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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 22:20:29 UTC

Update Date

2022-03-07 02:55:11 UTC

HMDB ID

HMDB0037097

Secondary Accession Numbers

HMDB37097

Metabolite Identification

Common Name

3-Methyl-2-butenyl-(-)-piperitol

Description

3-Methyl-2-butenyl-(-)-piperitol belongs to the class of organic compounds known as furanoid lignans. These are lignans with a structure that contains either a tetrahydrofuran ring, a furan ring, or a furofuan ring system, that arises from the joining of the two phenylpropanoid units. 3-Methyl-2-butenyl-(-)-piperitol has been detected, but not quantified in, herbs and spices. This could make 3-methyl-2-butenyl-(-)-piperitol a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on 3-Methyl-2-butenyl-(-)-piperitol.

Structure

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

  Mrv0541 05061309342D          

 31 35  0  0  0  0            999 V2000
   11.7685   -3.2420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3396   -3.2420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3396   -0.7670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4817   -1.5920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1962   -2.0045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0541   -2.0045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3396   -1.5920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1962   -0.3545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6011   -1.4045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8740    0.6375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2949    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0541   -2.8295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4817   -0.7670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0136   -0.6900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4615   -0.0769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9107   -1.5920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9107   -0.7670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7673   -0.3545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7079   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6251   -0.3545    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.6251   -2.0045    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6810    0.4660    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7941   -1.2330    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7798    1.0799    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7798   -0.2549    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  4  2  0  0  0  0
  7  5  2  0  0  0  0
  9  8  2  0  0  0  0
 15  1  1  0  0  0  0
 15  2  1  0  0  0  0
 15  8  1  0  0  0  0
 16  4  1  0  0  0  0
 16 10  2  0  0  0  0
 17  5  1  0  0  0  0
 17 11  2  0  0  0  0
 18 12  1  0  0  0  0
 19 13  1  0  0  0  0
 19 18  1  0  0  0  0
 20  6  1  0  0  0  0
 21  7  1  0  0  0  0
 22 10  1  0  0  0  0
 22 20  2  0  0  0  0
 23 11  1  0  0  0  0
 23 21  2  0  0  0  0
 24 16  1  0  0  0  0
 24 18  1  0  0  0  0
 25 17  1  0  0  0  0
 25 19  1  0  0  0  0
 26  3  1  0  0  0  0
 26 22  1  0  0  0  0
 27  9  1  0  0  0  0
 27 20  1  0  0  0  0
 28 13  1  0  0  0  0
 28 24  1  0  0  0  0
 29 12  1  0  0  0  0
 29 25  1  0  0  0  0
 30 14  1  0  0  0  0
 30 21  1  0  0  0  0
 31 14  1  0  0  0  0
 31 23  1  0  0  0  0
M  END

HMDB0037097
     RDKit          3D
3-Methyl-2-butenyl-(-)-piperitol
 59 63  0  0  0  0  0  0  0  0999 V2000
   -2.6479   -1.5841    2.7547 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4790   -1.2679    1.6484 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8532   -0.9268    0.4580 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4717   -0.8882    0.3251 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8451   -0.5511   -0.8510 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6255   -0.4941   -1.0278 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0295   -1.1629   -2.1762 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3582   -1.4428   -2.0532 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845   -1.2980   -0.6258 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3900    0.0423   -0.3800 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8288    0.0155   -0.0339 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6485   -1.0637   -0.2357 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9980   -1.0006    0.1294 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5534    0.1242    0.6959 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7319    1.2103    0.8995 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3909    1.1573    0.5406 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5349    2.1916    1.4741 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8897    1.8384    1.3433 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8442    0.4280    1.1373 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6900    0.6636    0.6182 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7461   -0.1850    1.1556 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4171   -1.1244    0.0539 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6150   -0.2372   -1.9490 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9906   -0.2645   -1.8563 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5931   -0.6069   -0.6608 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9911   -0.6409   -0.5445 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7643   -0.3247   -1.6503 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7681    0.5101   -1.4826 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1522    1.1454   -0.2246 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2358    2.6528   -0.3226 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3174    0.8011    0.9584 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9519   -2.3703    2.4273 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0409   -0.6702    2.9507 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2413   -1.8759    3.6444 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9042   -1.1380    1.1842 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9465    0.5695   -1.1063 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5225   -2.4895   -2.4353 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9188   -0.7194   -2.7151 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3213   -2.1562   -0.2110 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2548    0.6544   -1.3244 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2500   -1.9605   -0.6808 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6144   -1.8658   -0.0425 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7610    2.0200    0.7081 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4821    2.0134    2.2593 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4018    2.3504    0.5078 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8424    0.4506    1.3954 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1019   -0.7016    2.0725 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0295   -2.1047    0.3939 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1725    0.0330   -2.8921 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6076   -0.0157   -2.7265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5167   -0.7718   -2.6031 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3795    0.7590   -2.3614 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2029    0.8023    0.0085 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4304    3.0702   -0.9661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1937    2.9746   -0.7807 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1198    3.1376    0.6661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3892   -0.2617    1.2813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2762    1.1734    0.8908 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7571    1.3757    1.8281 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  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 10 20  1  0
 20 21  1  0
 21 22  1  0
  5 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  1  0
 29 31  1  0
 25  3  1  0
 22  6  1  0
 22  9  1  0
 16 11  1  0
 19 14  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  4 35  1  0
  6 36  1  0
  8 37  1  0
  8 38  1  0
  9 39  1  0
 10 40  1  0
 12 41  1  0
 13 42  1  0
 16 43  1  0
 18 44  1  0
 18 45  1  0
 21 46  1  0
 21 47  1  0
 22 48  1  0
 23 49  1  0
 24 50  1  0
 27 51  1  0
 28 52  1  0
 29 53  1  0
 30 54  1  0
 30 55  1  0
 30 56  1  0
 31 57  1  0
 31 58  1  0
 31 59  1  0
M  END

  Mrv0541 05061309342D          

 31 35  0  0  0  0            999 V2000
   11.7685   -3.2420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3396   -3.2420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3396   -0.7670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4817   -1.5920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1962   -2.0045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0541   -2.0045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3396   -1.5920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1962   -0.3545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6011   -1.4045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8740    0.6375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2949    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0541   -2.8295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4817   -0.7670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0136   -0.6900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4615   -0.0769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9107   -1.5920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9107   -0.7670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7673   -0.3545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7079   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6251   -0.3545    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.6251   -2.0045    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6810    0.4660    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7941   -1.2330    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7798    1.0799    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7798   -0.2549    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  4  2  0  0  0  0
  7  5  2  0  0  0  0
  9  8  2  0  0  0  0
 15  1  1  0  0  0  0
 15  2  1  0  0  0  0
 15  8  1  0  0  0  0
 16  4  1  0  0  0  0
 16 10  2  0  0  0  0
 17  5  1  0  0  0  0
 17 11  2  0  0  0  0
 18 12  1  0  0  0  0
 19 13  1  0  0  0  0
 19 18  1  0  0  0  0
 20  6  1  0  0  0  0
 21  7  1  0  0  0  0
 22 10  1  0  0  0  0
 22 20  2  0  0  0  0
 23 11  1  0  0  0  0
 23 21  2  0  0  0  0
 24 16  1  0  0  0  0
 24 18  1  0  0  0  0
 25 17  1  0  0  0  0
 25 19  1  0  0  0  0
 26  3  1  0  0  0  0
 26 22  1  0  0  0  0
 27  9  1  0  0  0  0
 27 20  1  0  0  0  0
 28 13  1  0  0  0  0
 28 24  1  0  0  0  0
 29 12  1  0  0  0  0
 29 25  1  0  0  0  0
 30 14  1  0  0  0  0
 30 21  1  0  0  0  0
 31 14  1  0  0  0  0
 31 23  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0037097

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=C(O\C=C/C(C)C)C=CC(=C1)C1OCC2C1COC2C1=CC2=C(OCO2)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C25H28O6/c1-15(2)8-9-27-20-6-4-16(10-22(20)26-3)24-18-12-29-25(19(18)13-28-24)17-5-7-21-23(11-17)31-14-30-21/h4-11,15,18-19,24-25H,12-14H2,1-3H3/b9-8-

> <INCHI_KEY>
NXUQPWMHPDPMCA-HJWRWDBZSA-N

> <FORMULA>
C25H28O6

> <MOLECULAR_WEIGHT>
424.4862

> <EXACT_MASS>
424.188588628

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
46.38654142266507

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-[4-(3-methoxy-4-{[(1Z)-3-methylbut-1-en-1-yl]oxy}phenyl)-hexahydrofuro[3,4-c]furan-1-yl]-2H-1,3-benzodioxole

> <ALOGPS_LOGP>
4.04

> <JCHEM_LOGP>
4.131020814333333

> <ALOGPS_LOGS>
-5.51

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-3.775992189003865

> <JCHEM_POLAR_SURFACE_AREA>
55.38000000000001

> <JCHEM_REFRACTIVITY>
115.42060000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.31e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-[4-(3-methoxy-4-{[(1Z)-3-methylbut-1-en-1-yl]oxy}phenyl)-hexahydrofuro[3,4-c]furan-1-yl]-2H-1,3-benzodioxole

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0037097
     RDKit          3D
3-Methyl-2-butenyl-(-)-piperitol
 59 63  0  0  0  0  0  0  0  0999 V2000
   -2.6479   -1.5841    2.7547 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4790   -1.2679    1.6484 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8532   -0.9268    0.4580 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4717   -0.8882    0.3251 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8451   -0.5511   -0.8510 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6255   -0.4941   -1.0278 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0295   -1.1629   -2.1762 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3582   -1.4428   -2.0532 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845   -1.2980   -0.6258 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3900    0.0423   -0.3800 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8288    0.0155   -0.0339 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6485   -1.0637   -0.2357 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9980   -1.0006    0.1294 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5534    0.1242    0.6959 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7319    1.2103    0.8995 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3909    1.1573    0.5406 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5349    2.1916    1.4741 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8897    1.8384    1.3433 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8442    0.4280    1.1373 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6900    0.6636    0.6182 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7461   -0.1850    1.1556 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4171   -1.1244    0.0539 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6150   -0.2372   -1.9490 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9906   -0.2645   -1.8563 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5931   -0.6069   -0.6608 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9911   -0.6409   -0.5445 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7643   -0.3247   -1.6503 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7681    0.5101   -1.4826 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1522    1.1454   -0.2246 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2358    2.6528   -0.3226 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3174    0.8011    0.9584 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9519   -2.3703    2.4273 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0409   -0.6702    2.9507 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2413   -1.8759    3.6444 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9042   -1.1380    1.1842 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9465    0.5695   -1.1063 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5225   -2.4895   -2.4353 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9188   -0.7194   -2.7151 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3213   -2.1562   -0.2110 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2548    0.6544   -1.3244 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2500   -1.9605   -0.6808 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6144   -1.8658   -0.0425 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7610    2.0200    0.7081 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4821    2.0134    2.2593 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4018    2.3504    0.5078 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8424    0.4506    1.3954 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1019   -0.7016    2.0725 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0295   -2.1047    0.3939 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1725    0.0330   -2.8921 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6076   -0.0157   -2.7265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5167   -0.7718   -2.6031 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3795    0.7590   -2.3614 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2029    0.8023    0.0085 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4304    3.0702   -0.9661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1937    2.9746   -0.7807 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1198    3.1376    0.6661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3892   -0.2617    1.2813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2762    1.1734    0.8908 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7571    1.3757    1.8281 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  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 10 20  1  0
 20 21  1  0
 21 22  1  0
  5 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  1  0
 29 31  1  0
 25  3  1  0
 22  6  1  0
 22  9  1  0
 16 11  1  0
 19 14  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  4 35  1  0
  6 36  1  0
  8 37  1  0
  8 38  1  0
  9 39  1  0
 10 40  1  0
 12 41  1  0
 13 42  1  0
 16 43  1  0
 18 44  1  0
 18 45  1  0
 21 46  1  0
 21 47  1  0
 22 48  1  0
 23 49  1  0
 24 50  1  0
 27 51  1  0
 28 52  1  0
 29 53  1  0
 30 54  1  0
 30 55  1  0
 30 56  1  0
 31 57  1  0
 31 58  1  0
 31 59  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      21.968  -6.052   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      19.301  -6.052   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      19.301  -1.432   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      13.966  -2.972   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       7.454   1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      15.300  -3.742   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.121   2.310   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      20.634  -3.742   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      19.301  -2.972   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      15.300  -0.662   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.121  -0.770   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      10.455  -2.622   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      10.965   1.190   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.417   0.770   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      20.634  -5.282   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      13.966  -1.432   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       7.454   0.000   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      11.225  -1.288   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      10.195  -0.144   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      16.633  -2.972   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.787   1.540   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      16.633  -1.432   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       4.787   0.000   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      12.632  -0.662   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       8.788  -0.770   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      17.967  -0.662   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      17.967  -3.742   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      12.471   0.870   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       8.949  -2.302   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0       3.322   2.016   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0       3.322  -0.476   0.000  0.00  0.00           O+0
CONECT    1   15                                                            
CONECT    2   15                                                            
CONECT    3   26                                                            
CONECT    4    6   16                                                       
CONECT    5    7   17                                                       
CONECT    6    4   20                                                       
CONECT    7    5   21                                                       
CONECT    8    9   15                                                       
CONECT    9    8   27                                                       
CONECT   10   16   22                                                       
CONECT   11   17   23                                                       
CONECT   12   18   29                                                       
CONECT   13   19   28                                                       
CONECT   14   30   31                                                       
CONECT   15    1    2    8                                                  
CONECT   16    4   10   24                                                  
CONECT   17    5   11   25                                                  
CONECT   18   12   19   24                                                  
CONECT   19   13   18   25                                                  
CONECT   20    6   22   27                                                  
CONECT   21    7   23   30                                                  
CONECT   22   10   20   26                                                  
CONECT   23   11   21   31                                                  
CONECT   24   16   18   28                                                  
CONECT   25   17   19   29                                                  
CONECT   26    3   22                                                       
CONECT   27    9   20                                                       
CONECT   28   13   24                                                       
CONECT   29   12   25                                                       
CONECT   30   14   21                                                       
CONECT   31   14   23                                                       
MASTER        0    0    0    0    0    0    0    0   31    0   70    0
END

COMPND    HMDB0037097
HETATM    1  C1  UNL     1      -2.648  -1.584   2.755  1.00  0.00           C  
HETATM    2  O1  UNL     1      -3.479  -1.268   1.648  1.00  0.00           O  
HETATM    3  C2  UNL     1      -2.853  -0.927   0.458  1.00  0.00           C  
HETATM    4  C3  UNL     1      -1.472  -0.888   0.325  1.00  0.00           C  
HETATM    5  C4  UNL     1      -0.845  -0.551  -0.851  1.00  0.00           C  
HETATM    6  C5  UNL     1       0.626  -0.494  -1.028  1.00  0.00           C  
HETATM    7  O2  UNL     1       1.030  -1.163  -2.176  1.00  0.00           O  
HETATM    8  C6  UNL     1       2.358  -1.443  -2.053  1.00  0.00           C  
HETATM    9  C7  UNL     1       2.784  -1.298  -0.626  1.00  0.00           C  
HETATM   10  C8  UNL     1       3.390   0.042  -0.380  1.00  0.00           C  
HETATM   11  C9  UNL     1       4.829   0.016  -0.034  1.00  0.00           C  
HETATM   12  C10 UNL     1       5.648  -1.064  -0.236  1.00  0.00           C  
HETATM   13  C11 UNL     1       6.998  -1.001   0.129  1.00  0.00           C  
HETATM   14  C12 UNL     1       7.553   0.124   0.696  1.00  0.00           C  
HETATM   15  C13 UNL     1       6.732   1.210   0.900  1.00  0.00           C  
HETATM   16  C14 UNL     1       5.391   1.157   0.541  1.00  0.00           C  
HETATM   17  O3  UNL     1       7.535   2.192   1.474  1.00  0.00           O  
HETATM   18  C15 UNL     1       8.890   1.838   1.343  1.00  0.00           C  
HETATM   19  O4  UNL     1       8.844   0.428   1.137  1.00  0.00           O  
HETATM   20  O5  UNL     1       2.690   0.664   0.618  1.00  0.00           O  
HETATM   21  C16 UNL     1       1.746  -0.185   1.156  1.00  0.00           C  
HETATM   22  C17 UNL     1       1.417  -1.124   0.054  1.00  0.00           C  
HETATM   23  C18 UNL     1      -1.615  -0.237  -1.949  1.00  0.00           C  
HETATM   24  C19 UNL     1      -2.991  -0.264  -1.856  1.00  0.00           C  
HETATM   25  C20 UNL     1      -3.593  -0.607  -0.661  1.00  0.00           C  
HETATM   26  O6  UNL     1      -4.991  -0.641  -0.544  1.00  0.00           O  
HETATM   27  C21 UNL     1      -5.764  -0.325  -1.650  1.00  0.00           C  
HETATM   28  C22 UNL     1      -6.768   0.510  -1.483  1.00  0.00           C  
HETATM   29  C23 UNL     1      -7.152   1.145  -0.225  1.00  0.00           C  
HETATM   30  C24 UNL     1      -7.236   2.653  -0.323  1.00  0.00           C  
HETATM   31  C25 UNL     1      -6.317   0.801   0.958  1.00  0.00           C  
HETATM   32  H1  UNL     1      -1.952  -2.370   2.427  1.00  0.00           H  
HETATM   33  H2  UNL     1      -2.041  -0.670   2.951  1.00  0.00           H  
HETATM   34  H3  UNL     1      -3.241  -1.876   3.644  1.00  0.00           H  
HETATM   35  H4  UNL     1      -0.904  -1.138   1.184  1.00  0.00           H  
HETATM   36  H5  UNL     1       0.946   0.570  -1.106  1.00  0.00           H  
HETATM   37  H6  UNL     1       2.523  -2.489  -2.435  1.00  0.00           H  
HETATM   38  H7  UNL     1       2.919  -0.719  -2.715  1.00  0.00           H  
HETATM   39  H8  UNL     1       3.321  -2.156  -0.211  1.00  0.00           H  
HETATM   40  H9  UNL     1       3.255   0.654  -1.324  1.00  0.00           H  
HETATM   41  H10 UNL     1       5.250  -1.961  -0.681  1.00  0.00           H  
HETATM   42  H11 UNL     1       7.614  -1.866  -0.043  1.00  0.00           H  
HETATM   43  H12 UNL     1       4.761   2.020   0.708  1.00  0.00           H  
HETATM   44  H13 UNL     1       9.482   2.013   2.259  1.00  0.00           H  
HETATM   45  H14 UNL     1       9.402   2.350   0.508  1.00  0.00           H  
HETATM   46  H15 UNL     1       0.842   0.451   1.395  1.00  0.00           H  
HETATM   47  H16 UNL     1       2.102  -0.702   2.073  1.00  0.00           H  
HETATM   48  H17 UNL     1       1.029  -2.105   0.394  1.00  0.00           H  
HETATM   49  H18 UNL     1      -1.172   0.033  -2.892  1.00  0.00           H  
HETATM   50  H19 UNL     1      -3.608  -0.016  -2.727  1.00  0.00           H  
HETATM   51  H20 UNL     1      -5.517  -0.772  -2.603  1.00  0.00           H  
HETATM   52  H21 UNL     1      -7.380   0.759  -2.361  1.00  0.00           H  
HETATM   53  H22 UNL     1      -8.203   0.802   0.008  1.00  0.00           H  
HETATM   54  H23 UNL     1      -6.430   3.070  -0.966  1.00  0.00           H  
HETATM   55  H24 UNL     1      -8.194   2.975  -0.781  1.00  0.00           H  
HETATM   56  H25 UNL     1      -7.120   3.138   0.666  1.00  0.00           H  
HETATM   57  H26 UNL     1      -6.389  -0.262   1.281  1.00  0.00           H  
HETATM   58  H27 UNL     1      -5.276   1.173   0.891  1.00  0.00           H  
HETATM   59  H28 UNL     1      -6.757   1.376   1.828  1.00  0.00           H  
CONECT    1    2   32   33   34
CONECT    2    3
CONECT    3    4    4   25
CONECT    4    5   35
CONECT    5    6   23   23
CONECT    6    7   22   36
CONECT    7    8
CONECT    8    9   37   38
CONECT    9   10   22   39
CONECT   10   11   20   40
CONECT   11   12   12   16
CONECT   12   13   41
CONECT   13   14   14   42
CONECT   14   15   19
CONECT   15   16   16   17
CONECT   16   43
CONECT   17   18
CONECT   18   19   44   45
CONECT   20   21
CONECT   21   22   46   47
CONECT   22   48
CONECT   23   24   49
CONECT   24   25   25   50
CONECT   25   26
CONECT   26   27
CONECT   27   28   28   51
CONECT   28   29   52
CONECT   29   30   31   53
CONECT   30   54   55   56
CONECT   31   57   58   59
END

HMDB0037097
     RDKit          3D
3-Methyl-2-butenyl-(-)-piperitol
 59 63  0  0  0  0  0  0  0  0999 V2000
   -2.6479   -1.5841    2.7547 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4790   -1.2679    1.6484 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8532   -0.9268    0.4580 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4717   -0.8882    0.3251 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8451   -0.5511   -0.8510 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6255   -0.4941   -1.0278 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0295   -1.1629   -2.1762 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3582   -1.4428   -2.0532 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845   -1.2980   -0.6258 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3900    0.0423   -0.3800 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8288    0.0155   -0.0339 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6485   -1.0637   -0.2357 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9980   -1.0006    0.1294 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5534    0.1242    0.6959 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7319    1.2103    0.8995 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3909    1.1573    0.5406 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5349    2.1916    1.4741 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8897    1.8384    1.3433 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8442    0.4280    1.1373 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6900    0.6636    0.6182 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7461   -0.1850    1.1556 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4171   -1.1244    0.0539 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6150   -0.2372   -1.9490 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9906   -0.2645   -1.8563 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5931   -0.6069   -0.6608 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9911   -0.6409   -0.5445 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7643   -0.3247   -1.6503 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7681    0.5101   -1.4826 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1522    1.1454   -0.2246 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2358    2.6528   -0.3226 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3174    0.8011    0.9584 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9519   -2.3703    2.4273 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0409   -0.6702    2.9507 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2413   -1.8759    3.6444 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9042   -1.1380    1.1842 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9465    0.5695   -1.1063 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5225   -2.4895   -2.4353 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9188   -0.7194   -2.7151 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3213   -2.1562   -0.2110 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2548    0.6544   -1.3244 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2500   -1.9605   -0.6808 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6144   -1.8658   -0.0425 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7610    2.0200    0.7081 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4821    2.0134    2.2593 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4018    2.3504    0.5078 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8424    0.4506    1.3954 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1019   -0.7016    2.0725 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0295   -2.1047    0.3939 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1725    0.0330   -2.8921 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6076   -0.0157   -2.7265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5167   -0.7718   -2.6031 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3795    0.7590   -2.3614 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2029    0.8023    0.0085 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4304    3.0702   -0.9661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1937    2.9746   -0.7807 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1198    3.1376    0.6661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3892   -0.2617    1.2813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2762    1.1734    0.8908 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7571    1.3757    1.8281 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
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 31 58  1  0
 31 59  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₂₅H₂₈O₆

Average Molecular Weight

424.4862

Monoisotopic Molecular Weight

424.188588628

IUPAC Name

5-[4-(3-methoxy-4-{[(1Z)-3-methylbut-1-en-1-yl]oxy}phenyl)-hexahydrofuro[3,4-c]furan-1-yl]-2H-1,3-benzodioxole

Traditional Name

5-[4-(3-methoxy-4-{[(1Z)-3-methylbut-1-en-1-yl]oxy}phenyl)-hexahydrofuro[3,4-c]furan-1-yl]-2H-1,3-benzodioxole

CAS Registry Number

54631-93-5

SMILES

COC1=C(O\C=C/C(C)C)C=CC(=C1)C1OCC2C1COC2C1=CC2=C(OCO2)C=C1

InChI Identifier

InChI=1S/C25H28O6/c1-15(2)8-9-27-20-6-4-16(10-22(20)26-3)24-18-12-29-25(19(18)13-28-24)17-5-7-21-23(11-17)31-14-30-21/h4-11,15,18-19,24-25H,12-14H2,1-3H3/b9-8-

InChI Key

NXUQPWMHPDPMCA-HJWRWDBZSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as furanoid lignans. These are lignans with a structure that contains either a tetrahydrofuran ring, a furan ring, or a furofuan ring system, that arises from the joining of the two phenylpropanoid units.

Kingdom

Organic compounds

Super Class

Lignans, neolignans and related compounds

Class

Furanoid lignans

Sub Class

Not Available

Direct Parent

Furanoid lignans

Alternative Parents

Substituents

Furanoid lignan
Furofuran lignan skeleton
Benzodioxole
Phenoxy compound
Anisole
Methoxybenzene
Phenol ether
Furofuran
Alkyl aryl ether
Monocyclic benzene moiety
Benzenoid
Tetrahydrofuran
Acetal
Oxacycle
Organoheterocyclic compound
Dialkyl ether
Ether
Hydrocarbon derivative
Organic oxygen compound
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0037097)
Cell membrane (HMDB: HMDB0037097)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0037097)

Source

Exogenous

Exogenous (HMDB: HMDB0037097)

Food

Food (HMDB: HMDB0037097)

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Endogenous

Plant

Plant (HMDB: HMDB0037097)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0037097)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	58 - 59 °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	0.0013 g/L	ALOGPS
logP	4.04	ALOGPS
logP	4.13	ChemAxon
logS	-5.5	ALOGPS
pKa (Strongest Basic)	-3.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	55.38 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	115.42 m³·mol⁻¹	ChemAxon
Polarizability	46.39 Å³	ChemAxon
Number of Rings	5	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]+	199.442	31661259
DarkChem	[M-H]-	198.266	31661259
DeepCCS	[M+H]+	200.346	30932474
DeepCCS	[M-H]-	197.988	30932474
DeepCCS	[M-2H]-	231.445	30932474
DeepCCS	[M+Na]+	206.673	30932474
AllCCS	[M+H]+	205.4	32859911
AllCCS	[M+H-H2O]+	202.9	32859911
AllCCS	[M+NH4]+	207.7	32859911
AllCCS	[M+Na]+	208.3	32859911
AllCCS	[M-H]-	205.1	32859911
AllCCS	[M+Na-2H]-	205.8	32859911
AllCCS	[M+HCOO]-	206.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
3-Methyl-2-butenyl-(-)-piperitol	COC1=C(O\C=C/C(C)C)C=CC(=C1)C1OCC2C1COC2C1=CC2=C(OCO2)C=C1	4479.6	Standard polar	33892256
3-Methyl-2-butenyl-(-)-piperitol	COC1=C(O\C=C/C(C)C)C=CC(=C1)C1OCC2C1COC2C1=CC2=C(OCO2)C=C1	3284.1	Standard non polar	33892256
3-Methyl-2-butenyl-(-)-piperitol	COC1=C(O\C=C/C(C)C)C=CC(=C1)C1OCC2C1COC2C1=CC2=C(OCO2)C=C1	3415.4	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 - 3-Methyl-2-butenyl-(-)-piperitol GC-MS (Non-derivatized) - 70eV, Positive	splash10-11cc-0393000000-f89d3bff44429b67a60e	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Methyl-2-butenyl-(-)-piperitol 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 - 3-Methyl-2-butenyl-(-)-piperitol 10V, Positive-QTOF	splash10-004i-2013900000-5b782fed20cdb274c1ac	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Methyl-2-butenyl-(-)-piperitol 20V, Positive-QTOF	splash10-016r-9057400000-451ea3b4f6f223822e07	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Methyl-2-butenyl-(-)-piperitol 40V, Positive-QTOF	splash10-0gbi-9500000000-2372f863b786570a948b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Methyl-2-butenyl-(-)-piperitol 10V, Negative-QTOF	splash10-05fr-3104900000-5c7c950169531efb70eb	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Methyl-2-butenyl-(-)-piperitol 20V, Negative-QTOF	splash10-0a4i-3019200000-4687c89a80e7bdac3eb3	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Methyl-2-butenyl-(-)-piperitol 40V, Negative-QTOF	splash10-0kkj-3839000000-c2aa63d2ad478d0ee94c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Methyl-2-butenyl-(-)-piperitol 10V, Positive-QTOF	splash10-004i-0001900000-44db47851dd7d9ea85ec	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Methyl-2-butenyl-(-)-piperitol 20V, Positive-QTOF	splash10-0a4i-0029000000-b994488e638d4d76a021	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Methyl-2-butenyl-(-)-piperitol 40V, Positive-QTOF	splash10-052r-2449100000-5f6844a7c888ad0d4fe2	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Methyl-2-butenyl-(-)-piperitol 10V, Negative-QTOF	splash10-00di-0000900000-27eb16de178d8221f1c5	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Methyl-2-butenyl-(-)-piperitol 20V, Negative-QTOF	splash10-05fr-0009600000-5330bdd03ab7612ee6ad	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Methyl-2-butenyl-(-)-piperitol 40V, Negative-QTOF	splash10-00di-0449700000-7aa5db7f5280fe582e5d	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

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

FDB016087

KNApSAcK ID

Not Available

Chemspider ID

35014370

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131752150

PDB ID

Not Available

ChEBI ID

175408

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 3-Methyl-2-butenyl-(-)-piperitol (HMDB0037097)

MOL for HMDB0037097 (3-Methyl-2-butenyl-(-)-piperitol)

3D MOL for HMDB0037097 (3-Methyl-2-butenyl-(-)-piperitol)

3D SDF for HMDB0037097 (3-Methyl-2-butenyl-(-)-piperitol)

3D-SDF for HMDB0037097 (3-Methyl-2-butenyl-(-)-piperitol)

PDB for HMDB0037097 (3-Methyl-2-butenyl-(-)-piperitol)

3D PDB for HMDB0037097 (3-Methyl-2-butenyl-(-)-piperitol)

SMILES for HMDB0037097 (3-Methyl-2-butenyl-(-)-piperitol)

INCHI for HMDB0037097 (3-Methyl-2-butenyl-(-)-piperitol)

Structure for HMDB0037097 (3-Methyl-2-butenyl-(-)-piperitol)

3D Structure for HMDB0037097 (3-Methyl-2-butenyl-(-)-piperitol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra