MiMeDB: Showing metabocard for 5alpha-Pregnan-3beta,20alpha-diol monosulfate (MMDBc0000740)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2020-12-10 18:53:56 UTC

Update Date

2022-08-31 06:11:48 UTC

Metabolite ID

MMDBc0000740

Metabolite Identification

Common Name

5alpha-Pregnan-3beta,20alpha-diol monosulfate

Description

(1S,2S,5S,7S,10R,11S,14S,15S)-14-(1-hydroxyethyl)-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-5-ol sulfate is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI


  Mrv1652304041918082D          

 28 30  0  0  1  0            999 V2000
   -3.3587    0.8285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9456    0.6571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5704    1.0592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9743   -1.5254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1622   -1.3802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2644   -0.5024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5815   -0.9654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5698    0.3667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1334    0.8024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7577    0.5119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6787    0.9476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3183   -1.0399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5414    0.9414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5062   -0.8947    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8501   -0.4092    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1181   -0.6043    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0351    0.2901    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9302   -0.4591    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4137    0.0264    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2259   -0.1188    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2105    0.3169    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2305    1.7056    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6622   -0.5544    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2551    0.8250    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    6.2551   -0.8250    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    5.4301    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0801    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2551    0.0000    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  1  0  0  0  0
  7  6  1  0  0  0  0
 10  8  1  0  0  0  0
 11  9  1  0  0  0  0
 13  1  1  0  0  0  0
 14  4  1  6  0  0  0
 14 12  1  0  0  0  0
 15  8  1  0  0  0  0
 15 12  1  0  0  0  0
 16  5  1  1  0  0  0
 17  6  1  0  0  0  0
 17 13  1  6  0  0  0
 18  7  1  6  0  0  0
 16 18  1  0  0  0  0
 19  9  1  6  0  0  0
 16 19  1  0  0  0  0
 20  2  1  6  0  0  0
 20 10  1  0  0  0  0
 20 14  1  0  0  0  0
 19 20  1  0  0  0  0
 21  3  1  6  0  0  0
 21 11  1  0  0  0  0
 21 17  1  0  0  0  0
 18 21  1  0  0  0  0
 22 13  1  0  0  0  0
 15 23  1  6  0  0  0
 28 24  1  0  0  0  0
 28 25  1  0  0  0  0
 28 26  2  0  0  0  0
 28 27  2  0  0  0  0
M  CHG  2  24  -1  25  -1
M  END


  Mrv1652304041918082D          

 28 30  0  0  1  0            999 V2000
   -3.3587    0.8285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9456    0.6571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5704    1.0592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9743   -1.5254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1622   -1.3802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2644   -0.5024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5815   -0.9654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5698    0.3667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1334    0.8024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7577    0.5119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6787    0.9476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3183   -1.0399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5414    0.9414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5062   -0.8947    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8501   -0.4092    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1181   -0.6043    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0351    0.2901    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9302   -0.4591    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4137    0.0264    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2259   -0.1188    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2105    0.3169    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2305    1.7056    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6622   -0.5544    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2551    0.8250    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    6.2551   -0.8250    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    5.4301    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0801    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2551    0.0000    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  1  0  0  0  0
  7  6  1  0  0  0  0
 10  8  1  0  0  0  0
 11  9  1  0  0  0  0
 13  1  1  0  0  0  0
 14  4  1  6  0  0  0
 14 12  1  0  0  0  0
 15  8  1  0  0  0  0
 15 12  1  0  0  0  0
 16  5  1  1  0  0  0
 17  6  1  0  0  0  0
 17 13  1  6  0  0  0
 18  7  1  6  0  0  0
 16 18  1  0  0  0  0
 19  9  1  6  0  0  0
 16 19  1  0  0  0  0
 20  2  1  6  0  0  0
 20 10  1  0  0  0  0
 20 14  1  0  0  0  0
 19 20  1  0  0  0  0
 21  3  1  6  0  0  0
 21 11  1  0  0  0  0
 21 17  1  0  0  0  0
 18 21  1  0  0  0  0
 22 13  1  0  0  0  0
 15 23  1  6  0  0  0
 28 24  1  0  0  0  0
 28 25  1  0  0  0  0
 28 26  2  0  0  0  0
 28 27  2  0  0  0  0
M  CHG  2  24  -1  25  -1
M  END
> <DATABASE_ID>
MMDBc0000740

> <DATABASE_NAME>
MIME

> <SMILES>
[O-]S([O-])(=O)=O.CC(O)[C@H]1CC[C@H]2[C@@H]3CC[C@H]4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C

> <INCHI_IDENTIFIER>
InChI=1S/C21H36O2.H2O4S/c1-13(22)17-6-7-18-16-5-4-14-12-15(23)8-10-20(14,2)19(16)9-11-21(17,18)3;1-5(2,3)4/h13-19,22-23H,4-12H2,1-3H3;(H2,1,2,3,4)/p-2/t13?,14-,15-,16-,17+,18-,19-,20-,21+;/m0./s1

> <INCHI_KEY>
JPEAGOXIJHWBGA-PWMJONGKSA-L

> <FORMULA>
C21H36O6S

> <MOLECULAR_WEIGHT>
416.57

> <EXACT_MASS>
416.224357213

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
64

> <JCHEM_AVERAGE_POLARIZABILITY>
39.48016969140379

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
-2

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,2S,5S,7S,10R,11S,14S,15S)-14-(1-hydroxyethyl)-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-5-ol sulfate

> <ALOGPS_LOGP>
4.35

> <JCHEM_LOGP>
3.779437132333335

> <ALOGPS_LOGS>
-5.16

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
19.003403432454316

> <JCHEM_PKA_STRONGEST_ACIDIC>
18.296396321121705

> <JCHEM_PKA_STRONGEST_BASIC>
-0.8743411554850261

> <JCHEM_POLAR_SURFACE_AREA>
40.46

> <JCHEM_REFRACTIVITY>
93.9348

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.23e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2S,5S,7S,10R,11S,14S,15S)-14-(1-hydroxyethyl)-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-5-ol sulfate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 04-APR-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-APR-19         0                                  
HETATM    1  C   UNK     0      -6.270   1.547   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.765   1.227   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.931   1.977   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.819  -2.847   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.303  -2.576   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -4.227  -0.938   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.952  -1.802   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.797   0.685   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.249   1.498   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.281   0.956   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.267   1.769   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.327  -1.941   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -4.744   1.757   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.812  -1.670   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.320  -0.764   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -0.220  -1.128   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -3.799   0.542   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -1.736  -0.857   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.772   0.049   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.288  -0.222   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -2.260   0.592   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      -4.164   3.184   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       6.836  -1.035   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      11.676   1.540   0.000  0.00  0.00           O-1
HETATM   25  O   UNK     0      11.676  -1.540   0.000  0.00  0.00           O-1
HETATM   26  O   UNK     0      10.136   0.000   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      13.216   0.000   0.000  0.00  0.00           O+0
HETATM   28  S   UNK     0      11.676   0.000   0.000  0.00  0.00           S+0
CONECT    1   13                                                            
CONECT    2   20                                                            
CONECT    3   21                                                            
CONECT    4    5   14                                                       
CONECT    5    4   16                                                       
CONECT    6    7   17                                                       
CONECT    7    6   18                                                       
CONECT    8   10   15                                                       
CONECT    9   11   19                                                       
CONECT   10    8   20                                                       
CONECT   11    9   21                                                       
CONECT   12   14   15                                                       
CONECT   13    1   17   22                                                  
CONECT   14    4   12   20                                                  
CONECT   15    8   12   23                                                  
CONECT   16    5   18   19                                                  
CONECT   17    6   13   21                                                  
CONECT   18    7   16   21                                                  
CONECT   19    9   16   20                                                  
CONECT   20    2   10   14   19                                             
CONECT   21    3   11   17   18                                             
CONECT   22   13                                                            
CONECT   23   15                                                            
CONECT   24   28                                                            
CONECT   25   28                                                            
CONECT   26   28                                                            
CONECT   27   28                                                            
CONECT   28   24   25   26   27                                             
MASTER        0    0    0    0    0    0    0    0   28    0   60    0
END

Synonyms

Value	Source
(1S,2S,5S,7S,10R,11S,14S,15S)-14-(1-Hydroxyethyl)-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-5-ol sulfuric acid	Generator
(1S,2S,5S,7S,10R,11S,14S,15S)-14-(1-Hydroxyethyl)-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-5-ol sulphate	Generator
(1S,2S,5S,7S,10R,11S,14S,15S)-14-(1-Hydroxyethyl)-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-5-ol sulphuric acid	Generator

Molecular Formula

C₂₁H₃₆O₆S

Average Mass

416.57

Monoisotopic Mass

416.224357213

IUPAC Name

(1S,2S,5S,7S,10R,11S,14S,15S)-14-(1-hydroxyethyl)-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-5-ol sulfate

Traditional Name

(1S,2S,5S,7S,10R,11S,14S,15S)-14-(1-hydroxyethyl)-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-5-ol sulfate

CAS Registry Number

Not Available

SMILES

[O-]S([O-])(=O)=O.CC(O)[C@H]1CC[C@H]2[C@@H]3CC[C@H]4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C

InChI Identifier

InChI=1S/C21H36O2.H2O4S/c1-13(22)17-6-7-18-16-5-4-14-12-15(23)8-10-20(14,2)19(16)9-11-21(17,18)3;1-5(2,3)4/h13-19,22-23H,4-12H2,1-3H3;(H2,1,2,3,4)/p-2/t13?,14-,15-,16-,17+,18-,19-,20-,21+;/m0./s1

InChI Key

JPEAGOXIJHWBGA-PWMJONGKSA-L

Chemical Taxonomy

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.0022 g/L	ALOGPS
logP	4.35	ALOGPS
logP	3.78	ChemAxon
logS	-5.2	ALOGPS
pKa (Strongest Acidic)	18.3	ChemAxon
pKa (Strongest Basic)	-0.87	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	40.46 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	93.93 m³·mol⁻¹	ChemAxon
Polarizability	39.48 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2022-08-08	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-22	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Not Available

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Bacteria	Proteobacteria	1	Human feces	Indirect association between microbiota composition and metabolites measured in host biospecimen
Bacteria	Bacteroidetes	1	Human ; Human feces	Indirect association between microbiota composition and metabolites measured in host biospecimen

Exposure Sources

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference

External Links

HMDB ID

HMDB0240336

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Showing metabocard for 5alpha-Pregnan-3beta,20alpha-diol monosulfate (MMDBc0000740)

MOL for #<Metabolite:0x00007fdb3b651be8>

3D MOL for #<Metabolite:0x00007fdb3b651be8>

3D SDF for #<Metabolite:0x00007fdb3b651be8>

3D-SDF for #<Metabolite:0x00007fdb3b651be8>

PDB for #<Metabolite:0x00007fdb3b651be8>

3D PDB for #<Metabolite:0x00007fdb3b651be8>

SMILES for #<Metabolite:0x00007fdb3b651be8>

INCHI for #<Metabolite:0x00007fdb3b651be8>

Structure for #<Metabolite:0x00007fdb3b651be8>

3D Structure for #<Metabolite:0x00007fdb3b651be8>