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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 18:57:15 UTC

Update Date

2022-03-07 02:54:00 UTC

HMDB ID

HMDB0034159

Secondary Accession Numbers

HMDB34159

Metabolite Identification

Common Name

Acetyl tributyl citrate

Description

Acetyl tributyl citrate belongs to the class of organic compounds known as tetracarboxylic acids and derivatives. These are carboxylic acids containing exactly four carboxyl groups. Acetyl tributyl citrate is a very faint, sweet, and herbal tasting compound. Based on a literature review a significant number of articles have been published on Acetyl tributyl citrate.

Structure

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


  Mrv1652305271900012D          

 28 27  0  0  0  0            999 V2000
    9.8112    1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1914    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2849   -1.7309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6349    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0967    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5230    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4599   -1.7309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3822    1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0474   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6677    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5243    1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0954    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8099    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2388    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3809    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8099    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3974    3.2704    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2388    0.3020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3809    1.9520    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8898   -0.0724    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9533    1.5395    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6664    0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8099   -0.3020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3974    1.8414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  1  1  0  0  0  0
  6  2  1  0  0  0  0
  7  3  1  0  0  0  0
  8  5  1  0  0  0  0
  9  6  1  0  0  0  0
 10  7  1  0  0  0  0
 11  8  1  0  0  0  0
 12  9  1  0  0  0  0
 13 10  1  0  0  0  0
 16  4  1  0  0  0  0
 17 14  1  0  0  0  0
 18 15  1  0  0  0  0
 20 14  1  0  0  0  0
 20 15  1  0  0  0  0
 20 19  1  0  0  0  0
 21 16  2  0  0  0  0
 22 17  2  0  0  0  0
 23 18  2  0  0  0  0
 24 19  2  0  0  0  0
 25 11  1  0  0  0  0
 25 17  1  0  0  0  0
 26 12  1  0  0  0  0
 26 18  1  0  0  0  0
 27 13  1  0  0  0  0
 27 19  1  0  0  0  0
 28 16  1  0  0  0  0
 28 20  1  0  0  0  0
M  END

HMDB0034159
     RDKit          3D
Acetyl tributyl citrate
 62 61  0  0  0  0  0  0  0  0999 V2000
   -5.7501   -3.3701    0.1330 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7023   -3.1043    1.1894 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6251   -2.1676    0.6873 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6440   -1.9668    1.7922 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5788   -1.0859    1.4038 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5574   -0.7533    2.2586 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6032   -1.2667    3.4152 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5826    0.1245    1.9981 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6267    0.7354    0.6173 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6804   -0.2704   -0.4869 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9022   -1.1122   -0.3923 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7476   -0.8843    0.4994 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1350   -2.1587   -1.2779 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2999   -2.9311   -1.1613 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5807   -2.1873   -1.3283 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7944   -3.0651   -1.1987 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9004   -3.7429    0.1316 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8893    1.4253    0.6025 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2975    2.1336   -0.4830 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6312    2.8222   -0.4238 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6155    2.2301   -1.5086 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4824    1.7086    0.4557 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6838    1.3473    0.4355 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2554    3.0798    0.3170 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2660    4.0296    0.1629 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1311    3.8451   -1.0376 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1643    4.9790   -1.0209 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9783    4.8909    0.2463 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3124   -3.9862   -0.6702 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5346   -3.9945    0.6154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1291   -2.3971   -0.2290 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1564   -2.6277    2.0798 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2146   -4.0483    1.5016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1288   -2.6295   -0.2101 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0537   -1.1889    0.3822 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1862   -1.5509    2.6685 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2510   -2.9467    2.1061 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4229    1.0229    2.6838 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5357   -0.2869    2.3075 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5792    0.1979   -1.4844 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1671   -1.0003   -0.4405 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2845   -3.3619   -0.1244 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2947   -3.8094   -1.8375 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7076   -1.3691   -0.5982 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5814   -1.7798   -2.3804 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6865   -2.3868   -1.2885 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8588   -3.7766   -2.0384 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2619   -3.0465    0.9304 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0055   -4.2707    0.4653 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7164   -4.5192    0.0602 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2827    2.3586    0.3482 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0860    2.7291   -1.4330 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4852    3.9103   -0.2149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7876    5.0254    0.1117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9164    4.0556    1.0762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5892    3.9020   -1.9789 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7381    2.8995   -0.9544 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8003    4.9365   -1.9123 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6294    5.9606   -0.9993 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4426    5.4475    1.0420 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0766    3.8509    0.6084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9367    5.3957    0.0743 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
  9 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  2  0
  9 22  1  0
 22 23  2  0
 22 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  2 32  1  0
  2 33  1  0
  3 34  1  0
  3 35  1  0
  4 36  1  0
  4 37  1  0
  8 38  1  0
  8 39  1  0
 10 40  1  0
 10 41  1  0
 14 42  1  0
 14 43  1  0
 15 44  1  0
 15 45  1  0
 16 46  1  0
 16 47  1  0
 17 48  1  0
 17 49  1  0
 17 50  1  0
 20 51  1  0
 20 52  1  0
 20 53  1  0
 25 54  1  0
 25 55  1  0
 26 56  1  0
 26 57  1  0
 27 58  1  0
 27 59  1  0
 28 60  1  0
 28 61  1  0
 28 62  1  0
M  END


  Mrv1652305271900012D          

 28 27  0  0  0  0            999 V2000
    9.8112    1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1914    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2849   -1.7309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6349    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0967    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5230    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4599   -1.7309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3822    1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0474   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6677    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5243    1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0954    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8099    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2388    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3809    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8099    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3974    3.2704    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2388    0.3020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3809    1.9520    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8898   -0.0724    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9533    1.5395    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6664    0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8099   -0.3020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3974    1.8414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  1  1  0  0  0  0
  6  2  1  0  0  0  0
  7  3  1  0  0  0  0
  8  5  1  0  0  0  0
  9  6  1  0  0  0  0
 10  7  1  0  0  0  0
 11  8  1  0  0  0  0
 12  9  1  0  0  0  0
 13 10  1  0  0  0  0
 16  4  1  0  0  0  0
 17 14  1  0  0  0  0
 18 15  1  0  0  0  0
 20 14  1  0  0  0  0
 20 15  1  0  0  0  0
 20 19  1  0  0  0  0
 21 16  2  0  0  0  0
 22 17  2  0  0  0  0
 23 18  2  0  0  0  0
 24 19  2  0  0  0  0
 25 11  1  0  0  0  0
 25 17  1  0  0  0  0
 26 12  1  0  0  0  0
 26 18  1  0  0  0  0
 27 13  1  0  0  0  0
 27 19  1  0  0  0  0
 28 16  1  0  0  0  0
 28 20  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0034159

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCOC(=O)CC(CC(=O)OCCCC)(OC(C)=O)C(=O)OCCCC

> <INCHI_IDENTIFIER>
InChI=1S/C20H34O8/c1-5-8-11-25-17(22)14-20(28-16(4)21,19(24)27-13-10-7-3)15-18(23)26-12-9-6-2/h5-15H2,1-4H3

> <INCHI_KEY>
QZCLKYGREBVARF-UHFFFAOYSA-N

> <FORMULA>
C20H34O8

> <MOLECULAR_WEIGHT>
402.4792

> <EXACT_MASS>
402.225368064

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
62

> <JCHEM_AVERAGE_POLARIZABILITY>
44.13041152510567

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1,2,3-tributyl 2-(acetyloxy)propane-1,2,3-tricarboxylate

> <ALOGPS_LOGP>
3.77

> <JCHEM_LOGP>
3.5278171703333325

> <ALOGPS_LOGS>
-4.75

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
18.571785034638307

> <JCHEM_PKA_STRONGEST_ACIDIC>
16.18412488026688

> <JCHEM_PKA_STRONGEST_BASIC>
-6.528312743713625

> <JCHEM_POLAR_SURFACE_AREA>
105.20000000000002

> <JCHEM_REFRACTIVITY>
100.70349999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
19

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.13e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
acetyl tributyl citrate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0034159
     RDKit          3D
Acetyl tributyl citrate
 62 61  0  0  0  0  0  0  0  0999 V2000
   -5.7501   -3.3701    0.1330 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7023   -3.1043    1.1894 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6251   -2.1676    0.6873 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6440   -1.9668    1.7922 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5788   -1.0859    1.4038 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5574   -0.7533    2.2586 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6032   -1.2667    3.4152 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5826    0.1245    1.9981 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6267    0.7354    0.6173 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6804   -0.2704   -0.4869 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9022   -1.1122   -0.3923 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7476   -0.8843    0.4994 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1350   -2.1587   -1.2779 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2999   -2.9311   -1.1613 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5807   -2.1873   -1.3283 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7944   -3.0651   -1.1987 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9004   -3.7429    0.1316 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8893    1.4253    0.6025 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2975    2.1336   -0.4830 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6312    2.8222   -0.4238 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6155    2.2301   -1.5086 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4824    1.7086    0.4557 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6838    1.3473    0.4355 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2554    3.0798    0.3170 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2660    4.0296    0.1629 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1311    3.8451   -1.0376 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1643    4.9790   -1.0209 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9783    4.8909    0.2463 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3124   -3.9862   -0.6702 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5346   -3.9945    0.6154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1291   -2.3971   -0.2290 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1564   -2.6277    2.0798 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2146   -4.0483    1.5016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1288   -2.6295   -0.2101 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0537   -1.1889    0.3822 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1862   -1.5509    2.6685 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2510   -2.9467    2.1061 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4229    1.0229    2.6838 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5357   -0.2869    2.3075 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5792    0.1979   -1.4844 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1671   -1.0003   -0.4405 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2845   -3.3619   -0.1244 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2947   -3.8094   -1.8375 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7076   -1.3691   -0.5982 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5814   -1.7798   -2.3804 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6865   -2.3868   -1.2885 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8588   -3.7766   -2.0384 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2619   -3.0465    0.9304 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0055   -4.2707    0.4653 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7164   -4.5192    0.0602 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2827    2.3586    0.3482 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0860    2.7291   -1.4330 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4852    3.9103   -0.2149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7876    5.0254    0.1117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9164    4.0556    1.0762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5892    3.9020   -1.9789 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7381    2.8995   -0.9544 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8003    4.9365   -1.9123 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6294    5.9606   -0.9993 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4426    5.4475    1.0420 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0766    3.8509    0.6084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9367    5.3957    0.0743 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
  9 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  2  0
  9 22  1  0
 22 23  2  0
 22 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  2 32  1  0
  2 33  1  0
  3 34  1  0
  3 35  1  0
  4 36  1  0
  4 37  1  0
  8 38  1  0
  8 39  1  0
 10 40  1  0
 10 41  1  0
 14 42  1  0
 14 43  1  0
 15 44  1  0
 15 45  1  0
 16 46  1  0
 16 47  1  0
 17 48  1  0
 17 49  1  0
 17 50  1  0
 20 51  1  0
 20 52  1  0
 20 53  1  0
 25 54  1  0
 25 55  1  0
 26 56  1  0
 26 57  1  0
 27 58  1  0
 27 59  1  0
 28 60  1  0
 28 61  1  0
 28 62  1  0
M  END

HEADER    PROTEIN                                 27-MAY-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-MAY-19         0                                  
HETATM    1  C   UNK     0      18.314   2.874   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.357   1.334   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      13.598  -3.231   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      10.518   4.771   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      16.981   2.104   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.976   2.104   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      12.058  -3.231   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      15.647   2.874   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.310   1.334   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      11.288  -1.897   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      14.313   2.104   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.644   2.104   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       9.748  -1.897   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      10.312   2.874   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       7.645   1.334   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       8.978   4.771   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      11.646   2.104   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.311   2.104   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       9.748   0.770   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       8.978   2.104   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       8.208   6.105   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      11.646   0.564   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       6.311   3.644   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      10.994  -0.135   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      12.979   2.874   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       4.977   1.334   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       8.978  -0.564   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       8.208   3.437   0.000  0.00  0.00           O+0
CONECT    1    5                                                            
CONECT    2    6                                                            
CONECT    3    7                                                            
CONECT    4   16                                                            
CONECT    5    1    8                                                       
CONECT    6    2    9                                                       
CONECT    7    3   10                                                       
CONECT    8    5   11                                                       
CONECT    9    6   12                                                       
CONECT   10    7   13                                                       
CONECT   11    8   25                                                       
CONECT   12    9   26                                                       
CONECT   13   10   27                                                       
CONECT   14   17   20                                                       
CONECT   15   18   20                                                       
CONECT   16    4   21   28                                                  
CONECT   17   14   22   25                                                  
CONECT   18   15   23   26                                                  
CONECT   19   20   24   27                                                  
CONECT   20   14   15   19   28                                             
CONECT   21   16                                                            
CONECT   22   17                                                            
CONECT   23   18                                                            
CONECT   24   19                                                            
CONECT   25   11   17                                                       
CONECT   26   12   18                                                       
CONECT   27   13   19                                                       
CONECT   28   16   20                                                       
MASTER        0    0    0    0    0    0    0    0   28    0   54    0
END

COMPND    HMDB0034159
HETATM    1  C1  UNL     1      -5.750  -3.370   0.133  1.00  0.00           C  
HETATM    2  C2  UNL     1      -4.702  -3.104   1.189  1.00  0.00           C  
HETATM    3  C3  UNL     1      -3.625  -2.168   0.687  1.00  0.00           C  
HETATM    4  C4  UNL     1      -2.644  -1.967   1.792  1.00  0.00           C  
HETATM    5  O1  UNL     1      -1.579  -1.086   1.404  1.00  0.00           O  
HETATM    6  C5  UNL     1      -0.557  -0.753   2.259  1.00  0.00           C  
HETATM    7  O2  UNL     1      -0.603  -1.267   3.415  1.00  0.00           O  
HETATM    8  C6  UNL     1       0.583   0.124   1.998  1.00  0.00           C  
HETATM    9  C7  UNL     1       0.627   0.735   0.617  1.00  0.00           C  
HETATM   10  C8  UNL     1       0.680  -0.270  -0.487  1.00  0.00           C  
HETATM   11  C9  UNL     1       1.902  -1.112  -0.392  1.00  0.00           C  
HETATM   12  O3  UNL     1       2.748  -0.884   0.499  1.00  0.00           O  
HETATM   13  O4  UNL     1       2.135  -2.159  -1.278  1.00  0.00           O  
HETATM   14  C10 UNL     1       3.300  -2.931  -1.161  1.00  0.00           C  
HETATM   15  C11 UNL     1       4.581  -2.187  -1.328  1.00  0.00           C  
HETATM   16  C12 UNL     1       5.794  -3.065  -1.199  1.00  0.00           C  
HETATM   17  C13 UNL     1       5.900  -3.743   0.132  1.00  0.00           C  
HETATM   18  O5  UNL     1       1.889   1.425   0.603  1.00  0.00           O  
HETATM   19  C14 UNL     1       2.297   2.134  -0.483  1.00  0.00           C  
HETATM   20  C15 UNL     1       3.631   2.822  -0.424  1.00  0.00           C  
HETATM   21  O6  UNL     1       1.616   2.230  -1.509  1.00  0.00           O  
HETATM   22  C16 UNL     1      -0.482   1.709   0.456  1.00  0.00           C  
HETATM   23  O7  UNL     1      -1.684   1.347   0.435  1.00  0.00           O  
HETATM   24  O8  UNL     1      -0.255   3.080   0.317  1.00  0.00           O  
HETATM   25  C17 UNL     1      -1.266   4.030   0.163  1.00  0.00           C  
HETATM   26  C18 UNL     1      -2.131   3.845  -1.038  1.00  0.00           C  
HETATM   27  C19 UNL     1      -3.164   4.979  -1.021  1.00  0.00           C  
HETATM   28  C20 UNL     1      -3.978   4.891   0.246  1.00  0.00           C  
HETATM   29  H1  UNL     1      -5.312  -3.986  -0.670  1.00  0.00           H  
HETATM   30  H2  UNL     1      -6.535  -3.994   0.615  1.00  0.00           H  
HETATM   31  H3  UNL     1      -6.129  -2.397  -0.229  1.00  0.00           H  
HETATM   32  H4  UNL     1      -5.156  -2.628   2.080  1.00  0.00           H  
HETATM   33  H5  UNL     1      -4.215  -4.048   1.502  1.00  0.00           H  
HETATM   34  H6  UNL     1      -3.129  -2.630  -0.210  1.00  0.00           H  
HETATM   35  H7  UNL     1      -4.054  -1.189   0.382  1.00  0.00           H  
HETATM   36  H8  UNL     1      -3.186  -1.551   2.669  1.00  0.00           H  
HETATM   37  H9  UNL     1      -2.251  -2.947   2.106  1.00  0.00           H  
HETATM   38  H10 UNL     1       0.423   1.023   2.684  1.00  0.00           H  
HETATM   39  H11 UNL     1       1.536  -0.287   2.307  1.00  0.00           H  
HETATM   40  H12 UNL     1       0.579   0.198  -1.484  1.00  0.00           H  
HETATM   41  H13 UNL     1      -0.167  -1.000  -0.441  1.00  0.00           H  
HETATM   42  H14 UNL     1       3.285  -3.362  -0.124  1.00  0.00           H  
HETATM   43  H15 UNL     1       3.295  -3.809  -1.837  1.00  0.00           H  
HETATM   44  H16 UNL     1       4.708  -1.369  -0.598  1.00  0.00           H  
HETATM   45  H17 UNL     1       4.581  -1.780  -2.380  1.00  0.00           H  
HETATM   46  H18 UNL     1       6.687  -2.387  -1.288  1.00  0.00           H  
HETATM   47  H19 UNL     1       5.859  -3.777  -2.038  1.00  0.00           H  
HETATM   48  H20 UNL     1       6.262  -3.046   0.930  1.00  0.00           H  
HETATM   49  H21 UNL     1       5.006  -4.271   0.465  1.00  0.00           H  
HETATM   50  H22 UNL     1       6.716  -4.519   0.060  1.00  0.00           H  
HETATM   51  H23 UNL     1       4.283   2.359   0.348  1.00  0.00           H  
HETATM   52  H24 UNL     1       4.086   2.729  -1.433  1.00  0.00           H  
HETATM   53  H25 UNL     1       3.485   3.910  -0.215  1.00  0.00           H  
HETATM   54  H26 UNL     1      -0.788   5.025   0.112  1.00  0.00           H  
HETATM   55  H27 UNL     1      -1.916   4.056   1.076  1.00  0.00           H  
HETATM   56  H28 UNL     1      -1.589   3.902  -1.979  1.00  0.00           H  
HETATM   57  H29 UNL     1      -2.738   2.900  -0.954  1.00  0.00           H  
HETATM   58  H30 UNL     1      -3.800   4.937  -1.912  1.00  0.00           H  
HETATM   59  H31 UNL     1      -2.629   5.961  -0.999  1.00  0.00           H  
HETATM   60  H32 UNL     1      -3.443   5.447   1.042  1.00  0.00           H  
HETATM   61  H33 UNL     1      -4.077   3.851   0.608  1.00  0.00           H  
HETATM   62  H34 UNL     1      -4.937   5.396   0.074  1.00  0.00           H  
CONECT    1    2   29   30   31
CONECT    2    3   32   33
CONECT    3    4   34   35
CONECT    4    5   36   37
CONECT    5    6
CONECT    6    7    7    8
CONECT    8    9   38   39
CONECT    9   10   18   22
CONECT   10   11   40   41
CONECT   11   12   12   13
CONECT   13   14
CONECT   14   15   42   43
CONECT   15   16   44   45
CONECT   16   17   46   47
CONECT   17   48   49   50
CONECT   18   19
CONECT   19   20   21   21
CONECT   20   51   52   53
CONECT   22   23   23   24
CONECT   24   25
CONECT   25   26   54   55
CONECT   26   27   56   57
CONECT   27   28   58   59
CONECT   28   60   61   62
END

HMDB0034159
     RDKit          3D
Acetyl tributyl citrate
 62 61  0  0  0  0  0  0  0  0999 V2000
   -5.7501   -3.3701    0.1330 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7023   -3.1043    1.1894 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6251   -2.1676    0.6873 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6440   -1.9668    1.7922 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5788   -1.0859    1.4038 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5574   -0.7533    2.2586 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6032   -1.2667    3.4152 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5826    0.1245    1.9981 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6267    0.7354    0.6173 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6804   -0.2704   -0.4869 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9022   -1.1122   -0.3923 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7476   -0.8843    0.4994 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1350   -2.1587   -1.2779 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2999   -2.9311   -1.1613 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5807   -2.1873   -1.3283 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7944   -3.0651   -1.1987 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9004   -3.7429    0.1316 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8893    1.4253    0.6025 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2975    2.1336   -0.4830 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6312    2.8222   -0.4238 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6155    2.2301   -1.5086 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4824    1.7086    0.4557 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6838    1.3473    0.4355 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2554    3.0798    0.3170 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2660    4.0296    0.1629 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1311    3.8451   -1.0376 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1643    4.9790   -1.0209 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9783    4.8909    0.2463 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3124   -3.9862   -0.6702 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5346   -3.9945    0.6154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1291   -2.3971   -0.2290 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1564   -2.6277    2.0798 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2146   -4.0483    1.5016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1288   -2.6295   -0.2101 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0537   -1.1889    0.3822 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1862   -1.5509    2.6685 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2510   -2.9467    2.1061 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4229    1.0229    2.6838 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5357   -0.2869    2.3075 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5792    0.1979   -1.4844 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1671   -1.0003   -0.4405 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2845   -3.3619   -0.1244 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2947   -3.8094   -1.8375 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7076   -1.3691   -0.5982 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5814   -1.7798   -2.3804 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6865   -2.3868   -1.2885 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8588   -3.7766   -2.0384 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2619   -3.0465    0.9304 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0055   -4.2707    0.4653 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7164   -4.5192    0.0602 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2827    2.3586    0.3482 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0860    2.7291   -1.4330 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4852    3.9103   -0.2149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7876    5.0254    0.1117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9164    4.0556    1.0762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5892    3.9020   -1.9789 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7381    2.8995   -0.9544 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8003    4.9365   -1.9123 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6294    5.9606   -0.9993 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4426    5.4475    1.0420 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0766    3.8509    0.6084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9367    5.3957    0.0743 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
  9 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  2  0
  9 22  1  0
 22 23  2  0
 22 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  2 32  1  0
  2 33  1  0
  3 34  1  0
  3 35  1  0
  4 36  1  0
  4 37  1  0
  8 38  1  0
  8 39  1  0
 10 40  1  0
 10 41  1  0
 14 42  1  0
 14 43  1  0
 15 44  1  0
 15 45  1  0
 16 46  1  0
 16 47  1  0
 17 48  1  0
 17 49  1  0
 17 50  1  0
 20 51  1  0
 20 52  1  0
 20 53  1  0
 25 54  1  0
 25 55  1  0
 26 56  1  0
 26 57  1  0
 27 58  1  0
 27 59  1  0
 28 60  1  0
 28 61  1  0
 28 62  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Acetyl tributyl citric acid	Generator
1,2,3-Propanetricarboxylic acid, 2-acetoxy-, tributyl ester	HMDB
2-Acetoxy-1,2, 3-propanetricarboxylic acid tributyl ester	HMDB
2-Acetoxy-1,2,3-propanetricarboxylic acid tributyl ester	HMDB
2-Acetyltributylcitrate	HMDB
Acetyl butyl citrate	HMDB
Acetyl tri-N-butyl citrate	HMDB
Acetylcitric acid, tributyl ester	HMDB
Acetyltributyl citrate	HMDB
ATBC	HMDB
blo-Trol	HMDB
Citric acid, tributyl ester, acetate	HMDB
Citric acid, tributyl ester, acetate (8ci)	HMDB
Citroflex a	HMDB
Citroflex a 4	HMDB
Estaflex	HMDB
FEMA 3080	HMDB
O-Acetylcitric acid tributyl ester	HMDB
Pfizer citroflex a-4	HMDB
Tributyl 2-(acetyloxy)-1,2, 3-propanetricarboxylic acid	HMDB
Tributyl 2-(acetyloxy)-1,2,3-propanetricarboxylate	HMDB
Tributyl 2-(acetyloxy)-1,2,3-propanetricarboxylic acid	HMDB
Tributyl 2-acetoxy-1,2, 3-propanetricarboxylate	HMDB
Tributyl 2-acetoxy-1,2,3-propanetricarboxylate	HMDB
Tributyl 2-acetoxypropane-1,2,3-tricarboxylate	HMDB
Tributyl 2-acetylcitrate	HMDB
Tributyl acetyl citrate	HMDB
Tributyl acetylcitrate	HMDB
Tributyl acetylicitrate	HMDB
Tributyl citrate acetate	HMDB
Tributyl O-acetylcitrate	HMDB
Uniplex 84	HMDB
1,2,3-Tributyl 2-(acetyloxy)propane-1,2,3-tricarboxylic acid	Generator
Acetyltributylcitrate	MeSH
ATBC plasticizer	MeSH
Acetyl tributyl citrate	MeSH

Chemical Formula

C₂₀H₃₄O₈

Average Molecular Weight

402.4792

Monoisotopic Molecular Weight

402.225368064

IUPAC Name

1,2,3-tributyl 2-(acetyloxy)propane-1,2,3-tricarboxylate

Traditional Name

acetyl tributyl citrate

CAS Registry Number

77-90-7

SMILES

CCCCOC(=O)CC(CC(=O)OCCCC)(OC(C)=O)C(=O)OCCCC

InChI Identifier

InChI=1S/C20H34O8/c1-5-8-11-25-17(22)14-20(28-16(4)21,19(24)27-13-10-7-3)15-18(23)26-12-9-6-2/h5-15H2,1-4H3

InChI Key

QZCLKYGREBVARF-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as tetracarboxylic acids and derivatives. These are carboxylic acids containing exactly four carboxyl groups.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Tetracarboxylic acids and derivatives

Direct Parent

Tetracarboxylic acids and derivatives

Alternative Parents

Substituents

Tetracarboxylic acid or derivatives
Fatty acid ester
Fatty acyl
Carboxylic acid ester
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

Sweet

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0034159)
Cell membrane (HMDB: HMDB0034159)

Source

Exogenous

Exogenous (HMDB: HMDB0034159)

Food

Food (HMDB: HMDB0034159)

Synthetic

Personal care products

Personal care products (HMDB: HMDB0034159)

Process

Not Available

Role

Industrial application

Personal care product

Personal care product (HMDB: HMDB0034159)

Food and nutrition

Food additive

Flavoring agent

Flavoring Agent (HMDB: HMDB0034159)

Biological role

Nutrient (HMDB: HMDB0034159)

Physical Properties

State

Liquid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	-80 °C	Not Available
Boiling Point	172.00 to 173.00 °C. @ 1.00 mm Hg	The Good Scents Company Information System
Water Solubility	0.005 mg/mL	Not Available
LogP	5.227 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.0071 g/L	ALOGPS
logP	3.77	ALOGPS
logP	3.53	ChemAxon
logS	-4.8	ALOGPS
pKa (Strongest Acidic)	16.18	ChemAxon
pKa (Strongest Basic)	-6.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	105.2 Å²	ChemAxon
Rotatable Bond Count	19	ChemAxon
Refractivity	100.7 m³·mol⁻¹	ChemAxon
Polarizability	44.13 Å³	ChemAxon
Number of Rings	0	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]+	194.972	31661259
DarkChem	[M-H]-	188.925	31661259
DeepCCS	[M+H]+	197.291	30932474
DeepCCS	[M-H]-	194.579	30932474
DeepCCS	[M-2H]-	229.55	30932474
DeepCCS	[M+Na]+	205.841	30932474
AllCCS	[M+H]+	201.6	32859911
AllCCS	[M+H-H2O]+	199.6	32859911
AllCCS	[M+NH4]+	203.5	32859911
AllCCS	[M+Na]+	204.0	32859911
AllCCS	[M-H]-	193.7	32859911
AllCCS	[M+Na-2H]-	195.0	32859911
AllCCS	[M+HCOO]-	196.6	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	9.32 minutes	32390414
Predicted by Siyang on May 30, 2022	17.6128 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	0.62 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2978.1 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	325.1 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	211.8 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	171.4 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	185.7 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	839.0 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	829.5 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	80.8 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1540.9 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	595.8 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	1788.7 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	504.7 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	440.6 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	214.9 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	176.2 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	10.4 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Acetyl tributyl citrate	CCCCOC(=O)CC(CC(=O)OCCCC)(OC(C)=O)C(=O)OCCCC	3371.7	Standard polar	33892256
Acetyl tributyl citrate	CCCCOC(=O)CC(CC(=O)OCCCC)(OC(C)=O)C(=O)OCCCC	2059.1	Standard non polar	33892256
Acetyl tributyl citrate	CCCCOC(=O)CC(CC(=O)OCCCC)(OC(C)=O)C(=O)OCCCC	2436.5	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - Acetyl tributyl citrate CI-B (Non-derivatized)	splash10-0ufr-2159500000-62a9419892ec76844eb8	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Acetyl tributyl citrate CI-B (Non-derivatized)	splash10-0ufr-2159500000-62a9419892ec76844eb8	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Acetyl tributyl citrate GC-MS (Non-derivatized) - 70eV, Positive	splash10-052f-9077000000-72ca149c8efcad69872a	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Acetyl tributyl citrate GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
MS	Mass Spectrum (Electron Ionization)	splash10-0a73-6930000000-42094b4e6705404355d2	2014-09-20	Not Available	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - Acetyl tributyl citrate 75V, Positive-QTOF	splash10-014i-9600000000-e0597296cb7bcbf9403d	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Acetyl tributyl citrate 90V, Positive-QTOF	splash10-014i-9100000000-c6a22af88a26dfcaf7ec	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Acetyl tributyl citrate 45V, Positive-QTOF	splash10-004i-0900000000-de22d8d1dbd80d60b466	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Acetyl tributyl citrate 60V, Positive-QTOF	splash10-004i-3900000000-89659d8da8fccf416860	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Acetyl tributyl citrate 30V, Positive-QTOF	splash10-0570-0900000000-7c9683615ce42b8ff890	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Acetyl tributyl citrate 15V, Positive-QTOF	splash10-05n0-0930000000-826c372828693a29286b	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Acetyl tributyl citrate 10V, Positive-QTOF	splash10-0zfr-4059500000-798fcf70aba58bb2783f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Acetyl tributyl citrate 20V, Positive-QTOF	splash10-0a4i-9253000000-1deb6d64aac0b04dda2a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Acetyl tributyl citrate 40V, Positive-QTOF	splash10-0a4i-8092000000-063f4476a3f7507b2a1c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Acetyl tributyl citrate 10V, Negative-QTOF	splash10-0zfr-4098400000-e399f7dc6162f68c3eb4	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Acetyl tributyl citrate 20V, Negative-QTOF	splash10-0abj-6097000000-c629137094d887c98c29	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Acetyl tributyl citrate 40V, Negative-QTOF	splash10-0a4i-9141000000-412bf91a7d7802f7caa9	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Acetyl tributyl citrate 10V, Negative-QTOF	splash10-0zfr-3039700000-3d02bf6a4a294be40a59	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Acetyl tributyl citrate 20V, Negative-QTOF	splash10-052r-2194100000-b84e7f2ac3226a0478f2	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Acetyl tributyl citrate 40V, Negative-QTOF	splash10-0a4l-9140000000-a7a0ec422b86b2f8ee17	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Acetyl tributyl citrate 10V, Positive-QTOF	splash10-0udi-0028900000-a147d15fdb812b87b870	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Acetyl tributyl citrate 20V, Positive-QTOF	splash10-006x-2094000000-3843554a80713327eb34	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Acetyl tributyl citrate 40V, Positive-QTOF	splash10-0a4i-9010000000-5035856fb0d638d6e62c	2021-09-22	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View

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

FDB012444

KNApSAcK ID

Not Available

Chemspider ID

6259

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Acetyl tributyl citrate

METLIN ID

Not Available

PubChem Compound

6505

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1018731

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 Acetyl tributyl citrate (HMDB0034159)

MOL for HMDB0034159 (Acetyl tributyl citrate)

3D MOL for HMDB0034159 (Acetyl tributyl citrate)

3D SDF for HMDB0034159 (Acetyl tributyl citrate)

3D-SDF for HMDB0034159 (Acetyl tributyl citrate)

PDB for HMDB0034159 (Acetyl tributyl citrate)

3D PDB for HMDB0034159 (Acetyl tributyl citrate)

SMILES for HMDB0034159 (Acetyl tributyl citrate)

INCHI for HMDB0034159 (Acetyl tributyl citrate)

Structure for HMDB0034159 (Acetyl tributyl citrate)

3D Structure for HMDB0034159 (Acetyl tributyl citrate)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra