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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 02:00:28 UTC

Update Date

2022-03-07 02:56:36 UTC

HMDB ID

HMDB0040465

Secondary Accession Numbers

HMDB40465

Metabolite Identification

Common Name

Perilloside B

Description

Perilloside B belongs to the class of organic compounds known as terpene glycosides. These are prenol lipids containing a carbohydrate moiety glycosidically bound to a terpene backbone. Based on a literature review a small amount of articles have been published on Perilloside B.

Structure

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

HMDB0040465
     RDKit          3D
Perilloside B
 47 48  0  0  0  0  0  0  0  0999 V2000
    5.5379   -1.4236   -2.9469 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2057   -0.6577   -1.9299 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2234   -0.0138   -1.0520 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7824   -0.3899   -1.6035 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8456   -1.1116   -2.5301 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4602   -0.8225   -2.0955 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1391   -0.4283   -0.8892 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2614   -0.1711   -0.5632 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1483   -0.3342   -1.4482 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6764    0.2509    0.6917 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0509    0.4747    0.9212 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4597   -0.3176    1.9908 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7989   -0.1967    2.2704 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5068   -1.5580    2.2435 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4071   -2.1682    1.0202 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5236    0.8127    1.4510 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7594    1.0954    2.0708 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8301    2.0889    1.1861 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3067    3.0514    2.0884 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3382    1.9038    1.3282 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6272    2.8265    0.5681 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1234   -0.2244    0.1797 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4342   -0.8657   -0.1997 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7959   -1.8843   -3.5752 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5771   -1.5995   -3.1619 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0360    1.0839   -0.9806 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2182   -0.4287   -0.0195 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2167   -0.2379   -1.4801 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5692    0.6835   -1.6328 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9767   -0.7099   -3.5481 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0641   -2.2003   -2.5199 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6783   -0.9634   -2.8756 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6289    0.2683    0.0119 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8757    0.1301    3.3398 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1103   -2.1451    3.0917 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5955   -1.3192    2.3941 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2399   -2.3577    0.5571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8074    0.3546    0.4674 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0781    1.9993    1.8826 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9963    2.4461    0.1279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6560    3.0332    2.8471 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0948    1.9952    2.4113 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7814    2.3914    0.2903 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3142    0.8729    0.2358 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7690   -0.6253    1.1570 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3476   -1.9907   -0.1886 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2438   -0.6176    0.5254 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  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
 13 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
  7 22  1  0
 22 23  1  0
 23  4  1  0
 20 11  1  0
  1 24  1  0
  1 25  1  0
  3 26  1  0
  3 27  1  0
  3 28  1  0
  4 29  1  0
  5 30  1  0
  5 31  1  0
  6 32  1  0
 11 33  1  0
 13 34  1  0
 14 35  1  0
 14 36  1  0
 15 37  1  0
 16 38  1  0
 17 39  1  0
 18 40  1  0
 19 41  1  0
 20 42  1  0
 21 43  1  0
 22 44  1  0
 22 45  1  0
 23 46  1  0
 23 47  1  0
M  END


  Mrv0541 05061311512D          

 23 24  0  0  0  0            999 V2000
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    9.4875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    9.4875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    8.6625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    7.0125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    7.4250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  3  1  0  0  0  0
  6  4  1  0  0  0  0
  8  1  2  0  0  0  0
  8  2  1  0  0  0  0
  9  3  1  0  0  0  0
  9  4  1  0  0  0  0
  9  8  1  0  0  0  0
 10  5  2  0  0  0  0
 10  6  1  0  0  0  0
 11  7  1  0  0  0  0
 12 11  1  0  0  0  0
 13 12  1  0  0  0  0
 14 13  1  0  0  0  0
 15 10  1  0  0  0  0
 16 14  1  0  0  0  0
 17  7  1  0  0  0  0
 18 12  1  0  0  0  0
 19 13  1  0  0  0  0
 20 14  1  0  0  0  0
 21 15  2  0  0  0  0
 22 11  1  0  0  0  0
 22 16  1  0  0  0  0
 23 15  1  0  0  0  0
 23 16  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0040465

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(=C)C1CCC(=CC1)C(=O)OC1OC(CO)C(O)C(O)C1O

> <INCHI_IDENTIFIER>
InChI=1S/C16H24O7/c1-8(2)9-3-5-10(6-4-9)15(21)23-16-14(20)13(19)12(18)11(7-17)22-16/h5,9,11-14,16-20H,1,3-4,6-7H2,2H3

> <INCHI_KEY>
CDSQRAACZGXZNE-UHFFFAOYSA-N

> <FORMULA>
C16H24O7

> <MOLECULAR_WEIGHT>
328.3576

> <EXACT_MASS>
328.152203122

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
34.583947328337075

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl 4-(prop-1-en-2-yl)cyclohex-1-ene-1-carboxylate

> <ALOGPS_LOGP>
-0.18

> <JCHEM_LOGP>
0.37677049066666635

> <ALOGPS_LOGS>
-1.36

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.194438902168539

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.195723010849969

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9810938228982016

> <JCHEM_POLAR_SURFACE_AREA>
116.45000000000002

> <JCHEM_REFRACTIVITY>
80.6287

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.42e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl 4-(prop-1-en-2-yl)cyclohex-1-ene-1-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0040465
     RDKit          3D
Perilloside B
 47 48  0  0  0  0  0  0  0  0999 V2000
    5.5379   -1.4236   -2.9469 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2057   -0.6577   -1.9299 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2234   -0.0138   -1.0520 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7824   -0.3899   -1.6035 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8456   -1.1116   -2.5301 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4602   -0.8225   -2.0955 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1391   -0.4283   -0.8892 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2614   -0.1711   -0.5632 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1483   -0.3342   -1.4482 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6764    0.2509    0.6917 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0509    0.4747    0.9212 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4597   -0.3176    1.9908 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7989   -0.1967    2.2704 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5068   -1.5580    2.2435 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4071   -2.1682    1.0202 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5236    0.8127    1.4510 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7594    1.0954    2.0708 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8301    2.0889    1.1861 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3067    3.0514    2.0884 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3382    1.9038    1.3282 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6272    2.8265    0.5681 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1234   -0.2244    0.1797 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4342   -0.8657   -0.1997 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7959   -1.8843   -3.5752 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5771   -1.5995   -3.1619 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0360    1.0839   -0.9806 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2182   -0.4287   -0.0195 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2167   -0.2379   -1.4801 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5692    0.6835   -1.6328 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9767   -0.7099   -3.5481 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0641   -2.2003   -2.5199 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6783   -0.9634   -2.8756 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6289    0.2683    0.0119 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8757    0.1301    3.3398 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1103   -2.1451    3.0917 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5955   -1.3192    2.3941 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2399   -2.3577    0.5571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8074    0.3546    0.4674 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0781    1.9993    1.8826 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9963    2.4461    0.1279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6560    3.0332    2.8471 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0948    1.9952    2.4113 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7814    2.3914    0.2903 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3142    0.8729    0.2358 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7690   -0.6253    1.1570 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3476   -1.9907   -0.1886 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2438   -0.6176    0.5254 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  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
 13 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
  7 22  1  0
 22 23  1  0
 23  4  1  0
 20 11  1  0
  1 24  1  0
  1 25  1  0
  3 26  1  0
  3 27  1  0
  3 28  1  0
  4 29  1  0
  5 30  1  0
  5 31  1  0
  6 32  1  0
 11 33  1  0
 13 34  1  0
 14 35  1  0
 14 36  1  0
 15 37  1  0
 16 38  1  0
 17 39  1  0
 18 40  1  0
 19 41  1  0
 20 42  1  0
 21 43  1  0
 22 44  1  0
 22 45  1  0
 23 46  1  0
 23 47  1  0
M  END

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       1.334   3.850   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.001   6.930   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334   6.930   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.001   8.470   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334   8.470   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.668  16.170   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.667   6.160   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.667   9.240   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.335  15.400   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.001  16.170   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.667  15.400   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.667  13.860   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.667  10.780   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.001  13.090   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       6.668  17.710   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       4.001  17.710   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       1.334  16.170   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       1.334  13.090   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       1.334  11.550   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       5.335  13.860   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       4.001  11.550   0.000  0.00  0.00           O+0
CONECT    1    8                                                            
CONECT    2    8                                                            
CONECT    3    5    9                                                       
CONECT    4    6    9                                                       
CONECT    5    3   10                                                       
CONECT    6    4   10                                                       
CONECT    7   11   17                                                       
CONECT    8    1    2    9                                                  
CONECT    9    3    4    8                                                  
CONECT   10    5    6   15                                                  
CONECT   11    7   12   22                                                  
CONECT   12   11   13   18                                                  
CONECT   13   12   14   19                                                  
CONECT   14   13   16   20                                                  
CONECT   15   10   21   23                                                  
CONECT   16   14   22   23                                                  
CONECT   17    7                                                            
CONECT   18   12                                                            
CONECT   19   13                                                            
CONECT   20   14                                                            
CONECT   21   15                                                            
CONECT   22   11   16                                                       
CONECT   23   15   16                                                       
MASTER        0    0    0    0    0    0    0    0   23    0   48    0
END

COMPND    HMDB0040465
HETATM    1  C1  UNL     1       5.538  -1.424  -2.947  1.00  0.00           C  
HETATM    2  C2  UNL     1       5.206  -0.658  -1.930  1.00  0.00           C  
HETATM    3  C3  UNL     1       6.223  -0.014  -1.052  1.00  0.00           C  
HETATM    4  C4  UNL     1       3.782  -0.390  -1.604  1.00  0.00           C  
HETATM    5  C5  UNL     1       2.846  -1.112  -2.530  1.00  0.00           C  
HETATM    6  C6  UNL     1       1.460  -0.822  -2.095  1.00  0.00           C  
HETATM    7  C7  UNL     1       1.139  -0.428  -0.889  1.00  0.00           C  
HETATM    8  C8  UNL     1      -0.261  -0.171  -0.563  1.00  0.00           C  
HETATM    9  O1  UNL     1      -1.148  -0.334  -1.448  1.00  0.00           O  
HETATM   10  O2  UNL     1      -0.676   0.251   0.692  1.00  0.00           O  
HETATM   11  C9  UNL     1      -2.051   0.475   0.921  1.00  0.00           C  
HETATM   12  O3  UNL     1      -2.460  -0.318   1.991  1.00  0.00           O  
HETATM   13  C10 UNL     1      -3.799  -0.197   2.270  1.00  0.00           C  
HETATM   14  C11 UNL     1      -4.507  -1.558   2.244  1.00  0.00           C  
HETATM   15  O4  UNL     1      -4.407  -2.168   1.020  1.00  0.00           O  
HETATM   16  C12 UNL     1      -4.524   0.813   1.451  1.00  0.00           C  
HETATM   17  O5  UNL     1      -5.759   1.095   2.071  1.00  0.00           O  
HETATM   18  C13 UNL     1      -3.830   2.089   1.186  1.00  0.00           C  
HETATM   19  O6  UNL     1      -4.307   3.051   2.088  1.00  0.00           O  
HETATM   20  C14 UNL     1      -2.338   1.904   1.328  1.00  0.00           C  
HETATM   21  O7  UNL     1      -1.627   2.827   0.568  1.00  0.00           O  
HETATM   22  C15 UNL     1       2.123  -0.224   0.180  1.00  0.00           C  
HETATM   23  C16 UNL     1       3.434  -0.866  -0.200  1.00  0.00           C  
HETATM   24  H1  UNL     1       4.796  -1.884  -3.575  1.00  0.00           H  
HETATM   25  H2  UNL     1       6.577  -1.600  -3.162  1.00  0.00           H  
HETATM   26  H3  UNL     1       6.036   1.084  -0.981  1.00  0.00           H  
HETATM   27  H4  UNL     1       6.218  -0.429  -0.019  1.00  0.00           H  
HETATM   28  H5  UNL     1       7.217  -0.238  -1.480  1.00  0.00           H  
HETATM   29  H6  UNL     1       3.569   0.683  -1.633  1.00  0.00           H  
HETATM   30  H7  UNL     1       2.977  -0.710  -3.548  1.00  0.00           H  
HETATM   31  H8  UNL     1       3.064  -2.200  -2.520  1.00  0.00           H  
HETATM   32  H9  UNL     1       0.678  -0.963  -2.876  1.00  0.00           H  
HETATM   33  H10 UNL     1      -2.629   0.268   0.012  1.00  0.00           H  
HETATM   34  H11 UNL     1      -3.876   0.130   3.340  1.00  0.00           H  
HETATM   35  H12 UNL     1      -4.110  -2.145   3.092  1.00  0.00           H  
HETATM   36  H13 UNL     1      -5.596  -1.319   2.394  1.00  0.00           H  
HETATM   37  H14 UNL     1      -5.240  -2.358   0.557  1.00  0.00           H  
HETATM   38  H15 UNL     1      -4.807   0.355   0.467  1.00  0.00           H  
HETATM   39  H16 UNL     1      -6.078   1.999   1.883  1.00  0.00           H  
HETATM   40  H17 UNL     1      -3.996   2.446   0.128  1.00  0.00           H  
HETATM   41  H18 UNL     1      -3.656   3.033   2.847  1.00  0.00           H  
HETATM   42  H19 UNL     1      -2.095   1.995   2.411  1.00  0.00           H  
HETATM   43  H20 UNL     1      -0.781   2.391   0.290  1.00  0.00           H  
HETATM   44  H21 UNL     1       2.314   0.873   0.236  1.00  0.00           H  
HETATM   45  H22 UNL     1       1.769  -0.625   1.157  1.00  0.00           H  
HETATM   46  H23 UNL     1       3.348  -1.991  -0.189  1.00  0.00           H  
HETATM   47  H24 UNL     1       4.244  -0.618   0.525  1.00  0.00           H  
CONECT    1    2    2   24   25
CONECT    2    3    4
CONECT    3   26   27   28
CONECT    4    5   23   29
CONECT    5    6   30   31
CONECT    6    7    7   32
CONECT    7    8   22
CONECT    8    9    9   10
CONECT   10   11
CONECT   11   12   20   33
CONECT   12   13
CONECT   13   14   16   34
CONECT   14   15   35   36
CONECT   15   37
CONECT   16   17   18   38
CONECT   17   39
CONECT   18   19   20   40
CONECT   19   41
CONECT   20   21   42
CONECT   21   43
CONECT   22   23   44   45
CONECT   23   46   47
END

HMDB0040465
     RDKit          3D
Perilloside B
 47 48  0  0  0  0  0  0  0  0999 V2000
    5.5379   -1.4236   -2.9469 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2057   -0.6577   -1.9299 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2234   -0.0138   -1.0520 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7824   -0.3899   -1.6035 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8456   -1.1116   -2.5301 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4602   -0.8225   -2.0955 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1391   -0.4283   -0.8892 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2614   -0.1711   -0.5632 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1483   -0.3342   -1.4482 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6764    0.2509    0.6917 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0509    0.4747    0.9212 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4597   -0.3176    1.9908 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7989   -0.1967    2.2704 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5068   -1.5580    2.2435 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4071   -2.1682    1.0202 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5236    0.8127    1.4510 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7594    1.0954    2.0708 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8301    2.0889    1.1861 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3067    3.0514    2.0884 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3382    1.9038    1.3282 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6272    2.8265    0.5681 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1234   -0.2244    0.1797 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4342   -0.8657   -0.1997 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7959   -1.8843   -3.5752 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5771   -1.5995   -3.1619 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0360    1.0839   -0.9806 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2182   -0.4287   -0.0195 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2167   -0.2379   -1.4801 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5692    0.6835   -1.6328 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9767   -0.7099   -3.5481 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0641   -2.2003   -2.5199 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6783   -0.9634   -2.8756 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6289    0.2683    0.0119 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8757    0.1301    3.3398 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1103   -2.1451    3.0917 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5955   -1.3192    2.3941 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2399   -2.3577    0.5571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8074    0.3546    0.4674 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0781    1.9993    1.8826 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9963    2.4461    0.1279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6560    3.0332    2.8471 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0948    1.9952    2.4113 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7814    2.3914    0.2903 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3142    0.8729    0.2358 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7690   -0.6253    1.1570 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3476   -1.9907   -0.1886 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2438   -0.6176    0.5254 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  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
 13 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
  7 22  1  0
 22 23  1  0
 23  4  1  0
 20 11  1  0
  1 24  1  0
  1 25  1  0
  3 26  1  0
  3 27  1  0
  3 28  1  0
  4 29  1  0
  5 30  1  0
  5 31  1  0
  6 32  1  0
 11 33  1  0
 13 34  1  0
 14 35  1  0
 14 36  1  0
 15 37  1  0
 16 38  1  0
 17 39  1  0
 18 40  1  0
 19 41  1  0
 20 42  1  0
 21 43  1  0
 22 44  1  0
 22 45  1  0
 23 46  1  0
 23 47  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
3,4,5-Trihydroxy-6-(hydroxymethyl)oxan-2-yl 4-(prop-1-en-2-yl)cyclohex-1-ene-1-carboxylic acid	HMDB

Chemical Formula

C₁₆H₂₄O₇

Average Molecular Weight

328.3576

Monoisotopic Molecular Weight

328.152203122

IUPAC Name

3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl 4-(prop-1-en-2-yl)cyclohex-1-ene-1-carboxylate

Traditional Name

3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl 4-(prop-1-en-2-yl)cyclohex-1-ene-1-carboxylate

CAS Registry Number

Not Available

SMILES

CC(=C)C1CCC(=CC1)C(=O)OC1OC(CO)C(O)C(O)C1O

InChI Identifier

InChI=1S/C16H24O7/c1-8(2)9-3-5-10(6-4-9)15(21)23-16-14(20)13(19)12(18)11(7-17)22-16/h5,9,11-14,16-20H,1,3-4,6-7H2,2H3

InChI Key

CDSQRAACZGXZNE-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as terpene glycosides. These are prenol lipids containing a carbohydrate moiety glycosidically bound to a terpene backbone.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Terpene glycosides

Direct Parent

Terpene glycosides

Alternative Parents

Substituents

Terpene glycoside
Hexose monosaccharide
Monocyclic monoterpenoid
Monoterpenoid
P-menthane monoterpenoid
Monosaccharide
Oxane
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Secondary alcohol
Carboxylic acid ester
Organoheterocyclic compound
Oxacycle
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Acetal
Polyol
Carbonyl group
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Alcohol
Primary alcohol
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0040465)

Source

Endogenous

Endogenous (HMDB: HMDB0040465)

Plant

Plant (HMDB: HMDB0040465)

Animal

Animal (HMDB: HMDB0040465)

Exogenous

Food

Food (HMDB: HMDB0040465)

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Exogenous (HMDB: HMDB0040465)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0040465)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0040465)

Lipid metabolism pathway (HMDB: HMDB0040465)

Cellular process

Cell signaling (HMDB: HMDB0040465)

Biochemical process

Lipid transport (HMDB: HMDB0040465)

Role

Biological role

Energy source (HMDB: HMDB0040465)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0040465)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	154 - 155 °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	14.2 g/L	ALOGPS
logP	-0.18	ALOGPS
logP	0.38	ChemAxon
logS	-1.4	ALOGPS
pKa (Strongest Acidic)	12.2	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	116.45 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	80.63 m³·mol⁻¹	ChemAxon
Polarizability	34.58 Å³	ChemAxon
Number of Rings	2	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
DarkChem	[M+H]+	176.071	31661259
DarkChem	[M-H]-	172.641	31661259
DeepCCS	[M+H]+	177.053	30932474
DeepCCS	[M-H]-	174.695	30932474
DeepCCS	[M-2H]-	208.375	30932474
DeepCCS	[M+Na]+	183.602	30932474
AllCCS	[M+H]+	180.2	32859911
AllCCS	[M+H-H2O]+	177.2	32859911
AllCCS	[M+NH4]+	182.9	32859911
AllCCS	[M+Na]+	183.7	32859911
AllCCS	[M-H]-	176.8	32859911
AllCCS	[M+Na-2H]-	177.1	32859911
AllCCS	[M+HCOO]-	177.6	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	4.13 minutes	32390414
Predicted by Siyang on May 30, 2022	11.1065 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	2.46 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	78.8 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1885.7 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	210.3 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	109.4 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	172.2 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	78.4 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	315.6 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	440.5 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	119.9 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	742.6 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	370.5 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1188.6 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	249.2 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	279.7 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	397.5 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	236.4 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	115.7 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Perilloside B	CC(=C)C1CCC(=CC1)C(=O)OC1OC(CO)C(O)C(O)C1O	2943.1	Standard polar	33892256
Perilloside B	CC(=C)C1CCC(=CC1)C(=O)OC1OC(CO)C(O)C(O)C1O	2526.0	Standard non polar	33892256
Perilloside B	CC(=C)C1CCC(=CC1)C(=O)OC1OC(CO)C(O)C(O)C1O	2752.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Perilloside B,1TMS,isomer #1	C=C(C)C1CC=C(C(=O)OC2OC(CO[Si](C)(C)C)C(O)C(O)C2O)CC1	2684.2	Semi standard non polar	33892256
Perilloside B,1TMS,isomer #2	C=C(C)C1CC=C(C(=O)OC2OC(CO)C(O[Si](C)(C)C)C(O)C2O)CC1	2662.1	Semi standard non polar	33892256
Perilloside B,1TMS,isomer #3	C=C(C)C1CC=C(C(=O)OC2OC(CO)C(O)C(O[Si](C)(C)C)C2O)CC1	2659.7	Semi standard non polar	33892256
Perilloside B,1TMS,isomer #4	C=C(C)C1CC=C(C(=O)OC2OC(CO)C(O)C(O)C2O[Si](C)(C)C)CC1	2680.1	Semi standard non polar	33892256
Perilloside B,2TMS,isomer #1	C=C(C)C1CC=C(C(=O)OC2OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O)C2O)CC1	2683.8	Semi standard non polar	33892256
Perilloside B,2TMS,isomer #2	C=C(C)C1CC=C(C(=O)OC2OC(CO[Si](C)(C)C)C(O)C(O[Si](C)(C)C)C2O)CC1	2697.1	Semi standard non polar	33892256
Perilloside B,2TMS,isomer #3	C=C(C)C1CC=C(C(=O)OC2OC(CO[Si](C)(C)C)C(O)C(O)C2O[Si](C)(C)C)CC1	2684.7	Semi standard non polar	33892256
Perilloside B,2TMS,isomer #4	C=C(C)C1CC=C(C(=O)OC2OC(CO)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C2O)CC1	2674.0	Semi standard non polar	33892256
Perilloside B,2TMS,isomer #5	C=C(C)C1CC=C(C(=O)OC2OC(CO)C(O[Si](C)(C)C)C(O)C2O[Si](C)(C)C)CC1	2686.1	Semi standard non polar	33892256
Perilloside B,2TMS,isomer #6	C=C(C)C1CC=C(C(=O)OC2OC(CO)C(O)C(O[Si](C)(C)C)C2O[Si](C)(C)C)CC1	2689.4	Semi standard non polar	33892256
Perilloside B,3TMS,isomer #1	C=C(C)C1CC=C(C(=O)OC2OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C2O)CC1	2727.7	Semi standard non polar	33892256
Perilloside B,3TMS,isomer #2	C=C(C)C1CC=C(C(=O)OC2OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O)C2O[Si](C)(C)C)CC1	2733.3	Semi standard non polar	33892256
Perilloside B,3TMS,isomer #3	C=C(C)C1CC=C(C(=O)OC2OC(CO[Si](C)(C)C)C(O)C(O[Si](C)(C)C)C2O[Si](C)(C)C)CC1	2718.9	Semi standard non polar	33892256
Perilloside B,3TMS,isomer #4	C=C(C)C1CC=C(C(=O)OC2OC(CO)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C2O[Si](C)(C)C)CC1	2707.3	Semi standard non polar	33892256
Perilloside B,4TMS,isomer #1	C=C(C)C1CC=C(C(=O)OC2OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C2O[Si](C)(C)C)CC1	2763.0	Semi standard non polar	33892256
Perilloside B,1TBDMS,isomer #1	C=C(C)C1CC=C(C(=O)OC2OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O)C2O)CC1	2918.3	Semi standard non polar	33892256
Perilloside B,1TBDMS,isomer #2	C=C(C)C1CC=C(C(=O)OC2OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O)C2O)CC1	2911.9	Semi standard non polar	33892256
Perilloside B,1TBDMS,isomer #3	C=C(C)C1CC=C(C(=O)OC2OC(CO)C(O)C(O[Si](C)(C)C(C)(C)C)C2O)CC1	2901.8	Semi standard non polar	33892256
Perilloside B,1TBDMS,isomer #4	C=C(C)C1CC=C(C(=O)OC2OC(CO)C(O)C(O)C2O[Si](C)(C)C(C)(C)C)CC1	2935.4	Semi standard non polar	33892256
Perilloside B,2TBDMS,isomer #1	C=C(C)C1CC=C(C(=O)OC2OC(CO[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(O)C2O)CC1	3133.2	Semi standard non polar	33892256
Perilloside B,2TBDMS,isomer #2	C=C(C)C1CC=C(C(=O)OC2OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O[Si](C)(C)C(C)(C)C)C2O)CC1	3126.2	Semi standard non polar	33892256
Perilloside B,2TBDMS,isomer #3	C=C(C)C1CC=C(C(=O)OC2OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O)C2O[Si](C)(C)C(C)(C)C)CC1	3140.1	Semi standard non polar	33892256
Perilloside B,2TBDMS,isomer #4	C=C(C)C1CC=C(C(=O)OC2OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C2O)CC1	3139.4	Semi standard non polar	33892256
Perilloside B,2TBDMS,isomer #5	C=C(C)C1CC=C(C(=O)OC2OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O)C2O[Si](C)(C)C(C)(C)C)CC1	3151.1	Semi standard non polar	33892256
Perilloside B,2TBDMS,isomer #6	C=C(C)C1CC=C(C(=O)OC2OC(CO)C(O)C(O[Si](C)(C)C(C)(C)C)C2O[Si](C)(C)C(C)(C)C)CC1	3150.9	Semi standard non polar	33892256
Perilloside B,3TBDMS,isomer #1	C=C(C)C1CC=C(C(=O)OC2OC(CO[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C2O)CC1	3401.5	Semi standard non polar	33892256
Perilloside B,3TBDMS,isomer #2	C=C(C)C1CC=C(C(=O)OC2OC(CO[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(O)C2O[Si](C)(C)C(C)(C)C)CC1	3414.1	Semi standard non polar	33892256
Perilloside B,3TBDMS,isomer #3	C=C(C)C1CC=C(C(=O)OC2OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O[Si](C)(C)C(C)(C)C)C2O[Si](C)(C)C(C)(C)C)CC1	3391.4	Semi standard non polar	33892256
Perilloside B,3TBDMS,isomer #4	C=C(C)C1CC=C(C(=O)OC2OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C2O[Si](C)(C)C(C)(C)C)CC1	3394.5	Semi standard non polar	33892256
Perilloside B,4TBDMS,isomer #1	C=C(C)C1CC=C(C(=O)OC2OC(CO[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C2O[Si](C)(C)C(C)(C)C)CC1	3630.4	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Perilloside B GC-MS (Non-derivatized) - 70eV, Positive	splash10-074j-9421000000-3f73722ba79e80726cb4	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Perilloside B GC-MS (4 TMS) - 70eV, Positive	splash10-0udi-4511139000-c093ed348fdf3080901a	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Perilloside B 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 - Perilloside B 10V, Positive-QTOF	splash10-02vj-0902000000-fe27afbe3953366d9d42	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Perilloside B 20V, Positive-QTOF	splash10-0002-1900000000-0968a1c1827b02d31d1f	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Perilloside B 40V, Positive-QTOF	splash10-0002-9600000000-38981a40edd5f6e93f71	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Perilloside B 10V, Negative-QTOF	splash10-016s-0904000000-8250e98c55b0a63991ac	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Perilloside B 20V, Negative-QTOF	splash10-01b9-2900000000-b84d3e50e72f3ee66287	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Perilloside B 40V, Negative-QTOF	splash10-01bc-6900000000-4674d9509c0692fd2fae	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Perilloside B 10V, Negative-QTOF	splash10-004i-0409000000-771003ff7b6e2cb3c146	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Perilloside B 20V, Negative-QTOF	splash10-004i-3839000000-3dca148c97336bf032c2	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Perilloside B 40V, Negative-QTOF	splash10-0600-3900000000-5c9ce3d2dd813bfadd9e	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Perilloside B 10V, Positive-QTOF	splash10-002b-1903000000-80193a947a095c9a7ce3	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Perilloside B 20V, Positive-QTOF	splash10-0a4l-4901000000-e7e9e6a79daa8cef642d	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Perilloside B 40V, Positive-QTOF	splash10-0603-9700000000-7d2b95ac6809c257bbf1	2021-09-22	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular
Membrane

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

FDB020219

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

73815069

PDB ID

Not Available

ChEBI ID

168174

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

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 ]
(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Showing metabocard for Perilloside B (HMDB0040465)

MOL for HMDB0040465 (Perilloside B)

3D MOL for HMDB0040465 (Perilloside B)

3D SDF for HMDB0040465 (Perilloside B)

3D-SDF for HMDB0040465 (Perilloside B)

PDB for HMDB0040465 (Perilloside B)

3D PDB for HMDB0040465 (Perilloside B)

SMILES for HMDB0040465 (Perilloside B)

INCHI for HMDB0040465 (Perilloside B)

Structure for HMDB0040465 (Perilloside B)

3D Structure for HMDB0040465 (Perilloside B)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra