NP-MRD: Showing NP-Card for Sulfolithocholic acid (NP0000154)

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Record Information

Version

1.0

Created at

2005-11-16 15:48:42 UTC

Updated at

2021-06-29 00:46:41 UTC

NP-MRD ID

NP0000154

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Sulfolithocholic acid

Description

Sulfolithocholic acid is a bile acid. Bile acids are steroid acids found predominantly in the bile of mammals. The distinction between different bile acids is minute, depending only on the presence or absence of hydroxyl groups on positions 3, 7, and 12. Bile acids are physiological detergents that facilitate excretion, absorption, and transport of fats and sterols in the intestine and liver. Bile acids are also steroidal amphipathic molecules derived from the catabolism of cholesterol. They modulate bile flow and lipid secretion, are essential for the absorption of dietary fats and vitamins, and have been implicated in the regulation of all the key enzymes involved in cholesterol homeostasis. Bile acids recirculate through the liver, bile ducts, small intestine and portal vein to form an enterohepatic circuit. They exist as anions at physiological pH and, consequently, require a carrier for transport across the membranes of the enterohepatic tissues. The unique detergent properties of bile acids are essential for the digestion and intestinal absorption of hydrophobic nutrients. Bile acids have potent toxic properties (e.G. Membrane disruption) and there are a plethora of mechanisms to limit their accumulation in blood and tissues (PMID: 11316487 , 16037564 , 12576301 , 11907135 ).

Structure

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

Tartaric acid.mol
  Mrv1652305271900292D          

 34 37  0  0  0  0            999 V2000
   -1.7151   -0.9667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4296   -1.3792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4296   -2.2042    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.1441   -2.6167    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7151   -2.6167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0006   -2.2042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2862   -2.6167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4283   -2.2042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4283   -1.3792    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1428   -0.9667    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9274   -1.2216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4123   -0.5542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9274    0.1132    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1823    0.8979    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9792    1.1114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1927    1.9083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9896    2.1218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5990    1.4812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1428   -0.1417    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1428    0.6833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.2862   -0.1417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2862   -0.9667    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0006   -1.3792    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0006   -0.5542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5730    1.5384    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2032    2.9187    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8585   -2.2042    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4460   -1.4897    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2710   -2.9187    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5730   -1.7917    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2862   -1.7917    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4283   -0.5542    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1428   -1.7917    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  6  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 13 12  1  1  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 14 18  1  6  0  0  0
 13 19  1  0  0  0  0
 10 19  1  0  0  0  0
 19 20  1  1  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
  9 23  1  0  0  0  0
 23 24  1  0  0  0  0
  1 24  1  0  0  0  0
  6 24  1  0  0  0  0
 24 25  1  1  0  0  0
 17 26  2  0  0  0  0
 17 27  1  0  0  0  0
 28 29  2  0  0  0  0
 28 30  2  0  0  0  0
 28 31  1  0  0  0  0
  4 28  1  0  0  0  0
 23 32  1  6  0  0  0
  9 33  1  1  0  0  0
 10 34  1  6  0  0  0
M  END

HMDB0000907
     RDKit          3D
Sulfolithocholic acid
 71 74  0  0  0  0  0  0  0  0999 V2000
   -4.2760   -1.0494   -2.0890 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3465   -0.9207   -0.5905 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.7204   -0.5813   -0.1416 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3603    0.6484   -0.6417 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7360    1.9299   -0.3795 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0551    2.5040   -1.2575 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8768    2.5503    0.8452 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2338   -0.1189   -0.0633 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.3154    0.0259    1.4769 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9292    0.4930    1.8686 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0985    0.3603    0.6430 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2973   -0.0952    0.8626 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0409    0.6780    1.8981 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2686    1.3749    1.4758 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0351    0.7930    0.3585 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4851    0.4348    0.7150 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2540    0.2851   -0.5424 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.5225    1.4537   -1.2162 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1216    1.7806   -1.4639 S   0  0  0  0  0  6  0  0  0  0  0  0
    7.9280    0.6945   -0.7956 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3817    1.6234   -2.9542 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6080    3.2998   -1.0377 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6196   -0.6786   -1.5117 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1397   -0.5869   -1.6267 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4035   -0.4031   -0.3213 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5613   -1.6627    0.4875 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9614   -0.0809   -0.5094 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2475   -1.0492   -1.4139 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2385   -0.7972   -1.4608 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8560   -0.7650   -0.1048 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7405   -2.0143    0.6923 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9679   -2.0579   -2.4328 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.2170   -2.0230   -0.2457 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8062   -0.5571    0.9867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4237   -1.4322   -0.4071 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6831    0.5516   -1.7351 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3821    0.6914   -0.1327 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1335    3.0476    1.3185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1134    0.8774   -0.4805 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4267   -1.0101    1.8859 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1057    0.6988    1.7915 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5406   -0.0359    2.7546 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0175    1.5729    2.1849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1889    1.2911    0.0476 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2548   -1.1639    1.2162 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2376    0.0580    2.8235 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3030    1.4462    2.2898 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0388    2.4705    1.3003 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9697    1.4185    2.3651 H   0  0  0  0  0  0  0  0  0  0  0  0
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    4.8831    1.1562    1.4251 H   0  0  0  0  0  0  0  0  0  0  0  0
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    6.2656   -0.1627   -0.2986 H   0  0  0  0  0  0  0  0  0  0  0  0
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    0.6145   -0.8809   -2.4590 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4168   -2.1051   -1.1980 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4029    0.2083   -1.9173 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.5757   -2.7168    0.6433 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  2  0
  5  7  1  0
  2  8  1  0
  8  9  1  0
  9 10  1  0
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 11 12  1  0
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  8 41  1  6
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 29 67  1  0
 29 68  1  0
 31 69  1  0
 31 70  1  0
 31 71  1  0
M  END

Tartaric acid.mol
  Mrv1652305271900292D          

 34 37  0  0  0  0            999 V2000
   -1.7151   -0.9667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4296   -1.3792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4296   -2.2042    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.1441   -2.6167    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7151   -2.6167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.4283   -1.3792    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1428   -0.9667    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9274   -1.2216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4123   -0.5542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9274    0.1132    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1823    0.8979    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9792    1.1114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1927    1.9083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9896    2.1218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5990    1.4812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1428   -0.1417    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
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  4 28  1  0  0  0  0
 23 32  1  6  0  0  0
  9 33  1  1  0  0  0
 10 34  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0000154

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@@]12CC[C@H]([C@H](C)CCC(O)=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CCC2C[C@@H](CC[C@]12C)OS(O)(=O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C24H40O6S/c1-15(4-9-22(25)26)19-7-8-20-18-6-5-16-14-17(30-31(27,28)29)10-12-23(16,2)21(18)11-13-24(19,20)3/h15-21H,4-14H2,1-3H3,(H,25,26)(H,27,28,29)/t15-,16?,17-,18+,19-,20+,21+,23+,24-/m1/s1

> <INCHI_KEY>
AXDXVEYHEODSPN-YPLGJCPNSA-N

> <FORMULA>
C24H40O6S

> <MOLECULAR_WEIGHT>
456.636

> <EXACT_MASS>
456.254559702

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
71

> <JCHEM_AVERAGE_POLARIZABILITY>
51.263351469879616

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(4R)-4-[(1S,2S,5R,10R,11S,14R,15R)-2,15-dimethyl-5-(sulfooxy)tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]pentanoic acid

> <ALOGPS_LOGP>
1.39

> <JCHEM_LOGP>
5.077056088666666

> <ALOGPS_LOGS>
-5.94

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
4.791043130867649

> <JCHEM_PKA_STRONGEST_ACIDIC>
-1.3307192100664595

> <JCHEM_POLAR_SURFACE_AREA>
100.9

> <JCHEM_REFRACTIVITY>
117.67309999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.20e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(4R)-4-[(1S,2S,5R,10R,11S,14R,15R)-2,15-dimethyl-5-(sulfooxy)tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]pentanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0000907
     RDKit          3D
Sulfolithocholic acid
 71 74  0  0  0  0  0  0  0  0999 V2000
   -4.2760   -1.0494   -2.0890 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3465   -0.9207   -0.5905 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.7204   -0.5813   -0.1416 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3603    0.6484   -0.6417 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7360    1.9299   -0.3795 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0551    2.5040   -1.2575 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8768    2.5503    0.8452 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2338   -0.1189   -0.0633 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.3154    0.0259    1.4769 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9292    0.4930    1.8686 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0985    0.3603    0.6430 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2973   -0.0952    0.8626 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0409    0.6780    1.8981 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2686    1.3749    1.4758 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0351    0.7930    0.3585 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4851    0.4348    0.7150 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2540    0.2851   -0.5424 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.5225    1.4537   -1.2162 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1216    1.7806   -1.4639 S   0  0  0  0  0  6  0  0  0  0  0  0
    7.9280    0.6945   -0.7956 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3817    1.6234   -2.9542 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6080    3.2998   -1.0377 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6196   -0.6786   -1.5117 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1397   -0.5869   -1.6267 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4035   -0.4031   -0.3213 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5613   -1.6627    0.4875 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9614   -0.0809   -0.5094 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2475   -1.0492   -1.4139 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2385   -0.7972   -1.4608 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8560   -0.7650   -0.1048 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7405   -2.0143    0.6923 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9679   -2.0579   -2.4328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3126   -0.9353   -2.5457 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6022   -0.3175   -2.5726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2170   -2.0230   -0.2457 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8062   -0.5571    0.9867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4237   -1.4322   -0.4071 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6831    0.5516   -1.7351 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3821    0.6914   -0.1327 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1335    3.0476    1.3185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1134    0.8774   -0.4805 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4267   -1.0101    1.8859 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1057    0.6988    1.7915 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5406   -0.0359    2.7546 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0175    1.5729    2.1849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1889    1.2911    0.0476 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2548   -1.1639    1.2162 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2376    0.0580    2.8235 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3030    1.4462    2.2898 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0388    2.4705    1.3003 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9697    1.4185    2.3651 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1285    1.5653   -0.4493 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8831    1.1562    1.4251 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4158   -0.5381    1.2470 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2656   -0.1627   -0.2986 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1089    3.6535   -0.2791 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1329   -0.6490   -2.5063 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8681   -1.7147   -1.1316 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9035    0.2132   -2.3588 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7872   -1.5370   -2.1252 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6998   -2.3676    0.3647 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4609   -2.2573    0.2256 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6187   -1.4493    1.5829 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7978    0.9300   -0.9229 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6145   -0.8809   -2.4590 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4168   -2.1051   -1.1980 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4029    0.2083   -1.9173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6713   -1.6317   -2.0401 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8562   -2.5977    0.2998 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5714   -1.8360    1.7902 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5757   -2.7168    0.6433 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  2  0
  5  7  1  0
  2  8  1  0
  8  9  1  0
  9 10  1  0
 10 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  2  0
 19 22  1  0
 17 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  1
 25 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  1
 30  8  1  0
 30 11  1  0
 27 12  1  0
 25 15  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  2 35  1  1
  3 36  1  0
  3 37  1  0
  4 38  1  0
  4 39  1  0
  7 40  1  0
  8 41  1  6
  9 42  1  0
  9 43  1  0
 10 44  1  0
 10 45  1  0
 11 46  1  6
 12 47  1  1
 13 48  1  0
 13 49  1  0
 14 50  1  0
 14 51  1  0
 15 52  1  0
 16 53  1  0
 16 54  1  0
 17 55  1  1
 22 56  1  0
 23 57  1  0
 23 58  1  0
 24 59  1  0
 24 60  1  0
 26 61  1  0
 26 62  1  0
 26 63  1  0
 27 64  1  6
 28 65  1  0
 28 66  1  0
 29 67  1  0
 29 68  1  0
 31 69  1  0
 31 70  1  0
 31 71  1  0
M  END

HEADER    PROTEIN                                 27-MAY-19   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: Tartaric acid.mol                                 
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-MAY-19         0                                  
HETATM    1  C   UNK     0      -3.202  -1.805   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -4.535  -2.575   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -4.535  -4.115   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      -5.869  -4.885   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      -3.202  -4.885   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.868  -4.115   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.534  -4.885   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.799  -4.115   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.799  -2.575   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.133  -1.805   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.598  -2.280   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.503  -1.035   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.598   0.211   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.074   1.676   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.561   2.075   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.960   3.562   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       7.447   3.961   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.985   2.765   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.133  -0.265   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.133   1.275   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       0.799   0.505   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -0.534  -0.265   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -0.534  -1.805   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -1.868  -2.575   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -1.868  -1.035   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       8.536   2.872   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       7.846   5.448   0.000  0.00  0.00           O+0
HETATM   28  S   UNK     0      -7.203  -4.115   0.000  0.00  0.00           S+0
HETATM   29  O   UNK     0      -6.433  -2.781   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0      -7.973  -5.448   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0      -8.536  -3.345   0.000  0.00  0.00           O+0
HETATM   32  H   UNK     0      -0.534  -3.345   0.000  0.00  0.00           H+0
HETATM   33  H   UNK     0       0.799  -1.035   0.000  0.00  0.00           H+0
HETATM   34  H   UNK     0       2.133  -3.345   0.000  0.00  0.00           H+0
CONECT    1    2   24                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3   28                                                       
CONECT    5    3    6                                                       
CONECT    6    5    7   24                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   23   33                                             
CONECT   10    9   11   19   34                                             
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   19                                                  
CONECT   14   13   15   18                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   26   27                                                  
CONECT   18   14                                                            
CONECT   19   13   10   20   21                                             
CONECT   20   19                                                            
CONECT   21   19   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22    9   24   32                                             
CONECT   24   23    1    6   25                                             
CONECT   25   24                                                            
CONECT   26   17                                                            
CONECT   27   17                                                            
CONECT   28   29   30   31    4                                             
CONECT   29   28                                                            
CONECT   30   28                                                            
CONECT   31   28                                                            
CONECT   32   23                                                            
CONECT   33    9                                                            
CONECT   34   10                                                            
MASTER        0    0    0    0    0    0    0    0   34    0   74    0
END

COMPND    HMDB0000907
HETATM    1  C1  UNL     1      -4.276  -1.049  -2.089  1.00  0.00           C  
HETATM    2  C2  UNL     1      -4.346  -0.921  -0.591  1.00  0.00           C  
HETATM    3  C3  UNL     1      -5.720  -0.581  -0.142  1.00  0.00           C  
HETATM    4  C4  UNL     1      -6.360   0.648  -0.642  1.00  0.00           C  
HETATM    5  C5  UNL     1      -5.736   1.930  -0.379  1.00  0.00           C  
HETATM    6  O1  UNL     1      -5.055   2.504  -1.258  1.00  0.00           O  
HETATM    7  O2  UNL     1      -5.877   2.550   0.845  1.00  0.00           O  
HETATM    8  C6  UNL     1      -3.234  -0.119  -0.063  1.00  0.00           C  
HETATM    9  C7  UNL     1      -3.315   0.026   1.477  1.00  0.00           C  
HETATM   10  C8  UNL     1      -1.929   0.493   1.869  1.00  0.00           C  
HETATM   11  C9  UNL     1      -1.098   0.360   0.643  1.00  0.00           C  
HETATM   12  C10 UNL     1       0.297  -0.095   0.863  1.00  0.00           C  
HETATM   13  C11 UNL     1       1.041   0.678   1.898  1.00  0.00           C  
HETATM   14  C12 UNL     1       2.269   1.375   1.476  1.00  0.00           C  
HETATM   15  C13 UNL     1       3.035   0.793   0.359  1.00  0.00           C  
HETATM   16  C14 UNL     1       4.485   0.435   0.715  1.00  0.00           C  
HETATM   17  C15 UNL     1       5.254   0.285  -0.542  1.00  0.00           C  
HETATM   18  O3  UNL     1       5.523   1.454  -1.216  1.00  0.00           O  
HETATM   19  S1  UNL     1       7.122   1.781  -1.464  1.00  0.00           S  
HETATM   20  O4  UNL     1       7.928   0.694  -0.796  1.00  0.00           O  
HETATM   21  O5  UNL     1       7.382   1.623  -2.954  1.00  0.00           O  
HETATM   22  O6  UNL     1       7.608   3.300  -1.038  1.00  0.00           O  
HETATM   23  C16 UNL     1       4.620  -0.679  -1.512  1.00  0.00           C  
HETATM   24  C17 UNL     1       3.140  -0.587  -1.627  1.00  0.00           C  
HETATM   25  C18 UNL     1       2.403  -0.403  -0.321  1.00  0.00           C  
HETATM   26  C19 UNL     1       2.561  -1.663   0.487  1.00  0.00           C  
HETATM   27  C20 UNL     1       0.961  -0.081  -0.509  1.00  0.00           C  
HETATM   28  C21 UNL     1       0.248  -1.049  -1.414  1.00  0.00           C  
HETATM   29  C22 UNL     1      -1.239  -0.797  -1.461  1.00  0.00           C  
HETATM   30  C23 UNL     1      -1.856  -0.765  -0.105  1.00  0.00           C  
HETATM   31  C24 UNL     1      -1.741  -2.014   0.692  1.00  0.00           C  
HETATM   32  H1  UNL     1      -3.968  -2.058  -2.433  1.00  0.00           H  
HETATM   33  H2  UNL     1      -5.313  -0.935  -2.546  1.00  0.00           H  
HETATM   34  H3  UNL     1      -3.602  -0.317  -2.573  1.00  0.00           H  
HETATM   35  H4  UNL     1      -4.217  -2.023  -0.246  1.00  0.00           H  
HETATM   36  H5  UNL     1      -5.806  -0.557   0.987  1.00  0.00           H  
HETATM   37  H6  UNL     1      -6.424  -1.432  -0.407  1.00  0.00           H  
HETATM   38  H7  UNL     1      -6.683   0.552  -1.735  1.00  0.00           H  
HETATM   39  H8  UNL     1      -7.382   0.691  -0.133  1.00  0.00           H  
HETATM   40  H9  UNL     1      -5.133   3.048   1.319  1.00  0.00           H  
HETATM   41  H10 UNL     1      -3.113   0.877  -0.481  1.00  0.00           H  
HETATM   42  H11 UNL     1      -3.427  -1.010   1.886  1.00  0.00           H  
HETATM   43  H12 UNL     1      -4.106   0.699   1.792  1.00  0.00           H  
HETATM   44  H13 UNL     1      -1.541  -0.036   2.755  1.00  0.00           H  
HETATM   45  H14 UNL     1      -2.017   1.573   2.185  1.00  0.00           H  
HETATM   46  H15 UNL     1      -1.189   1.291   0.048  1.00  0.00           H  
HETATM   47  H16 UNL     1       0.255  -1.164   1.216  1.00  0.00           H  
HETATM   48  H17 UNL     1       1.238   0.058   2.824  1.00  0.00           H  
HETATM   49  H18 UNL     1       0.303   1.446   2.290  1.00  0.00           H  
HETATM   50  H19 UNL     1       2.039   2.471   1.300  1.00  0.00           H  
HETATM   51  H20 UNL     1       2.970   1.419   2.365  1.00  0.00           H  
HETATM   52  H21 UNL     1       3.128   1.565  -0.449  1.00  0.00           H  
HETATM   53  H22 UNL     1       4.883   1.156   1.425  1.00  0.00           H  
HETATM   54  H23 UNL     1       4.416  -0.538   1.247  1.00  0.00           H  
HETATM   55  H24 UNL     1       6.266  -0.163  -0.299  1.00  0.00           H  
HETATM   56  H25 UNL     1       7.109   3.653  -0.279  1.00  0.00           H  
HETATM   57  H26 UNL     1       5.133  -0.649  -2.506  1.00  0.00           H  
HETATM   58  H27 UNL     1       4.868  -1.715  -1.132  1.00  0.00           H  
HETATM   59  H28 UNL     1       2.904   0.213  -2.359  1.00  0.00           H  
HETATM   60  H29 UNL     1       2.787  -1.537  -2.125  1.00  0.00           H  
HETATM   61  H30 UNL     1       1.700  -2.368   0.365  1.00  0.00           H  
HETATM   62  H31 UNL     1       3.461  -2.257   0.226  1.00  0.00           H  
HETATM   63  H32 UNL     1       2.619  -1.449   1.583  1.00  0.00           H  
HETATM   64  H33 UNL     1       0.798   0.930  -0.923  1.00  0.00           H  
HETATM   65  H34 UNL     1       0.614  -0.881  -2.459  1.00  0.00           H  
HETATM   66  H35 UNL     1       0.417  -2.105  -1.198  1.00  0.00           H  
HETATM   67  H36 UNL     1      -1.403   0.208  -1.917  1.00  0.00           H  
HETATM   68  H37 UNL     1      -1.671  -1.632  -2.040  1.00  0.00           H  
HETATM   69  H38 UNL     1      -0.856  -2.598   0.300  1.00  0.00           H  
HETATM   70  H39 UNL     1      -1.571  -1.836   1.790  1.00  0.00           H  
HETATM   71  H40 UNL     1      -2.576  -2.717   0.643  1.00  0.00           H  
CONECT    1    2   32   33   34
CONECT    2    3    8   35
CONECT    3    4   36   37
CONECT    4    5   38   39
CONECT    5    6    6    7
CONECT    7   40
CONECT    8    9   30   41
CONECT    9   10   42   43
CONECT   10   11   44   45
CONECT   11   12   30   46
CONECT   12   13   27   47
CONECT   13   14   48   49
CONECT   14   15   50   51
CONECT   15   16   25   52
CONECT   16   17   53   54
CONECT   17   18   23   55
CONECT   18   19
CONECT   19   20   20   21   21
CONECT   19   22
CONECT   22   56
CONECT   23   24   57   58
CONECT   24   25   59   60
CONECT   25   26   27
CONECT   26   61   62   63
CONECT   27   28   64
CONECT   28   29   65   66
CONECT   29   30   67   68
CONECT   30   31
CONECT   31   69   70   71
END

HMDB0000907
     RDKit          3D
Sulfolithocholic acid
 71 74  0  0  0  0  0  0  0  0999 V2000
   -4.2760   -1.0494   -2.0890 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3465   -0.9207   -0.5905 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.7204   -0.5813   -0.1416 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3603    0.6484   -0.6417 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7360    1.9299   -0.3795 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0551    2.5040   -1.2575 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8768    2.5503    0.8452 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2338   -0.1189   -0.0633 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.3154    0.0259    1.4769 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9292    0.4930    1.8686 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0985    0.3603    0.6430 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2973   -0.0952    0.8626 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0409    0.6780    1.8981 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2686    1.3749    1.4758 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0351    0.7930    0.3585 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4851    0.4348    0.7150 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2540    0.2851   -0.5424 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.5225    1.4537   -1.2162 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1216    1.7806   -1.4639 S   0  0  0  0  0  6  0  0  0  0  0  0
    7.9280    0.6945   -0.7956 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3817    1.6234   -2.9542 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6080    3.2998   -1.0377 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6196   -0.6786   -1.5117 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1397   -0.5869   -1.6267 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4035   -0.4031   -0.3213 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5613   -1.6627    0.4875 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9614   -0.0809   -0.5094 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2475   -1.0492   -1.4139 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2385   -0.7972   -1.4608 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8560   -0.7650   -0.1048 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7405   -2.0143    0.6923 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9679   -2.0579   -2.4328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3126   -0.9353   -2.5457 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6022   -0.3175   -2.5726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2170   -2.0230   -0.2457 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8062   -0.5571    0.9867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4237   -1.4322   -0.4071 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6831    0.5516   -1.7351 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3821    0.6914   -0.1327 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1335    3.0476    1.3185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1134    0.8774   -0.4805 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4267   -1.0101    1.8859 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1057    0.6988    1.7915 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5406   -0.0359    2.7546 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0175    1.5729    2.1849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1889    1.2911    0.0476 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2548   -1.1639    1.2162 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2376    0.0580    2.8235 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3030    1.4462    2.2898 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0388    2.4705    1.3003 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9697    1.4185    2.3651 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1285    1.5653   -0.4493 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8831    1.1562    1.4251 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4158   -0.5381    1.2470 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2656   -0.1627   -0.2986 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1089    3.6535   -0.2791 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1329   -0.6490   -2.5063 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8681   -1.7147   -1.1316 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9035    0.2132   -2.3588 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7872   -1.5370   -2.1252 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6998   -2.3676    0.3647 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4609   -2.2573    0.2256 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6187   -1.4493    1.5829 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7978    0.9300   -0.9229 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6145   -0.8809   -2.4590 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4168   -2.1051   -1.1980 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4029    0.2083   -1.9173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6713   -1.6317   -2.0401 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8562   -2.5977    0.2998 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5714   -1.8360    1.7902 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5757   -2.7168    0.6433 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  2  0
  5  7  1  0
  2  8  1  0
  8  9  1  0
  9 10  1  0
 10 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  2  0
 19 22  1  0
 17 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  1
 25 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  1
 30  8  1  0
 30 11  1  0
 27 12  1  0
 25 15  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  2 35  1  1
  3 36  1  0
  3 37  1  0
  4 38  1  0
  4 39  1  0
  7 40  1  0
  8 41  1  6
  9 42  1  0
  9 43  1  0
 10 44  1  0
 10 45  1  0
 11 46  1  6
 12 47  1  1
 13 48  1  0
 13 49  1  0
 14 50  1  0
 14 51  1  0
 15 52  1  0
 16 53  1  0
 16 54  1  0
 17 55  1  1
 22 56  1  0
 23 57  1  0
 23 58  1  0
 24 59  1  0
 24 60  1  0
 26 61  1  0
 26 62  1  0
 26 63  1  0
 27 64  1  6
 28 65  1  0
 28 66  1  0
 29 67  1  0
 29 68  1  0
 31 69  1  0
 31 70  1  0
 31 71  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Value	Source
Sulfolithocholate	Generator
Sulpholithocholate	Generator
Sulpholithocholic acid	Generator
(4R)-4-[(1S,2S,5R,10R,11S,14R,15R)-2,15-Dimethyl-5-(sulfooxy)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoate	HMDB
(4R)-4-[(1S,2S,5R,10R,11S,14R,15R)-2,15-Dimethyl-5-(sulphooxy)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoate	HMDB
(4R)-4-[(1S,2S,5R,10R,11S,14R,15R)-2,15-Dimethyl-5-(sulphooxy)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoic acid	HMDB

Chemical Formula

C₂₄H₄₀O₆S

Average Mass

456.6360 Da

Monoisotopic Mass

456.25456 Da

IUPAC Name

(4R)-4-[(1S,2S,5R,10R,11S,14R,15R)-2,15-dimethyl-5-(sulfooxy)tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]pentanoic acid

Traditional Name

(4R)-4-[(1S,2S,5R,10R,11S,14R,15R)-2,15-dimethyl-5-(sulfooxy)tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]pentanoic acid

CAS Registry Number

34669-57-3

SMILES

[H][C@@]12CC[C@H]([C@H](C)CCC(O)=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CCC2C[C@@H](CC[C@]12C)OS(O)(=O)=O

InChI Identifier

InChI=1S/C24H40O6S/c1-15(4-9-22(25)26)19-7-8-20-18-6-5-16-14-17(30-31(27,28)29)10-12-23(16,2)21(18)11-13-24(19,20)3/h15-21H,4-14H2,1-3H3,(H,25,26)(H,27,28,29)/t15-,16?,17-,18+,19-,20+,21+,23+,24-/m1/s1

InChI Key

AXDXVEYHEODSPN-YPLGJCPNSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, 100%_DMSO, experimental)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Anas platyrhynchos	FooDB	FooDB
Anatidae	FooDB	FooDB
Anser anser	FooDB	FooDB
Bison bison	FooDB	FooDB
Bos taurus	FooDB	FooDB
Bos taurus X Bison bison	FooDB	FooDB
Bubalus bubalis	FooDB	FooDB
Capra aegagrus hircus	FooDB	FooDB
Cervidae	FooDB	FooDB
Cervus canadensis	FooDB	FooDB
Columba	FooDB	FooDB
Columbidae	FooDB	FooDB
Dromaius novaehollandiae	FooDB	FooDB
Equus caballus	FooDB	FooDB
Gallus gallus	FooDB	FooDB
Lagopus muta	FooDB	FooDB
Leporidae	FooDB	FooDB
Lepus timidus	FooDB	FooDB
Melanitta fusca	FooDB	FooDB
Meleagris gallopavo	FooDB	FooDB
Numida meleagris	FooDB	FooDB
Odocoileus	FooDB	FooDB
Oryctolagus	FooDB	FooDB
Ovis aries	FooDB	FooDB
Phasianidae	FooDB	FooDB
Phasianus colchicus	FooDB	FooDB
Struthio camelus	FooDB	FooDB
Sus scrofa	FooDB	FooDB
Sus scrofa domestica	FooDB	FooDB

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as bile acids, alcohols and derivatives. These are organic compounds containing an alcohol or acid derivative of cholic acid.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Bile acids, alcohols and derivatives

Direct Parent

Bile acids, alcohols and derivatives

Alternative Parents

Substituents

Bile acid, alcohol, or derivatives
Sulfated steroid skeleton
Sulfuric acid monoester
Sulfate-ester
Alkyl sulfate
Sulfuric acid ester
Organic sulfuric acid or derivatives
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organic oxide
Organooxygen compound
Organic oxygen compound
Carbonyl group
Hydrocarbon derivative
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Solid

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	0.00052 g/L	ALOGPS
logP	1.39	ALOGPS
logP	5.08	ChemAxon
logS	-5.9	ALOGPS
pKa (Strongest Acidic)	-1.3	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	100.9 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	117.67 m³·mol⁻¹	ChemAxon
Polarizability	51.26 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

HMDB0000907

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB022312

KNApSAcK ID

Not Available

Chemspider ID

8429048

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10253562

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Hepner GW, Demers LM: Dynamics of the enterohepatic circulation of the glycine conjugates of cholic, chenodeoxycholic, deoxycholic, and sulfolithocholic acid in man. Gastroenterology. 1977 Mar;72(3):499-501. [PubMed:832799 ]
Kelsey MI, Hwang KK, Huang SK, Shaikh B: Characterization of microbial metabolites of sulfolithocholic acid by high-performance liquid chromatography. J Steroid Biochem. 1981 Feb;14(2):205-11. [PubMed:7206708 ]
Singhal SS, Sharma R, Gupta S, Ahmad H, Zimniak P, Radominska A, Lester R, Awasthi YC: The anionic conjugates of bilirubin and bile acids stimulate ATP hydrolysis by S-(dinitrophenyl)glutathione ATPase of human erythrocyte. FEBS Lett. 1991 Apr 9;281(1-2):255-7. [PubMed:1826661 ]
Kelsey MI, Molina JE, Huang SK, Hwang KK: The identification of microbial metabolites of sulfolithocholic acid. J Lipid Res. 1980 Aug;21(6):751-9. [PubMed:7419986 ]
Jorge A, Fay O, Palazzi J, Sanchez D, Tanno H, Diaz M: [Determination of cholic and sulfolithocholic acids in various hepatopathies]. Acta Gastroenterol Latinoam. 1982;12(2):143-7. [PubMed:7158242 ]
St-Pierre MV, Kullak-Ublick GA, Hagenbuch B, Meier PJ: Transport of bile acids in hepatic and non-hepatic tissues. J Exp Biol. 2001 May;204(Pt 10):1673-86. [PubMed:11316487 ]
Claudel T, Staels B, Kuipers F: The Farnesoid X receptor: a molecular link between bile acid and lipid and glucose metabolism. Arterioscler Thromb Vasc Biol. 2005 Oct;25(10):2020-30. Epub 2005 Jul 21. [PubMed:16037564 ]
Chiang JY: Bile acid regulation of hepatic physiology: III. Bile acids and nuclear receptors. Am J Physiol Gastrointest Liver Physiol. 2003 Mar;284(3):G349-56. [PubMed:12576301 ]
Davis RA, Miyake JH, Hui TY, Spann NJ: Regulation of cholesterol-7alpha-hydroxylase: BAREly missing a SHP. J Lipid Res. 2002 Apr;43(4):533-43. [PubMed:11907135 ]

Showing NP-Card for Sulfolithocholic acid (NP0000154)

MOL for NP0000154 (Sulfolithocholic acid)

3D MOL for NP0000154 (Sulfolithocholic acid)

3D SDF for NP0000154 (Sulfolithocholic acid)

3D-SDF for NP0000154 (Sulfolithocholic acid)

PDB for NP0000154 (Sulfolithocholic acid)

3D PDB for NP0000154 (Sulfolithocholic acid)

SMILES for NP0000154 (Sulfolithocholic acid)

INCHI for NP0000154 (Sulfolithocholic acid)

Structure for NP0000154 (Sulfolithocholic acid)

3D Structure for NP0000154 (Sulfolithocholic acid)