NP-MRD: Showing NP-Card for 5',7',11'-trihydroxy-7'-(methoxymethyl)-2'-methyl-9'-oxaspiro[oxetane-3,6'-tricyclo[6.3.1.0¹,⁵]dodecane]-4,10'-dione (NP0309017)

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Record Information

Version

1.0

Created at

2022-09-11 03:16:28 UTC

Updated at

2022-09-11 03:16:29 UTC

NP-MRD ID

NP0309017

Secondary Accession Numbers

None

Natural Product Identification

Common Name

5',7',11'-trihydroxy-7'-(methoxymethyl)-2'-methyl-9'-oxaspiro[oxetane-3,6'-tricyclo[6.3.1.0¹,⁵]dodecane]-4,10'-dione

Description

Veranisatin A belongs to the class of organic compounds known as terpene lactones. These are prenol lipids containing a lactone ring. Veranisatin A is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, veranisatin a has been detected, but not quantified in, fruits. 5',7',11'-trihydroxy-7'-(methoxymethyl)-2'-methyl-9'-oxaspiro[oxetane-3,6'-tricyclo[6.3.1.0¹,⁵]dodecane]-4,10'-dione is found in Illicium verum. It was first documented in 2000 (PMID: 11413487). This could make veranisatin a a potential biomarker for the consumption of these foods (PMID: 16902246) (PMID: 17374880) (PMID: 20044567).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv0541 05061312012D          

 24 27  0  0  0  0            999 V2000
   -0.2893    1.7523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3310   -2.8536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1640    1.7782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7655    1.2174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5361   -0.2072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4469    0.3220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2589   -1.7762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4396    1.3746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5585   -0.9681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3545    0.4313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7776   -0.3179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4346   -0.8390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5303    0.5252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8603   -0.2523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4119   -0.9697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4064    0.4747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8051    1.1175    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5976   -0.3559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4258   -1.6598    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8538   -1.3568    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2261    0.5189    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4839   -2.0470    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0212   -0.2646    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2942   -1.0140    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  1  0  0  0  0
  8  1  1  0  0  0  0
  8  3  1  0  0  0  0
  9  5  1  0  0  0  0
 11 10  1  0  0  0  0
 13  5  1  0  0  0  0
 13  8  1  0  0  0  0
 13 10  1  0  0  0  0
 14  6  1  0  0  0  0
 14 12  1  0  0  0  0
 15  7  1  0  0  0  0
 15  9  1  0  0  0  0
 15 14  1  0  0  0  0
 16  4  1  0  0  0  0
 16 13  1  0  0  0  0
 16 14  1  0  0  0  0
 17 10  1  0  0  0  0
 18 11  2  0  0  0  0
 19 12  2  0  0  0  0
 20 15  1  0  0  0  0
 21 16  1  0  0  0  0
 22  2  1  0  0  0  0
 22  7  1  0  0  0  0
 23  6  1  0  0  0  0
 23 12  1  0  0  0  0
 24  9  1  0  0  0  0
 24 11  1  0  0  0  0
M  END

     RDKit          3D

 46 49  0  0  0  0  0  0  0  0999 V2000
    4.2943   -0.1470    1.3477 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9607   -0.0036    1.0096 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8044    0.4964   -0.2653 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3182    0.6488   -0.6233 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3580    1.1637   -1.9465 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7489    1.6311    0.3068 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4384    1.2198    1.1205 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3674    0.4591    0.2174 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7268    1.2682   -0.9608 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9513    0.5850   -2.1336 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8158    2.4010   -1.2688 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0843    3.0446   -2.3311 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2689    2.7548   -0.4619 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6151   -0.0443    0.8712 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6108   -0.1269    2.3432 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9047   -1.3581    0.1649 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6696   -1.7107   -0.6392 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6338   -0.8356   -0.0522 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3473   -1.3787    1.2262 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6407   -0.6768   -0.7518 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5211   -1.8959   -0.5744 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6897   -2.5084   -1.5737 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5978   -1.2404   -2.1268 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5171   -0.8529   -3.3167 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8478   -0.8239    0.6923 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8100    0.8546    1.3009 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3600   -0.5519    2.3785 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1795    1.5634   -0.2253 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3837    0.0114   -1.0466 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1699    1.6548   -2.1286 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4920    2.0802    1.0219 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1666    0.7254    2.0466 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0080    2.1458    1.4331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7155    1.7718   -0.7224 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7809    0.8295   -2.6003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4678    0.6374    0.5780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6839   -0.3716    2.8477 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9875    0.8250    2.7724 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3636   -0.9029    2.6663 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7924   -1.3319   -0.4658 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1013   -2.1062    0.9699 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4115   -2.7755   -0.3613 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8022   -1.7013   -1.7109 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5187   -1.1251    1.5713 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5408   -1.8360   -0.9444 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4242   -2.4661    0.3448 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  6
  4  6  1  0
  6  7  1  0
  8  7  1  1
  8 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  1
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  2  0
 11 13  1  0
 20  4  1  0
 20 23  1  6
 13  6  1  0
 18  8  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  3 28  1  0
  3 29  1  0
  5 30  1  0
  6 31  1  1
  7 32  1  0
  7 33  1  0
 14 36  1  1
 15 37  1  0
 15 38  1  0
 15 39  1  0
 16 40  1  0
 16 41  1  0
 17 42  1  0
 17 43  1  0
 19 44  1  0
 21 45  1  0
 21 46  1  0
  9 34  1  1
 10 35  1  0
M  END


  Mrv0541 05061312012D          

 24 27  0  0  0  0            999 V2000
   -0.2893    1.7523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3310   -2.8536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1640    1.7782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7655    1.2174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5361   -0.2072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4469    0.3220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2589   -1.7762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4396    1.3746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5585   -0.9681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3545    0.4313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7776   -0.3179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4346   -0.8390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5303    0.5252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8603   -0.2523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4119   -0.9697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4064    0.4747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8051    1.1175    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5976   -0.3559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4258   -1.6598    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8538   -1.3568    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2261    0.5189    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4839   -2.0470    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0212   -0.2646    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2942   -1.0140    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  1  0  0  0  0
  8  1  1  0  0  0  0
  8  3  1  0  0  0  0
  9  5  1  0  0  0  0
 11 10  1  0  0  0  0
 13  5  1  0  0  0  0
 13  8  1  0  0  0  0
 13 10  1  0  0  0  0
 14  6  1  0  0  0  0
 14 12  1  0  0  0  0
 15  7  1  0  0  0  0
 15  9  1  0  0  0  0
 15 14  1  0  0  0  0
 16  4  1  0  0  0  0
 16 13  1  0  0  0  0
 16 14  1  0  0  0  0
 17 10  1  0  0  0  0
 18 11  2  0  0  0  0
 19 12  2  0  0  0  0
 20 15  1  0  0  0  0
 21 16  1  0  0  0  0
 22  2  1  0  0  0  0
 22  7  1  0  0  0  0
 23  6  1  0  0  0  0
 23 12  1  0  0  0  0
 24  9  1  0  0  0  0
 24 11  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0309017

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COCC1(O)C2CC3(C(C)CCC3(O)C11COC1=O)C(O)C(=O)O2

> <INCHI_IDENTIFIER>
InChI=1S/C16H22O8/c1-8-3-4-16(21)13(8)5-9(24-11(18)10(13)17)15(20,7-22-2)14(16)6-23-12(14)19/h8-10,17,20-21H,3-7H2,1-2H3

> <INCHI_KEY>
LXPKORXZVZPYLY-UHFFFAOYSA-N

> <FORMULA>
C16H22O8

> <MOLECULAR_WEIGHT>
342.3411

> <EXACT_MASS>
342.13146768

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
32.440810288191265

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
5',7',11'-trihydroxy-7'-(methoxymethyl)-2'-methyl-9'-oxaspiro[oxetane-3,6'-tricyclo[6.3.1.0¹,⁵]dodecane]-4,10'-dione

> <ALOGPS_LOGP>
-0.67

> <JCHEM_LOGP>
-1.3868562649999996

> <ALOGPS_LOGS>
-1.05

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.51071422107081

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.915357243731984

> <JCHEM_PKA_STRONGEST_BASIC>
-3.4583866959985885

> <JCHEM_POLAR_SURFACE_AREA>
122.52000000000001

> <JCHEM_REFRACTIVITY>
76.8457

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.06e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5',7',11'-trihydroxy-7'-(methoxymethyl)-2'-methyl-9'-oxaspiro[oxetane-3,6'-tricyclo[6.3.1.0¹,⁵]dodecane]-4,10'-dione

> <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      -0.540   3.271   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.618  -5.327   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.173   3.319   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.296   2.272   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.001  -0.387   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.568   0.601   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.350  -3.316   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.821   2.566   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.043  -1.807   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.662   0.805   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.451  -0.593   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.545  -1.566   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.990   0.980   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.473  -0.471   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.636  -1.810   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.625   0.886   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      -1.503   2.086   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      -2.982  -0.664   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       4.528  -3.098   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       3.461  -2.533   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       4.155   0.969   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       0.903  -3.821   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       5.640  -0.494   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      -0.549  -1.893   0.000  0.00  0.00           O+0
CONECT    1    8                                                            
CONECT    2   22                                                            
CONECT    3    4    8                                                       
CONECT    4    3   16                                                       
CONECT    5    9   13                                                       
CONECT    6   14   23                                                       
CONECT    7   15   22                                                       
CONECT    8    1    3   13                                                  
CONECT    9    5   15   24                                                  
CONECT   10   11   13   17                                                  
CONECT   11   10   18   24                                                  
CONECT   12   14   19   23                                                  
CONECT   13    5    8   10   16                                             
CONECT   14    6   12   15   16                                             
CONECT   15    7    9   14   20                                             
CONECT   16    4   13   14   21                                             
CONECT   17   10                                                            
CONECT   18   11                                                            
CONECT   19   12                                                            
CONECT   20   15                                                            
CONECT   21   16                                                            
CONECT   22    2    7                                                       
CONECT   23    6   12                                                       
CONECT   24    9   11                                                       
MASTER        0    0    0    0    0    0    0    0   24    0   54    0
END

View in JSmol

Synonyms

Value	Source
Veranisatin a	MeSH

Chemical Formula

C₁₆H₂₂O₈

Average Mass

342.3411 Da

Monoisotopic Mass

342.13147 Da

IUPAC Name

5',7',11'-trihydroxy-7'-(methoxymethyl)-2'-methyl-9'-oxaspiro[oxetane-3,6'-tricyclo[6.3.1.0¹,⁵]dodecane]-4,10'-dione

Traditional Name

5',7',11'-trihydroxy-7'-(methoxymethyl)-2'-methyl-9'-oxaspiro[oxetane-3,6'-tricyclo[6.3.1.0¹,⁵]dodecane]-4,10'-dione

CAS Registry Number

Not Available

SMILES

COCC1(O)C2CC3(C(C)CCC3(O)C11COC1=O)C(O)C(=O)O2

InChI Identifier

InChI=1S/C16H22O8/c1-8-3-4-16(21)13(8)5-9(24-11(18)10(13)17)15(20,7-22-2)14(16)6-23-12(14)19/h8-10,17,20-21H,3-7H2,1-2H3

InChI Key

LXPKORXZVZPYLY-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

Substituents

Terpene lactone
Sesquiterpenoid
Prezizaane sesquiterpenoid
Delta valerolactone
Delta_valerolactone
Dicarboxylic acid or derivatives
Oxane
Beta_propiolactone
Cyclic alcohol
Tertiary alcohol
Secondary alcohol
Oxetane
Carboxylic acid ester
Lactone
Organoheterocyclic compound
Polyol
Carboxylic acid derivative
Oxacycle
Dialkyl ether
Ether
Organic oxygen compound
Alcohol
Organic oxide
Carbonyl group
Hydrocarbon derivative
Organooxygen compound
Aliphatic heteropolycyclic compound

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	-0.67	ALOGPS
logP	-1.4	ChemAxon
logS	-1	ALOGPS
pKa (Strongest Acidic)	11.92	ChemAxon
pKa (Strongest Basic)	-3.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	122.52 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	76.85 m³·mol⁻¹	ChemAxon
Polarizability	32.44 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

HMDB0040663

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB020458

KNApSAcK ID

Not Available

Chemspider ID

113409

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

127870

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
LOTUS database [Link]

Showing NP-Card for 5',7',11'-trihydroxy-7'-(methoxymethyl)-2'-methyl-9'-oxaspiro[oxetane-3,6'-tricyclo[6.3.1.0¹,⁵]dodecane]-4,10'-dione (NP0309017)

MOL for NP0309017 (5',7',11'-trihydroxy-7'-(methoxymethyl)-2'-methyl-9'-oxaspiro[oxetane-3,6'-tricyclo[6.3.1.0¹,⁵]dodecane]-4,10'-dione)

3D MOL for NP0309017 (5',7',11'-trihydroxy-7'-(methoxymethyl)-2'-methyl-9'-oxaspiro[oxetane-3,6'-tricyclo[6.3.1.0¹,⁵]dodecane]-4,10'-dione)

3D SDF for NP0309017 (5',7',11'-trihydroxy-7'-(methoxymethyl)-2'-methyl-9'-oxaspiro[oxetane-3,6'-tricyclo[6.3.1.0¹,⁵]dodecane]-4,10'-dione)

3D-SDF for NP0309017 (5',7',11'-trihydroxy-7'-(methoxymethyl)-2'-methyl-9'-oxaspiro[oxetane-3,6'-tricyclo[6.3.1.0¹,⁵]dodecane]-4,10'-dione)

PDB for NP0309017 (5',7',11'-trihydroxy-7'-(methoxymethyl)-2'-methyl-9'-oxaspiro[oxetane-3,6'-tricyclo[6.3.1.0¹,⁵]dodecane]-4,10'-dione)

3D PDB for NP0309017 (5',7',11'-trihydroxy-7'-(methoxymethyl)-2'-methyl-9'-oxaspiro[oxetane-3,6'-tricyclo[6.3.1.0¹,⁵]dodecane]-4,10'-dione)

SMILES for NP0309017 (5',7',11'-trihydroxy-7'-(methoxymethyl)-2'-methyl-9'-oxaspiro[oxetane-3,6'-tricyclo[6.3.1.0¹,⁵]dodecane]-4,10'-dione)

INCHI for NP0309017 (5',7',11'-trihydroxy-7'-(methoxymethyl)-2'-methyl-9'-oxaspiro[oxetane-3,6'-tricyclo[6.3.1.0¹,⁵]dodecane]-4,10'-dione)

Structure for NP0309017 (5',7',11'-trihydroxy-7'-(methoxymethyl)-2'-methyl-9'-oxaspiro[oxetane-3,6'-tricyclo[6.3.1.0¹,⁵]dodecane]-4,10'-dione)

3D Structure for NP0309017 (5',7',11'-trihydroxy-7'-(methoxymethyl)-2'-methyl-9'-oxaspiro[oxetane-3,6'-tricyclo[6.3.1.0¹,⁵]dodecane]-4,10'-dione)