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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2006-08-13 10:33:31 UTC

Update Date

2022-03-07 02:49:20 UTC

HMDB ID

HMDB0004085

Secondary Accession Numbers

HMDB04085

Metabolite Identification

Common Name

Tuberculostearic acid

Description

Tuberculostearic acid is the characteristic fatty acid of acid-fast bacteria of the order Actinomycetales. (PMID 3329256 ). Tuberculostearic acid (TBSA) is a mycobacterial cell wall constituent that is possible to measure in plasma samples of patients with active tuberculosis. (PMID 14723350 ). Detection of tuberculostearic acid in cerebrospinal fluid by use of gas chromatography-mass spectrometry has proven to be a very rapid, sensitive, and specific test for tuberculous meningitis. (PMID 8438134 ). Tuberculostearic acid can also be found in Actinomycetales (PMID: 109465 ).

Structure

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

HMDB0244339
     RDKit          3D
L-(+)-Tuberculostearic acid
 59 58  0  0  0  0  0  0  0  0999 V2000
    6.8753    2.5064    1.3003 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1990    1.2726    1.7901 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6854    0.3481    0.7458 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6683    0.9285   -0.1757 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4323    1.4191    0.4964 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6525    0.4116    1.2605 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1387   -0.7488    0.4935 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2146   -0.3090   -0.6177 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6658   -1.4373   -1.4246 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7177   -2.2637   -2.1098 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1637   -2.3212   -0.5344 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3287   -1.6057    0.1079 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2227   -1.0709   -0.9453 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3997   -0.3321   -0.2932 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2035   -1.2210    0.5568 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3534   -0.5916    1.2375 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4519   -0.0693    0.4537 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3170    1.0518   -0.4850 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8294    2.2716    0.1874 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6248    2.5484    0.2549 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7295    3.1468    0.7677 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9806    2.3424    1.1327 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8503    3.2477    2.1522 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4951    2.9352    0.3728 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9731    0.6929    2.3764 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4125    1.5072    2.5643 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5687    0.0515    0.1082 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3668   -0.5887    1.2391 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1433    1.8218   -0.6567 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4784    0.2316   -1.0153 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7935    1.8921   -0.2901 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7312    2.2531    1.1661 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7804    0.9386    1.7106 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2598    0.0692    2.1289 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9092   -1.3791    0.0256 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5221   -1.3658    1.1871 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4626    0.3624   -0.1874 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8518    0.3633   -1.2679 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0456   -1.0126   -2.2365 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5875   -1.6603   -2.4388 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1088   -3.0884   -1.4996 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2744   -2.7177   -3.0189 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4756   -2.8266    0.2253 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6270   -3.1402   -1.1589 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8258   -2.3360    0.7890 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9282   -0.7655    0.7059 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7306   -0.3529   -1.6236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6841   -1.8440   -1.5839 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9751    0.1287   -1.0910 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8775    0.4442    0.3504 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5836   -1.7499    1.3468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5867   -2.0996   -0.0490 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7268   -1.2821    2.0808 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8981    0.2644    1.8526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2804    0.2232    1.1912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9625   -0.9103   -0.1653 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4233    1.3534   -0.8069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8927    0.8854   -1.4729 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6944    3.1773    0.4515 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  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  2 25  1  0
  2 26  1  0
  3 27  1  0
  3 28  1  0
  4 29  1  0
  4 30  1  0
  5 31  1  0
  5 32  1  0
  6 33  1  0
  6 34  1  0
  7 35  1  0
  7 36  1  0
  8 37  1  0
  8 38  1  0
  9 39  1  0
 10 40  1  0
 10 41  1  0
 10 42  1  0
 11 43  1  0
 11 44  1  0
 12 45  1  0
 12 46  1  0
 13 47  1  0
 13 48  1  0
 14 49  1  0
 14 50  1  0
 15 51  1  0
 15 52  1  0
 16 53  1  0
 16 54  1  0
 17 55  1  0
 17 56  1  0
 18 57  1  0
 18 58  1  0
 21 59  1  0
M  END


  Mrv0541 02231219522D          

 21 20  0  0  0  0            999 V2000
   22.1448  -11.5967    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.4302  -10.3592    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.9999  -11.5967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7143  -11.1842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2854  -11.1842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4288  -11.5967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5710  -11.5967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1434  -11.1842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8564  -11.1842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9999  -12.4218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8578  -11.5967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1420  -11.5967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5723  -11.1842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4275  -11.1842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2868  -11.5967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7130  -11.5967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0014  -11.1842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9985  -11.1842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7158  -11.5967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2840  -11.5967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4302  -11.1842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 21  1  0  0  0  0
  2 21  2  0  0  0  0
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  3 10  1  0  0  0  0
  4  6  1  0  0  0  0
  5  7  1  0  0  0  0
  6  8  1  0  0  0  0
  7  9  1  0  0  0  0
  8 11  1  0  0  0  0
  9 12  1  0  0  0  0
 11 13  1  0  0  0  0
 12 14  1  0  0  0  0
 13 15  1  0  0  0  0
 14 16  1  0  0  0  0
 15 17  1  0  0  0  0
 16 18  1  0  0  0  0
 17 19  1  0  0  0  0
 18 20  1  0  0  0  0
 19 21  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0004085

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCCCCCC(C)CCCCCCCCC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C19H38O2/c1-3-4-5-6-9-12-15-18(2)16-13-10-7-8-11-14-17-19(20)21/h18H,3-17H2,1-2H3,(H,20,21)

> <INCHI_KEY>
BEOUGZFCUMNGOU-UHFFFAOYSA-N

> <FORMULA>
C19H38O2

> <MOLECULAR_WEIGHT>
298.5038

> <EXACT_MASS>
298.28718046

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
40.16812738027187

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
10-methyloctadecanoic acid

> <ALOGPS_LOGP>
8.33

> <JCHEM_LOGP>
7.432739204

> <ALOGPS_LOGS>
-6.69

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.952019655228562

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
90.83419999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
16

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
6.15e-05 g/l

> <JCHEM_TRADITIONAL_IUPAC>
tuberculostearic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0244339
     RDKit          3D
L-(+)-Tuberculostearic acid
 59 58  0  0  0  0  0  0  0  0999 V2000
    6.8753    2.5064    1.3003 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1990    1.2726    1.7901 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6854    0.3481    0.7458 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6683    0.9285   -0.1757 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4323    1.4191    0.4964 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6525    0.4116    1.2605 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1387   -0.7488    0.4935 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2146   -0.3090   -0.6177 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6658   -1.4373   -1.4246 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7177   -2.2637   -2.1098 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1637   -2.3212   -0.5344 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3287   -1.6057    0.1079 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2227   -1.0709   -0.9453 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3997   -0.3321   -0.2932 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2035   -1.2210    0.5568 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3534   -0.5916    1.2375 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4519   -0.0693    0.4537 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3170    1.0518   -0.4850 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8294    2.2716    0.1874 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6248    2.5484    0.2549 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7295    3.1468    0.7677 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9806    2.3424    1.1327 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8503    3.2477    2.1522 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4951    2.9352    0.3728 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9731    0.6929    2.3764 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4125    1.5072    2.5643 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5687    0.0515    0.1082 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3668   -0.5887    1.2391 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1433    1.8218   -0.6567 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4784    0.2316   -1.0153 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7935    1.8921   -0.2901 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7312    2.2531    1.1661 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7804    0.9386    1.7106 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2598    0.0692    2.1289 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9092   -1.3791    0.0256 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5221   -1.3658    1.1871 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4626    0.3624   -0.1874 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8518    0.3633   -1.2679 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0456   -1.0126   -2.2365 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5875   -1.6603   -2.4388 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1088   -3.0884   -1.4996 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2744   -2.7177   -3.0189 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4756   -2.8266    0.2253 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6270   -3.1402   -1.1589 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8258   -2.3360    0.7890 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9282   -0.7655    0.7059 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7306   -0.3529   -1.6236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6841   -1.8440   -1.5839 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9751    0.1287   -1.0910 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8775    0.4442    0.3504 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5836   -1.7499    1.3468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5867   -2.0996   -0.0490 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7268   -1.2821    2.0808 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8981    0.2644    1.8526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2804    0.2232    1.1912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9625   -0.9103   -0.1653 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4233    1.3534   -0.8069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8927    0.8854   -1.4729 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6944    3.1773    0.4515 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  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  2 25  1  0
  2 26  1  0
  3 27  1  0
  3 28  1  0
  4 29  1  0
  4 30  1  0
  5 31  1  0
  5 32  1  0
  6 33  1  0
  6 34  1  0
  7 35  1  0
  7 36  1  0
  8 37  1  0
  8 38  1  0
  9 39  1  0
 10 40  1  0
 10 41  1  0
 10 42  1  0
 11 43  1  0
 11 44  1  0
 12 45  1  0
 12 46  1  0
 13 47  1  0
 13 48  1  0
 14 49  1  0
 14 50  1  0
 15 51  1  0
 15 52  1  0
 16 53  1  0
 16 54  1  0
 17 55  1  0
 17 56  1  0
 18 57  1  0
 18 58  1  0
 21 59  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  O   UNK     0      41.337 -21.647   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0      40.003 -19.337   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      28.000 -21.647   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      29.333 -20.877   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      26.666 -20.877   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      30.667 -21.647   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      25.333 -21.647   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      32.001 -20.877   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      23.999 -20.877   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      28.000 -23.187   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      33.335 -21.647   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      22.665 -21.647   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      34.668 -20.877   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      21.331 -20.877   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      36.002 -21.647   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      19.998 -21.647   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      37.336 -20.877   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      18.664 -20.877   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      38.669 -21.647   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      17.330 -21.647   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      40.003 -20.877   0.000  0.00  0.00           C+0
CONECT    1   21                                                            
CONECT    2   21                                                            
CONECT    3    4    5   10                                                  
CONECT    4    3    6                                                       
CONECT    5    3    7                                                       
CONECT    6    4    8                                                       
CONECT    7    5    9                                                       
CONECT    8    6   11                                                       
CONECT    9    7   12                                                       
CONECT   10    3                                                            
CONECT   11    8   13                                                       
CONECT   12    9   14                                                       
CONECT   13   11   15                                                       
CONECT   14   12   16                                                       
CONECT   15   13   17                                                       
CONECT   16   14   18                                                       
CONECT   17   15   19                                                       
CONECT   18   16   20                                                       
CONECT   19   17   21                                                       
CONECT   20   18                                                            
CONECT   21    1    2   19                                                  
MASTER        0    0    0    0    0    0    0    0   21    0   40    0
END

COMPND    HMDB0244339
HETATM    1  C1  UNL     1       6.875   2.506   1.300  1.00  0.00           C  
HETATM    2  C2  UNL     1       6.199   1.273   1.790  1.00  0.00           C  
HETATM    3  C3  UNL     1       5.685   0.348   0.746  1.00  0.00           C  
HETATM    4  C4  UNL     1       4.668   0.928  -0.176  1.00  0.00           C  
HETATM    5  C5  UNL     1       3.432   1.419   0.496  1.00  0.00           C  
HETATM    6  C6  UNL     1       2.653   0.412   1.260  1.00  0.00           C  
HETATM    7  C7  UNL     1       2.139  -0.749   0.494  1.00  0.00           C  
HETATM    8  C8  UNL     1       1.215  -0.309  -0.618  1.00  0.00           C  
HETATM    9  C9  UNL     1       0.666  -1.437  -1.425  1.00  0.00           C  
HETATM   10  C10 UNL     1       1.718  -2.264  -2.110  1.00  0.00           C  
HETATM   11  C11 UNL     1      -0.164  -2.321  -0.534  1.00  0.00           C  
HETATM   12  C12 UNL     1      -1.329  -1.606   0.108  1.00  0.00           C  
HETATM   13  C13 UNL     1      -2.223  -1.071  -0.945  1.00  0.00           C  
HETATM   14  C14 UNL     1      -3.400  -0.332  -0.293  1.00  0.00           C  
HETATM   15  C15 UNL     1      -4.203  -1.221   0.557  1.00  0.00           C  
HETATM   16  C16 UNL     1      -5.353  -0.592   1.238  1.00  0.00           C  
HETATM   17  C17 UNL     1      -6.452  -0.069   0.454  1.00  0.00           C  
HETATM   18  C18 UNL     1      -6.317   1.052  -0.485  1.00  0.00           C  
HETATM   19  C19 UNL     1      -5.829   2.272   0.187  1.00  0.00           C  
HETATM   20  O1  UNL     1      -4.625   2.548   0.255  1.00  0.00           O  
HETATM   21  O2  UNL     1      -6.729   3.147   0.768  1.00  0.00           O  
HETATM   22  H1  UNL     1       7.981   2.342   1.133  1.00  0.00           H  
HETATM   23  H2  UNL     1       6.850   3.248   2.152  1.00  0.00           H  
HETATM   24  H3  UNL     1       6.495   2.935   0.373  1.00  0.00           H  
HETATM   25  H4  UNL     1       6.973   0.693   2.376  1.00  0.00           H  
HETATM   26  H5  UNL     1       5.413   1.507   2.564  1.00  0.00           H  
HETATM   27  H6  UNL     1       6.569   0.051   0.108  1.00  0.00           H  
HETATM   28  H7  UNL     1       5.367  -0.589   1.239  1.00  0.00           H  
HETATM   29  H8  UNL     1       5.143   1.822  -0.657  1.00  0.00           H  
HETATM   30  H9  UNL     1       4.478   0.232  -1.015  1.00  0.00           H  
HETATM   31  H10 UNL     1       2.793   1.892  -0.290  1.00  0.00           H  
HETATM   32  H11 UNL     1       3.731   2.253   1.166  1.00  0.00           H  
HETATM   33  H12 UNL     1       1.780   0.939   1.711  1.00  0.00           H  
HETATM   34  H13 UNL     1       3.260   0.069   2.129  1.00  0.00           H  
HETATM   35  H14 UNL     1       2.909  -1.379   0.026  1.00  0.00           H  
HETATM   36  H15 UNL     1       1.522  -1.366   1.187  1.00  0.00           H  
HETATM   37  H16 UNL     1       0.463   0.362  -0.187  1.00  0.00           H  
HETATM   38  H17 UNL     1       1.852   0.363  -1.268  1.00  0.00           H  
HETATM   39  H18 UNL     1       0.046  -1.013  -2.236  1.00  0.00           H  
HETATM   40  H19 UNL     1       2.588  -1.660  -2.439  1.00  0.00           H  
HETATM   41  H20 UNL     1       2.109  -3.088  -1.500  1.00  0.00           H  
HETATM   42  H21 UNL     1       1.274  -2.718  -3.019  1.00  0.00           H  
HETATM   43  H22 UNL     1       0.476  -2.827   0.225  1.00  0.00           H  
HETATM   44  H23 UNL     1      -0.627  -3.140  -1.159  1.00  0.00           H  
HETATM   45  H24 UNL     1      -1.826  -2.336   0.789  1.00  0.00           H  
HETATM   46  H25 UNL     1      -0.928  -0.765   0.706  1.00  0.00           H  
HETATM   47  H26 UNL     1      -1.731  -0.353  -1.624  1.00  0.00           H  
HETATM   48  H27 UNL     1      -2.684  -1.844  -1.584  1.00  0.00           H  
HETATM   49  H28 UNL     1      -3.975   0.129  -1.091  1.00  0.00           H  
HETATM   50  H29 UNL     1      -2.877   0.444   0.350  1.00  0.00           H  
HETATM   51  H30 UNL     1      -3.584  -1.750   1.347  1.00  0.00           H  
HETATM   52  H31 UNL     1      -4.587  -2.100  -0.049  1.00  0.00           H  
HETATM   53  H32 UNL     1      -5.727  -1.282   2.081  1.00  0.00           H  
HETATM   54  H33 UNL     1      -4.898   0.264   1.853  1.00  0.00           H  
HETATM   55  H34 UNL     1      -7.280   0.223   1.191  1.00  0.00           H  
HETATM   56  H35 UNL     1      -6.963  -0.910  -0.165  1.00  0.00           H  
HETATM   57  H36 UNL     1      -7.423   1.353  -0.807  1.00  0.00           H  
HETATM   58  H37 UNL     1      -5.893   0.885  -1.473  1.00  0.00           H  
HETATM   59  H38 UNL     1      -7.694   3.177   0.452  1.00  0.00           H  
CONECT    1    2   22   23   24
CONECT    2    3   25   26
CONECT    3    4   27   28
CONECT    4    5   29   30
CONECT    5    6   31   32
CONECT    6    7   33   34
CONECT    7    8   35   36
CONECT    8    9   37   38
CONECT    9   10   11   39
CONECT   10   40   41   42
CONECT   11   12   43   44
CONECT   12   13   45   46
CONECT   13   14   47   48
CONECT   14   15   49   50
CONECT   15   16   51   52
CONECT   16   17   53   54
CONECT   17   18   55   56
CONECT   18   19   57   58
CONECT   19   20   20   21
CONECT   21   59
END

HMDB0244339
     RDKit          3D
L-(+)-Tuberculostearic acid
 59 58  0  0  0  0  0  0  0  0999 V2000
    6.8753    2.5064    1.3003 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1990    1.2726    1.7901 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6854    0.3481    0.7458 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6683    0.9285   -0.1757 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4323    1.4191    0.4964 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6525    0.4116    1.2605 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1387   -0.7488    0.4935 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2146   -0.3090   -0.6177 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6658   -1.4373   -1.4246 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7177   -2.2637   -2.1098 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1637   -2.3212   -0.5344 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3287   -1.6057    0.1079 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2227   -1.0709   -0.9453 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3997   -0.3321   -0.2932 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2035   -1.2210    0.5568 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3534   -0.5916    1.2375 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4519   -0.0693    0.4537 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3170    1.0518   -0.4850 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8294    2.2716    0.1874 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6248    2.5484    0.2549 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7295    3.1468    0.7677 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9806    2.3424    1.1327 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8503    3.2477    2.1522 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4951    2.9352    0.3728 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9731    0.6929    2.3764 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4125    1.5072    2.5643 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5687    0.0515    0.1082 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3668   -0.5887    1.2391 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1433    1.8218   -0.6567 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4784    0.2316   -1.0153 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7935    1.8921   -0.2901 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7312    2.2531    1.1661 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7804    0.9386    1.7106 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2598    0.0692    2.1289 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9092   -1.3791    0.0256 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5221   -1.3658    1.1871 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4626    0.3624   -0.1874 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8518    0.3633   -1.2679 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0456   -1.0126   -2.2365 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5875   -1.6603   -2.4388 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1088   -3.0884   -1.4996 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2744   -2.7177   -3.0189 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4756   -2.8266    0.2253 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6270   -3.1402   -1.1589 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8258   -2.3360    0.7890 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9282   -0.7655    0.7059 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7306   -0.3529   -1.6236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6841   -1.8440   -1.5839 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9751    0.1287   -1.0910 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8775    0.4442    0.3504 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5836   -1.7499    1.3468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5867   -2.0996   -0.0490 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7268   -1.2821    2.0808 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8981    0.2644    1.8526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2804    0.2232    1.1912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9625   -0.9103   -0.1653 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4233    1.3534   -0.8069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8927    0.8854   -1.4729 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6944    3.1773    0.4515 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  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  2 25  1  0
  2 26  1  0
  3 27  1  0
  3 28  1  0
  4 29  1  0
  4 30  1  0
  5 31  1  0
  5 32  1  0
  6 33  1  0
  6 34  1  0
  7 35  1  0
  7 36  1  0
  8 37  1  0
  8 38  1  0
  9 39  1  0
 10 40  1  0
 10 41  1  0
 10 42  1  0
 11 43  1  0
 11 44  1  0
 12 45  1  0
 12 46  1  0
 13 47  1  0
 13 48  1  0
 14 49  1  0
 14 50  1  0
 15 51  1  0
 15 52  1  0
 16 53  1  0
 16 54  1  0
 17 55  1  0
 17 56  1  0
 18 57  1  0
 18 58  1  0
 21 59  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
10-Methyloctadecanoic acid	ChEBI
10-Methylstearic acid	ChEBI
10-Methyloctadecanoate	Generator
10-Methylstearate	Generator
Tuberculostearate	Generator
10-Methyl-octadecanoate	HMDB, Generator
10-Methyl-octadecanoic acid	HMDB
L-(+)-Tuberculostearic acid	HMDB
Tuberculostearic acid	MeSH

Chemical Formula

C₁₉H₃₈O₂

Average Molecular Weight

298.5038

Monoisotopic Molecular Weight

298.28718046

IUPAC Name

10-methyloctadecanoic acid

Traditional Name

tuberculostearic acid

CAS Registry Number

542-47-2

SMILES

CCCCCCCCC(C)CCCCCCCCC(O)=O

InChI Identifier

InChI=1S/C19H38O2/c1-3-4-5-6-9-12-15-18(2)16-13-10-7-8-11-14-17-19(20)21/h18H,3-17H2,1-2H3,(H,20,21)

InChI Key

BEOUGZFCUMNGOU-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as long-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acids and conjugates

Direct Parent

Long-chain fatty acids

Alternative Parents

Substituents

Long-chain fatty acid
Methyl-branched fatty acid
Branched fatty acid
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

long-chain fatty acid (CHEBI:68565 )
methyl-branched fatty acid (CHEBI:68565 )

Ontology

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	415.00 to 416.00 °C. @ 760.00 mm Hg (est)	The Good Scents Company Information System
Water Solubility	0.0022 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	8.184 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	6.2e-05 g/L	ALOGPS
logP	8.33	ALOGPS
logP	7.43	ChemAxon
logS	-6.7	ALOGPS
pKa (Strongest Acidic)	4.95	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	37.3 Å²	ChemAxon
Rotatable Bond Count	16	ChemAxon
Refractivity	90.83 m³·mol⁻¹	ChemAxon
Polarizability	40.17 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	179.2	31661259
DarkChem	[M-H]-	181.127	31661259
DeepCCS	[M+H]+	182.415	30932474
DeepCCS	[M-H]-	178.395	30932474
DeepCCS	[M-2H]-	215.599	30932474
DeepCCS	[M+Na]+	191.504	30932474
AllCCS	[M+H]+	189.1	32859911
AllCCS	[M+H-H2O]+	186.3	32859911
AllCCS	[M+NH4]+	191.7	32859911
AllCCS	[M+Na]+	192.5	32859911
AllCCS	[M-H]-	184.1	32859911
AllCCS	[M+Na-2H]-	185.9	32859911
AllCCS	[M+HCOO]-	187.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Tuberculostearic acid	CCCCCCCCC(C)CCCCCCCCC(O)=O	3199.7	Standard polar	33892256
Tuberculostearic acid	CCCCCCCCC(C)CCCCCCCCC(O)=O	2167.8	Standard non polar	33892256
Tuberculostearic acid	CCCCCCCCC(C)CCCCCCCCC(O)=O	2214.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Tuberculostearic acid,1TMS,isomer #1	CCCCCCCCC(C)CCCCCCCCC(=O)O[Si](C)(C)C	2241.8	Semi standard non polar	33892256
Tuberculostearic acid,1TBDMS,isomer #1	CCCCCCCCC(C)CCCCCCCCC(=O)O[Si](C)(C)C(C)(C)C	2508.9	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Tuberculostearic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-9750000000-b70e654cc058a5620b04	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tuberculostearic acid GC-MS (1 TMS) - 70eV, Positive	splash10-009l-9541000000-43b10427114989dc2285	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tuberculostearic acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tuberculostearic acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tuberculostearic acid GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	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 - Tuberculostearic acid 10V, Positive-QTOF	splash10-001i-0190000000-48bc35c4e94091b267bc	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tuberculostearic acid 20V, Positive-QTOF	splash10-0uej-5690000000-bf34278d4e8686e14d6f	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tuberculostearic acid 40V, Positive-QTOF	splash10-052g-9520000000-c74137e204a6abcbfe3e	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tuberculostearic acid 10V, Negative-QTOF	splash10-0002-0090000000-593b8b182233ab92b298	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tuberculostearic acid 20V, Negative-QTOF	splash10-0f92-1090000000-eb2b1b9d5efeddefa9a3	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tuberculostearic acid 40V, Negative-QTOF	splash10-0a4l-9240000000-1d265edf2fb2723a153b	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tuberculostearic acid 10V, Positive-QTOF	splash10-000t-2190000000-8f53c97ab1c0fe6e997a	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tuberculostearic acid 20V, Positive-QTOF	splash10-053r-9440000000-0722f31492bb38f04d79	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tuberculostearic acid 40V, Positive-QTOF	splash10-0a4l-9000000000-74a500d8d2fb8aef996e	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tuberculostearic acid 10V, Negative-QTOF	splash10-0002-0090000000-d78513c03955a860495d	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tuberculostearic acid 20V, Negative-QTOF	splash10-002b-1090000000-c49e8718f9e4cf7bda58	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tuberculostearic acid 40V, Negative-QTOF	splash10-0006-9280000000-a8f7700bea6d41b379be	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Cerebrospinal Fluid (CSF)

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Cerebrospinal Fluid (CSF)	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Not Specified	Normal	2885596	details

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Cerebrospinal Fluid (CSF)	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Not Specified	Mycobacterium tuberculosis	8887930	details
Cerebrospinal Fluid (CSF)	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Not Specified	Tuberculous meningitis	2885596	details

Associated Disorders and Diseases

Disease References

Mycobacterium tuberculosis
Almenoff PL, Brooks JB, Johnson A, Lesser M: Differentiation of sarcoidosis from tuberculosis by use of electron capture gas-liquid chromatography. Lung. 1996;174(6):349-58. [PubMed:8887930 ]
Tuberculous meningitis
French GL, Teoh R, Chan CY, Humphries MJ, Cheung SW, O'Mahony G: Diagnosis of tuberculous meningitis by detection of tuberculostearic acid in cerebrospinal fluid. Lancet. 1987 Jul 18;2(8551):117-9. [PubMed:2885596 ]

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB023306

KNApSAcK ID

Not Available

Chemspider ID

58549

KEGG Compound ID

C16794

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Tuberculostearic acid

METLIN ID

Not Available

PubChem Compound

65037

PDB ID

Not Available

ChEBI ID

68565

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1514481

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Almenoff PL, Brooks JB, Johnson A, Lesser M: Differentiation of sarcoidosis from tuberculosis by use of electron capture gas-liquid chromatography. Lung. 1996;174(6):349-58. [PubMed:8887930 ]
French GL, Teoh R, Chan CY, Humphries MJ, Cheung SW, O'Mahony G: Diagnosis of tuberculous meningitis by detection of tuberculostearic acid in cerebrospinal fluid. Lancet. 1987 Jul 18;2(8551):117-9. [PubMed:2885596 ]
Muranishi H, Nakashima M, Tsunematsu H, Shigematsu N, Isobe R: [Rapid diagnosis of pulmonary tuberculosis by detection of tuberculostearic acid with gas chromatography/mass spectrometry]. Kekkaku. 1987 Dec;62(12):627-33. [PubMed:3329256 ]
Traunmuller F, Zeitlinger MA, Stoiser B, Lagler H, Abdel Salam HA, Presterl E, Graninger W: Circulating tuberculostearic acid in tuberculosis patients. Scand J Infect Dis. 2003;35(11-12):790-3. [PubMed:14723350 ]
Frei R: [Current methods in rapid diagnosis of tuberculosis]. Schweiz Med Wochenschr. 1993 Feb 6;123(5):147-52. [PubMed:8438134 ]
Odham G, Larsson L, Mardh PA: Demonstration of tuberculostearic acid in sputum from patients with pulmonary tuberculosis by selected ion monitoring. J Clin Invest. 1979 May;63(5):813-9. doi: 10.1172/JCI109380. [PubMed:109465 ]

Showing metabocard for Tuberculostearic acid (HMDB0004085)

MOL for HMDB0004085 (Tuberculostearic acid)

3D MOL for HMDB0004085 (Tuberculostearic acid)

3D SDF for HMDB0004085 (Tuberculostearic acid)

3D-SDF for HMDB0004085 (Tuberculostearic acid)

PDB for HMDB0004085 (Tuberculostearic acid)

3D PDB for HMDB0004085 (Tuberculostearic acid)

SMILES for HMDB0004085 (Tuberculostearic acid)

INCHI for HMDB0004085 (Tuberculostearic acid)

Structure for HMDB0004085 (Tuberculostearic acid)

3D Structure for HMDB0004085 (Tuberculostearic acid)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra