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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:50:27 UTC

Update Date

2022-03-07 02:53:23 UTC

HMDB ID

HMDB0032553

Secondary Accession Numbers

HMDB32553

Metabolite Identification

Common Name

Vanillin 3-(L-menthoxy)propane-1,2-diol acetal

Description

Vanillin 3-(L-menthoxy)propane-1,2-diol acetal belongs to the class of organic compounds known as aromatic monoterpenoids. These are monoterpenoids containing at least one aromatic ring. Based on a literature review a significant number of articles have been published on Vanillin 3-(L-menthoxy)propane-1,2-diol acetal.

Structure

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

 
  Mrv0541 02241220452D          

 26 28  0  0  0  0            999 V2000
   17.0745  -11.8741    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.4870  -10.6046    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.8195  -11.0895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8995  -11.8741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1544  -11.0895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9390  -10.8346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1106  -10.0276    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.8952   -9.7727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6097   -8.5352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8952   -8.9477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6097  -10.1852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3241   -9.7727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3241   -8.9477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6097   -7.7102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6097  -11.0102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3241  -11.4227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8952  -11.4227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2801  -10.6770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5656  -11.0895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5656  -11.9145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2801  -12.3271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9945  -11.9145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9945  -11.0895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8511  -12.3270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.2801  -13.1521    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.9946  -13.5646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  1  4  1  0  0  0  0
  2  3  1  0  0  0  0
  4  5  1  0  0  0  0
  2  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
 10  8  1  0  0  0  0
  8 11  1  0  0  0  0
  9 10  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
  9 13  1  0  0  0  0
  9 14  1  0  0  0  0
 11 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 18 23  1  0  0  0  0
 20 24  1  0  0  0  0
 21 25  1  0  0  0  0
 25 26  1  0  0  0  0
  3 23  1  0  0  0  0
M  END

HMDB0032553
     RDKit          3D
Vanillin 3-(L-menthoxy)propane-1,2-diol acetal
 58 60  0  0  0  0  0  0  0  0999 V2000
    7.7125    1.2937    0.8194 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5179    0.3373   -0.1720 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3339   -0.3109   -0.4886 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1734   -0.0333    0.2154 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0137   -0.6894   -0.1200 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7575   -0.4058    0.6196 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5205    0.9312    0.8146 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4277    1.3301    0.0761 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1140    0.1323   -0.7680 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3226   -0.0345   -1.1349 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1395   -0.1867   -0.0454 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4693   -0.3485   -0.3409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0214   -1.6846    0.0693 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4933   -1.5208    1.5200 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8181   -2.8785    2.1200 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7941   -0.7569    1.4247 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5711    0.5497    0.7571 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2353    0.8099    0.1854 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4159    1.8655   -0.9170 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1690    1.2871   -2.1019 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2984    2.9718   -0.3549 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6505   -0.9496   -0.0535 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0462   -1.6027   -1.1468 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1914   -1.8898   -1.8557 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3571   -1.2429   -1.5330 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5545   -1.4752   -2.1993 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5315    2.0223    0.5451 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0695    0.8072    1.7761 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8167    1.9066    0.9463 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2012    0.7064    1.0306 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8191   -0.9138    1.5993 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5735    1.6716    0.6935 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7477    2.1761   -0.5749 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7199    0.1996   -1.7132 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6166    0.8794   -1.6940 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3863   -0.9469   -1.7697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5391   -0.3143   -1.4696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9273   -1.9588   -0.5090 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3230   -2.5101    0.0153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7141   -0.9789    2.0786 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9310   -3.5230    2.2342 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6245   -3.3211    1.5254 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1959   -2.6643    3.1533 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4588   -1.3774    0.7528 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2517   -0.6767    2.4331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4120    0.7429    0.0237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7626    1.3388    1.5482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6016    1.3382    0.9513 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4671    2.3351   -1.1964 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0251    1.9383   -2.4162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6272    0.3176   -1.8016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4553    1.1551   -2.9425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1000    3.1712    0.7114 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0728    3.9356   -0.8963 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3725    2.7724   -0.5421 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1517   -2.1335   -1.4344 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2286   -2.6095   -2.6681 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3822   -0.9850   -1.9357 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 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  1  0
 18 19  1  0
 19 20  1  0
 19 21  1  0
  9 22  1  0
  5 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 25  3  1  0
 22  6  1  0
 18 12  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  4 30  1  0
  6 31  1  0
  8 32  1  0
  8 33  1  0
  9 34  1  0
 10 35  1  0
 10 36  1  0
 12 37  1  0
 13 38  1  0
 13 39  1  0
 14 40  1  0
 15 41  1  0
 15 42  1  0
 15 43  1  0
 16 44  1  0
 16 45  1  0
 17 46  1  0
 17 47  1  0
 18 48  1  0
 19 49  1  0
 20 50  1  0
 20 51  1  0
 20 52  1  0
 21 53  1  0
 21 54  1  0
 21 55  1  0
 23 56  1  0
 24 57  1  0
 26 58  1  0
M  END

 
  Mrv0541 02241220452D          

 26 28  0  0  0  0            999 V2000
   17.0745  -11.8741    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.4870  -10.6046    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.8195  -11.0895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8995  -11.8741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1544  -11.0895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9390  -10.8346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1106  -10.0276    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.8952   -9.7727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6097   -8.5352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8952   -8.9477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6097  -10.1852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3241   -9.7727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3241   -8.9477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6097   -7.7102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6097  -11.0102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3241  -11.4227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8952  -11.4227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2801  -10.6770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5656  -11.0895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5656  -11.9145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2801  -12.3271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9945  -11.9145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9945  -11.0895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8511  -12.3270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.2801  -13.1521    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.9946  -13.5646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  1  4  1  0  0  0  0
  2  3  1  0  0  0  0
  4  5  1  0  0  0  0
  2  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
 10  8  1  0  0  0  0
  8 11  1  0  0  0  0
  9 10  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
  9 13  1  0  0  0  0
  9 14  1  0  0  0  0
 11 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 18 23  1  0  0  0  0
 20 24  1  0  0  0  0
 21 25  1  0  0  0  0
 25 26  1  0  0  0  0
  3 23  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0032553

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=C(O)C=CC(=C1)C1OCC(COC2CC(C)CCC2C(C)C)O1

> <INCHI_IDENTIFIER>
InChI=1S/C21H32O5/c1-13(2)17-7-5-14(3)9-19(17)24-11-16-12-25-21(26-16)15-6-8-18(22)20(10-15)23-4/h6,8,10,13-14,16-17,19,21-22H,5,7,9,11-12H2,1-4H3

> <INCHI_KEY>
ZOGKSXQLOOQXFG-UHFFFAOYSA-N

> <FORMULA>
C21H32O5

> <MOLECULAR_WEIGHT>
364.4758

> <EXACT_MASS>
364.224974134

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
41.873934305870314

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-methoxy-4-[4-({[5-methyl-2-(propan-2-yl)cyclohexyl]oxy}methyl)-1,3-dioxolan-2-yl]phenol

> <ALOGPS_LOGP>
4.18

> <JCHEM_LOGP>
4.690805361000001

> <ALOGPS_LOGS>
-4.59

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.87762159173573

> <JCHEM_PKA_STRONGEST_BASIC>
-3.7850398337270463

> <JCHEM_POLAR_SURFACE_AREA>
57.150000000000006

> <JCHEM_REFRACTIVITY>
99.779

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.44e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-(4-{[(2-isopropyl-5-methylcyclohexyl)oxy]methyl}-1,3-dioxolan-2-yl)-2-methoxyphenol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0032553
     RDKit          3D
Vanillin 3-(L-menthoxy)propane-1,2-diol acetal
 58 60  0  0  0  0  0  0  0  0999 V2000
    7.7125    1.2937    0.8194 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5179    0.3373   -0.1720 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3339   -0.3109   -0.4886 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1734   -0.0333    0.2154 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0137   -0.6894   -0.1200 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7575   -0.4058    0.6196 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5205    0.9312    0.8146 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4277    1.3301    0.0761 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1140    0.1323   -0.7680 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3226   -0.0345   -1.1349 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1395   -0.1867   -0.0454 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4693   -0.3485   -0.3409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0214   -1.6846    0.0693 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4933   -1.5208    1.5200 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8181   -2.8785    2.1200 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7941   -0.7569    1.4247 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5711    0.5497    0.7571 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2353    0.8099    0.1854 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4159    1.8655   -0.9170 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1690    1.2871   -2.1019 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2984    2.9718   -0.3549 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6505   -0.9496   -0.0535 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0462   -1.6027   -1.1468 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1914   -1.8898   -1.8557 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3571   -1.2429   -1.5330 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5545   -1.4752   -2.1993 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5315    2.0223    0.5451 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0695    0.8072    1.7761 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8167    1.9066    0.9463 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2012    0.7064    1.0306 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8191   -0.9138    1.5993 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5735    1.6716    0.6935 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7477    2.1761   -0.5749 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7199    0.1996   -1.7132 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6166    0.8794   -1.6940 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3863   -0.9469   -1.7697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5391   -0.3143   -1.4696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9273   -1.9588   -0.5090 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3230   -2.5101    0.0153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7141   -0.9789    2.0786 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9310   -3.5230    2.2342 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6245   -3.3211    1.5254 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1959   -2.6643    3.1533 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4588   -1.3774    0.7528 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2517   -0.6767    2.4331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4120    0.7429    0.0237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7626    1.3388    1.5482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6016    1.3382    0.9513 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4671    2.3351   -1.1964 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0251    1.9383   -2.4162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6272    0.3176   -1.8016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4553    1.1551   -2.9425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1000    3.1712    0.7114 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0728    3.9356   -0.8963 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3725    2.7724   -0.5421 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1517   -2.1335   -1.4344 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2286   -2.6095   -2.6681 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3822   -0.9850   -1.9357 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 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  1  0
 18 19  1  0
 19 20  1  0
 19 21  1  0
  9 22  1  0
  5 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 25  3  1  0
 22  6  1  0
 18 12  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  4 30  1  0
  6 31  1  0
  8 32  1  0
  8 33  1  0
  9 34  1  0
 10 35  1  0
 10 36  1  0
 12 37  1  0
 13 38  1  0
 13 39  1  0
 14 40  1  0
 15 41  1  0
 15 42  1  0
 15 43  1  0
 16 44  1  0
 16 45  1  0
 17 46  1  0
 17 47  1  0
 18 48  1  0
 19 49  1  0
 20 50  1  0
 20 51  1  0
 20 52  1  0
 21 53  1  0
 21 54  1  0
 21 55  1  0
 23 56  1  0
 24 57  1  0
 26 58  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE:                                                   
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  O   UNK     0      31.872 -22.165   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0      32.642 -19.795   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      31.396 -20.700   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      33.412 -22.165   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      33.888 -20.700   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      35.353 -20.225   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      35.673 -18.718   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      37.138 -18.242   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      38.471 -15.932   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      37.138 -16.702   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      38.471 -19.012   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      39.805 -18.242   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      39.805 -16.702   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      38.471 -14.392   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      38.471 -20.552   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      39.805 -21.322   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      37.138 -21.322   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      28.523 -19.930   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      27.189 -20.700   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      27.189 -22.240   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      28.523 -23.011   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      29.856 -22.240   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      29.856 -20.700   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      25.855 -23.010   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      28.523 -24.551   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0      29.857 -25.321   0.000  0.00  0.00           C+0
CONECT    1    3    4                                                       
CONECT    2    3    5                                                       
CONECT    3    1    2   23                                                  
CONECT    4    1    5                                                       
CONECT    5    4    2    6                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7   10   11                                                  
CONECT    9   10   13   14                                                  
CONECT   10    8    9                                                       
CONECT   11    8   12   15                                                  
CONECT   12   11   13                                                       
CONECT   13   12    9                                                       
CONECT   14    9                                                            
CONECT   15   11   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15                                                            
CONECT   18   19   23                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21   24                                                  
CONECT   21   20   22   25                                                  
CONECT   22   21   23                                                       
CONECT   23   22   18    3                                                  
CONECT   24   20                                                            
CONECT   25   21   26                                                       
CONECT   26   25                                                            
MASTER        0    0    0    0    0    0    0    0   26    0   56    0
END

COMPND    HMDB0032553
HETATM    1  C1  UNL     1       7.712   1.294   0.819  1.00  0.00           C  
HETATM    2  O1  UNL     1       7.518   0.337  -0.172  1.00  0.00           O  
HETATM    3  C2  UNL     1       6.334  -0.311  -0.489  1.00  0.00           C  
HETATM    4  C3  UNL     1       5.173  -0.033   0.215  1.00  0.00           C  
HETATM    5  C4  UNL     1       4.014  -0.689  -0.120  1.00  0.00           C  
HETATM    6  C5  UNL     1       2.758  -0.406   0.620  1.00  0.00           C  
HETATM    7  O2  UNL     1       2.521   0.931   0.815  1.00  0.00           O  
HETATM    8  C6  UNL     1       1.428   1.330   0.076  1.00  0.00           C  
HETATM    9  C7  UNL     1       1.114   0.132  -0.768  1.00  0.00           C  
HETATM   10  C8  UNL     1      -0.323  -0.035  -1.135  1.00  0.00           C  
HETATM   11  O3  UNL     1      -1.140  -0.187  -0.045  1.00  0.00           O  
HETATM   12  C9  UNL     1      -2.469  -0.349  -0.341  1.00  0.00           C  
HETATM   13  C10 UNL     1      -3.021  -1.685   0.069  1.00  0.00           C  
HETATM   14  C11 UNL     1      -3.493  -1.521   1.520  1.00  0.00           C  
HETATM   15  C12 UNL     1      -3.818  -2.879   2.120  1.00  0.00           C  
HETATM   16  C13 UNL     1      -4.794  -0.757   1.425  1.00  0.00           C  
HETATM   17  C14 UNL     1      -4.571   0.550   0.757  1.00  0.00           C  
HETATM   18  C15 UNL     1      -3.235   0.810   0.185  1.00  0.00           C  
HETATM   19  C16 UNL     1      -3.416   1.865  -0.917  1.00  0.00           C  
HETATM   20  C17 UNL     1      -4.169   1.287  -2.102  1.00  0.00           C  
HETATM   21  C18 UNL     1      -4.298   2.972  -0.355  1.00  0.00           C  
HETATM   22  O4  UNL     1       1.650  -0.950  -0.053  1.00  0.00           O  
HETATM   23  C19 UNL     1       4.046  -1.603  -1.147  1.00  0.00           C  
HETATM   24  C20 UNL     1       5.191  -1.890  -1.856  1.00  0.00           C  
HETATM   25  C21 UNL     1       6.357  -1.243  -1.533  1.00  0.00           C  
HETATM   26  O5  UNL     1       7.555  -1.475  -2.199  1.00  0.00           O  
HETATM   27  H1  UNL     1       8.532   2.022   0.545  1.00  0.00           H  
HETATM   28  H2  UNL     1       8.069   0.807   1.776  1.00  0.00           H  
HETATM   29  H3  UNL     1       6.817   1.907   0.946  1.00  0.00           H  
HETATM   30  H4  UNL     1       5.201   0.706   1.031  1.00  0.00           H  
HETATM   31  H5  UNL     1       2.819  -0.914   1.599  1.00  0.00           H  
HETATM   32  H6  UNL     1       0.574   1.672   0.694  1.00  0.00           H  
HETATM   33  H7  UNL     1       1.748   2.176  -0.575  1.00  0.00           H  
HETATM   34  H8  UNL     1       1.720   0.200  -1.713  1.00  0.00           H  
HETATM   35  H9  UNL     1      -0.617   0.879  -1.694  1.00  0.00           H  
HETATM   36  H10 UNL     1      -0.386  -0.947  -1.770  1.00  0.00           H  
HETATM   37  H11 UNL     1      -2.539  -0.314  -1.470  1.00  0.00           H  
HETATM   38  H12 UNL     1      -3.927  -1.959  -0.509  1.00  0.00           H  
HETATM   39  H13 UNL     1      -2.323  -2.510   0.015  1.00  0.00           H  
HETATM   40  H14 UNL     1      -2.714  -0.979   2.079  1.00  0.00           H  
HETATM   41  H15 UNL     1      -2.931  -3.523   2.234  1.00  0.00           H  
HETATM   42  H16 UNL     1      -4.625  -3.321   1.525  1.00  0.00           H  
HETATM   43  H17 UNL     1      -4.196  -2.664   3.153  1.00  0.00           H  
HETATM   44  H18 UNL     1      -5.459  -1.377   0.753  1.00  0.00           H  
HETATM   45  H19 UNL     1      -5.252  -0.677   2.433  1.00  0.00           H  
HETATM   46  H20 UNL     1      -5.412   0.743   0.024  1.00  0.00           H  
HETATM   47  H21 UNL     1      -4.763   1.339   1.548  1.00  0.00           H  
HETATM   48  H22 UNL     1      -2.602   1.338   0.951  1.00  0.00           H  
HETATM   49  H23 UNL     1      -2.467   2.335  -1.196  1.00  0.00           H  
HETATM   50  H24 UNL     1      -5.025   1.938  -2.416  1.00  0.00           H  
HETATM   51  H25 UNL     1      -4.627   0.318  -1.802  1.00  0.00           H  
HETATM   52  H26 UNL     1      -3.455   1.155  -2.942  1.00  0.00           H  
HETATM   53  H27 UNL     1      -4.100   3.171   0.711  1.00  0.00           H  
HETATM   54  H28 UNL     1      -4.073   3.936  -0.896  1.00  0.00           H  
HETATM   55  H29 UNL     1      -5.373   2.772  -0.542  1.00  0.00           H  
HETATM   56  H30 UNL     1       3.152  -2.134  -1.434  1.00  0.00           H  
HETATM   57  H31 UNL     1       5.229  -2.609  -2.668  1.00  0.00           H  
HETATM   58  H32 UNL     1       8.382  -0.985  -1.936  1.00  0.00           H  
CONECT    1    2   27   28   29
CONECT    2    3
CONECT    3    4    4   25
CONECT    4    5   30
CONECT    5    6   23   23
CONECT    6    7   22   31
CONECT    7    8
CONECT    8    9   32   33
CONECT    9   10   22   34
CONECT   10   11   35   36
CONECT   11   12
CONECT   12   13   18   37
CONECT   13   14   38   39
CONECT   14   15   16   40
CONECT   15   41   42   43
CONECT   16   17   44   45
CONECT   17   18   46   47
CONECT   18   19   48
CONECT   19   20   21   49
CONECT   20   50   51   52
CONECT   21   53   54   55
CONECT   23   24   56
CONECT   24   25   25   57
CONECT   25   26
CONECT   26   58
END

HMDB0032553
     RDKit          3D
Vanillin 3-(L-menthoxy)propane-1,2-diol acetal
 58 60  0  0  0  0  0  0  0  0999 V2000
    7.7125    1.2937    0.8194 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5179    0.3373   -0.1720 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3339   -0.3109   -0.4886 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1734   -0.0333    0.2154 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0137   -0.6894   -0.1200 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7575   -0.4058    0.6196 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5205    0.9312    0.8146 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4277    1.3301    0.0761 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1140    0.1323   -0.7680 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3226   -0.0345   -1.1349 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1395   -0.1867   -0.0454 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4693   -0.3485   -0.3409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0214   -1.6846    0.0693 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4933   -1.5208    1.5200 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8181   -2.8785    2.1200 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7941   -0.7569    1.4247 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5711    0.5497    0.7571 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2353    0.8099    0.1854 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4159    1.8655   -0.9170 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1690    1.2871   -2.1019 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2984    2.9718   -0.3549 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6505   -0.9496   -0.0535 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0462   -1.6027   -1.1468 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1914   -1.8898   -1.8557 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3571   -1.2429   -1.5330 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5545   -1.4752   -2.1993 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5315    2.0223    0.5451 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0695    0.8072    1.7761 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8167    1.9066    0.9463 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2012    0.7064    1.0306 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8191   -0.9138    1.5993 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5735    1.6716    0.6935 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7477    2.1761   -0.5749 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7199    0.1996   -1.7132 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6166    0.8794   -1.6940 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3863   -0.9469   -1.7697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5391   -0.3143   -1.4696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9273   -1.9588   -0.5090 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3230   -2.5101    0.0153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7141   -0.9789    2.0786 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9310   -3.5230    2.2342 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6245   -3.3211    1.5254 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1959   -2.6643    3.1533 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4588   -1.3774    0.7528 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2517   -0.6767    2.4331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4120    0.7429    0.0237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7626    1.3388    1.5482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6016    1.3382    0.9513 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4671    2.3351   -1.1964 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0251    1.9383   -2.4162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6272    0.3176   -1.8016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4553    1.1551   -2.9425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1000    3.1712    0.7114 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0728    3.9356   -0.8963 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3725    2.7724   -0.5421 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1517   -2.1335   -1.4344 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2286   -2.6095   -2.6681 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3822   -0.9850   -1.9357 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 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  1  0
 18 19  1  0
 19 20  1  0
 19 21  1  0
  9 22  1  0
  5 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 25  3  1  0
 22  6  1  0
 18 12  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  4 30  1  0
  6 31  1  0
  8 32  1  0
  8 33  1  0
  9 34  1  0
 10 35  1  0
 10 36  1  0
 12 37  1  0
 13 38  1  0
 13 39  1  0
 14 40  1  0
 15 41  1  0
 15 42  1  0
 15 43  1  0
 16 44  1  0
 16 45  1  0
 17 46  1  0
 17 47  1  0
 18 48  1  0
 19 49  1  0
 20 50  1  0
 20 51  1  0
 20 52  1  0
 21 53  1  0
 21 54  1  0
 21 55  1  0
 23 56  1  0
 24 57  1  0
 26 58  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2-Methoxy-4-[4-[[[5-methyl-2-(1-methylethyl)cyclohexyl]oxy]methyl]-1,3-dioxolan-2-yl]-phenol	HMDB

Chemical Formula

C₂₁H₃₂O₅

Average Molecular Weight

364.4758

Monoisotopic Molecular Weight

364.224974134

IUPAC Name

2-methoxy-4-[4-({[5-methyl-2-(propan-2-yl)cyclohexyl]oxy}methyl)-1,3-dioxolan-2-yl]phenol

Traditional Name

4-(4-{[(2-isopropyl-5-methylcyclohexyl)oxy]methyl}-1,3-dioxolan-2-yl)-2-methoxyphenol

CAS Registry Number

180964-47-0

SMILES

COC1=C(O)C=CC(=C1)C1OCC(COC2CC(C)CCC2C(C)C)O1

InChI Identifier

InChI=1S/C21H32O5/c1-13(2)17-7-5-14(3)9-19(17)24-11-16-12-25-21(26-16)15-6-8-18(22)20(10-15)23-4/h6,8,10,13-14,16-17,19,21-22H,5,7,9,11-12H2,1-4H3

InChI Key

ZOGKSXQLOOQXFG-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as aromatic monoterpenoids. These are monoterpenoids containing at least one aromatic ring.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Monoterpenoids

Direct Parent

Aromatic monoterpenoids

Alternative Parents

Substituents

Aromatic monoterpenoid
P-menthane monoterpenoid
Monocyclic monoterpenoid
Methoxyphenol
Phenoxy compound
Anisole
Methoxybenzene
Phenol ether
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Phenol
Benzenoid
Monocyclic benzene moiety
Meta-dioxolane
Acetal
Oxacycle
Organoheterocyclic compound
Dialkyl ether
Ether
Hydrocarbon derivative
Organooxygen compound
Organic oxygen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0032553)

Source

Endogenous

Endogenous (HMDB: HMDB0032553)

Animal

Animal (HMDB: HMDB0032553)

Exogenous

Food

Food (HMDB: HMDB0032553)

Exogenous (HMDB: HMDB0032553)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0032553)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0032553)

Lipid metabolism pathway (HMDB: HMDB0032553)

Cellular process

Cell signaling (HMDB: HMDB0032553)

Biochemical process

Lipid transport (HMDB: HMDB0032553)

Role

Biological role

Energy source (HMDB: HMDB0032553)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0032553)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	78.00 to 80.00 °C. @ 760.00 mm Hg	The Good Scents Company Information System
Boiling Point	Not Available	Not Available
Water Solubility	1 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.0094 g/L	ALOGPS
logP	4.18	ALOGPS
logP	4.69	ChemAxon
logS	-4.6	ALOGPS
pKa (Strongest Acidic)	9.88	ChemAxon
pKa (Strongest Basic)	-3.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	57.15 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	99.78 m³·mol⁻¹	ChemAxon
Polarizability	41.87 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	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	186.464	31661259
DarkChem	[M-H]-	185.896	31661259
DeepCCS	[M+H]+	192.05	30932474
DeepCCS	[M-H]-	189.692	30932474
DeepCCS	[M-2H]-	223.862	30932474
DeepCCS	[M+Na]+	199.089	30932474
AllCCS	[M+H]+	191.5	32859911
AllCCS	[M+H-H2O]+	188.8	32859911
AllCCS	[M+NH4]+	194.0	32859911
AllCCS	[M+Na]+	194.7	32859911
AllCCS	[M-H]-	191.3	32859911
AllCCS	[M+Na-2H]-	191.9	32859911
AllCCS	[M+HCOO]-	192.6	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.	7.32 minutes	32390414
Predicted by Siyang on May 30, 2022	19.1943 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	0.63 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	29.8 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	3025.3 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	497.0 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	239.9 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	206.7 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	429.2 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	1030.1 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	867.0 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	86.6 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1666.0 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	646.0 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	1767.7 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	545.6 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	526.1 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	335.6 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	442.6 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	8.1 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Vanillin 3-(L-menthoxy)propane-1,2-diol acetal	COC1=C(O)C=CC(=C1)C1OCC(COC2CC(C)CCC2C(C)C)O1	3389.7	Standard polar	33892256
Vanillin 3-(L-menthoxy)propane-1,2-diol acetal	COC1=C(O)C=CC(=C1)C1OCC(COC2CC(C)CCC2C(C)C)O1	2570.2	Standard non polar	33892256
Vanillin 3-(L-menthoxy)propane-1,2-diol acetal	COC1=C(O)C=CC(=C1)C1OCC(COC2CC(C)CCC2C(C)C)O1	2773.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Vanillin 3-(L-menthoxy)propane-1,2-diol acetal,1TMS,isomer #1	COC1=CC(C2OCC(COC3CC(C)CCC3C(C)C)O2)=CC=C1O[Si](C)(C)C	2704.6	Semi standard non polar	33892256
Vanillin 3-(L-menthoxy)propane-1,2-diol acetal,1TBDMS,isomer #1	COC1=CC(C2OCC(COC3CC(C)CCC3C(C)C)O2)=CC=C1O[Si](C)(C)C(C)(C)C	2930.1	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 - Vanillin 3-(L-menthoxy)propane-1,2-diol acetal GC-MS (Non-derivatized) - 70eV, Positive	splash10-00kg-8913000000-036a5052e289a918456d	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Vanillin 3-(L-menthoxy)propane-1,2-diol acetal GC-MS (1 TMS) - 70eV, Positive	splash10-00dl-9521400000-b17e987ce42e5e7950d4	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Vanillin 3-(L-menthoxy)propane-1,2-diol acetal 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 - Vanillin 3-(L-menthoxy)propane-1,2-diol acetal 10V, Positive-QTOF	splash10-014i-0719000000-842f887cdd1574fab112	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Vanillin 3-(L-menthoxy)propane-1,2-diol acetal 20V, Positive-QTOF	splash10-05tr-3916000000-58438b5b397405208854	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Vanillin 3-(L-menthoxy)propane-1,2-diol acetal 40V, Positive-QTOF	splash10-0609-7900000000-6dd1fb5360412eb89240	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Vanillin 3-(L-menthoxy)propane-1,2-diol acetal 10V, Negative-QTOF	splash10-03di-0409000000-c1be73d55ca2c6985338	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Vanillin 3-(L-menthoxy)propane-1,2-diol acetal 20V, Negative-QTOF	splash10-0a4i-0901000000-2ea0541d6bf5ea16e518	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Vanillin 3-(L-menthoxy)propane-1,2-diol acetal 40V, Negative-QTOF	splash10-0a4r-0900000000-0b5d71f80d53fd63b6ce	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Vanillin 3-(L-menthoxy)propane-1,2-diol acetal 10V, Positive-QTOF	splash10-014i-3119000000-8f02bfe2133ec6861bb3	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Vanillin 3-(L-menthoxy)propane-1,2-diol acetal 20V, Positive-QTOF	splash10-0002-9432000000-605f22536ae54d1c573b	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Vanillin 3-(L-menthoxy)propane-1,2-diol acetal 40V, Positive-QTOF	splash10-000i-4910000000-51535508399b24122f5f	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Vanillin 3-(L-menthoxy)propane-1,2-diol acetal 10V, Negative-QTOF	splash10-03di-0309000000-8e747c345ec322b6d9b0	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Vanillin 3-(L-menthoxy)propane-1,2-diol acetal 20V, Negative-QTOF	splash10-01qi-0915000000-408fdb6d9b111674b1ee	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Vanillin 3-(L-menthoxy)propane-1,2-diol acetal 40V, Negative-QTOF	splash10-03du-1927000000-cd649462075db1978f48	2021-09-23	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

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

FDB010449

KNApSAcK ID

Not Available

Chemspider ID

9806724

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11631979

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1422351

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 ]
(). EAFUS: Everything Added to Food in the United States.. .
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Showing metabocard for Vanillin 3-(L-menthoxy)propane-1,2-diol acetal (HMDB0032553)

MOL for HMDB0032553 (Vanillin 3-(L-menthoxy)propane-1,2-diol acetal)

3D MOL for HMDB0032553 (Vanillin 3-(L-menthoxy)propane-1,2-diol acetal)

3D SDF for HMDB0032553 (Vanillin 3-(L-menthoxy)propane-1,2-diol acetal)

3D-SDF for HMDB0032553 (Vanillin 3-(L-menthoxy)propane-1,2-diol acetal)

PDB for HMDB0032553 (Vanillin 3-(L-menthoxy)propane-1,2-diol acetal)

3D PDB for HMDB0032553 (Vanillin 3-(L-menthoxy)propane-1,2-diol acetal)

SMILES for HMDB0032553 (Vanillin 3-(L-menthoxy)propane-1,2-diol acetal)

INCHI for HMDB0032553 (Vanillin 3-(L-menthoxy)propane-1,2-diol acetal)

Structure for HMDB0032553 (Vanillin 3-(L-menthoxy)propane-1,2-diol acetal)

3D Structure for HMDB0032553 (Vanillin 3-(L-menthoxy)propane-1,2-diol acetal)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra