1.0¹,⁵]dodecane]-7'-carboxylate)