NP-MRD: Showing NP-Card for 4-Hydroxyestrone sulfate (NP0339087)

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Record Information

Version

2.0

Created at

2024-09-11 19:37:24 UTC

Updated at

2024-09-11 19:37:24 UTC

NP-MRD ID

NP0339087

Secondary Accession Numbers

None

Natural Product Identification

Common Name

4-Hydroxyestrone sulfate

Description

7-Hydroxyticlopidine, also known as M1, belongs to the class of organic compounds known as thienopyridines. These are heterocyclic compounds containing a thiophene ring fused to a pyridine ring. Thiophene is 5-membered ring consisting of four carbon atoms and one sulfur atom. Pyridine is a 6-membered ring consisting of five carbon atoms and one nitrogen center. 7-Hydroxyticlopidine is a very strong basic compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI


  Mrv0541 02251208092D          

 25 28  0  0  1  0            999 V2000
   16.8651  -11.7813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3341  -12.4127    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   15.9217  -11.6981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0967  -11.6981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6843  -12.4127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0967  -13.1272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6843  -13.8417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8594  -13.8417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4469  -13.1272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6220  -13.1272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2095  -13.8417    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.2095  -12.4127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3845  -12.4127    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.9721  -13.1272    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   10.2575  -12.7147    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.6865  -13.5397    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.5596  -13.8417    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.6220  -11.6981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4469  -11.6981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8594  -12.4127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9217  -13.1272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4737  -13.7400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2273  -13.4045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1411  -12.5845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7539  -12.0325    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  2  3  1  0  0  0  0
  2 21  1  0  0  0  0
  2 24  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 20  1  0  0  0  0
  6  7  1  0  0  0  0
  6 21  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
  9 20  2  0  0  0  0
 10 11  1  0  0  0  0
 10 12  2  0  0  0  0
 12 13  1  0  0  0  0
 12 18  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  2  0  0  0  0
 14 17  2  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
M  END


  Mrv0541 02251208092D          

 25 28  0  0  1  0            999 V2000
   16.8651  -11.7813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3341  -12.4127    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   15.9217  -11.6981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0967  -11.6981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6843  -12.4127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0967  -13.1272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6843  -13.8417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8594  -13.8417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4469  -13.1272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6220  -13.1272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2095  -13.8417    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.2095  -12.4127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3845  -12.4127    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.9721  -13.1272    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   10.2575  -12.7147    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.6865  -13.5397    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.5596  -13.8417    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.6220  -11.6981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4469  -11.6981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8594  -12.4127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9217  -13.1272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4737  -13.7400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2273  -13.4045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1411  -12.5845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7539  -12.0325    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  2  3  1  0  0  0  0
  2 21  1  0  0  0  0
  2 24  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 20  1  0  0  0  0
  6  7  1  0  0  0  0
  6 21  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
  9 20  2  0  0  0  0
 10 11  1  0  0  0  0
 10 12  2  0  0  0  0
 12 13  1  0  0  0  0
 12 18  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  2  0  0  0  0
 14 17  2  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0339087

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@@]12CCC3C(CCC4=C3C=CC(OS(O)(=O)=O)=C4O)C1CCC2=O

> <INCHI_IDENTIFIER>
InChI=1S/C18H22O6S/c1-18-9-8-11-10-4-6-15(24-25(21,22)23)17(20)13(10)3-2-12(11)14(18)5-7-16(18)19/h4,6,11-12,14,20H,2-3,5,7-9H2,1H3,(H,21,22,23)/t11?,12?,14?,18-/m1/s1

> <INCHI_KEY>
QIJNCQNMZUTUIF-KQWCVQSUSA-N

> <FORMULA>
C18H22O6S

> <MOLECULAR_WEIGHT>
366.429

> <EXACT_MASS>
366.113709126

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
37.58636204741161

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
[(15R)-6-hydroxy-15-methyl-14-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-2(7),3,5-trien-5-yl]oxidanesulfonic acid

> <ALOGPS_LOGP>
0.26

> <JCHEM_LOGP>
4.180150366000001

> <ALOGPS_LOGS>
-3.80

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
10.548286033695577

> <JCHEM_PKA_STRONGEST_ACIDIC>
-1.8932937951517426

> <JCHEM_PKA_STRONGEST_BASIC>
-4.407725896621302

> <JCHEM_POLAR_SURFACE_AREA>
100.89999999999998

> <JCHEM_REFRACTIVITY>
91.0551

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.77e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[(15R)-6-hydroxy-15-methyl-14-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-2(7),3,5-trien-5-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      31.482 -21.992   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      30.490 -23.170   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      29.721 -21.836   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      28.181 -21.836   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      27.411 -23.170   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      28.181 -24.504   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      27.411 -25.838   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      25.871 -25.838   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      25.101 -24.504   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      23.561 -24.504   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      22.791 -25.838   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      22.791 -23.170   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      21.251 -23.170   0.000  0.00  0.00           O+0
HETATM   14  S   UNK     0      20.481 -24.504   0.000  0.00  0.00           S+0
HETATM   15  O   UNK     0      19.147 -23.734   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      21.815 -25.274   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      19.711 -25.838   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      23.561 -21.836   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      25.101 -21.836   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      25.871 -23.170   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      29.721 -24.504   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      30.751 -25.648   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      32.158 -25.022   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      31.997 -23.491   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      33.141 -22.461   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   21   24                                             
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   20                                                  
CONECT    6    5    7   21                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   20                                                  
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13   18                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   16   17                                             
CONECT   15   14                                                            
CONECT   16   14                                                            
CONECT   17   14                                                            
CONECT   18   12   19                                                       
CONECT   19   18   20                                                       
CONECT   20    5    9   19                                                  
CONECT   21    2    6   22                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24    2   23   25                                                  
CONECT   25   24                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   56    0
END

View in JSmol

Synonyms

Value	Source
Hydroxyticlopidine	HMDB
M1	HMDB
1,3,5(10)-Triene-3,4-diol-17-one 3-sulfate	HMDB
1,3,5(10)-Triene-3,4-diol-17-one 3-sulphate	HMDB
3,4-Dihydroxyestra-1,3,5(10)-trien-17-one 3-sulfate	HMDB
3,4-Dihydroxyestra-1,3,5(10)-trien-17-one 3-sulphate	HMDB
4HEn-3S	HMDB
[(15R)-6-Hydroxy-15-methyl-14-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-2(7),3,5-trien-5-yl]oxidanesulfonate	Generator
[(15R)-6-Hydroxy-15-methyl-14-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-2(7),3,5-trien-5-yl]oxidanesulphonate	Generator
[(15R)-6-Hydroxy-15-methyl-14-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-2(7),3,5-trien-5-yl]oxidanesulphonic acid	Generator
4-Hydroxyestrone sulfuric acid	Generator
4-Hydroxyestrone sulphate	Generator
4-Hydroxyestrone sulphuric acid	Generator

Chemical Formula

C₁₈H₂₂O₆S

Average Mass

366.4290 Da

Monoisotopic Mass

366.11371 Da

IUPAC Name

[(15R)-6-hydroxy-15-methyl-14-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-2(7),3,5-trien-5-yl]oxidanesulfonic acid

Traditional Name

[(15R)-6-hydroxy-15-methyl-14-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-2(7),3,5-trien-5-yl]oxidanesulfonic acid

CAS Registry Number

Not Available

SMILES

C[C@@]12CCC3C(CCC4=C3C=CC(OS(O)(=O)=O)=C4O)C1CCC2=O

InChI Identifier

InChI=1S/C18H22O6S/c1-18-9-8-11-10-4-6-15(24-25(21,22)23)17(20)13(10)3-2-12(11)14(18)5-7-16(18)19/h4,6,11-12,14,20H,2-3,5,7-9H2,1H3,(H,21,22,23)/t11?,12?,14?,18-/m1/s1

InChI Key

QIJNCQNMZUTUIF-KQWCVQSUSA-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 thienopyridines. These are heterocyclic compounds containing a thiophene ring fused to a pyridine ring. Thiophene is 5-membered ring consisting of four carbon atoms and one sulfur atom. Pyridine is a 6-membered ring consisting of five carbon atoms and one nitrogen center.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Thienopyridines

Sub Class

Not Available

Direct Parent

Thienopyridines

Alternative Parents

Substituents

Thienopyridine
Benzylamine
Phenylmethylamine
Aralkylamine
Chlorobenzene
Halobenzene
Aryl chloride
Aryl halide
Monocyclic benzene moiety
Benzenoid
Pyridine
Heteroaromatic compound
Thiophene
Tertiary aliphatic amine
1,2-aminoalcohol
Secondary alcohol
Tertiary amine
Azacycle
Organic nitrogen compound
Alcohol
Organooxygen compound
Organonitrogen compound
Organochloride
Organohalogen compound
Organopnictogen compound
Organic oxygen compound
Hydrocarbon derivative
Amine
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic 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	0.26	ALOGPS
logP	4.18	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	-1.9	ChemAxon
pKa (Strongest Basic)	-4.4	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	100.9 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	91.06 m³·mol⁻¹	ChemAxon
Polarizability	37.59 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

HMDB0013921

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB 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

12337017

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for 4-Hydroxyestrone sulfate (NP0339087)

MOL for NP0339087 (4-Hydroxyestrone sulfate)

3D MOL for NP0339087 (4-Hydroxyestrone sulfate)

3D SDF for NP0339087 (4-Hydroxyestrone sulfate)

3D-SDF for NP0339087 (4-Hydroxyestrone sulfate)

PDB for NP0339087 (4-Hydroxyestrone sulfate)

3D PDB for NP0339087 (4-Hydroxyestrone sulfate)

SMILES for NP0339087 (4-Hydroxyestrone sulfate)

INCHI for NP0339087 (4-Hydroxyestrone sulfate)

Structure for NP0339087 (4-Hydroxyestrone sulfate)

3D Structure for NP0339087 (4-Hydroxyestrone sulfate)