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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:36:08 UTC

Update Date

2022-03-07 02:52:30 UTC

HMDB ID

HMDB0030328

Secondary Accession Numbers

HMDB30328

Metabolite Identification

Common Name

Petasitenine

Description

Petasitenine 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. Petasitenine has been detected, but not quantified in, giant butterburs (Petasites japonicus) and green vegetables. This could make petasitenine a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Petasitenine.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI


  Mrv0541 02081301532D          

 27 29  0  0  0  0            999 V2000
   -0.5780   -3.9993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2925   -4.4118    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2925   -5.2368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5781   -5.6494    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1364   -5.2369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1364   -4.4118    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8509   -3.9993    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8509   -5.6494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5653   -5.2369    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5653   -4.4119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1912   -7.0264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8556   -7.7801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1165   -7.5981    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5781   -6.4744    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4640   -7.0264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8509   -6.4744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1364   -6.8869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1284   -7.7801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1364   -6.0619    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1165   -8.4231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0070   -5.6493    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2798   -3.9994    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2634   -3.2849    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4384   -3.2849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0070   -3.9993    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7215   -4.4118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2925   -3.5868    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
M  END

HMDB0030328
     RDKit          3D
Petasitenine
 54 56  0  0  0  0  0  0  0  0999 V2000
    3.4962   -1.0177    1.5138 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9159   -0.5514    0.1938 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7120    0.2859    0.3866 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8890    1.7814    0.2253 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1742    2.2276    0.3791 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5371    2.4088   -0.8443 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2204    3.8426   -1.2173 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7818    2.4283    0.9790 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1368    3.0071    2.0663 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5309    2.4663    0.6394 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3930    1.4621    0.2462 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8356    1.8030    0.1069 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7698    0.6774    0.4962 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0461   -0.2899   -0.4841 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4178   -0.1971   -0.9525 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7297   -1.6553   -0.1963 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4758   -1.8278    0.5851 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3978   -1.0853    0.9829 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3178   -2.1061    0.9804 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2947   -2.2008   -0.2842 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5103   -2.4540   -0.7414 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7099   -3.5917   -1.3426 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7712   -1.6927   -0.7265 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0396   -1.3073   -2.1830 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8430   -2.5706   -0.3926 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3902    0.3085    1.2513 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3800    0.8778    2.3851 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3121   -0.2099    2.2602 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9039   -1.8950    1.8364 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5768   -1.2044    1.4451 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7026    0.1145   -0.2466 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4158    0.1598    1.4427 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9979    0.0129   -0.3809 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0317    1.8461   -1.6796 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7849    4.5502   -0.5639 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1469    4.0276   -0.9968 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4904    4.0788   -2.2661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0746    1.1157   -0.7593 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0377    2.7205    0.6972 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1078    2.0737   -0.9526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7225    1.2020    0.7611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4678    0.1738    1.4335 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4720    0.0099   -2.0398 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9798    0.5792   -0.3888 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9473   -1.1650   -0.7383 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5483   -2.0856    0.4180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7541   -2.2040   -1.1572 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3755   -2.8378    0.9450 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4672   -2.0610    1.7143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8480   -3.0819    1.2393 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1186   -0.8856   -2.6567 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8284   -0.5608   -2.2800 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2500   -2.2591   -2.7174 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9603   -3.2437   -1.1140 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  1
  5  6  1  0
  6  7  1  0
  4  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
 23 24  1  0
 23 25  1  1
 18 26  1  0
 26 27  2  0
 23  2  1  0
  6  4  1  0
 26 11  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  2 31  1  6
  3 32  1  0
  3 33  1  0
  6 34  1  6
  7 35  1  0
  7 36  1  0
  7 37  1  0
 11 38  1  6
 12 39  1  0
 12 40  1  0
 13 41  1  0
 13 42  1  0
 15 43  1  0
 15 44  1  0
 15 45  1  0
 16 46  1  0
 16 47  1  0
 17 48  1  0
 19 49  1  0
 19 50  1  0
 24 51  1  0
 24 52  1  0
 24 53  1  0
 25 54  1  0
M  END


  Mrv0541 02081301532D          

 27 29  0  0  0  0            999 V2000
   -0.5780   -3.9993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2925   -4.4118    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2925   -5.2368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5781   -5.6494    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1364   -5.2369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1364   -4.4118    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8509   -3.9993    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8509   -5.6494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5653   -5.2369    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5653   -4.4119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1912   -7.0264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8556   -7.7801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1165   -7.5981    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5781   -6.4744    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4640   -7.0264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8509   -6.4744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1364   -6.8869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1284   -7.7801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1364   -6.0619    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1165   -8.4231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0070   -5.6493    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2798   -3.9994    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2634   -3.2849    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4384   -3.2849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0070   -3.9993    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7215   -4.4118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2925   -3.5868    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
M  END
> <DATABASE_ID>
HMDB0030328

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C19H27NO7/c1-11-9-19(12(2)27-19)17(23)26-14-6-8-20(4)7-5-13(15(14)21)10-25-16(22)18(11,3)24/h5,11-12,14,24H,6-10H2,1-4H3/b13-5-/t11-,12-,14-,18-,19-/m1/s1

> <INCHI_KEY>
CZQLULNMKQAIQL-PFDMWMSASA-N

> <FORMULA>
C19H27NO7

> <MOLECULAR_WEIGHT>
381.4202

> <EXACT_MASS>
381.178752223

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
38.81504493151392

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
0.69

> <JCHEM_LOGP>
0.9144435570000006

> <ALOGPS_LOGS>
-1.61

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
16.594435164317073

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.376013687300045

> <JCHEM_PKA_STRONGEST_BASIC>
6.930392866337083

> <JCHEM_POLAR_SURFACE_AREA>
105.67

> <JCHEM_REFRACTIVITY>
95.58279999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.47e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
petasitenine

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0030328
     RDKit          3D
Petasitenine
 54 56  0  0  0  0  0  0  0  0999 V2000
    3.4962   -1.0177    1.5138 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9159   -0.5514    0.1938 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7120    0.2859    0.3866 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8890    1.7814    0.2253 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1742    2.2276    0.3791 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5371    2.4088   -0.8443 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2204    3.8426   -1.2173 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7818    2.4283    0.9790 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1368    3.0071    2.0663 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5309    2.4663    0.6394 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3930    1.4621    0.2462 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8356    1.8030    0.1069 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7698    0.6774    0.4962 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0461   -0.2899   -0.4841 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4178   -0.1971   -0.9525 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7297   -1.6553   -0.1963 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4758   -1.8278    0.5851 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3978   -1.0853    0.9829 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3178   -2.1061    0.9804 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2947   -2.2008   -0.2842 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5103   -2.4540   -0.7414 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7099   -3.5917   -1.3426 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7712   -1.6927   -0.7265 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0396   -1.3073   -2.1830 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8430   -2.5706   -0.3926 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3902    0.3085    1.2513 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3800    0.8778    2.3851 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3121   -0.2099    2.2602 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9039   -1.8950    1.8364 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5768   -1.2044    1.4451 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7026    0.1145   -0.2466 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4158    0.1598    1.4427 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9979    0.0129   -0.3809 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0317    1.8461   -1.6796 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7849    4.5502   -0.5639 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1469    4.0276   -0.9968 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4904    4.0788   -2.2661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0746    1.1157   -0.7593 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0377    2.7205    0.6972 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1078    2.0737   -0.9526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7225    1.2020    0.7611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4678    0.1738    1.4335 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4720    0.0099   -2.0398 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9798    0.5792   -0.3888 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9473   -1.1650   -0.7383 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5483   -2.0856    0.4180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7541   -2.2040   -1.1572 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3755   -2.8378    0.9450 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4672   -2.0610    1.7143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8480   -3.0819    1.2393 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1186   -0.8856   -2.6567 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8284   -0.5608   -2.2800 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2500   -2.2591   -2.7174 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9603   -3.2437   -1.1140 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  1
  5  6  1  0
  6  7  1  0
  4  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
 23 24  1  0
 23 25  1  1
 18 26  1  0
 26 27  2  0
 23  2  1  0
  6  4  1  0
 26 11  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  2 31  1  6
  3 32  1  0
  3 33  1  0
  6 34  1  6
  7 35  1  0
  7 36  1  0
  7 37  1  0
 11 38  1  6
 12 39  1  0
 12 40  1  0
 13 41  1  0
 13 42  1  0
 15 43  1  0
 15 44  1  0
 15 45  1  0
 16 46  1  0
 16 47  1  0
 17 48  1  0
 19 49  1  0
 19 50  1  0
 24 51  1  0
 24 52  1  0
 24 53  1  0
 25 54  1  0
M  END

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      -1.079  -7.465   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.413  -8.235   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.413  -9.775   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      -1.079 -10.546   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       0.255  -9.776   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.255  -8.235   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.588  -7.465   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.588 -10.546   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       2.922  -9.776   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       2.922  -8.236   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.224 -13.116   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.597 -14.523   0.000  0.00  0.00           C+0
HETATM   13  N   UNK     0       0.217 -14.183   0.000  0.00  0.00           N+0
HETATM   14  C   UNK     0      -1.079 -12.086   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.733 -13.116   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.588 -12.086   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.255 -12.856   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.106 -14.523   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       0.255 -11.316   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       0.217 -15.723   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      -3.746 -10.545   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       4.256  -7.466   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       2.358  -6.132   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       0.818  -6.132   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -3.746  -7.465   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -5.080  -8.235   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      -2.413  -6.695   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                                                            
CONECT   24    7                                                            
CONECT   25    2   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25    2                                                       
MASTER        0    0    0    0    0    0    0    0   27    0   58    0
END

COMPND    HMDB0030328
HETATM    1  C1  UNL     1       3.496  -1.018   1.514  1.00  0.00           C  
HETATM    2  C2  UNL     1       2.916  -0.551   0.194  1.00  0.00           C  
HETATM    3  C3  UNL     1       1.712   0.286   0.387  1.00  0.00           C  
HETATM    4  C4  UNL     1       1.889   1.781   0.225  1.00  0.00           C  
HETATM    5  O1  UNL     1       3.174   2.228   0.379  1.00  0.00           O  
HETATM    6  C5  UNL     1       2.537   2.409  -0.844  1.00  0.00           C  
HETATM    7  C6  UNL     1       2.220   3.843  -1.217  1.00  0.00           C  
HETATM    8  C7  UNL     1       0.782   2.428   0.979  1.00  0.00           C  
HETATM    9  O2  UNL     1       1.137   3.007   2.066  1.00  0.00           O  
HETATM   10  O3  UNL     1      -0.531   2.466   0.639  1.00  0.00           O  
HETATM   11  C8  UNL     1      -1.393   1.462   0.246  1.00  0.00           C  
HETATM   12  C9  UNL     1      -2.836   1.803   0.107  1.00  0.00           C  
HETATM   13  C10 UNL     1      -3.770   0.677   0.496  1.00  0.00           C  
HETATM   14  N1  UNL     1      -4.046  -0.290  -0.484  1.00  0.00           N  
HETATM   15  C11 UNL     1      -5.418  -0.197  -0.953  1.00  0.00           C  
HETATM   16  C12 UNL     1      -3.730  -1.655  -0.196  1.00  0.00           C  
HETATM   17  C13 UNL     1      -2.476  -1.828   0.585  1.00  0.00           C  
HETATM   18  C14 UNL     1      -1.398  -1.085   0.983  1.00  0.00           C  
HETATM   19  C15 UNL     1      -0.318  -2.106   0.980  1.00  0.00           C  
HETATM   20  O4  UNL     1       0.295  -2.201  -0.284  1.00  0.00           O  
HETATM   21  C16 UNL     1       1.510  -2.454  -0.741  1.00  0.00           C  
HETATM   22  O5  UNL     1       1.710  -3.592  -1.343  1.00  0.00           O  
HETATM   23  C17 UNL     1       2.771  -1.693  -0.727  1.00  0.00           C  
HETATM   24  C18 UNL     1       3.040  -1.307  -2.183  1.00  0.00           C  
HETATM   25  O6  UNL     1       3.843  -2.571  -0.393  1.00  0.00           O  
HETATM   26  C19 UNL     1      -1.390   0.309   1.251  1.00  0.00           C  
HETATM   27  O7  UNL     1      -1.380   0.878   2.385  1.00  0.00           O  
HETATM   28  H1  UNL     1       3.312  -0.210   2.260  1.00  0.00           H  
HETATM   29  H2  UNL     1       2.904  -1.895   1.836  1.00  0.00           H  
HETATM   30  H3  UNL     1       4.577  -1.204   1.445  1.00  0.00           H  
HETATM   31  H4  UNL     1       3.703   0.115  -0.247  1.00  0.00           H  
HETATM   32  H5  UNL     1       1.416   0.160   1.443  1.00  0.00           H  
HETATM   33  H6  UNL     1       0.998   0.013  -0.381  1.00  0.00           H  
HETATM   34  H7  UNL     1       3.032   1.846  -1.680  1.00  0.00           H  
HETATM   35  H8  UNL     1       2.785   4.550  -0.564  1.00  0.00           H  
HETATM   36  H9  UNL     1       1.147   4.028  -0.997  1.00  0.00           H  
HETATM   37  H10 UNL     1       2.490   4.079  -2.266  1.00  0.00           H  
HETATM   38  H11 UNL     1      -1.075   1.116  -0.759  1.00  0.00           H  
HETATM   39  H12 UNL     1      -3.038   2.720   0.697  1.00  0.00           H  
HETATM   40  H13 UNL     1      -3.108   2.074  -0.953  1.00  0.00           H  
HETATM   41  H14 UNL     1      -4.722   1.202   0.761  1.00  0.00           H  
HETATM   42  H15 UNL     1      -3.468   0.174   1.433  1.00  0.00           H  
HETATM   43  H16 UNL     1      -5.472   0.010  -2.040  1.00  0.00           H  
HETATM   44  H17 UNL     1      -5.980   0.579  -0.389  1.00  0.00           H  
HETATM   45  H18 UNL     1      -5.947  -1.165  -0.738  1.00  0.00           H  
HETATM   46  H19 UNL     1      -4.548  -2.086   0.418  1.00  0.00           H  
HETATM   47  H20 UNL     1      -3.754  -2.204  -1.157  1.00  0.00           H  
HETATM   48  H21 UNL     1      -2.375  -2.838   0.945  1.00  0.00           H  
HETATM   49  H22 UNL     1       0.467  -2.061   1.714  1.00  0.00           H  
HETATM   50  H23 UNL     1      -0.848  -3.082   1.239  1.00  0.00           H  
HETATM   51  H24 UNL     1       2.119  -0.886  -2.657  1.00  0.00           H  
HETATM   52  H25 UNL     1       3.828  -0.561  -2.280  1.00  0.00           H  
HETATM   53  H26 UNL     1       3.250  -2.259  -2.717  1.00  0.00           H  
HETATM   54  H27 UNL     1       3.960  -3.244  -1.114  1.00  0.00           H  
CONECT    1    2   28   29   30
CONECT    2    3   23   31
CONECT    3    4   32   33
CONECT    4    5    6    8
CONECT    5    6
CONECT    6    7   34
CONECT    7   35   36   37
CONECT    8    9    9   10
CONECT   10   11
CONECT   11   12   26   38
CONECT   12   13   39   40
CONECT   13   14   41   42
CONECT   14   15   16
CONECT   15   43   44   45
CONECT   16   17   46   47
CONECT   17   18   18   48
CONECT   18   19   26
CONECT   19   20   49   50
CONECT   20   21
CONECT   21   22   22   23
CONECT   23   24   25
CONECT   24   51   52   53
CONECT   25   54
CONECT   26   27   27
END

HMDB0030328
     RDKit          3D
Petasitenine
 54 56  0  0  0  0  0  0  0  0999 V2000
    3.4962   -1.0177    1.5138 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9159   -0.5514    0.1938 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7120    0.2859    0.3866 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8890    1.7814    0.2253 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1742    2.2276    0.3791 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5371    2.4088   -0.8443 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2204    3.8426   -1.2173 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7818    2.4283    0.9790 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1368    3.0071    2.0663 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5309    2.4663    0.6394 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3930    1.4621    0.2462 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8356    1.8030    0.1069 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7698    0.6774    0.4962 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0461   -0.2899   -0.4841 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4178   -0.1971   -0.9525 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7297   -1.6553   -0.1963 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4758   -1.8278    0.5851 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3978   -1.0853    0.9829 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3178   -2.1061    0.9804 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2947   -2.2008   -0.2842 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5103   -2.4540   -0.7414 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7099   -3.5917   -1.3426 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7712   -1.6927   -0.7265 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0396   -1.3073   -2.1830 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8430   -2.5706   -0.3926 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3902    0.3085    1.2513 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3800    0.8778    2.3851 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3121   -0.2099    2.2602 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9039   -1.8950    1.8364 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5768   -1.2044    1.4451 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7026    0.1145   -0.2466 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4158    0.1598    1.4427 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9979    0.0129   -0.3809 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0317    1.8461   -1.6796 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7849    4.5502   -0.5639 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1469    4.0276   -0.9968 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4904    4.0788   -2.2661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0746    1.1157   -0.7593 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0377    2.7205    0.6972 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1078    2.0737   -0.9526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7225    1.2020    0.7611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4678    0.1738    1.4335 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4720    0.0099   -2.0398 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9798    0.5792   -0.3888 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9473   -1.1650   -0.7383 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5483   -2.0856    0.4180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7541   -2.2040   -1.1572 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3755   -2.8378    0.9450 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4672   -2.0610    1.7143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8480   -3.0819    1.2393 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1186   -0.8856   -2.6567 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8284   -0.5608   -2.2800 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2500   -2.2591   -2.7174 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9603   -3.2437   -1.1140 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  1
  5  6  1  0
  6  7  1  0
  4  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
 23 24  1  0
 23 25  1  1
 18 26  1  0
 26 27  2  0
 23  2  1  0
  6  4  1  0
 26 11  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  2 31  1  6
  3 32  1  0
  3 33  1  0
  6 34  1  6
  7 35  1  0
  7 36  1  0
  7 37  1  0
 11 38  1  6
 12 39  1  0
 12 40  1  0
 13 41  1  0
 13 42  1  0
 15 43  1  0
 15 44  1  0
 15 45  1  0
 16 46  1  0
 16 47  1  0
 17 48  1  0
 19 49  1  0
 19 50  1  0
 24 51  1  0
 24 52  1  0
 24 53  1  0
 25 54  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
Fukinotoxin	HMDB
Fukinotoxin (neutral)	HMDB
Petasitenine (neutral)	HMDB

Chemical Formula

C₁₉H₂₇NO₇

Average Molecular Weight

381.4202

Monoisotopic Molecular Weight

381.178752223

IUPAC Name

(1R,3'R,4R,6R,7R,11Z)-7-hydroxy-3',6,7,14-tetramethyl-2,9-dioxa-14-azaspiro[bicyclo[9.5.1]heptadecane-4,2'-oxiran]-11-ene-3,8,17-trione

Traditional Name

petasitenine

CAS Registry Number

60102-37-6

SMILES

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

InChI Identifier

InChI=1S/C19H27NO7/c1-11-9-19(12(2)27-19)17(23)26-14-6-8-20(4)7-5-13(15(14)21)10-25-16(22)18(11,3)24/h5,11-12,14,24H,6-10H2,1-4H3/b13-5-/t11-,12-,14-,18-,19-/m1/s1

InChI Key

CZQLULNMKQAIQL-PFDMWMSASA-N

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
Alpha-acyloxy ketone
Dicarboxylic acid or derivatives
Tertiary alcohol
Amino acid or derivatives
Carboxylic acid ester
Ketone
Lactone
Tertiary amine
Tertiary aliphatic amine
Oxacycle
Azacycle
Carboxylic acid derivative
Dialkyl ether
Oxirane
Ether
Hydrocarbon derivative
Amine
Organic oxygen compound
Alcohol
Organonitrogen compound
Organic nitrogen compound
Carbonyl group
Organic oxide
Organooxygen compound
Organopnictogen compound
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

azaspiro compound (CHEBI:8031 )
Pyrrolizidine alkaloids (C10359 )

Ontology

Not Available

Ingestion (HMDB: HMDB0030328)

Source

Endogenous

Endogenous (HMDB: HMDB0030328)

Plant

Plant (HMDB: HMDB0030328)

Exogenous

Food

Food (HMDB: HMDB0030328)

Vegetable

Other vegetable

Giant butterbur (FooDB: FOOD00314)

Leaf vegetable

Green vegetables (FooDB: FOOD00872)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	129 - 130 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	9.47 g/L	ALOGPS
logP	0.69	ALOGPS
logP	0.91	ChemAxon
logS	-1.6	ALOGPS
pKa (Strongest Acidic)	12.38	ChemAxon
pKa (Strongest Basic)	6.93	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	105.67 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	95.58 m³·mol⁻¹	ChemAxon
Polarizability	38.82 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

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M-2H]-	214.619	30932474
DeepCCS	[M+Na]+	190.02	30932474
AllCCS	[M+H]+	188.6	32859911
AllCCS	[M+H-H2O]+	185.8	32859911
AllCCS	[M+NH4]+	191.1	32859911
AllCCS	[M+Na]+	191.8	32859911
AllCCS	[M-H]-	191.1	32859911
AllCCS	[M+Na-2H]-	191.6	32859911
AllCCS	[M+HCOO]-	192.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Petasitenine	C[C@H]1O[C@]11C[C@@H](C)[C@@](C)(O)C(=O)OC\C2=C\CN(C)CC[C@@H](OC1=O)C2=O	3498.9	Standard polar	33892256
Petasitenine	C[C@H]1O[C@]11C[C@@H](C)[C@@](C)(O)C(=O)OC\C2=C\CN(C)CC[C@@H](OC1=O)C2=O	2682.6	Standard non polar	33892256
Petasitenine	C[C@H]1O[C@]11C[C@@H](C)[C@@](C)(O)C(=O)OC\C2=C\CN(C)CC[C@@H](OC1=O)C2=O	2839.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Petasitenine,1TMS,isomer #1	C[C@@H]1C[C@]2(O[C@@H]2C)C(=O)O[C@@H]2CCN(C)C/C=C(/COC(=O)[C@]1(C)O[Si](C)(C)C)C2=O	2863.0	Semi standard non polar	33892256
Petasitenine,1TMS,isomer #2	C[C@@H]1C[C@]2(O[C@@H]2C)C(=O)OC2=C(O[Si](C)(C)C)/C(=C\CN(C)CC2)COC(=O)[C@]1(C)O	2777.9	Semi standard non polar	33892256
Petasitenine,2TMS,isomer #1	C[C@@H]1C[C@]2(O[C@@H]2C)C(=O)OC2=C(O[Si](C)(C)C)/C(=C\CN(C)CC2)COC(=O)[C@]1(C)O[Si](C)(C)C	2867.9	Semi standard non polar	33892256
Petasitenine,2TMS,isomer #1	C[C@@H]1C[C@]2(O[C@@H]2C)C(=O)OC2=C(O[Si](C)(C)C)/C(=C\CN(C)CC2)COC(=O)[C@]1(C)O[Si](C)(C)C	2717.4	Standard non polar	33892256
Petasitenine,1TBDMS,isomer #1	C[C@@H]1C[C@]2(O[C@@H]2C)C(=O)O[C@@H]2CCN(C)C/C=C(/COC(=O)[C@]1(C)O[Si](C)(C)C(C)(C)C)C2=O	3088.1	Semi standard non polar	33892256
Petasitenine,1TBDMS,isomer #2	C[C@@H]1C[C@]2(O[C@@H]2C)C(=O)OC2=C(O[Si](C)(C)C(C)(C)C)/C(=C\CN(C)CC2)COC(=O)[C@]1(C)O	3006.6	Semi standard non polar	33892256
Petasitenine,2TBDMS,isomer #1	C[C@@H]1C[C@]2(O[C@@H]2C)C(=O)OC2=C(O[Si](C)(C)C(C)(C)C)/C(=C\CN(C)CC2)COC(=O)[C@]1(C)O[Si](C)(C)C(C)(C)C	3301.7	Semi standard non polar	33892256
Petasitenine,2TBDMS,isomer #1	C[C@@H]1C[C@]2(O[C@@H]2C)C(=O)OC2=C(O[Si](C)(C)C(C)(C)C)/C(=C\CN(C)CC2)COC(=O)[C@]1(C)O[Si](C)(C)C(C)(C)C	3090.9	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Petasitenine GC-MS (Non-derivatized) - 70eV, Positive	splash10-004i-9006000000-75cac0cf587211b5fc31	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Petasitenine GC-MS (1 TMS) - 70eV, Positive	splash10-00g0-9000200000-f7bcd0577647b2cf7b9c	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Petasitenine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Petasitenine 10V, Positive-QTOF	splash10-001i-0009000000-e1914ecbbf327435f6dc	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Petasitenine 20V, Positive-QTOF	splash10-001i-0009000000-6256081d068281ebc660	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Petasitenine 40V, Positive-QTOF	splash10-0aou-9006000000-7e8bb7c75ad8fc959a90	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Petasitenine 10V, Negative-QTOF	splash10-001i-0009000000-5062c41f8fa267ecbdbd	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Petasitenine 20V, Negative-QTOF	splash10-01q9-0009000000-db43218bf26a13f4e492	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Petasitenine 40V, Negative-QTOF	splash10-05bf-9005000000-da6c2a300446bb5306e1	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Petasitenine 10V, Negative-QTOF	splash10-001i-0009000000-1d1282e8692542e5c9ca	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Petasitenine 20V, Negative-QTOF	splash10-001i-0009000000-a6fa6e840e9d256c8371	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Petasitenine 40V, Negative-QTOF	splash10-0btl-1009000000-8bacbe608f836a9527a6	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Petasitenine 10V, Positive-QTOF	splash10-01q9-0009000000-fee0588258a275e04769	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Petasitenine 20V, Positive-QTOF	splash10-001i-0009000000-7290bad84e941946a905	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Petasitenine 40V, Positive-QTOF	splash10-077s-8009000000-0c54c8d503168be9db94	2021-09-24	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5281741

PDB ID

Not Available

ChEBI ID

8031

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for Petasitenine (HMDB0030328)

MOL for HMDB0030328 (Petasitenine)

3D MOL for HMDB0030328 (Petasitenine)

3D SDF for HMDB0030328 (Petasitenine)

3D-SDF for HMDB0030328 (Petasitenine)

PDB for HMDB0030328 (Petasitenine)

3D PDB for HMDB0030328 (Petasitenine)

SMILES for HMDB0030328 (Petasitenine)

INCHI for HMDB0030328 (Petasitenine)

Structure for HMDB0030328 (Petasitenine)

3D Structure for HMDB0030328 (Petasitenine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra