NP-MRD: Showing NP-Card for Neopetasitenine (NP0136965)

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Record Information

Version

2.0

Created at

2022-05-30 16:37:32 UTC

Updated at

2022-05-30 16:37:32 UTC

NP-MRD ID

NP0136965

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Neopetasitenine

Description

Neopetasitenine belongs to the class of organic compounds known as azaspirodecane derivatives. These are organic compounds containing a spirodecane moiety with at least one nitrogen atom. Neopetasitenine is a very strong basic compound (based on its pKa). Outside of the human body, Neopetasitenine has been detected, but not quantified in, green vegetables. Neopetasitenine is found in Ligularia japonica and Petasites japonicus. This could make neopetasitenine a potential biomarker for the consumption of these foods.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv0541 02081301572D          

 30 32  0  0  0  0            999 V2000
   -5.1090    1.5970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8235    1.1845    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.8235    0.3595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1091   -0.0531    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3946    0.3594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3946    1.1845    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.6801    1.5970    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.6801   -0.0531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9657    0.3594    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9657    1.1844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7222   -1.4301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3866   -2.1838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4145   -2.0018    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1091   -0.8781    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0670   -1.4301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6801   -0.8781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3946   -1.2906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4026   -2.1838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3946   -0.4656    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4145   -2.8268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5380   -0.0530    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2512    1.5969    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2676    2.3114    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0926    2.3114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5380    1.5970    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.2525    1.1845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8235    2.0095    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6801    3.0259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2675    3.7403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5051    3.0259    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  1  6  1  0  0  0  0
  7  6  1  0  0  0  0
  6  5  1  6  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  7 10  1  0  0  0  0
 16  8  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 11 14  1  0  0  0  0
 17 14  1  0  0  0  0
 15 16  2  0  0  0  0
 13 18  1  0  0  0  0
 15 18  1  0  0  0  0
 16 17  1  0  0  0  0
 17 19  2  0  0  0  0
 13 20  1  0  0  0  0
 14  4  1  1  0  0  0
  3 21  2  0  0  0  0
 10 22  2  0  0  0  0
  7 23  1  1  0  0  0
  7 24  1  6  0  0  0
  2 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  1  0  0  0
  2 27  1  1  0  0  0
 23 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  2  0  0  0  0
M  END

     RDKit          3D

 59 61  0  0  0  0  0  0  0  0999 V2000
    5.7380   -2.8214    0.9335 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2857   -2.5770    0.7374 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4401   -3.4025    1.1484 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8836   -1.4405    0.1030 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5336   -1.0914   -0.1460 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9531   -2.1670   -1.0363 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7344   -1.0184    1.0972 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0152   -0.0181    1.8509 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7645   -1.8712    1.5159 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4948   -2.1853    1.1528 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5978   -1.2074    1.1652 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6214   -2.0445    0.8241 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9629   -1.9516    0.1476 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4364   -0.6086    0.5414 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9042   -0.6673    0.5150 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9656    0.4370   -0.2968 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3083    1.6005    0.4649 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8084    1.3363    0.4200 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0108    2.4188    0.7129 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3123    2.6049    0.5005 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0100    3.1012    1.4457 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0767    2.2931   -0.7364 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2456    0.8603   -1.0476 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5883    0.2508   -0.8677 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6120    1.1644   -0.2452 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0882    3.1458   -1.1337 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9073    3.2297   -1.8431 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2138    4.5609   -1.6983 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6512    0.1872    1.4103 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5750    0.7442    2.5592 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8947   -3.9154    0.9537 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3056   -2.3256    0.1119 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0325   -2.3163    1.8782 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7796   -3.0887   -0.4561 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6456   -2.4144   -1.8702 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0050   -1.7758   -1.4719 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8531   -3.0281    1.8390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4977   -2.6990    0.1476 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4319   -3.0641    1.1130 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9484   -2.0924   -0.9252 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6376   -2.7093    0.5964 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2913    0.2762    0.0858 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2213   -0.8385    1.5603 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2350   -1.4758   -0.1780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2254    0.0261   -1.0121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7812    0.8651   -0.9452 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4996    2.5375   -0.0919 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6807    1.6454    1.5011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6313    1.0121   -0.6184 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5914    0.2798   -0.3543 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8374    0.5996   -2.0642 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9780    0.0227   -1.8826 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4386    0.5137    0.1198 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0285    1.8128   -1.0144 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2327    1.6970    0.6451 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8258    2.8015   -2.8589 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9238    5.3326   -2.0940 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0618    4.8441   -0.6240 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7121    4.6142   -2.2855 H   0  0  0  0  0  0  0  0  0  0  0  0
 28 27  1  0
 27 26  1  0
 22 26  1  1
 22 23  1  0
 23 24  1  0
 24 25  1  0
 24  5  1  0
  5  6  1  0
  5  4  1  1
  4  2  1  0
  2  1  1  0
  2  3  2  0
  5  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 18 29  1  0
 29 30  2  0
 22 27  1  0
 20 22  1  0
 29 11  1  0
 28 57  1  0
 28 58  1  0
 28 59  1  0
 27 56  1  6
 23 50  1  0
 23 51  1  0
 24 52  1  6
 25 53  1  0
 25 54  1  0
 25 55  1  0
  6 34  1  0
  6 35  1  0
  6 36  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
 10 37  1  0
 10 38  1  0
 12 39  1  0
 13 40  1  0
 13 41  1  0
 15 42  1  0
 15 43  1  0
 15 44  1  0
 16 45  1  0
 16 46  1  0
 17 47  1  0
 17 48  1  0
 18 49  1  6
M  END


  Mrv0541 02081301572D          

 30 32  0  0  0  0            999 V2000
   -5.1090    1.5970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8235    1.1845    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.8235    0.3595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1091   -0.0531    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3946    0.3594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3946    1.1845    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.6801    1.5970    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.6801   -0.0531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9657    0.3594    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9657    1.1844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7222   -1.4301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3866   -2.1838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4145   -2.0018    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1091   -0.8781    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0670   -1.4301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6801   -0.8781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3946   -1.2906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4026   -2.1838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3946   -0.4656    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4145   -2.8268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5380   -0.0530    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2512    1.5969    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2676    2.3114    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0926    2.3114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5380    1.5970    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.2525    1.1845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8235    2.0095    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6801    3.0259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2675    3.7403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5051    3.0259    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  1  6  1  0  0  0  0
  7  6  1  0  0  0  0
  6  5  1  6  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  7 10  1  0  0  0  0
 16  8  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 11 14  1  0  0  0  0
 17 14  1  0  0  0  0
 15 16  2  0  0  0  0
 13 18  1  0  0  0  0
 15 18  1  0  0  0  0
 16 17  1  0  0  0  0
 17 19  2  0  0  0  0
 13 20  1  0  0  0  0
 14  4  1  1  0  0  0
  3 21  2  0  0  0  0
 10 22  2  0  0  0  0
  7 23  1  1  0  0  0
  7 24  1  6  0  0  0
  2 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  1  0  0  0
  2 27  1  1  0  0  0
 23 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0136965

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@H]1O[C@]11C[C@@H](C)[C@@](C)(OC(C)=O)C(=O)OC\C2=C\CN(C)CC[C@@H](OC1=O)C2=O

> <INCHI_IDENTIFIER>
InChI=1S/C21H29NO8/c1-12-10-21(13(2)29-21)19(26)28-16-7-9-22(5)8-6-15(17(16)24)11-27-18(25)20(12,4)30-14(3)23/h6,12-13,16H,7-11H2,1-5H3/b15-6-/t12-,13-,16-,20-,21-/m1/s1

> <INCHI_KEY>
RNNVXCSFOWGBQP-MWTIQZJTSA-N

> <FORMULA>
C21H29NO8

> <MOLECULAR_WEIGHT>
423.4569

> <EXACT_MASS>
423.189316909

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
42.9502627188524

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1R,3'R,4R,6R,7R,11Z)-3',6,7,14-tetramethyl-3,8,17-trioxo-2,9-dioxa-14-azaspiro[bicyclo[9.5.1]heptadecane-4,2'-oxiran]-11-en-7-yl acetate

> <ALOGPS_LOGP>
1.23

> <JCHEM_LOGP>
1.3555689673333327

> <ALOGPS_LOGS>
-2.19

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
16.594389675725534

> <JCHEM_PKA_STRONGEST_BASIC>
6.930394422805694

> <JCHEM_POLAR_SURFACE_AREA>
111.74000000000001

> <JCHEM_REFRACTIVITY>
104.7343

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.71e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R,3'R,4R,6R,7R,11Z)-3',6,7,14-tetramethyl-3,8,17-trioxo-2,9-dioxa-14-azaspiro[bicyclo[9.5.1]heptadecane-4,2'-oxiran]-11-en-7-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 08-FEB-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   08-FEB-13         0                                  
HETATM    1  C   UNK     0      -9.537   2.981   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0     -10.871   2.211   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0     -10.871   0.671   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      -9.537  -0.099   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      -8.203   0.671   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -8.203   2.211   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -6.870   2.981   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -6.870  -0.099   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      -5.536   0.671   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      -5.536   2.211   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0     -10.681  -2.670   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0     -10.055  -4.076   0.000  0.00  0.00           C+0
HETATM   13  N   UNK     0      -8.240  -3.737   0.000  0.00  0.00           N+0
HETATM   14  C   UNK     0      -9.537  -1.639   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -5.725  -2.670   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -6.870  -1.639   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -8.203  -2.409   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -6.352  -4.076   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      -8.203  -0.869   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      -8.240  -5.277   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0     -12.204  -0.099   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      -4.202   2.981   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      -6.100   4.315   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      -7.640   4.315   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0     -12.204   2.981   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0     -13.538   2.211   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0     -10.871   3.751   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0      -6.870   5.648   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -6.099   6.982   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      -8.410   5.648   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3   25   27                                             
CONECT    3    2    4   21                                                  
CONECT    4    3   14                                                       
CONECT    5    6                                                            
CONECT    6    1    7    5                                                  
CONECT    7    6   10   23   24                                             
CONECT    8    9   16                                                       
CONECT    9    8   10                                                       
CONECT   10    9    7   22                                                  
CONECT   11   12   14                                                       
CONECT   12   11   13                                                       
CONECT   13   12   18   20                                                  
CONECT   14   11   17    4                                                  
CONECT   15   16   18                                                       
CONECT   16    8   15   17                                                  
CONECT   17   14   16   19                                                  
CONECT   18   13   15                                                       
CONECT   19   17                                                            
CONECT   20   13                                                            
CONECT   21    3                                                            
CONECT   22   10                                                            
CONECT   23    7   28                                                       
CONECT   24    7                                                            
CONECT   25    2   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25    2                                                       
CONECT   28   23   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28                                                            
MASTER        0    0    0    0    0    0    0    0   30    0   64    0
END

View in JSmol

Synonyms

Value	Source
Florosenine (neutral) (8ci)	HMDB
(1R,3'r,4R,6R,7R,11Z)-3',6,7,14-Tetramethyl-3,8,17-trioxo-2,9-dioxa-14-azaspiro[bicyclo[9.5.1]heptadecane-4,2'-oxiran]-11-en-7-yl acetic acid	Generator

Chemical Formula

C₂₁H₂₉NO₈

Average Mass

423.4569 Da

Monoisotopic Mass

423.18932 Da

IUPAC Name

(1R,3'R,4R,6R,7R,11Z)-3',6,7,14-tetramethyl-3,8,17-trioxo-2,9-dioxa-14-azaspiro[bicyclo[9.5.1]heptadecane-4,2'-oxiran]-11-en-7-yl acetate

Traditional Name

(1R,3'R,4R,6R,7R,11Z)-3',6,7,14-tetramethyl-3,8,17-trioxo-2,9-dioxa-14-azaspiro[bicyclo[9.5.1]heptadecane-4,2'-oxiran]-11-en-7-yl acetate

CAS Registry Number

Not Available

SMILES

C[C@H]1O[C@]11C[C@@H](C)[C@@](C)(OC(C)=O)C(=O)OC\C2=C\CN(C)CC[C@@H](OC1=O)C2=O

InChI Identifier

InChI=1S/C21H29NO8/c1-12-10-21(13(2)29-21)19(26)28-16-7-9-22(5)8-6-15(17(16)24)11-27-18(25)20(12,4)30-14(3)23/h6,12-13,16H,7-11H2,1-5H3/b15-6-/t12-,13-,16-,20-,21-/m1/s1

InChI Key

RNNVXCSFOWGBQP-MWTIQZJTSA-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
Ligularia japonica	LOTUS Database	35616633
Petasites japonicus	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as azaspirodecane derivatives. These are organic compounds containing a spirodecane moiety with at least one nitrogen atom.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Azaspirodecane derivatives

Sub Class

Not Available

Direct Parent

Azaspirodecane derivatives

Alternative Parents

Substituents

Azaspirodecane
Tricarboxylic acid or derivatives
Alpha-acyloxy ketone
Amino acid or derivatives
Carboxylic acid ester
Ketone
Lactone
Tertiary amine
Tertiary aliphatic amine
Carboxylic acid derivative
Dialkyl ether
Oxirane
Ether
Oxacycle
Azacycle
Organic oxygen compound
Organic nitrogen compound
Amine
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organonitrogen compound
Organooxygen compound
Carbonyl group
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	1.23	ALOGPS
logP	1.36	ChemAxon
logS	-2.2	ALOGPS
pKa (Strongest Acidic)	16.59	ChemAxon
pKa (Strongest Basic)	6.93	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	111.74 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	104.73 m³·mol⁻¹	ChemAxon
Polarizability	42.95 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0030329

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB002172

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

6440206

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Neopetasitenine (NP0136965)

MOL for NP0136965 (Neopetasitenine)

3D MOL for NP0136965 (Neopetasitenine)

3D SDF for NP0136965 (Neopetasitenine)

3D-SDF for NP0136965 (Neopetasitenine)

PDB for NP0136965 (Neopetasitenine)

3D PDB for NP0136965 (Neopetasitenine)

SMILES for NP0136965 (Neopetasitenine)

INCHI for NP0136965 (Neopetasitenine)

Structure for NP0136965 (Neopetasitenine)

3D Structure for NP0136965 (Neopetasitenine)