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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (1) Show 1 protein XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:16:52 UTC

Update Date

2022-03-07 02:52:03 UTC

HMDB ID

HMDB0015613

Secondary Accession Numbers

HMDB15613

Metabolite Identification

Common Name

Ecabet

Description

Ecabet is a prescription eye drop for the treatment of dry eye syndrome. Ecabet represents a new class of molecules that increases the quantity and quality of mucin produced by conjunctival goblet cells and corneal epithelia. Mucin is a glycoprotein component of tear film that lubricates while retarding moisture loss from tear evaporation. Ecabet is currently marketed in Japan as an oral agent for treatment of gastric ulcers and gastritis.

Structure

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

65781
  Mrv0541 02231218072D          

 27 29  0  0  1  0            999 V2000
    5.3063    2.0741    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.9007   -2.4530    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1463   -3.1531    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3031    2.8991    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4813    2.0709    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1312    2.0772    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8673   -1.2831    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.8673   -0.4581    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1298   -1.7243    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1298   -0.0170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5818   -1.6956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3823   -1.3003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3823   -0.4410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5818   -0.0456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2962   -1.2831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8673    0.3669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2962   -0.4581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5505   -2.4339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7256   -2.4434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5686    0.8136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0470   -0.0399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3094    1.2491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0537    0.8194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7697    1.2291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4826    0.8139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7729    2.0541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8727   -1.9844    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  4  1  0  0  0  0
  1  5  2  0  0  0  0
  1  6  2  0  0  0  0
  1 22  1  0  0  0  0
  2 19  1  0  0  0  0
  3 19  2  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  7 11  1  0  0  0  0
  7 27  1  6  0  0  0
  8 10  1  0  0  0  0
  8 14  1  0  0  0  0
  8 16  1  1  0  0  0
  9 12  1  0  0  0  0
  9 18  1  1  0  0  0
  9 19  1  0  0  0  0
 10 13  1  0  0  0  0
 11 15  1  0  0  0  0
 12 13  1  0  0  0  0
 14 17  1  0  0  0  0
 14 20  2  0  0  0  0
 15 17  1  0  0  0  0
 17 21  2  0  0  0  0
 20 22  1  0  0  0  0
 21 23  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
M  END

HMDB0015613
     RDKit          3D
Ecabet
 54 56  0  0  0  0  0  0  0  0999 V2000
   -4.5372    1.0160   -1.9599 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4101    0.4177   -0.5453 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9399    1.4793    0.3988 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9622    0.2270   -0.2762 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0431    0.8502   -1.0876 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6767    0.7270   -0.8714 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2642   -0.0423    0.1859 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2017   -0.6765    1.0105 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5573   -0.5486    0.7878 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7524   -1.3280    1.7751 S   0  0  0  0  0  6  0  0  0  0  0  0
   -4.4860   -0.4269    2.6939 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9642   -2.2758    2.6928 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7464   -2.3317    0.8694 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1745   -0.2430    0.5223 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3936    0.3948    1.8566 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5148   -1.7399    0.5783 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9234   -1.8190    1.0817 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9188   -1.0772    0.2898 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4972    0.2283   -0.3101 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.9652    1.4113    0.5205 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1828    0.3473   -1.6229 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5095    0.4754   -2.6709 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5692    0.3254   -1.7686 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0154    0.2974   -0.5762 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5411    1.6483   -0.9580 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2832    1.4409   -1.7967 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9385    0.3963   -2.6344 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6082    0.8334   -2.2505 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3050    2.0859   -1.9762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9834   -0.5053   -0.5468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8449    1.0885    0.8829 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1519    1.7577    1.1165 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1579    2.4168   -0.1843 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3454    1.4714   -1.9410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8855   -1.2878    1.8494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6823   -3.2642    1.1716 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4073    0.3843    2.2430 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7697   -0.1961    2.5922 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9264    1.4024    1.8167 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8469   -2.3110    1.2163 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5423   -2.1189   -0.4837 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9853   -1.5609    2.1789 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1987   -2.9163    1.0735 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3392   -1.7695   -0.4990 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8088   -0.8609    0.9485 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5354    1.1038    1.4244 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1194    2.1057    0.7431 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6919    2.0674   -0.0440 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0536    1.2237   -1.7385 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8427   -0.3764   -1.4689 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2730    2.2740   -1.5009 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2247    2.2223   -0.0528 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0956    2.4500   -2.0629 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4858    0.8326   -2.6926 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 10 12  2  0
 10 13  1  0
  7 14  1  0
 14 15  1  1
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  1  6
 21 22  2  0
 21 23  1  0
 19 24  1  0
 24 25  1  0
 25 26  1  0
  9  4  1  0
 24 14  1  0
 26  6  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  2 30  1  0
  3 31  1  0
  3 32  1  0
  3 33  1  0
  5 34  1  0
  8 35  1  0
 13 36  1  0
 15 37  1  0
 15 38  1  0
 15 39  1  0
 16 40  1  0
 16 41  1  0
 17 42  1  0
 17 43  1  0
 18 44  1  0
 18 45  1  0
 20 46  1  0
 20 47  1  0
 20 48  1  0
 23 49  1  0
 24 50  1  6
 25 51  1  0
 25 52  1  0
 26 53  1  0
 26 54  1  0
M  END

65781
  Mrv0541 02231218072D          

 27 29  0  0  1  0            999 V2000
    5.3063    2.0741    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.9007   -2.4530    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1463   -3.1531    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3031    2.8991    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4813    2.0709    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1312    2.0772    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8673   -1.2831    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.8673   -0.4581    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1298   -1.7243    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1298   -0.0170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5818   -1.6956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3823   -1.3003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3823   -0.4410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5818   -0.0456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2962   -1.2831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8673    0.3669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2962   -0.4581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5505   -2.4339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7256   -2.4434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5686    0.8136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0470   -0.0399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3094    1.2491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0537    0.8194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7697    1.2291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4826    0.8139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7729    2.0541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8727   -1.9844    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  4  1  0  0  0  0
  1  5  2  0  0  0  0
  1  6  2  0  0  0  0
  1 22  1  0  0  0  0
  2 19  1  0  0  0  0
  3 19  2  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  7 11  1  0  0  0  0
  7 27  1  6  0  0  0
  8 10  1  0  0  0  0
  8 14  1  0  0  0  0
  8 16  1  1  0  0  0
  9 12  1  0  0  0  0
  9 18  1  1  0  0  0
  9 19  1  0  0  0  0
 10 13  1  0  0  0  0
 11 15  1  0  0  0  0
 12 13  1  0  0  0  0
 14 17  1  0  0  0  0
 14 20  2  0  0  0  0
 15 17  1  0  0  0  0
 17 21  2  0  0  0  0
 20 22  1  0  0  0  0
 21 23  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0015613

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@@]12CCC3=CC(C(C)C)=C(C=C3[C@@]1(C)CCC[C@@]2(C)C(O)=O)S(O)(=O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C20H28O5S/c1-12(2)14-10-13-6-7-17-19(3,8-5-9-20(17,4)18(21)22)15(13)11-16(14)26(23,24)25/h10-12,17H,5-9H2,1-4H3,(H,21,22)(H,23,24,25)/t17-,19-,20-/m1/s1

> <INCHI_KEY>
IWCWQNVIUXZOMJ-MISYRCLQSA-N

> <FORMULA>
C20H28O5S

> <MOLECULAR_WEIGHT>
380.498

> <EXACT_MASS>
380.165744696

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
41.27424888871326

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1R,4aS,10aR)-1,4a-dimethyl-7-(propan-2-yl)-6-sulfo-1,2,3,4,4a,9,10,10a-octahydrophenanthrene-1-carboxylic acid

> <ALOGPS_LOGP>
1.50

> <JCHEM_LOGP>
4.929671444666667

> <ALOGPS_LOGS>
-4.95

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
3.8910622691475085

> <JCHEM_PKA_STRONGEST_ACIDIC>
-1.4779680286063401

> <JCHEM_POLAR_SURFACE_AREA>
91.66999999999999

> <JCHEM_REFRACTIVITY>
100.06649999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.26e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
ecabet

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0015613
     RDKit          3D
Ecabet
 54 56  0  0  0  0  0  0  0  0999 V2000
   -4.5372    1.0160   -1.9599 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4101    0.4177   -0.5453 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9399    1.4793    0.3988 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9622    0.2270   -0.2762 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0431    0.8502   -1.0876 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6767    0.7270   -0.8714 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2642   -0.0423    0.1859 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2017   -0.6765    1.0105 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5573   -0.5486    0.7878 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7524   -1.3280    1.7751 S   0  0  0  0  0  6  0  0  0  0  0  0
   -4.4860   -0.4269    2.6939 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9642   -2.2758    2.6928 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7464   -2.3317    0.8694 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1745   -0.2430    0.5223 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3936    0.3948    1.8566 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5148   -1.7399    0.5783 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9234   -1.8190    1.0817 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9188   -1.0772    0.2898 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4972    0.2283   -0.3101 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.9652    1.4113    0.5205 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1828    0.3473   -1.6229 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5095    0.4754   -2.6709 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5692    0.3254   -1.7686 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0154    0.2974   -0.5762 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5411    1.6483   -0.9580 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2832    1.4409   -1.7967 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9385    0.3963   -2.6344 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6082    0.8334   -2.2505 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3050    2.0859   -1.9762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9834   -0.5053   -0.5468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8449    1.0885    0.8829 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1519    1.7577    1.1165 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1579    2.4168   -0.1843 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3454    1.4714   -1.9410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8855   -1.2878    1.8494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6823   -3.2642    1.1716 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4073    0.3843    2.2430 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7697   -0.1961    2.5922 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9264    1.4024    1.8167 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8469   -2.3110    1.2163 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5423   -2.1189   -0.4837 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9853   -1.5609    2.1789 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1987   -2.9163    1.0735 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3392   -1.7695   -0.4990 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8088   -0.8609    0.9485 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5354    1.1038    1.4244 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1194    2.1057    0.7431 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6919    2.0674   -0.0440 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0536    1.2237   -1.7385 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8427   -0.3764   -1.4689 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2730    2.2740   -1.5009 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2247    2.2223   -0.0528 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0956    2.4500   -2.0629 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4858    0.8326   -2.6926 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 10 12  2  0
 10 13  1  0
  7 14  1  0
 14 15  1  1
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  1  6
 21 22  2  0
 21 23  1  0
 19 24  1  0
 24 25  1  0
 25 26  1  0
  9  4  1  0
 24 14  1  0
 26  6  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  2 30  1  0
  3 31  1  0
  3 32  1  0
  3 33  1  0
  5 34  1  0
  8 35  1  0
 13 36  1  0
 15 37  1  0
 15 38  1  0
 15 39  1  0
 16 40  1  0
 16 41  1  0
 17 42  1  0
 17 43  1  0
 18 44  1  0
 18 45  1  0
 20 46  1  0
 20 47  1  0
 20 48  1  0
 23 49  1  0
 24 50  1  6
 25 51  1  0
 25 52  1  0
 26 53  1  0
 26 54  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 65781                                             
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  S   UNK     0       9.905   3.872   0.000  0.00  0.00           S+0
HETATM    2  O   UNK     0       3.548  -4.579   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0       5.873  -5.886   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0       9.899   5.412   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0       8.365   3.866   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0      11.445   3.877   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       7.219  -2.395   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.219  -0.855   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.842  -3.219   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.842  -0.032   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.553  -3.165   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.447  -2.427   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.447  -0.823   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.553  -0.085   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       9.886  -2.395   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       7.219   0.685   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       9.886  -0.855   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.628  -4.543   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.088  -4.561   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       8.528   1.519   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      11.288  -0.074   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       9.911   2.332   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      11.300   1.530   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      12.637   2.294   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      13.968   1.519   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      12.643   3.834   0.000  0.00  0.00           C+0
HETATM   27  H   UNK     0       7.229  -3.704   0.000  0.00  0.00           H+0
CONECT    1    4    5    6   22                                             
CONECT    2   19                                                            
CONECT    3   19                                                            
CONECT    4    1                                                            
CONECT    5    1                                                            
CONECT    6    1                                                            
CONECT    7    8    9   11   27                                             
CONECT    8    7   10   14   16                                             
CONECT    9    7   12   18   19                                             
CONECT   10    8   13                                                       
CONECT   11    7   15                                                       
CONECT   12    9   13                                                       
CONECT   13   10   12                                                       
CONECT   14    8   17   20                                                  
CONECT   15   11   17                                                       
CONECT   16    8                                                            
CONECT   17   14   15   21                                                  
CONECT   18    9                                                            
CONECT   19    2    3    9                                                  
CONECT   20   14   22                                                       
CONECT   21   17   23                                                       
CONECT   22    1   20   23                                                  
CONECT   23   21   22   24                                                  
CONECT   24   23   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24                                                            
CONECT   27    7                                                            
MASTER        0    0    0    0    0    0    0    0   27    0   58    0
END

COMPND    HMDB0015613
HETATM    1  C1  UNL     1      -4.537   1.016  -1.960  1.00  0.00           C  
HETATM    2  C2  UNL     1      -4.410   0.418  -0.545  1.00  0.00           C  
HETATM    3  C3  UNL     1      -4.940   1.479   0.399  1.00  0.00           C  
HETATM    4  C4  UNL     1      -2.962   0.227  -0.276  1.00  0.00           C  
HETATM    5  C5  UNL     1      -2.043   0.850  -1.088  1.00  0.00           C  
HETATM    6  C6  UNL     1      -0.677   0.727  -0.871  1.00  0.00           C  
HETATM    7  C7  UNL     1      -0.264  -0.042   0.186  1.00  0.00           C  
HETATM    8  C8  UNL     1      -1.202  -0.676   1.011  1.00  0.00           C  
HETATM    9  C9  UNL     1      -2.557  -0.549   0.788  1.00  0.00           C  
HETATM   10  S1  UNL     1      -3.752  -1.328   1.775  1.00  0.00           S  
HETATM   11  O1  UNL     1      -4.486  -0.427   2.694  1.00  0.00           O  
HETATM   12  O2  UNL     1      -2.964  -2.276   2.693  1.00  0.00           O  
HETATM   13  O3  UNL     1      -4.746  -2.332   0.869  1.00  0.00           O  
HETATM   14  C10 UNL     1       1.174  -0.243   0.522  1.00  0.00           C  
HETATM   15  C11 UNL     1       1.394   0.395   1.857  1.00  0.00           C  
HETATM   16  C12 UNL     1       1.515  -1.740   0.578  1.00  0.00           C  
HETATM   17  C13 UNL     1       2.923  -1.819   1.082  1.00  0.00           C  
HETATM   18  C14 UNL     1       3.919  -1.077   0.290  1.00  0.00           C  
HETATM   19  C15 UNL     1       3.497   0.228  -0.310  1.00  0.00           C  
HETATM   20  C16 UNL     1       3.965   1.411   0.521  1.00  0.00           C  
HETATM   21  C17 UNL     1       4.183   0.347  -1.623  1.00  0.00           C  
HETATM   22  O4  UNL     1       3.509   0.475  -2.671  1.00  0.00           O  
HETATM   23  O5  UNL     1       5.569   0.325  -1.769  1.00  0.00           O  
HETATM   24  C18 UNL     1       2.015   0.297  -0.576  1.00  0.00           C  
HETATM   25  C19 UNL     1       1.541   1.648  -0.958  1.00  0.00           C  
HETATM   26  C20 UNL     1       0.283   1.441  -1.797  1.00  0.00           C  
HETATM   27  H1  UNL     1      -3.938   0.396  -2.634  1.00  0.00           H  
HETATM   28  H2  UNL     1      -5.608   0.833  -2.250  1.00  0.00           H  
HETATM   29  H3  UNL     1      -4.305   2.086  -1.976  1.00  0.00           H  
HETATM   30  H4  UNL     1      -4.983  -0.505  -0.547  1.00  0.00           H  
HETATM   31  H5  UNL     1      -5.845   1.089   0.883  1.00  0.00           H  
HETATM   32  H6  UNL     1      -4.152   1.758   1.117  1.00  0.00           H  
HETATM   33  H7  UNL     1      -5.158   2.417  -0.184  1.00  0.00           H  
HETATM   34  H8  UNL     1      -2.345   1.471  -1.941  1.00  0.00           H  
HETATM   35  H9  UNL     1      -0.885  -1.288   1.849  1.00  0.00           H  
HETATM   36  H10 UNL     1      -4.682  -3.264   1.172  1.00  0.00           H  
HETATM   37  H11 UNL     1       2.407   0.384   2.243  1.00  0.00           H  
HETATM   38  H12 UNL     1       0.770  -0.196   2.592  1.00  0.00           H  
HETATM   39  H13 UNL     1       0.926   1.402   1.817  1.00  0.00           H  
HETATM   40  H14 UNL     1       0.847  -2.311   1.216  1.00  0.00           H  
HETATM   41  H15 UNL     1       1.542  -2.119  -0.484  1.00  0.00           H  
HETATM   42  H16 UNL     1       2.985  -1.561   2.179  1.00  0.00           H  
HETATM   43  H17 UNL     1       3.199  -2.916   1.074  1.00  0.00           H  
HETATM   44  H18 UNL     1       4.339  -1.770  -0.499  1.00  0.00           H  
HETATM   45  H19 UNL     1       4.809  -0.861   0.948  1.00  0.00           H  
HETATM   46  H20 UNL     1       4.535   1.104   1.424  1.00  0.00           H  
HETATM   47  H21 UNL     1       3.119   2.106   0.743  1.00  0.00           H  
HETATM   48  H22 UNL     1       4.692   2.067  -0.044  1.00  0.00           H  
HETATM   49  H23 UNL     1       6.054   1.224  -1.739  1.00  0.00           H  
HETATM   50  H24 UNL     1       1.843  -0.376  -1.469  1.00  0.00           H  
HETATM   51  H25 UNL     1       2.273   2.274  -1.501  1.00  0.00           H  
HETATM   52  H26 UNL     1       1.225   2.222  -0.053  1.00  0.00           H  
HETATM   53  H27 UNL     1      -0.096   2.450  -2.063  1.00  0.00           H  
HETATM   54  H28 UNL     1       0.486   0.833  -2.693  1.00  0.00           H  
CONECT    1    2   27   28   29
CONECT    2    3    4   30
CONECT    3   31   32   33
CONECT    4    5    5    9
CONECT    5    6   34
CONECT    6    7    7   26
CONECT    7    8   14
CONECT    8    9    9   35
CONECT    9   10
CONECT   10   11   11   12   12
CONECT   10   13
CONECT   13   36
CONECT   14   15   16   24
CONECT   15   37   38   39
CONECT   16   17   40   41
CONECT   17   18   42   43
CONECT   18   19   44   45
CONECT   19   20   21   24
CONECT   20   46   47   48
CONECT   21   22   22   23
CONECT   23   49
CONECT   24   25   50
CONECT   25   26   51   52
CONECT   26   53   54
END

HMDB0015613
     RDKit          3D
Ecabet
 54 56  0  0  0  0  0  0  0  0999 V2000
   -4.5372    1.0160   -1.9599 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4101    0.4177   -0.5453 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9399    1.4793    0.3988 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9622    0.2270   -0.2762 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0431    0.8502   -1.0876 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6767    0.7270   -0.8714 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2642   -0.0423    0.1859 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2017   -0.6765    1.0105 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5573   -0.5486    0.7878 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7524   -1.3280    1.7751 S   0  0  0  0  0  6  0  0  0  0  0  0
   -4.4860   -0.4269    2.6939 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9642   -2.2758    2.6928 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7464   -2.3317    0.8694 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1745   -0.2430    0.5223 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3936    0.3948    1.8566 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5148   -1.7399    0.5783 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9234   -1.8190    1.0817 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9188   -1.0772    0.2898 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4972    0.2283   -0.3101 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.9652    1.4113    0.5205 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1828    0.3473   -1.6229 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5095    0.4754   -2.6709 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5692    0.3254   -1.7686 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0154    0.2974   -0.5762 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5411    1.6483   -0.9580 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2832    1.4409   -1.7967 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9385    0.3963   -2.6344 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6082    0.8334   -2.2505 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3050    2.0859   -1.9762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9834   -0.5053   -0.5468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8449    1.0885    0.8829 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1519    1.7577    1.1165 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1579    2.4168   -0.1843 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3454    1.4714   -1.9410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8855   -1.2878    1.8494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6823   -3.2642    1.1716 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4073    0.3843    2.2430 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7697   -0.1961    2.5922 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9264    1.4024    1.8167 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8469   -2.3110    1.2163 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5423   -2.1189   -0.4837 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9853   -1.5609    2.1789 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1987   -2.9163    1.0735 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3392   -1.7695   -0.4990 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8088   -0.8609    0.9485 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5354    1.1038    1.4244 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1194    2.1057    0.7431 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6919    2.0674   -0.0440 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0536    1.2237   -1.7385 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8427   -0.3764   -1.4689 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2730    2.2740   -1.5009 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2247    2.2223   -0.0528 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0956    2.4500   -2.0629 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4858    0.8326   -2.6926 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 10 12  2  0
 10 13  1  0
  7 14  1  0
 14 15  1  1
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  1  6
 21 22  2  0
 21 23  1  0
 19 24  1  0
 24 25  1  0
 25 26  1  0
  9  4  1  0
 24 14  1  0
 26  6  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  2 30  1  0
  3 31  1  0
  3 32  1  0
  3 33  1  0
  5 34  1  0
  8 35  1  0
 13 36  1  0
 15 37  1  0
 15 38  1  0
 15 39  1  0
 16 40  1  0
 16 41  1  0
 17 42  1  0
 17 43  1  0
 18 44  1  0
 18 45  1  0
 20 46  1  0
 20 47  1  0
 20 48  1  0
 23 49  1  0
 24 50  1  6
 25 51  1  0
 25 52  1  0
 26 53  1  0
 26 54  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Ecabet sodium	HMDB
12-Sulfodehydroabietic acid	HMDB
1,2,3,4,4a,9,10,10a-Octahydro-1,4a-dimethyl-7-(1-methylethyl)-6-sulfO-1-phenanthrenecarboxylic acid 6-sodium salt	HMDB

Chemical Formula

C₂₀H₂₈O₅S

Average Molecular Weight

380.498

Monoisotopic Molecular Weight

380.165744696

IUPAC Name

(1R,4aS,10aR)-1,4a-dimethyl-7-(propan-2-yl)-6-sulfo-1,2,3,4,4a,9,10,10a-octahydrophenanthrene-1-carboxylic acid

Traditional Name

ecabet

CAS Registry Number

86408-72-2

SMILES

[H][C@@]12CCC3=CC(C(C)C)=C(C=C3[C@@]1(C)CCC[C@@]2(C)C(O)=O)S(O)(=O)=O

InChI Identifier

InChI=1S/C20H28O5S/c1-12(2)14-10-13-6-7-17-19(3,8-5-9-20(17,4)18(21)22)15(13)11-16(14)26(23,24)25/h10-12,17H,5-9H2,1-4H3,(H,21,22)(H,23,24,25)/t17-,19-,20-/m1/s1

InChI Key

IWCWQNVIUXZOMJ-MISYRCLQSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as diterpenoids. These are terpene compounds formed by four isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Diterpenoids

Direct Parent

Diterpenoids

Alternative Parents

Substituents

Abietane diterpenoid
Diterpenoid
Hydrophenanthrene
Phenanthrene
Tetralin
1-sulfo,2-unsubstituted aromatic compound
Arylsulfonic acid or derivatives
Benzenoid
Sulfonyl
Organosulfonic acid
Organosulfonic acid or derivatives
Organic sulfonic acid or derivatives
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Organic oxide
Organic oxygen compound
Organosulfur compound
Hydrocarbon derivative
Carbonyl group
Organooxygen compound
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 21059682)

Excreta

Biofluid or Excreta

Urine (PMID: 21059682)

Cellular substructure

Source

Exogenous

Exogenous (HMDB: HMDB0015613)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.0043 g/L	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.0043 g/L	ALOGPS
logP	1.5	ALOGPS
logP	4.93	ChemAxon
logS	-5	ALOGPS
pKa (Strongest Acidic)	-1.5	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	91.67 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	100.07 m³·mol⁻¹	ChemAxon
Polarizability	41.27 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	188.228	31661259
DarkChem	[M-H]-	184.232	31661259
DeepCCS	[M-2H]-	226.49	30932474
DeepCCS	[M+Na]+	202.72	30932474
AllCCS	[M+H]+	189.0	32859911
AllCCS	[M+H-H2O]+	186.4	32859911
AllCCS	[M+NH4]+	191.4	32859911
AllCCS	[M+Na]+	192.1	32859911
AllCCS	[M-H]-	193.0	32859911
AllCCS	[M+Na-2H]-	193.5	32859911
AllCCS	[M+HCOO]-	194.3	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	7.98 minutes	32390414
Predicted by Siyang on May 30, 2022	13.9323 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.56 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2285.1 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	259.1 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	185.1 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	167.7 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	153.9 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	609.8 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	522.9 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	100.7 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1128.5 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	509.0 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	1445.4 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	370.3 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	348.3 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	241.0 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	202.8 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	19.0 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Ecabet	[H][C@@]12CCC3=CC(C(C)C)=C(C=C3[C@@]1(C)CCC[C@@]2(C)C(O)=O)S(O)(=O)=O	4729.4	Standard polar	33892256
Ecabet	[H][C@@]12CCC3=CC(C(C)C)=C(C=C3[C@@]1(C)CCC[C@@]2(C)C(O)=O)S(O)(=O)=O	2689.7	Standard non polar	33892256
Ecabet	[H][C@@]12CCC3=CC(C(C)C)=C(C=C3[C@@]1(C)CCC[C@@]2(C)C(O)=O)S(O)(=O)=O	3118.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Ecabet,1TMS,isomer #1	CC(C)C1=CC2=C(C=C1S(=O)(=O)O)[C@@]1(C)CCC[C@@](C)(C(=O)O[Si](C)(C)C)[C@@H]1CC2	3012.8	Semi standard non polar	33892256
Ecabet,1TMS,isomer #2	CC(C)C1=CC2=C(C=C1S(=O)(=O)O[Si](C)(C)C)[C@@]1(C)CCC[C@@](C)(C(=O)O)[C@@H]1CC2	3054.8	Semi standard non polar	33892256
Ecabet,2TMS,isomer #1	CC(C)C1=CC2=C(C=C1S(=O)(=O)O[Si](C)(C)C)[C@@]1(C)CCC[C@@](C)(C(=O)O[Si](C)(C)C)[C@@H]1CC2	2956.2	Semi standard non polar	33892256
Ecabet,2TMS,isomer #1	CC(C)C1=CC2=C(C=C1S(=O)(=O)O[Si](C)(C)C)[C@@]1(C)CCC[C@@](C)(C(=O)O[Si](C)(C)C)[C@@H]1CC2	3182.5	Standard non polar	33892256
Ecabet,2TMS,isomer #1	CC(C)C1=CC2=C(C=C1S(=O)(=O)O[Si](C)(C)C)[C@@]1(C)CCC[C@@](C)(C(=O)O[Si](C)(C)C)[C@@H]1CC2	3445.3	Standard polar	33892256
Ecabet,1TBDMS,isomer #1	CC(C)C1=CC2=C(C=C1S(=O)(=O)O)[C@@]1(C)CCC[C@@](C)(C(=O)O[Si](C)(C)C(C)(C)C)[C@@H]1CC2	3258.7	Semi standard non polar	33892256
Ecabet,1TBDMS,isomer #2	CC(C)C1=CC2=C(C=C1S(=O)(=O)O[Si](C)(C)C(C)(C)C)[C@@]1(C)CCC[C@@](C)(C(=O)O)[C@@H]1CC2	3289.2	Semi standard non polar	33892256
Ecabet,2TBDMS,isomer #1	CC(C)C1=CC2=C(C=C1S(=O)(=O)O[Si](C)(C)C(C)(C)C)[C@@]1(C)CCC[C@@](C)(C(=O)O[Si](C)(C)C(C)(C)C)[C@@H]1CC2	3416.9	Semi standard non polar	33892256
Ecabet,2TBDMS,isomer #1	CC(C)C1=CC2=C(C=C1S(=O)(=O)O[Si](C)(C)C(C)(C)C)[C@@]1(C)CCC[C@@](C)(C(=O)O[Si](C)(C)C(C)(C)C)[C@@H]1CC2	3705.4	Standard non polar	33892256
Ecabet,2TBDMS,isomer #1	CC(C)C1=CC2=C(C=C1S(=O)(=O)O[Si](C)(C)C(C)(C)C)[C@@]1(C)CCC[C@@](C)(C(=O)O[Si](C)(C)C(C)(C)C)[C@@H]1CC2	3614.9	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Ecabet GC-MS (Non-derivatized) - 70eV, Positive	splash10-0i2c-0098000000-8616f99fe7bf5b6d3cf2	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Ecabet GC-MS (1 TMS) - 70eV, Positive	splash10-00dr-5009600000-09b033920fd770aab535	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Ecabet 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 - Ecabet 10V, Positive-QTOF	splash10-01q9-0009000000-6c6e7efeb17e3ddff08d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ecabet 20V, Positive-QTOF	splash10-0gws-0298000000-bfea21abd97ffe77fe70	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ecabet 40V, Positive-QTOF	splash10-0gb9-6392000000-7fa1bb2495b98264ae56	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ecabet 10V, Negative-QTOF	splash10-004i-0009000000-c9f3d0b1ddc4027d2a84	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ecabet 20V, Negative-QTOF	splash10-002r-1019000000-8486ba86bc8df2348a8a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ecabet 40V, Negative-QTOF	splash10-001i-9032000000-ac5dddf82db200b21623	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ecabet 10V, Positive-QTOF	splash10-000i-0019000000-5d1a6665c9017dade4e4	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ecabet 20V, Positive-QTOF	splash10-000i-0098000000-a0f92753929735b5d1d1	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ecabet 40V, Positive-QTOF	splash10-0udi-1290000000-34fa1f1e7c3c30248066	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ecabet 10V, Negative-QTOF	splash10-004i-0009000000-5a6d090cebfd7793f522	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ecabet 20V, Negative-QTOF	splash10-004i-2019000000-1e05eee16560fd57ed6a	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ecabet 40V, Negative-QTOF	splash10-001i-9022000000-2f12176e3bed15ca411e	2021-10-11	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular
Membrane

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB05265	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB05265	21059682	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB05265

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

59201

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

65781

PDB ID

Not Available

ChEBI ID

Not Available

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 ]
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Enzymes

Enzyme Details

1. NADPH oxidase organizer 1

General function:: Involved in protein binding
Specific function:: Constitutively potentiates the superoxide-generating activity of NOX1 and NOX3 and is required for the biogenesis of otoconia/otolith, which are crystalline structures of the inner ear involved in the perception of gravity. Isoform 3 is more potent than isoform 1 in activating NOX3. Together with NOXA1, may also substitute to NCF1/p47phox and NCF2/p67phox in supporting the phagocyte NOX2/gp91phox superoxide-generating activity
Gene Name:: NOXO1
Uniprot ID:: Q8NFA2
Molecular weight:: 41252.3

References

Kusumoto K, Kawahara T, Kuwano Y, Teshima-Kondo S, Morita K, Kishi K, Rokutan K: Ecabet sodium inhibits Helicobacter pylori lipopolysaccharide-induced activation of NADPH oxidase 1 or apoptosis of guinea pig gastric mucosal cells. Am J Physiol Gastrointest Liver Physiol. 2005 Feb;288(2):G300-7. Epub 2004 Sep 30. [PubMed:15458921 ]

Showing metabocard for Ecabet (HMDB0015613)

MOL for HMDB0015613 (Ecabet)

3D MOL for HMDB0015613 (Ecabet)

3D SDF for HMDB0015613 (Ecabet)

3D-SDF for HMDB0015613 (Ecabet)

PDB for HMDB0015613 (Ecabet)

3D PDB for HMDB0015613 (Ecabet)

SMILES for HMDB0015613 (Ecabet)

INCHI for HMDB0015613 (Ecabet)

Structure for HMDB0015613 (Ecabet)

3D Structure for HMDB0015613 (Ecabet)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

References