Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 22:02:45 UTC

Update Date

2022-03-07 02:55:05 UTC

HMDB ID

HMDB0036865

Secondary Accession Numbers

HMDB36865

Metabolite Identification

Common Name

Lepidiumterpenyl ester

Description

Lepidiumterpenyl ester belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. Based on a literature review a small amount of articles have been published on Lepidiumterpenyl ester.

Structure

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

  Mrv0541 05061309222D          

 27 26  0  0  0  0            999 V2000
   -4.3164   -2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9717   -0.9059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8296   -0.9059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1138   -0.9059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6020   -1.7309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8875   -2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1730   -1.7309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4586   -2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7441   -1.7309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4006   -1.7309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5427   -1.7309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6862   -2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1151   -2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2572   -2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8283   -2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5440   -2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2585   -1.7309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0296   -2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9717   -1.7309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8296   -1.7309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1138   -1.7309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9730   -2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3993   -2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6874   -1.7309    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.9730   -2.9684    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3993   -2.9684    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6849   -1.7309    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  1  2  0  0  0  0
  6  5  1  0  0  0  0
  7  6  1  0  0  0  0
  8  7  1  0  0  0  0
  9  8  1  0  0  0  0
 12 10  1  0  0  0  0
 13 10  1  0  0  0  0
 14 11  1  0  0  0  0
 15 11  1  0  0  0  0
 17 16  1  0  0  0  0
 18  9  1  0  0  0  0
 19  2  1  0  0  0  0
 19 12  1  0  0  0  0
 19 14  1  0  0  0  0
 20  3  1  0  0  0  0
 20 13  1  0  0  0  0
 20 16  1  0  0  0  0
 21  4  1  0  0  0  0
 21 15  1  0  0  0  0
 22 17  1  0  0  0  0
 23 21  1  0  0  0  0
 24 22  2  0  0  0  0
 25 22  1  0  0  0  0
 26 23  2  0  0  0  0
 27 18  1  0  0  0  0
 27 23  1  0  0  0  0
M  END

HMDB0036865
     RDKit          3D
Lepidiumterpenyl ester
 69 68  0  0  0  0  0  0  0  0999 V2000
    8.5465   -3.6877    2.0088 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1016   -2.4484    1.9935 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6197   -1.4979    0.9838 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5016   -0.9713    0.0975 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4975   -0.2631    0.9692 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3816    0.2609    0.0555 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3609    0.9756    0.8812 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3058    1.4816    0.0994 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4841    0.6824   -0.6577 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6492   -0.5516   -0.6772 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3936    1.3547   -1.4494 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1357    2.2870   -2.4019 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5607    2.1200   -0.4672 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5800    2.8530   -1.0349 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6714    2.1218   -1.6956 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4880    1.1866   -0.8726 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7824    0.0629   -0.2131 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2639    2.0057    0.1454 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1464    1.2028    1.0365 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2221    0.4454    0.2916 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0887   -0.3557    1.2319 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3231   -1.3760    2.0210 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3040   -0.9165    0.6084 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1401   -1.8438   -0.5342 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3826   -3.0676   -0.2922 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1352   -3.0640   -0.4327 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9761   -4.2604    0.0926 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2837   -3.9985    1.2859 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1705   -4.3747    2.7403 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3660   -2.1178    2.7081 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1816   -0.6674    1.4543 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3476   -2.0105    0.3012 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8821   -0.3088   -0.6906 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0065   -1.8293   -0.4010 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0369   -1.0056    1.6526 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9547    0.5841    1.4933 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9694   -0.5601   -0.5614 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8921    1.0177   -0.6005 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9436    0.3699    1.6973 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8845    1.8678    1.3327 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8661    0.5606   -1.9902 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3256    3.2218   -1.8533 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1443    1.8670   -2.6682 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5906    2.4358   -3.3439 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2610    2.8976   -0.0293 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3232    1.4742    0.4007 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0424    3.4514   -0.1913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2067    3.6707   -1.7274 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4074    2.9093   -2.0538 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3597    1.6511   -2.6809 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2693    0.7613   -1.5722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4701   -0.8398   -0.2394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6450    0.2330    0.8800 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8893   -0.2614   -0.7292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8669    2.7314   -0.4149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5543    2.5644    0.8145 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5788    0.5370    1.7215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6743    1.9299    1.7036 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8030    1.2073   -0.2655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7445   -0.2562   -0.4123 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4524    0.4104    1.9890 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9141   -2.3230    2.0831 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2844   -1.5296    1.6633 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2111   -1.0671    3.1014 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8910   -1.4570    1.3948 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9484   -0.0779    0.2771 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7388   -1.3317   -1.4606 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1888   -2.1270   -0.8553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3240   -4.9468   -0.5363 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  2  0
 25 27  1  0
  1 28  1  0
  1 29  1  0
  2 30  1  0
  3 31  1  0
  3 32  1  0
  4 33  1  0
  4 34  1  0
  5 35  1  0
  5 36  1  0
  6 37  1  0
  6 38  1  0
  7 39  1  0
  7 40  1  0
 11 41  1  0
 12 42  1  0
 12 43  1  0
 12 44  1  0
 13 45  1  0
 13 46  1  0
 14 47  1  0
 14 48  1  0
 15 49  1  0
 15 50  1  0
 16 51  1  0
 17 52  1  0
 17 53  1  0
 17 54  1  0
 18 55  1  0
 18 56  1  0
 19 57  1  0
 19 58  1  0
 20 59  1  0
 20 60  1  0
 21 61  1  0
 22 62  1  0
 22 63  1  0
 22 64  1  0
 23 65  1  0
 23 66  1  0
 24 67  1  0
 24 68  1  0
 27 69  1  0
M  END

  Mrv0541 05061309222D          

 27 26  0  0  0  0            999 V2000
   -4.3164   -2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9717   -0.9059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8296   -0.9059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1138   -0.9059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6020   -1.7309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8875   -2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1730   -1.7309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4586   -2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7441   -1.7309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4006   -1.7309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5427   -1.7309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6862   -2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1151   -2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2572   -2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8283   -2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5440   -2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2585   -1.7309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0296   -2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9717   -1.7309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8296   -1.7309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1138   -1.7309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9730   -2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3993   -2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6874   -1.7309    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.9730   -2.9684    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3993   -2.9684    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6849   -1.7309    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  1  2  0  0  0  0
  6  5  1  0  0  0  0
  7  6  1  0  0  0  0
  8  7  1  0  0  0  0
  9  8  1  0  0  0  0
 12 10  1  0  0  0  0
 13 10  1  0  0  0  0
 14 11  1  0  0  0  0
 15 11  1  0  0  0  0
 17 16  1  0  0  0  0
 18  9  1  0  0  0  0
 19  2  1  0  0  0  0
 19 12  1  0  0  0  0
 19 14  1  0  0  0  0
 20  3  1  0  0  0  0
 20 13  1  0  0  0  0
 20 16  1  0  0  0  0
 21  4  1  0  0  0  0
 21 15  1  0  0  0  0
 22 17  1  0  0  0  0
 23 21  1  0  0  0  0
 24 22  2  0  0  0  0
 25 22  1  0  0  0  0
 26 23  2  0  0  0  0
 27 18  1  0  0  0  0
 27 23  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0036865

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(CCCC(C)CCC(O)=O)CCCC(C)C(=O)OCCCCCC=C

> <INCHI_IDENTIFIER>
InChI=1S/C23H42O4/c1-5-6-7-8-9-18-27-23(26)21(4)15-11-14-19(2)12-10-13-20(3)16-17-22(24)25/h5,19-21H,1,6-18H2,2-4H3,(H,24,25)

> <INCHI_KEY>
PASMASQJCDKBJK-UHFFFAOYSA-N

> <FORMULA>
C23H42O4

> <MOLECULAR_WEIGHT>
382.5772

> <EXACT_MASS>
382.308309832

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
47.50983231608407

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
13-(hept-6-en-1-yloxy)-4,8,12-trimethyl-13-oxotridecanoic acid

> <ALOGPS_LOGP>
6.54

> <JCHEM_LOGP>
7.219170568

> <ALOGPS_LOGS>
-6.13

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
5.044406408929648

> <JCHEM_PKA_STRONGEST_BASIC>
-7.0685656172432845

> <JCHEM_POLAR_SURFACE_AREA>
63.599999999999994

> <JCHEM_REFRACTIVITY>
111.10749999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
19

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.84e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
13-(hept-6-en-1-yloxy)-4,8,12-trimethyl-13-oxotridecanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0036865
     RDKit          3D
Lepidiumterpenyl ester
 69 68  0  0  0  0  0  0  0  0999 V2000
    8.5465   -3.6877    2.0088 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1016   -2.4484    1.9935 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6197   -1.4979    0.9838 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5016   -0.9713    0.0975 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4975   -0.2631    0.9692 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3816    0.2609    0.0555 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3609    0.9756    0.8812 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3058    1.4816    0.0994 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4841    0.6824   -0.6577 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6492   -0.5516   -0.6772 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3936    1.3547   -1.4494 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1357    2.2870   -2.4019 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5607    2.1200   -0.4672 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5800    2.8530   -1.0349 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6714    2.1218   -1.6956 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4880    1.1866   -0.8726 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7824    0.0629   -0.2131 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2639    2.0057    0.1454 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1464    1.2028    1.0365 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2221    0.4454    0.2916 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0887   -0.3557    1.2319 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3231   -1.3760    2.0210 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3040   -0.9165    0.6084 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1401   -1.8438   -0.5342 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3826   -3.0676   -0.2922 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1352   -3.0640   -0.4327 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9761   -4.2604    0.0926 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2837   -3.9985    1.2859 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1705   -4.3747    2.7403 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3660   -2.1178    2.7081 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1816   -0.6674    1.4543 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3476   -2.0105    0.3012 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8821   -0.3088   -0.6906 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0065   -1.8293   -0.4010 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0369   -1.0056    1.6526 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9547    0.5841    1.4933 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9694   -0.5601   -0.5614 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8921    1.0177   -0.6005 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9436    0.3699    1.6973 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8845    1.8678    1.3327 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8661    0.5606   -1.9902 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3256    3.2218   -1.8533 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1443    1.8670   -2.6682 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5906    2.4358   -3.3439 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2610    2.8976   -0.0293 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3232    1.4742    0.4007 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0424    3.4514   -0.1913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2067    3.6707   -1.7274 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4074    2.9093   -2.0538 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3597    1.6511   -2.6809 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2693    0.7613   -1.5722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4701   -0.8398   -0.2394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6450    0.2330    0.8800 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8893   -0.2614   -0.7292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8669    2.7314   -0.4149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5543    2.5644    0.8145 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5788    0.5370    1.7215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6743    1.9299    1.7036 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8030    1.2073   -0.2655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7445   -0.2562   -0.4123 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4524    0.4104    1.9890 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9141   -2.3230    2.0831 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2844   -1.5296    1.6633 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2111   -1.0671    3.1014 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8910   -1.4570    1.3948 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9484   -0.0779    0.2771 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7388   -1.3317   -1.4606 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1888   -2.1270   -0.8553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3240   -4.9468   -0.5363 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  2  0
 25 27  1  0
  1 28  1  0
  1 29  1  0
  2 30  1  0
  3 31  1  0
  3 32  1  0
  4 33  1  0
  4 34  1  0
  5 35  1  0
  5 36  1  0
  6 37  1  0
  6 38  1  0
  7 39  1  0
  7 40  1  0
 11 41  1  0
 12 42  1  0
 12 43  1  0
 12 44  1  0
 13 45  1  0
 13 46  1  0
 14 47  1  0
 14 48  1  0
 15 49  1  0
 15 50  1  0
 16 51  1  0
 17 52  1  0
 17 53  1  0
 17 54  1  0
 18 55  1  0
 18 56  1  0
 19 57  1  0
 19 58  1  0
 20 59  1  0
 20 60  1  0
 21 61  1  0
 22 62  1  0
 22 63  1  0
 22 64  1  0
 23 65  1  0
 23 66  1  0
 24 67  1  0
 24 68  1  0
 27 69  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      -8.057  -4.001   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       9.281  -1.691   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      14.615  -1.691   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.946  -1.691   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -6.724  -3.231   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -5.390  -4.001   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -4.056  -3.231   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.723  -4.001   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.389  -3.231   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      11.948  -3.231   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.613  -3.231   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      10.614  -4.001   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      13.282  -4.001   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       7.947  -4.001   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.279  -4.001   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      15.949  -4.001   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      17.283  -3.231   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -0.055  -4.001   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       9.281  -3.231   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      14.615  -3.231   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       3.946  -3.231   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      18.616  -4.001   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.612  -4.001   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      19.950  -3.231   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      18.616  -5.541   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       2.612  -5.541   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       1.278  -3.231   0.000  0.00  0.00           O+0
CONECT    1    5                                                            
CONECT    2   19                                                            
CONECT    3   20                                                            
CONECT    4   21                                                            
CONECT    5    1    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   18                                                       
CONECT   10   12   13                                                       
CONECT   11   14   15                                                       
CONECT   12   10   19                                                       
CONECT   13   10   20                                                       
CONECT   14   11   19                                                       
CONECT   15   11   21                                                       
CONECT   16   17   20                                                       
CONECT   17   16   22                                                       
CONECT   18    9   27                                                       
CONECT   19    2   12   14                                                  
CONECT   20    3   13   16                                                  
CONECT   21    4   15   23                                                  
CONECT   22   17   24   25                                                  
CONECT   23   21   26   27                                                  
CONECT   24   22                                                            
CONECT   25   22                                                            
CONECT   26   23                                                            
CONECT   27   18   23                                                       
MASTER        0    0    0    0    0    0    0    0   27    0   52    0
END

COMPND    HMDB0036865
HETATM    1  C1  UNL     1       8.547  -3.688   2.009  1.00  0.00           C  
HETATM    2  C2  UNL     1       8.102  -2.448   1.993  1.00  0.00           C  
HETATM    3  C3  UNL     1       8.620  -1.498   0.984  1.00  0.00           C  
HETATM    4  C4  UNL     1       7.502  -0.971   0.098  1.00  0.00           C  
HETATM    5  C5  UNL     1       6.498  -0.263   0.969  1.00  0.00           C  
HETATM    6  C6  UNL     1       5.382   0.261   0.055  1.00  0.00           C  
HETATM    7  C7  UNL     1       4.361   0.976   0.881  1.00  0.00           C  
HETATM    8  O1  UNL     1       3.306   1.482   0.099  1.00  0.00           O  
HETATM    9  C8  UNL     1       2.484   0.682  -0.658  1.00  0.00           C  
HETATM   10  O2  UNL     1       2.649  -0.552  -0.677  1.00  0.00           O  
HETATM   11  C9  UNL     1       1.394   1.355  -1.449  1.00  0.00           C  
HETATM   12  C10 UNL     1       2.136   2.287  -2.402  1.00  0.00           C  
HETATM   13  C11 UNL     1       0.561   2.120  -0.467  1.00  0.00           C  
HETATM   14  C12 UNL     1      -0.580   2.853  -1.035  1.00  0.00           C  
HETATM   15  C13 UNL     1      -1.671   2.122  -1.696  1.00  0.00           C  
HETATM   16  C14 UNL     1      -2.488   1.187  -0.873  1.00  0.00           C  
HETATM   17  C15 UNL     1      -1.782   0.063  -0.213  1.00  0.00           C  
HETATM   18  C16 UNL     1      -3.264   2.006   0.145  1.00  0.00           C  
HETATM   19  C17 UNL     1      -4.146   1.203   1.037  1.00  0.00           C  
HETATM   20  C18 UNL     1      -5.222   0.445   0.292  1.00  0.00           C  
HETATM   21  C19 UNL     1      -6.089  -0.356   1.232  1.00  0.00           C  
HETATM   22  C20 UNL     1      -5.323  -1.376   2.021  1.00  0.00           C  
HETATM   23  C21 UNL     1      -7.304  -0.916   0.608  1.00  0.00           C  
HETATM   24  C22 UNL     1      -7.140  -1.844  -0.534  1.00  0.00           C  
HETATM   25  C23 UNL     1      -6.383  -3.068  -0.292  1.00  0.00           C  
HETATM   26  O3  UNL     1      -5.135  -3.064  -0.433  1.00  0.00           O  
HETATM   27  O4  UNL     1      -6.976  -4.260   0.093  1.00  0.00           O  
HETATM   28  H1  UNL     1       9.284  -3.999   1.286  1.00  0.00           H  
HETATM   29  H2  UNL     1       8.171  -4.375   2.740  1.00  0.00           H  
HETATM   30  H3  UNL     1       7.366  -2.118   2.708  1.00  0.00           H  
HETATM   31  H4  UNL     1       9.182  -0.667   1.454  1.00  0.00           H  
HETATM   32  H5  UNL     1       9.348  -2.011   0.301  1.00  0.00           H  
HETATM   33  H6  UNL     1       7.882  -0.309  -0.691  1.00  0.00           H  
HETATM   34  H7  UNL     1       7.006  -1.829  -0.401  1.00  0.00           H  
HETATM   35  H8  UNL     1       6.037  -1.006   1.653  1.00  0.00           H  
HETATM   36  H9  UNL     1       6.955   0.584   1.493  1.00  0.00           H  
HETATM   37  H10 UNL     1       4.969  -0.560  -0.561  1.00  0.00           H  
HETATM   38  H11 UNL     1       5.892   1.018  -0.600  1.00  0.00           H  
HETATM   39  H12 UNL     1       3.944   0.370   1.697  1.00  0.00           H  
HETATM   40  H13 UNL     1       4.885   1.868   1.333  1.00  0.00           H  
HETATM   41  H14 UNL     1       0.866   0.561  -1.990  1.00  0.00           H  
HETATM   42  H15 UNL     1       2.326   3.222  -1.853  1.00  0.00           H  
HETATM   43  H16 UNL     1       3.144   1.867  -2.668  1.00  0.00           H  
HETATM   44  H17 UNL     1       1.591   2.436  -3.344  1.00  0.00           H  
HETATM   45  H18 UNL     1       1.261   2.898  -0.029  1.00  0.00           H  
HETATM   46  H19 UNL     1       0.323   1.474   0.401  1.00  0.00           H  
HETATM   47  H20 UNL     1      -1.042   3.451  -0.191  1.00  0.00           H  
HETATM   48  H21 UNL     1      -0.207   3.671  -1.727  1.00  0.00           H  
HETATM   49  H22 UNL     1      -2.407   2.909  -2.054  1.00  0.00           H  
HETATM   50  H23 UNL     1      -1.360   1.651  -2.681  1.00  0.00           H  
HETATM   51  H24 UNL     1      -3.269   0.761  -1.572  1.00  0.00           H  
HETATM   52  H25 UNL     1      -2.470  -0.840  -0.239  1.00  0.00           H  
HETATM   53  H26 UNL     1      -1.645   0.233   0.880  1.00  0.00           H  
HETATM   54  H27 UNL     1      -0.889  -0.261  -0.729  1.00  0.00           H  
HETATM   55  H28 UNL     1      -3.867   2.731  -0.415  1.00  0.00           H  
HETATM   56  H29 UNL     1      -2.554   2.564   0.815  1.00  0.00           H  
HETATM   57  H30 UNL     1      -3.579   0.537   1.721  1.00  0.00           H  
HETATM   58  H31 UNL     1      -4.674   1.930   1.704  1.00  0.00           H  
HETATM   59  H32 UNL     1      -5.803   1.207  -0.266  1.00  0.00           H  
HETATM   60  H33 UNL     1      -4.745  -0.256  -0.412  1.00  0.00           H  
HETATM   61  H34 UNL     1      -6.452   0.410   1.989  1.00  0.00           H  
HETATM   62  H35 UNL     1      -5.914  -2.323   2.083  1.00  0.00           H  
HETATM   63  H36 UNL     1      -4.284  -1.530   1.663  1.00  0.00           H  
HETATM   64  H37 UNL     1      -5.211  -1.067   3.101  1.00  0.00           H  
HETATM   65  H38 UNL     1      -7.891  -1.457   1.395  1.00  0.00           H  
HETATM   66  H39 UNL     1      -7.948  -0.078   0.277  1.00  0.00           H  
HETATM   67  H40 UNL     1      -6.739  -1.332  -1.461  1.00  0.00           H  
HETATM   68  H41 UNL     1      -8.189  -2.127  -0.855  1.00  0.00           H  
HETATM   69  H42 UNL     1      -7.324  -4.947  -0.536  1.00  0.00           H  
CONECT    1    2    2   28   29
CONECT    2    3   30
CONECT    3    4   31   32
CONECT    4    5   33   34
CONECT    5    6   35   36
CONECT    6    7   37   38
CONECT    7    8   39   40
CONECT    8    9
CONECT    9   10   10   11
CONECT   11   12   13   41
CONECT   12   42   43   44
CONECT   13   14   45   46
CONECT   14   15   47   48
CONECT   15   16   49   50
CONECT   16   17   18   51
CONECT   17   52   53   54
CONECT   18   19   55   56
CONECT   19   20   57   58
CONECT   20   21   59   60
CONECT   21   22   23   61
CONECT   22   62   63   64
CONECT   23   24   65   66
CONECT   24   25   67   68
CONECT   25   26   26   27
CONECT   27   69
END

HMDB0036865
     RDKit          3D
Lepidiumterpenyl ester
 69 68  0  0  0  0  0  0  0  0999 V2000
    8.5465   -3.6877    2.0088 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1016   -2.4484    1.9935 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6197   -1.4979    0.9838 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5016   -0.9713    0.0975 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4975   -0.2631    0.9692 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3816    0.2609    0.0555 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3609    0.9756    0.8812 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3058    1.4816    0.0994 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4841    0.6824   -0.6577 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6492   -0.5516   -0.6772 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3936    1.3547   -1.4494 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1357    2.2870   -2.4019 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5607    2.1200   -0.4672 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5800    2.8530   -1.0349 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6714    2.1218   -1.6956 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4880    1.1866   -0.8726 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7824    0.0629   -0.2131 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2639    2.0057    0.1454 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1464    1.2028    1.0365 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2221    0.4454    0.2916 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0887   -0.3557    1.2319 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3231   -1.3760    2.0210 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3040   -0.9165    0.6084 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1401   -1.8438   -0.5342 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3826   -3.0676   -0.2922 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1352   -3.0640   -0.4327 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9761   -4.2604    0.0926 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2837   -3.9985    1.2859 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1705   -4.3747    2.7403 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3660   -2.1178    2.7081 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1816   -0.6674    1.4543 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3476   -2.0105    0.3012 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8821   -0.3088   -0.6906 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0065   -1.8293   -0.4010 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0369   -1.0056    1.6526 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9547    0.5841    1.4933 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9694   -0.5601   -0.5614 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8921    1.0177   -0.6005 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9436    0.3699    1.6973 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8845    1.8678    1.3327 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8661    0.5606   -1.9902 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3256    3.2218   -1.8533 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1443    1.8670   -2.6682 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5906    2.4358   -3.3439 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2610    2.8976   -0.0293 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3232    1.4742    0.4007 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0424    3.4514   -0.1913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2067    3.6707   -1.7274 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4074    2.9093   -2.0538 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3597    1.6511   -2.6809 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2693    0.7613   -1.5722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4701   -0.8398   -0.2394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6450    0.2330    0.8800 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8893   -0.2614   -0.7292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8669    2.7314   -0.4149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5543    2.5644    0.8145 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5788    0.5370    1.7215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6743    1.9299    1.7036 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8030    1.2073   -0.2655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7445   -0.2562   -0.4123 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4524    0.4104    1.9890 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9141   -2.3230    2.0831 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2844   -1.5296    1.6633 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2111   -1.0671    3.1014 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8910   -1.4570    1.3948 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9484   -0.0779    0.2771 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7388   -1.3317   -1.4606 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1888   -2.1270   -0.8553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3240   -4.9468   -0.5363 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  2  0
 25 27  1  0
  1 28  1  0
  1 29  1  0
  2 30  1  0
  3 31  1  0
  3 32  1  0
  4 33  1  0
  4 34  1  0
  5 35  1  0
  5 36  1  0
  6 37  1  0
  6 38  1  0
  7 39  1  0
  7 40  1  0
 11 41  1  0
 12 42  1  0
 12 43  1  0
 12 44  1  0
 13 45  1  0
 13 46  1  0
 14 47  1  0
 14 48  1  0
 15 49  1  0
 15 50  1  0
 16 51  1  0
 17 52  1  0
 17 53  1  0
 17 54  1  0
 18 55  1  0
 18 56  1  0
 19 57  1  0
 19 58  1  0
 20 59  1  0
 20 60  1  0
 21 61  1  0
 22 62  1  0
 22 63  1  0
 22 64  1  0
 23 65  1  0
 23 66  1  0
 24 67  1  0
 24 68  1  0
 27 69  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
13-(Hept-6-en-1-yloxy)-4,8,12-trimethyl-13-oxotridecanoate	HMDB

Chemical Formula

C₂₃H₄₂O₄

Average Molecular Weight

382.5772

Monoisotopic Molecular Weight

382.308309832

IUPAC Name

13-(hept-6-en-1-yloxy)-4,8,12-trimethyl-13-oxotridecanoic acid

Traditional Name

13-(hept-6-en-1-yloxy)-4,8,12-trimethyl-13-oxotridecanoic acid

CAS Registry Number

255833-57-9

SMILES

CC(CCCC(C)CCC(O)=O)CCCC(C)C(=O)OCCCCCC=C

InChI Identifier

InChI=1S/C23H42O4/c1-5-6-7-8-9-18-27-23(26)21(4)15-11-14-19(2)12-10-13-20(3)16-17-22(24)25/h5,19-21H,1,6-18H2,2-4H3,(H,24,25)

InChI Key

PASMASQJCDKBJK-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesquiterpenoids

Direct Parent

Sesquiterpenoids

Alternative Parents

Substituents

Sesquiterpenoid
Farsesane sesquiterpenoid
Long-chain fatty acid
Branched fatty acid
Fatty acid ester
Methyl-branched fatty acid
Dicarboxylic acid or derivatives
Fatty acyl
Carboxylic acid ester
Carboxylic acid
Carboxylic acid derivative
Organic oxide
Organooxygen compound
Organic oxygen compound
Hydrocarbon derivative
Carbonyl group
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0036865)

Source

Endogenous

Endogenous (HMDB: HMDB0036865)

Plant

Plant (HMDB: HMDB0036865)

Animal

Animal (HMDB: HMDB0036865)

Exogenous

Food

Food (HMDB: HMDB0036865)

Vegetable

Brassica

Brassicas (FooDB: FOOD00857)

Exogenous (HMDB: HMDB0036865)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0036865)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0036865)

Lipid metabolism pathway (HMDB: HMDB0036865)

Cellular process

Cell signaling (HMDB: HMDB0036865)

Biochemical process

Lipid transport (HMDB: HMDB0036865)

Role

Biological role

Energy source (HMDB: HMDB0036865)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0036865)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	100 - 101 °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	0.00028 g/L	ALOGPS
logP	6.54	ALOGPS
logP	7.22	ChemAxon
logS	-6.1	ALOGPS
pKa (Strongest Acidic)	5.04	ChemAxon
pKa (Strongest Basic)	-7.1	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	63.6 Å²	ChemAxon
Rotatable Bond Count	19	ChemAxon
Refractivity	111.11 m³·mol⁻¹	ChemAxon
Polarizability	47.51 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	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]+	195.786	31661259
DarkChem	[M-H]-	190.179	31661259
DeepCCS	[M+H]+	194.661	30932474
DeepCCS	[M-H]-	192.303	30932474
DeepCCS	[M-2H]-	225.547	30932474
DeepCCS	[M+Na]+	200.775	30932474
AllCCS	[M+H]+	208.0	32859911
AllCCS	[M+H-H2O]+	206.0	32859911
AllCCS	[M+NH4]+	209.9	32859911
AllCCS	[M+Na]+	210.4	32859911
AllCCS	[M-H]-	194.4	32859911
AllCCS	[M+Na-2H]-	196.7	32859911
AllCCS	[M+HCOO]-	199.4	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Lepidiumterpenyl ester	CC(CCCC(C)CCC(O)=O)CCCC(C)C(=O)OCCCCCC=C	3858.5	Standard polar	33892256
Lepidiumterpenyl ester	CC(CCCC(C)CCC(O)=O)CCCC(C)C(=O)OCCCCCC=C	2343.4	Standard non polar	33892256
Lepidiumterpenyl ester	CC(CCCC(C)CCC(O)=O)CCCC(C)C(=O)OCCCCCC=C	2596.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Lepidiumterpenyl ester,1TMS,isomer #1	C=CCCCCCOC(=O)C(C)CCCC(C)CCCC(C)CCC(=O)O[Si](C)(C)C	2647.6	Semi standard non polar	33892256
Lepidiumterpenyl ester,1TBDMS,isomer #1	C=CCCCCCOC(=O)C(C)CCCC(C)CCCC(C)CCC(=O)O[Si](C)(C)C(C)(C)C	2896.8	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 - Lepidiumterpenyl ester GC-MS (Non-derivatized) - 70eV, Positive	splash10-00kg-9561000000-0b9dde46d6105301237d	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Lepidiumterpenyl ester GC-MS (1 TMS) - 70eV, Positive	splash10-03ki-9147100000-0a987d0d3158fac0d8ce	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Lepidiumterpenyl ester 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 - Lepidiumterpenyl ester 10V, Positive-QTOF	splash10-00ls-2139000000-9b83c36fff7be9284dcf	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lepidiumterpenyl ester 20V, Positive-QTOF	splash10-0002-9342000000-d62a90b24e59cdfb88e7	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lepidiumterpenyl ester 40V, Positive-QTOF	splash10-0002-9810000000-b93305ecdbde69a9b6e6	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lepidiumterpenyl ester 10V, Negative-QTOF	splash10-001i-1039000000-25c1329ae676d9858c7a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lepidiumterpenyl ester 20V, Negative-QTOF	splash10-000i-2092000000-2b7edad5e2c50231e605	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lepidiumterpenyl ester 40V, Negative-QTOF	splash10-0a4u-9180000000-f9fa5edeabee00fd74ff	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lepidiumterpenyl ester 10V, Negative-QTOF	splash10-001r-0019000000-c59e4bf7fa3241cfe4a4	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lepidiumterpenyl ester 20V, Negative-QTOF	splash10-052r-7469000000-b421ef5448a50d24f405	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lepidiumterpenyl ester 40V, Negative-QTOF	splash10-07br-2390000000-cedd9adc623e03224c77	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lepidiumterpenyl ester 10V, Positive-QTOF	splash10-00kk-9071000000-41959250badaf42560f1	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lepidiumterpenyl ester 20V, Positive-QTOF	splash10-07bs-5290000000-bad466fae8bdb4785d9e	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lepidiumterpenyl ester 40V, Positive-QTOF	splash10-0002-9200000000-29c0380869f95304ad0b	2021-09-24	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

FDB015819

KNApSAcK ID

Not Available

Chemspider ID

9968992

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11794320

PDB ID

Not Available

ChEBI ID

168403

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 Lepidiumterpenyl ester (HMDB0036865)

MOL for HMDB0036865 (Lepidiumterpenyl ester)

3D MOL for HMDB0036865 (Lepidiumterpenyl ester)

3D SDF for HMDB0036865 (Lepidiumterpenyl ester)

3D-SDF for HMDB0036865 (Lepidiumterpenyl ester)

PDB for HMDB0036865 (Lepidiumterpenyl ester)

3D PDB for HMDB0036865 (Lepidiumterpenyl ester)

SMILES for HMDB0036865 (Lepidiumterpenyl ester)

INCHI for HMDB0036865 (Lepidiumterpenyl ester)

Structure for HMDB0036865 (Lepidiumterpenyl ester)

3D Structure for HMDB0036865 (Lepidiumterpenyl ester)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra