NP-MRD: Showing NP-Card for Tributyl Phosphate (NP0002915)

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Record Information

Version

2.0

Created at

2020-11-23 19:43:31 UTC

Updated at

2021-08-19 23:59:32 UTC

NP-MRD ID

NP0002915

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Tributyl Phosphate

Provided By

BMRB

Description

TRIBUTYL PHOSPHATE, also known as butyl phosphate or TBP, belongs to the class of organic compounds known as trialkyl phosphates. These are organic compounds containing a phosphate group that is linked to exactly three alkyl chains. Tributyl Phosphate was first documented in 2014 (PMID: 23644771). Based on a literature review a small amount of articles have been published on TRIBUTYL PHOSPHATE (PMID: 23963271).

Structure

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


     RDKit          2D

 44 43  0  0  0  0  0  0  0  0999 V2000
    6.8652    0.8632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4222    1.2728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9792    1.6824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5362    2.0920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0932    2.5016    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0170    1.4567    0.0000 P   0  0  0  0  0  5  0  0  0  0  0  0
   -1.0592    0.4118    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0618    0.3805    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6522   -1.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2426   -2.5055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1670   -3.9485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5766   -5.3915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0279    2.5329    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4824    2.1661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9368    1.7994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3913    1.4326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8458    1.0658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4556   -0.5798    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2748    2.3062    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3082    0.4536    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0126   -0.1702    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8318    2.7158    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3888    3.1254    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5696    0.2394    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1266    0.6490    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9458    3.5350    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0952   -1.4721    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7908   -0.6529    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2004   -2.0959    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6856   -2.9151    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2760   -4.3581    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6100   -3.5389    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0196   -4.9819    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8664   -5.8011    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9862   -6.8345    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8491    3.6206    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1156    0.7117    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5701    0.3449    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3036    3.2538    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7581    2.8871    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0245   -0.0219    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4790   -0.3886    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2125    2.5203    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3002    0.6991    0.0000 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
  6  5  1  1
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
  6 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
  1 18  1  1
  1 19  1  0
  1 20  1  0
  2 21  1  6
  2 22  1  0
  3 23  1  6
  3 24  1  0
  4 25  1  6
  4 26  1  0
  9 27  1  1
  9 28  1  0
 10 29  1  6
 10 30  1  0
 11 31  1  1
 11 32  1  0
 12 33  1  6
 12 34  1  0
 12 35  1  0
 14 36  1  6
 14 37  1  0
 15 38  1  6
 15 39  1  0
 16 40  1  6
 16 41  1  0
 17 42  1  6
 17 43  1  0
 17 44  1  0
M  END

NP0002915
     RDKit          3D

 44 43  0  0  0  0  0  0  0  0999 V2000
    4.1443   -3.3111    1.0337 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7222   -3.2984   -0.4047 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2954   -2.9313   -0.6183 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8869   -1.5532   -0.2046 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5244   -1.4027   -0.6451 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0592    0.0668   -0.2166 P   0  0  0  0  0  5  0  0  0  0  0  0
   -0.2053   -0.0888    1.4079 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9191    1.3902   -0.3660 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5379    2.3436    0.6718 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5018    3.4420    0.6518 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5663    4.3374   -0.5073 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3686    5.2723   -0.6434 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6384    0.3852   -0.6456 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3640   -0.8312   -0.6379 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3822   -0.6083    0.4800 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7987   -0.7691    0.2045 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1663   -2.1273   -0.3603 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3158   -3.6533    1.6879 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5175   -2.3510    1.3433 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9464   -4.1032    1.1942 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9352   -4.2896   -0.8355 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3951   -2.5637   -0.9605 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6971   -3.6133    0.0891 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8860   -3.1607   -1.6170 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5050   -0.7916   -0.7498 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9824   -1.4384    0.8815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5178    2.6766    0.4002 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4727    1.8054    1.6011 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3093    4.0979    1.5661 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5044    2.9876    0.8955 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4953    4.9242   -0.5346 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5607    3.7391   -1.4690 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3195    5.8147    0.3648 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5479    4.8560   -0.9582 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7066    6.0956   -1.3271 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7776   -1.7194   -0.5743 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9395   -0.8499   -1.6118 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9967   -1.2734    1.3180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2052    0.4602    0.8269 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2641   -0.8085    1.2871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3283    0.0801   -0.2383 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4654   -1.9131   -1.4429 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2945   -2.7957   -0.4316 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0646   -2.5287    0.0954 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  1  0
  6 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  2 21  1  0
  2 22  1  0
  3 23  1  0
  3 24  1  0
  4 25  1  0
  4 26  1  0
  9 27  1  0
  9 28  1  0
 10 29  1  0
 10 30  1  0
 11 31  1  0
 11 32  1  0
 12 33  1  0
 12 34  1  0
 12 35  1  0
 14 36  1  0
 14 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
 17 44  1  0
M  END


     RDKit          2D

 44 43  0  0  0  0  0  0  0  0999 V2000
    6.8652    0.8632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4222    1.2728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9792    1.6824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5362    2.0920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0932    2.5016    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0170    1.4567    0.0000 P   0  0  0  0  0  5  0  0  0  0  0  0
   -1.0592    0.4118    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0618    0.3805    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6522   -1.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2426   -2.5055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1670   -3.9485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5766   -5.3915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0279    2.5329    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4824    2.1661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9368    1.7994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3913    1.4326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8458    1.0658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4556   -0.5798    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2748    2.3062    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3082    0.4536    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0126   -0.1702    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8318    2.7158    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3888    3.1254    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5696    0.2394    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1266    0.6490    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9458    3.5350    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0952   -1.4721    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7908   -0.6529    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2004   -2.0959    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6856   -2.9151    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2760   -4.3581    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6100   -3.5389    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0196   -4.9819    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8664   -5.8011    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9862   -6.8345    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8491    3.6206    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1156    0.7117    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5701    0.3449    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3036    3.2538    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7581    2.8871    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0245   -0.0219    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4790   -0.3886    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2125    2.5203    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3002    0.6991    0.0000 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
  6  5  1  1
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
  6 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
  1 18  1  1
  1 19  1  0
  1 20  1  0
  2 21  1  6
  2 22  1  0
  3 23  1  6
  3 24  1  0
  4 25  1  6
  4 26  1  0
  9 27  1  1
  9 28  1  0
 10 29  1  6
 10 30  1  0
 11 31  1  1
 11 32  1  0
 12 33  1  6
 12 34  1  0
 12 35  1  0
 14 36  1  6
 14 37  1  0
 15 38  1  6
 15 39  1  0
 16 40  1  6
 16 41  1  0
 17 42  1  6
 17 43  1  0
 17 44  1  0
M  END
> <DATABASE_ID>
NP0002915

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCOP(=O)(OCCCC)OCCCC

> <INCHI_IDENTIFIER>
InChI=1S/C12H27O4P/c1-4-7-10-14-17(13,15-11-8-5-2)16-12-9-6-3/h4-12H2,1-3H3

> <INCHI_KEY>
STCOOQWBFONSKY-UHFFFAOYSA-N

> <FORMULA>
C12H27O4P

> <MOLECULAR_WEIGHT>
266.318

> <EXACT_MASS>
266.164696347

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
44

> <JCHEM_AVERAGE_POLARIZABILITY>
30.225853903375224

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
tributyl phosphate

> <ALOGPS_LOGP>
3.65

> <JCHEM_LOGP>
4.085475389333332

> <ALOGPS_LOGS>
-2.15

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-9.056953586735924

> <JCHEM_POLAR_SURFACE_AREA>
44.760000000000005

> <JCHEM_REFRACTIVITY>
69.71960000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.91e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
tributyl phosphate

> <JCHEM_VEBER_RULE>
0

$$$$

NP0002915
     RDKit          3D

 44 43  0  0  0  0  0  0  0  0999 V2000
    4.1443   -3.3111    1.0337 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7222   -3.2984   -0.4047 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2954   -2.9313   -0.6183 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8869   -1.5532   -0.2046 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5244   -1.4027   -0.6451 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0592    0.0668   -0.2166 P   0  0  0  0  0  5  0  0  0  0  0  0
   -0.2053   -0.0888    1.4079 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9191    1.3902   -0.3660 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5379    2.3436    0.6718 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5018    3.4420    0.6518 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5663    4.3374   -0.5073 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3686    5.2723   -0.6434 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6384    0.3852   -0.6456 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3640   -0.8312   -0.6379 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3822   -0.6083    0.4800 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7987   -0.7691    0.2045 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1663   -2.1273   -0.3603 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3158   -3.6533    1.6879 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5175   -2.3510    1.3433 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9464   -4.1032    1.1942 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9352   -4.2896   -0.8355 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3951   -2.5637   -0.9605 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6971   -3.6133    0.0891 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8860   -3.1607   -1.6170 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5050   -0.7916   -0.7498 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9824   -1.4384    0.8815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5178    2.6766    0.4002 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4727    1.8054    1.6011 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3093    4.0979    1.5661 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5044    2.9876    0.8955 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4953    4.9242   -0.5346 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5607    3.7391   -1.4690 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3195    5.8147    0.3648 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5479    4.8560   -0.9582 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7066    6.0956   -1.3271 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7776   -1.7194   -0.5743 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9395   -0.8499   -1.6118 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9967   -1.2734    1.3180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2052    0.4602    0.8269 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2641   -0.8085    1.2871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3283    0.0801   -0.2383 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4654   -1.9131   -1.4429 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2945   -2.7957   -0.4316 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0646   -2.5287    0.0954 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  1  0
  6 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  2 21  1  0
  2 22  1  0
  3 23  1  0
  3 24  1  0
  4 25  1  0
  4 26  1  0
  9 27  1  0
  9 28  1  0
 10 29  1  0
 10 30  1  0
 11 31  1  0
 11 32  1  0
 12 33  1  0
 12 34  1  0
 12 35  1  0
 14 36  1  0
 14 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
 17 44  1  0
M  END

HEADER    PROTEIN                                 19-APR-16   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-APR-16         0                                  
HETATM    1  C   UNK     0       3.644  -5.898   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.104   7.438   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.127   4.620   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.874  -4.565   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.874   6.105   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.127   3.080   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.644  -3.231   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.104   4.771   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.206   2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.874  -1.897   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.874   3.437   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.206   0.770   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       4.207   1.540   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0       3.644  -0.564   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0       2.104   2.104   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0       1.540   0.000   0.000  0.00  0.00           O+0
HETATM   17  P   UNK     0       2.874   0.770   0.000  0.00  0.00           P+0
CONECT    1    4                                                            
CONECT    2    5                                                            
CONECT    3    6                                                            
CONECT    4    1    7                                                       
CONECT    5    2    8                                                       
CONECT    6    3    9                                                       
CONECT    7    4   10                                                       
CONECT    8    5   11                                                       
CONECT    9    6   12                                                       
CONECT   10    7   14                                                       
CONECT   11    8   15                                                       
CONECT   12    9   16                                                       
CONECT   13   17                                                            
CONECT   14   10   17                                                       
CONECT   15   11   17                                                       
CONECT   16   12   17                                                       
CONECT   17   13   14   15   16                                             
MASTER        0    0    0    0    0    0    0    0   17    0   32    0
END

COMPND    NP0002915
HETATM    1  C1  UNL     1       4.144  -3.311   1.034  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.722  -3.298  -0.405  1.00  0.00           C  
HETATM    3  C3  UNL     1       2.295  -2.931  -0.618  1.00  0.00           C  
HETATM    4  C4  UNL     1       1.887  -1.553  -0.205  1.00  0.00           C  
HETATM    5  O1  UNL     1       0.524  -1.403  -0.645  1.00  0.00           O  
HETATM    6  P1  UNL     1      -0.059   0.067  -0.217  1.00  0.00           P  
HETATM    7  O2  UNL     1      -0.205  -0.089   1.408  1.00  0.00           O  
HETATM    8  O3  UNL     1       0.919   1.390  -0.366  1.00  0.00           O  
HETATM    9  C5  UNL     1       0.538   2.344   0.672  1.00  0.00           C  
HETATM   10  C6  UNL     1       1.502   3.442   0.652  1.00  0.00           C  
HETATM   11  C7  UNL     1       1.566   4.337  -0.507  1.00  0.00           C  
HETATM   12  C8  UNL     1       0.369   5.272  -0.643  1.00  0.00           C  
HETATM   13  O4  UNL     1      -1.638   0.385  -0.646  1.00  0.00           O  
HETATM   14  C9  UNL     1      -2.364  -0.831  -0.638  1.00  0.00           C  
HETATM   15  C10 UNL     1      -3.382  -0.608   0.480  1.00  0.00           C  
HETATM   16  C11 UNL     1      -4.799  -0.769   0.204  1.00  0.00           C  
HETATM   17  C12 UNL     1      -5.166  -2.127  -0.360  1.00  0.00           C  
HETATM   18  H1  UNL     1       3.316  -3.653   1.688  1.00  0.00           H  
HETATM   19  H2  UNL     1       4.517  -2.351   1.343  1.00  0.00           H  
HETATM   20  H3  UNL     1       4.946  -4.103   1.194  1.00  0.00           H  
HETATM   21  H4  UNL     1       3.935  -4.290  -0.836  1.00  0.00           H  
HETATM   22  H5  UNL     1       4.395  -2.564  -0.960  1.00  0.00           H  
HETATM   23  H6  UNL     1       1.697  -3.613   0.089  1.00  0.00           H  
HETATM   24  H7  UNL     1       1.886  -3.161  -1.617  1.00  0.00           H  
HETATM   25  H8  UNL     1       2.505  -0.792  -0.750  1.00  0.00           H  
HETATM   26  H9  UNL     1       1.982  -1.438   0.881  1.00  0.00           H  
HETATM   27  H10 UNL     1      -0.518   2.677   0.400  1.00  0.00           H  
HETATM   28  H11 UNL     1       0.473   1.805   1.601  1.00  0.00           H  
HETATM   29  H12 UNL     1       1.309   4.098   1.566  1.00  0.00           H  
HETATM   30  H13 UNL     1       2.504   2.988   0.896  1.00  0.00           H  
HETATM   31  H14 UNL     1       2.495   4.924  -0.535  1.00  0.00           H  
HETATM   32  H15 UNL     1       1.561   3.739  -1.469  1.00  0.00           H  
HETATM   33  H16 UNL     1       0.319   5.815   0.365  1.00  0.00           H  
HETATM   34  H17 UNL     1      -0.548   4.856  -0.958  1.00  0.00           H  
HETATM   35  H18 UNL     1       0.707   6.096  -1.327  1.00  0.00           H  
HETATM   36  H19 UNL     1      -1.778  -1.719  -0.574  1.00  0.00           H  
HETATM   37  H20 UNL     1      -2.940  -0.850  -1.612  1.00  0.00           H  
HETATM   38  H21 UNL     1      -2.997  -1.273   1.318  1.00  0.00           H  
HETATM   39  H22 UNL     1      -3.205   0.460   0.827  1.00  0.00           H  
HETATM   40  H23 UNL     1      -5.264  -0.808   1.287  1.00  0.00           H  
HETATM   41  H24 UNL     1      -5.328   0.080  -0.238  1.00  0.00           H  
HETATM   42  H25 UNL     1      -5.465  -1.913  -1.443  1.00  0.00           H  
HETATM   43  H26 UNL     1      -4.295  -2.796  -0.432  1.00  0.00           H  
HETATM   44  H27 UNL     1      -6.065  -2.529   0.095  1.00  0.00           H  
CONECT    1    2   18   19   20
CONECT    2    3   21   22
CONECT    3    4   23   24
CONECT    4    5   25   26
CONECT    5    6
CONECT    6    7    7    8   13
CONECT    8    9
CONECT    9   10   27   28
CONECT   10   11   29   30
CONECT   11   12   31   32
CONECT   12   33   34   35
CONECT   13   14
CONECT   14   15   36   37
CONECT   15   16   38   39
CONECT   16   17   40   41
CONECT   17   42   43   44
END

NP0002915
     RDKit          3D

44 43  0  0  0  0  0  0  0  0999 V2000
    4.1443   -3.3111    1.0337 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7222   -3.2984   -0.4047 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2954   -2.9313   -0.6183 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8869   -1.5532   -0.2046 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5244   -1.4027   -0.6451 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0592    0.0668   -0.2166 P   0  0  0  0  0  5  0  0  0  0  0  0
   -0.2053   -0.0888    1.4079 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9191    1.3902   -0.3660 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5379    2.3436    0.6718 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5018    3.4420    0.6518 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5663    4.3374   -0.5073 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3686    5.2723   -0.6434 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6384    0.3852   -0.6456 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3640   -0.8312   -0.6379 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3822   -0.6083    0.4800 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7987   -0.7691    0.2045 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1663   -2.1273   -0.3603 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3158   -3.6533    1.6879 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5175   -2.3510    1.3433 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9464   -4.1032    1.1942 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9352   -4.2896   -0.8355 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3951   -2.5637   -0.9605 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6971   -3.6133    0.0891 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8860   -3.1607   -1.6170 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5050   -0.7916   -0.7498 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9824   -1.4384    0.8815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5178    2.6766    0.4002 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4727    1.8054    1.6011 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3093    4.0979    1.5661 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5044    2.9876    0.8955 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4953    4.9242   -0.5346 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5607    3.7391   -1.4690 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3195    5.8147    0.3648 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5479    4.8560   -0.9582 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7066    6.0956   -1.3271 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7776   -1.7194   -0.5743 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9395   -0.8499   -1.6118 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9967   -1.2734    1.3180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2052    0.4602    0.8269 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2641   -0.8085    1.2871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3283    0.0801   -0.2383 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4654   -1.9131   -1.4429 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2945   -2.7957   -0.4316 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0646   -2.5287    0.0954 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  1  0
  6 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  2 21  1  0
  2 22  1  0
  3 23  1  0
  3 24  1  0
  4 25  1  0
  4 26  1  0
  9 27  1  0
  9 28  1  0
 10 29  1  0
 10 30  1  0
 11 31  1  0
 11 32  1  0
 12 33  1  0
 12 34  1  0
 12 35  1  0
 14 36  1  0
 14 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
 17 44  1  0
M  END

View in JSmol

Synonyms

Value	Source
Butyl phosphate	ChEBI
Phosphoric acid tri-N-butyl ester	ChEBI
Phosphoric acid, tributyl ester	ChEBI
TBP	ChEBI
Tri-N-butyl phosphate	ChEBI
Tributyle (phosphate de)	ChEBI
Tributylphosphat	ChEBI
Tributylphosphate	ChEBI
Butyl phosphoric acid	Generator
Phosphate tri-N-butyl ester	Generator
Phosphate, tributyl ester	Generator
Tri-N-butyl phosphoric acid	Generator
Tributyle (phosphoric acid de)	Generator
Tributylphosphoric acid	Generator
TRIBUTYL phosphoric acid	Generator
Tri-(N-butyl )-phosphate	HMDB
Tri-N-butylphosphate	HMDB

Chemical Formula

C₁₂H₂₇O₄P

Average Mass

266.3180 Da

Monoisotopic Mass

266.16470 Da

IUPAC Name

tributyl phosphate

Traditional Name

tributyl phosphate

CAS Registry Number

Not Available

SMILES

CCCCOP(=O)(OCCCC)OCCCC

InChI Identifier

InChI=1S/C12H27O4P/c1-4-7-10-14-17(13,15-11-8-5-2)16-12-9-6-3/h4-12H2,1-3H3

InChI Key

STCOOQWBFONSKY-UHFFFAOYSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, benzene, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, benzene, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, benzene, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, benzene, experimental)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as trialkyl phosphates. These are organic compounds containing a phosphate group that is linked to exactly three alkyl chains.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Organic phosphoric acids and derivatives

Sub Class

Phosphate esters

Direct Parent

Trialkyl phosphates

Alternative Parents

Not Available

Substituents

Not Available

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	280 mg/L @ 25 °C (exp)	The Good Scents Company Information System
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	3.65	ALOGPS
logP	4.09	ChemAxon
logS	-2.2	ALOGPS
pKa (Strongest Basic)	-9.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	44.76 Å²	ChemAxon
Rotatable Bond Count	12	ChemAxon
Refractivity	69.72 m³·mol⁻¹	ChemAxon
Polarizability	30.23 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

External Links

HMDB ID

HMDB0259164

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

29090

KEGG Compound ID

C14439

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Tributyl_phosphate

METLIN ID

Not Available

PubChem Compound

31357

PDB ID

Not Available

ChEBI ID

35019

Good Scents ID

rw1291841

References

General References

Kulkarni SV, Markad VL, Melo JS, D'Souza SF, Kodam KM: Biodegradation of tributyl phosphate using Klebsiella pneumoniae sp. S3. Appl Microbiol Biotechnol. 2014 Jan;98(2):919-29. doi: 10.1007/s00253-013-4938-2. Epub 2013 May 5. [PubMed:23644771 ]
Rangu SS, Muralidharan B, Tripathi SC, Apte SK: Tributyl phosphate biodegradation to butanol and phosphate and utilization by a novel bacterial isolate, Sphingobium sp. strain RSMS. Appl Microbiol Biotechnol. 2014 Mar;98(5):2289-96. doi: 10.1007/s00253-013-5158-5. Epub 2013 Aug 21. [PubMed:23963271 ]

Showing NP-Card for Tributyl Phosphate (NP0002915)

MOL for NP0002915 (Tributyl Phosphate)

3D MOL for NP0002915 (Tributyl Phosphate)

3D SDF for NP0002915 (Tributyl Phosphate)

3D-SDF for NP0002915 (Tributyl Phosphate)

PDB for NP0002915 (Tributyl Phosphate)

3D PDB for NP0002915 (Tributyl Phosphate)

SMILES for NP0002915 (Tributyl Phosphate)

INCHI for NP0002915 (Tributyl Phosphate)

Structure for NP0002915 (Tributyl Phosphate)

3D Structure for NP0002915 (Tributyl Phosphate)