NP-MRD: Showing NP-Card for (2,6-dimethylheptyl)oxysulfonic acid (NP0175239)

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Record Information

Version

2.0

Created at

2022-09-03 12:38:51 UTC

Updated at

2022-09-03 12:38:52 UTC

NP-MRD ID

NP0175239

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2,6-dimethylheptyl)oxysulfonic acid

Description

2,6-Dimethylheptyl hydrogen sulfate belongs to the class of organic compounds known as sulfuric acid monoesters. These are organic compounds containing the sulfuric acid monoester functional group, with the generic structure ROS(O)(=O)=O, (R=organyl group). 2,6-Dimethylheptyl hydrogen sulfate is an extremely strong acidic compound (based on its pKa). (2,6-dimethylheptyl)oxysulfonic acid is found in Halocynthia roretzi. An alkyl sulfate that is the sulfuric ester of 2,6-dimethylheptan-1-ol.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 34 33  0  0  0  0  0  0  0  0999 V2000
   -4.4686   -0.3082   -0.0901 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1485    0.3958   -0.1821 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0998    1.7030    0.4740 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0647   -0.5935    0.2055 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7251    0.0426    0.0660 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3608   -1.0239    0.0860 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5765   -0.4779   -0.5388 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2936   -0.0875   -1.9764 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5116    0.3981    0.1822 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9759   -0.4217    1.2555 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6504   -0.5594    1.0501 S   0  0  0  0  0  6  0  0  0  0  0  0
    4.8653   -0.4654   -0.4784 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0401   -1.9933    1.4050 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5333    0.5722    1.7806 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4592   -0.9943    0.7797 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3254    0.3486   -0.0565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5325   -1.0119   -0.9765 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0009    0.6053   -1.3192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8028    2.5412   -0.2480 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4290    1.8108    1.3234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1376    2.0176    0.8144 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2956   -0.9629    1.2223 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1452   -1.4565   -0.4906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5996    0.8647   -0.5851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5684    0.4957    1.1636 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4939   -1.4799    1.0778 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0194   -1.9089   -0.5643 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2344   -1.4503   -0.7004 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0109   -1.0411   -2.4770 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2692    0.2951   -2.3814 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4755    0.6158   -2.0787 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8769    1.2650    0.6539 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3230    0.7815   -0.3555 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2921    1.4836    1.5717 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 14  1  0
 11 12  2  0
 11 13  2  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
  2 18  1  0
  3 19  1  0
  3 20  1  0
  3 21  1  0
  4 22  1  0
  4 23  1  0
  5 24  1  0
  5 25  1  0
  6 26  1  0
  6 27  1  0
  7 28  1  6
  8 29  1  0
  8 30  1  0
  8 31  1  0
  9 32  1  0
  9 33  1  0
 14 34  1  0
M  END


  Mrv1533004241511412D          

 14 13  0  0  0  0            999 V2000
    1.7605    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    0.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9039    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6184    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3329    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3329    0.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0474    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7618    1.4289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4763    1.8414    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    8.1908    2.2539    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8888    1.1270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0638    2.5559    0.0000 O   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
  2  4  1  0  0  0  0
  4  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
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  2  0  0  0  0
 11 14  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0175239

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)CCCC(C)COS(O)(=O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C9H20O4S/c1-8(2)5-4-6-9(3)7-13-14(10,11)12/h8-9H,4-7H2,1-3H3,(H,10,11,12)

> <INCHI_KEY>
LICTUMJMBMBMQH-UHFFFAOYSA-N

> <FORMULA>
C9H20O4S

> <MOLECULAR_WEIGHT>
224.32

> <EXACT_MASS>
224.108230298

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
34

> <JCHEM_AVERAGE_POLARIZABILITY>
24.4227818493053

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
[(2,6-dimethylheptyl)oxy]sulfonic acid

> <ALOGPS_LOGP>
0.91

> <JCHEM_LOGP>
2.846005631666666

> <ALOGPS_LOGS>
-2.80

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
-1.1582300631106195

> <JCHEM_POLAR_SURFACE_AREA>
63.60000000000001

> <JCHEM_REFRACTIVITY>
54.94990000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.57e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2,6-dimethylheptyl)oxysulfonic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-APR-15         0                                  
HETATM    1  C   UNK     0       3.286   3.437   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.620   2.667   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.620   1.127   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.954   3.437   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       7.287   2.667   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.621   3.437   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       9.955   2.667   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       9.955   1.127   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      11.288   3.437   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      12.622   2.667   0.000  0.00  0.00           O+0
HETATM   11  S   UNK     0      13.956   3.437   0.000  0.00  0.00           S+0
HETATM   12  O   UNK     0      15.289   4.207   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0      14.726   2.104   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0      13.186   4.771   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   13   14                                             
CONECT   12   11                                                            
CONECT   13   11                                                            
CONECT   14   11                                                            
MASTER        0    0    0    0    0    0    0    0   14    0   26    0
END

View in JSmol

Synonyms

Value	Source
2,6-Dimethylheptyl hydrogen sulfuric acid	Generator
2,6-Dimethylheptyl hydrogen sulphate	Generator
2,6-Dimethylheptyl hydrogen sulphuric acid	Generator
26-Dimethylheptylsulfate	ChEMBL
26-Dimethylheptylsulfuric acid	Generator
26-Dimethylheptylsulphate	Generator
26-Dimethylheptylsulphuric acid	Generator

Chemical Formula

C₉H₂₀O₄S

Average Mass

224.3200 Da

Monoisotopic Mass

224.10823 Da

IUPAC Name

[(2,6-dimethylheptyl)oxy]sulfonic acid

Traditional Name

(2,6-dimethylheptyl)oxysulfonic acid

CAS Registry Number

Not Available

SMILES

CC(C)CCCC(C)COS(O)(=O)=O

InChI Identifier

InChI=1S/C9H20O4S/c1-8(2)5-4-6-9(3)7-13-14(10,11)12/h8-9H,4-7H2,1-3H3,(H,10,11,12)

InChI Key

LICTUMJMBMBMQH-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, 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
Halocynthia roretzi	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as sulfuric acid monoesters. These are organic compounds containing the sulfuric acid monoester functional group, with the generic structure ROS(O)(=O)=O, (R=organyl group).

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Organic sulfuric acids and derivatives

Sub Class

Sulfuric acid esters

Direct Parent

Sulfuric acid monoesters

Alternative Parents

Substituents

Alkyl sulfate
Sulfate-ester
Sulfuric acid monoester
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

alkyl sulfate (CHEBI:83108 )

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	0.91	ALOGPS
logP	2.85	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Acidic)	-1.2	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	63.6 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	54.95 m³·mol⁻¹	ChemAxon
Polarizability	24.42 Å³	ChemAxon
Number of Rings	0	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

Not Available

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

Not Available

PDB ID

Not Available

ChEBI ID

83108

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (2,6-dimethylheptyl)oxysulfonic acid (NP0175239)

MOL for NP0175239 ((2,6-dimethylheptyl)oxysulfonic acid)

3D MOL for NP0175239 ((2,6-dimethylheptyl)oxysulfonic acid)

3D SDF for NP0175239 ((2,6-dimethylheptyl)oxysulfonic acid)

3D-SDF for NP0175239 ((2,6-dimethylheptyl)oxysulfonic acid)

PDB for NP0175239 ((2,6-dimethylheptyl)oxysulfonic acid)

3D PDB for NP0175239 ((2,6-dimethylheptyl)oxysulfonic acid)

SMILES for NP0175239 ((2,6-dimethylheptyl)oxysulfonic acid)

INCHI for NP0175239 ((2,6-dimethylheptyl)oxysulfonic acid)

Structure for NP0175239 ((2,6-dimethylheptyl)oxysulfonic acid)

3D Structure for NP0175239 ((2,6-dimethylheptyl)oxysulfonic acid)