NP-MRD: Showing NP-Card for heptadecyloxysulfonic acid (NP0204673)

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Record Information

Version

2.0

Created at

2022-09-05 00:23:47 UTC

Updated at

2022-09-05 00:23:47 UTC

NP-MRD ID

NP0204673

Secondary Accession Numbers

None

Natural Product Identification

Common Name

heptadecyloxysulfonic acid

Description

Heptadecyl 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). heptadecyloxysulfonic acid is found in Aplidium turbinatum. heptadecyloxysulfonic acid was first documented in 2006 (PMID: 16465560). Based on a literature review very few articles have been published on heptadecyl sulfate.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 58 57  0  0  0  0  0  0  0  0999 V2000
   -7.9655   -0.2517   -0.2178 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0283   -1.3423   -0.6042 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1672   -1.0206   -1.7927 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2963    0.1746   -1.5949 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3482   -0.0118   -0.4254 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4697    1.2080   -0.2335 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5600    0.9094    0.9653 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6899    2.1259    1.1502 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7504    1.9639    2.2967 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1706    0.7671    2.0816 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9804    0.9382    0.8415 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8703   -0.2380    0.6037 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8259   -0.4366    1.7271 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7534   -1.6335    1.4786 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5478   -1.4264    0.2317 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4234   -0.1794    0.2753 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2001   -0.0417   -1.0202 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9963   -1.1947   -1.1488 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8891   -1.1190   -2.5615 S   0  0  0  0  0  6  0  0  0  0  0  0
    7.0561   -0.5667   -3.6828 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3549   -2.5210   -2.8768 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2845   -0.1956   -2.3196 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9625   -0.6308    0.1277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5308    0.2662    0.6745 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1556    0.5046   -0.9739 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6469   -2.2334   -0.8851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3792   -1.6743    0.2287 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7430   -0.8902   -2.7246 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5020   -1.8965   -1.9593 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6335    0.2430   -2.5048 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8279    1.1364   -1.5491 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9413   -0.2044    0.4690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6616   -0.8649   -0.5876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0675    2.0981   -0.0222 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7830    1.3315   -1.0955 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1544    0.6671    1.8652 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9559    0.0118    0.7157 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2071    2.3423    0.1810 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3770    2.9769    1.3400 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1527    2.8613    2.4593 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3266    1.7601    3.2000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4439   -0.1468    2.0690 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8870    0.7581    2.9549 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3353    1.0390   -0.0625 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5911    1.8672    0.9424 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2642   -1.1552    0.4487 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4457   -0.0464   -0.3448 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4625    0.4229    1.9601 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2295   -0.6383    2.6660 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1173   -2.5126    1.3616 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4651   -1.7139    2.3218 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9357   -1.3519   -0.6892 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2530   -2.3090    0.1495 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8181    0.7116    0.4906 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1536   -0.3180    1.0868 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5487    0.1158   -1.8949 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8718    0.8170   -0.9052 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9961    0.7478   -2.2232 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  1  0
  6  7  1  0
  7  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 22  1  0
 19 20  2  0
 19 21  2  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  0
  2 27  1  0
  3 28  1  0
  3 29  1  0
  4 30  1  0
  4 31  1  0
  5 32  1  0
  5 33  1  0
  6 34  1  0
  6 35  1  0
  7 36  1  0
  7 37  1  0
  8 38  1  0
  8 39  1  0
  9 40  1  0
  9 41  1  0
 10 42  1  0
 10 43  1  0
 11 44  1  0
 11 45  1  0
 12 46  1  0
 12 47  1  0
 13 48  1  0
 13 49  1  0
 14 50  1  0
 14 51  1  0
 15 52  1  0
 15 53  1  0
 16 54  1  0
 16 55  1  0
 17 56  1  0
 17 57  1  0
 22 58  1  0
M  END


  Mrv1652309052202232D          

 22 21  0  0  0  0            999 V2000
    7.9480    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6625    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3770    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0914    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8059    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5204    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2349    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9493    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6638    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3783    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0927    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8072    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5217    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2362    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9506    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6651    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3796    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0940    5.0013    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.8085    5.4138    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   21.5230    5.8263    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.2210    4.6993    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.3960    6.1283    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
  3  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
  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
 12 13  1  0  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
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  2  0  0  0  0
 19 22  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0204673

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCCCCCCCCCCCCCCOS(O)(=O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C17H36O4S/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-21-22(18,19)20/h2-17H2,1H3,(H,18,19,20)

> <INCHI_KEY>
KGIBGHABTNQVJX-UHFFFAOYSA-N

> <FORMULA>
C17H36O4S

> <MOLECULAR_WEIGHT>
336.53

> <EXACT_MASS>
336.233430813

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
58

> <JCHEM_AVERAGE_POLARIZABILITY>
42.17231792376186

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(heptadecyloxy)sulfonic acid

> <JCHEM_LOGP>
6.639700358999999

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
-1.450855135938677

> <JCHEM_POLAR_SURFACE_AREA>
63.60000000000001

> <JCHEM_REFRACTIVITY>
91.93969999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
17

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
heptadecyloxysulfonic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 05-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   05-SEP-22         0                                  
HETATM    1  C   UNK     0      14.836  10.106   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      16.170   9.336   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      17.504  10.106   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      18.837   9.336   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      20.171  10.106   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      21.505   9.336   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      22.838  10.106   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      24.172   9.336   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      25.506  10.106   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      26.839   9.336   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      28.173  10.106   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      29.507   9.336   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      30.840  10.106   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      32.174   9.336   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      33.508  10.106   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      34.842   9.336   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      36.175  10.106   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      37.509   9.336   0.000  0.00  0.00           O+0
HETATM   19  S   UNK     0      38.843  10.106   0.000  0.00  0.00           S+0
HETATM   20  O   UNK     0      40.176  10.876   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      39.613   8.772   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      38.073  11.439   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20   21   22                                             
CONECT   20   19                                                            
CONECT   21   19                                                            
CONECT   22   19                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   42    0
END

View in JSmol

Synonyms

Value	Source
Heptadecyl sulfuric acid	Generator
Heptadecyl sulphate	Generator
Heptadecyl sulphuric acid	Generator

Chemical Formula

C₁₇H₃₆O₄S

Average Mass

336.5300 Da

Monoisotopic Mass

336.23343 Da

IUPAC Name

(heptadecyloxy)sulfonic acid

Traditional Name

heptadecyloxysulfonic acid

CAS Registry Number

Not Available

SMILES

CCCCCCCCCCCCCCCCCOS(O)(=O)=O

InChI Identifier

InChI=1S/C17H36O4S/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-21-22(18,19)20/h2-17H2,1H3,(H,18,19,20)

InChI Key

KGIBGHABTNQVJX-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
Aplidium turbinatum	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

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	6.64	ChemAxon
pKa (Strongest Acidic)	-1.5	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	17	ChemAxon
Refractivity	91.94 m³·mol⁻¹	ChemAxon
Polarizability	42.17 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	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

74155

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

82166

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Versteeg DJ, Rawlings J, Bozso E, Shi J: The acute and chronic toxicity of hexadecyl and heptadecyl sulfate to aquatic organisms. Arch Environ Contam Toxicol. 2006 Jul;51(1):43-53. doi: 10.1007/s00244-005-1044-1. Epub 2006 Feb 7. [PubMed:16465560 ]
LOTUS database [Link]

Showing NP-Card for heptadecyloxysulfonic acid (NP0204673)

MOL for NP0204673 (heptadecyloxysulfonic acid)

3D MOL for NP0204673 (heptadecyloxysulfonic acid)

3D SDF for NP0204673 (heptadecyloxysulfonic acid)

3D-SDF for NP0204673 (heptadecyloxysulfonic acid)

PDB for NP0204673 (heptadecyloxysulfonic acid)

3D PDB for NP0204673 (heptadecyloxysulfonic acid)

SMILES for NP0204673 (heptadecyloxysulfonic acid)

INCHI for NP0204673 (heptadecyloxysulfonic acid)

Structure for NP0204673 (heptadecyloxysulfonic acid)

3D Structure for NP0204673 (heptadecyloxysulfonic acid)