NP-MRD: Showing NP-Card for Epitestosterone sulfate (NP0339227)

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Record Information

Version

2.0

Created at

2024-09-11 20:32:59 UTC

Updated at

2024-09-11 20:32:59 UTC

NP-MRD ID

NP0339227

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Epitestosterone sulfate

Description

Epitestosterone sulfate belongs to the class of organic compounds known as sulfated steroids. These are sterol lipids containing a sulfate group attached to the steroid skeleton. Epitestosterone sulfate is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.

Structure

MOL SDF PDB SMILES InChI


  Mrv0541 02251208192D          

 26 29  0  0  1  0            999 V2000
   14.6193  -10.9647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4690  -11.7759    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   13.7577  -11.3579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0401  -11.7648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0338  -12.5898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7450  -13.0079    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   14.4563  -13.4260    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.4626  -12.6009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2452  -12.8617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7351  -12.1980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2556  -11.5273    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   15.4336  -10.7217    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.7388  -13.8329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0212  -14.2399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3099  -13.8218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5923  -14.2287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8810  -13.8107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1635  -14.2176    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.8873  -12.9856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6049  -12.5786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3162  -12.9968    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   12.3225  -12.1717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2202  -10.4731    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   15.9716   -9.6865    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.4689  -11.2597    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.0068  -10.2245    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
  2  3  1  0  0  0  0
  2  8  1  0  0  0  0
  2 11  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5 21  1  0  0  0  0
  6  7  1  1  0  0  0
  6  8  1  0  0  0  0
  6 13  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  1  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 21  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  1  0  0  0
 24 23  2  0  0  0  0
 25 23  2  0  0  0  0
 26 23  1  0  0  0  0
 12 23  1  0  0  0  0
M  END


  Mrv0541 02251208192D          

 26 29  0  0  1  0            999 V2000
   14.6193  -10.9647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4690  -11.7759    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   13.7577  -11.3579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0401  -11.7648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0338  -12.5898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7450  -13.0079    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   14.4563  -13.4260    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.4626  -12.6009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2452  -12.8617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7351  -12.1980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2556  -11.5273    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   15.4336  -10.7217    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.7388  -13.8329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0212  -14.2399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3099  -13.8218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5923  -14.2287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8810  -13.8107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1635  -14.2176    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.8873  -12.9856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6049  -12.5786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3162  -12.9968    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   12.3225  -12.1717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2202  -10.4731    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   15.9716   -9.6865    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.4689  -11.2597    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.0068  -10.2245    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
  2  3  1  0  0  0  0
  2  8  1  0  0  0  0
  2 11  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5 21  1  0  0  0  0
  6  7  1  1  0  0  0
  6  8  1  0  0  0  0
  6 13  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  1  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 21  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  1  0  0  0
 24 23  2  0  0  0  0
 25 23  2  0  0  0  0
 26 23  1  0  0  0  0
 12 23  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0339227

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@@]12CCC3=CC(=O)CC[C@]3(C)C1CC[C@]1(C)[C@H](CCC21)OS(O)(=O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C19H28O5S/c1-18-9-7-13(20)11-12(18)3-4-14-15-5-6-17(24-25(21,22)23)19(15,2)10-8-16(14)18/h11,14-17H,3-10H2,1-2H3,(H,21,22,23)/t14-,15?,16?,17-,18-,19-/m0/s1

> <INCHI_KEY>
WAQBISPOEAOCOG-FZPSTPAASA-N

> <FORMULA>
C19H28O5S

> <MOLECULAR_WEIGHT>
368.488

> <EXACT_MASS>
368.165744696

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
39.774934475275785

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
[(2R,10R,14S,15S)-2,15-dimethyl-5-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-6-en-14-yl]oxidanesulfonic acid

> <ALOGPS_LOGP>
0.13

> <JCHEM_LOGP>
3.420409065666667

> <ALOGPS_LOGS>
-4.72

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
19.086852914245053

> <JCHEM_PKA_STRONGEST_ACIDIC>
-1.2597240080620589

> <JCHEM_PKA_STRONGEST_BASIC>
-4.817560735492096

> <JCHEM_POLAR_SURFACE_AREA>
80.67

> <JCHEM_REFRACTIVITY>
94.42159999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.02e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[(2R,10R,14S,15S)-2,15-dimethyl-5-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-6-en-14-yl]oxidanesulfonic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 25-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   25-FEB-12         0                                  
HETATM    1  C   UNK     0      27.289 -20.467   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      27.009 -21.982   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      25.681 -21.201   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      24.342 -21.961   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      24.330 -23.501   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      25.657 -24.281   0.000  0.00  0.00           C+0
HETATM    7  H   UNK     0      26.985 -25.062   0.000  0.00  0.00           H+0
HETATM    8  C   UNK     0      26.997 -23.522   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      28.458 -24.009   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      29.372 -22.770   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      28.477 -21.518   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      28.809 -20.014   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      25.646 -25.821   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      24.306 -26.581   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      22.978 -25.801   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      21.639 -26.560   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      20.311 -25.780   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      18.972 -26.540   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      20.323 -24.240   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      21.662 -23.480   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      22.990 -24.261   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      23.002 -22.721   0.000  0.00  0.00           C+0
HETATM   23  S   UNK     0      30.278 -19.550   0.000  0.00  0.00           S+0
HETATM   24  O   UNK     0      29.814 -18.081   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      30.742 -21.018   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      31.746 -19.086   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    8   11                                             
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   21                                                  
CONECT    6    5    7    8   13                                             
CONECT    7    6                                                            
CONECT    8    2    6    9                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11    2   10   12                                                  
CONECT   12   11   23                                                       
CONECT   13    6   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   21                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20                                                       
CONECT   20   19   21                                                       
CONECT   21    5   15   20   22                                             
CONECT   22   21                                                            
CONECT   23   24   25   26   12                                             
CONECT   24   23                                                            
CONECT   25   23                                                            
CONECT   26   23                                                            
MASTER        0    0    0    0    0    0    0    0   26    0   58    0
END

View in JSmol

Synonyms

Value	Source
Epitestosterone sulfuric acid	Generator
Epitestosterone sulphate	Generator
Epitestosterone sulphuric acid	Generator

Chemical Formula

C₁₉H₂₈O₅S

Average Mass

368.4880 Da

Monoisotopic Mass

368.16574 Da

IUPAC Name

[(2R,10R,14S,15S)-2,15-dimethyl-5-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-6-en-14-yl]oxidanesulfonic acid

Traditional Name

[(2R,10R,14S,15S)-2,15-dimethyl-5-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-6-en-14-yl]oxidanesulfonic acid

CAS Registry Number

Not Available

SMILES

[H][C@@]12CCC3=CC(=O)CC[C@]3(C)C1CC[C@]1(C)[C@H](CCC21)OS(O)(=O)=O

InChI Identifier

InChI=1S/C19H28O5S/c1-18-9-7-13(20)11-12(18)3-4-14-15-5-6-17(24-25(21,22)23)19(15,2)10-8-16(14)18/h11,14-17H,3-10H2,1-2H3,(H,21,22,23)/t14-,15?,16?,17-,18-,19-/m0/s1

InChI Key

WAQBISPOEAOCOG-FZPSTPAASA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as sulfated steroids. These are sterol lipids containing a sulfate group attached to the steroid skeleton.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Sulfated steroids

Direct Parent

Sulfated steroids

Alternative Parents

Substituents

Sulfated steroid skeleton
Androgen-skeleton
Androstane-skeleton
3-oxo-delta-4-steroid
3-oxosteroid
Oxosteroid
Delta-4-steroid
Cyclohexenone
Sulfuric acid ester
Alkyl sulfate
Sulfate-ester
Sulfuric acid monoester
Organic sulfuric acid or derivatives
Ketone
Cyclic ketone
Organic oxygen compound
Carbonyl group
Organooxygen compound
Organic oxide
Hydrocarbon derivative
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

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

Predicted Properties

Property	Value	Source
logP	0.13	ALOGPS
logP	3.42	ChemAxon
logS	-4.7	ALOGPS
pKa (Strongest Acidic)	-1.3	ChemAxon
pKa (Strongest Basic)	-4.8	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	80.67 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	94.42 m³·mol⁻¹	ChemAxon
Polarizability	39.77 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

External Links

HMDB ID

HMDB0013230

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB029347

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

53481699

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for Epitestosterone sulfate (NP0339227)

MOL for NP0339227 (Epitestosterone sulfate)

3D MOL for NP0339227 (Epitestosterone sulfate)

3D SDF for NP0339227 (Epitestosterone sulfate)

3D-SDF for NP0339227 (Epitestosterone sulfate)

PDB for NP0339227 (Epitestosterone sulfate)

3D PDB for NP0339227 (Epitestosterone sulfate)

SMILES for NP0339227 (Epitestosterone sulfate)

INCHI for NP0339227 (Epitestosterone sulfate)

Structure for NP0339227 (Epitestosterone sulfate)

3D Structure for NP0339227 (Epitestosterone sulfate)