NP-MRD: Showing NP-Card for n-dodecyl sulfate (NP0193337)

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Record Information

Version

2.0

Created at

2022-09-04 10:44:50 UTC

Updated at

2022-09-04 10:44:50 UTC

NP-MRD ID

NP0193337

Secondary Accession Numbers

None

Natural Product Identification

Common Name

n-dodecyl sulfate

Description

Dodecyl sulfate, also known as lauryl 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). n-dodecyl sulfate is found in Trypanosoma brucei. Dodecyl sulfate is an extremely strong acidic compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 43 42  0  0  0  0  0  0  0  0999 V2000
   -5.2026    1.2390    1.8098 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9945    0.5956    1.0500 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3084    0.7334   -0.3855 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3680    0.3192   -1.4201 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9104   -1.0710   -1.5396 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1040   -1.6079   -0.4121 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8600   -0.7473   -0.1914 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0273   -0.7434   -1.4212 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2306    0.0726   -1.3009 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1441   -0.4118   -0.2057 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3505    0.5043   -0.2153 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3588    0.1314    0.8423 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4150    1.0345    0.7395 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6220    0.7647    1.8401 S   0  0  0  0  0  6  0  0  0  0  0  0
    6.8300    1.9856    2.7225 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3818   -0.3907    2.7391 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0995    0.5157    1.0537 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9840    1.2657    2.8808 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3382    2.2185    1.3330 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0615    0.5907    1.5370 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0710   -0.4907    1.3373 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0637    1.0575    1.3612 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3280    0.2264   -0.5544 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6132    1.8311   -0.5245 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4494    1.0197   -1.3552 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7911    0.6687   -2.4469 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8137   -1.7863   -1.6408 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3843   -1.2669   -2.5275 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6806   -2.6288   -0.7999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6179   -1.7842    0.5096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3062   -1.2071    0.6573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2283    0.2676    0.0588 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6164   -0.3449   -2.2872 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2637   -1.7786   -1.6918 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9721    1.1379   -1.0559 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8114    0.0772   -2.2444 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5229   -1.4373   -0.4417 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6348   -0.4230    0.7817 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8472    0.3545   -1.2048 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0077    1.5284   -0.0640 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9711    0.1939    1.8638 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7900   -0.8756    0.6733 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8694    0.2045    0.1401 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 17  1  0
 14 15  2  0
 14 16  2  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  2 21  1  0
  2 22  1  0
  3 23  1  0
  3 24  1  0
  4 25  1  0
  4 26  1  0
  5 27  1  0
  5 28  1  0
  6 29  1  0
  6 30  1  0
  7 31  1  0
  7 32  1  0
  8 33  1  0
  8 34  1  0
  9 35  1  0
  9 36  1  0
 10 37  1  0
 10 38  1  0
 11 39  1  0
 11 40  1  0
 12 41  1  0
 12 42  1  0
 17 43  1  0
M  END


  Mrv1652305062021442D          

 17 16  0  0  0  0            999 V2000
    3.5211    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2355    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9500    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6645    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3789    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0934    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8079    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5224    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2368    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9513    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6658    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3802    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5237    3.6829    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.2217    2.5559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.3967    3.9849    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.0947    2.8579    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.8092    3.2704    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  2  1  0  0  0  0
  4  3  1  0  0  0  0
  5  4  1  0  0  0  0
  6  5  1  0  0  0  0
  7  6  1  0  0  0  0
  8  7  1  0  0  0  0
  9  8  1  0  0  0  0
 10  9  1  0  0  0  0
 11 10  1  0  0  0  0
 12 11  1  0  0  0  0
 16 12  1  0  0  0  0
 17 13  1  0  0  0  0
 17 14  2  0  0  0  0
 17 15  2  0  0  0  0
 17 16  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0193337

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCCCCCCCCCOS(O)(=O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C12H26O4S/c1-2-3-4-5-6-7-8-9-10-11-12-16-17(13,14)15/h2-12H2,1H3,(H,13,14,15)

> <INCHI_KEY>
MOTZDAYCYVMXPC-UHFFFAOYSA-N

> <FORMULA>
C12H26O4S

> <MOLECULAR_WEIGHT>
266.397

> <EXACT_MASS>
266.15518001

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
43

> <JCHEM_AVERAGE_POLARIZABILITY>
31.497280507517537

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(dodecyloxy)sulfonic acid

> <ALOGPS_LOGP>
1.77

> <JCHEM_LOGP>
4.4168570339999995

> <ALOGPS_LOGS>
-4.37

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
-1.450855135938677

> <JCHEM_POLAR_SURFACE_AREA>
63.6

> <JCHEM_REFRACTIVITY>
68.93469999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.13e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
N-dodecyl sulfate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 06-MAY-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-20         0                                  
HETATM    1  C   UNK     0       6.573   5.335   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       7.906   6.105   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       9.240   5.335   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      10.574   6.105   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      11.907   5.335   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      13.241   6.105   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      14.575   5.335   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      15.908   6.105   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      17.242   5.335   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      18.576   6.105   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      19.909   5.335   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      21.243   6.105   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      25.244   6.875   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0      24.681   4.771   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0      23.141   7.438   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      22.577   5.335   0.000  0.00  0.00           O+0
HETATM   17  S   UNK     0      23.911   6.105   0.000  0.00  0.00           S+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   16                                                       
CONECT   13   17                                                            
CONECT   14   17                                                            
CONECT   15   17                                                            
CONECT   16   12   17                                                       
CONECT   17   13   14   15   16                                             
MASTER        0    0    0    0    0    0    0    0   17    0   32    0
END

View in JSmol

Synonyms

Value	Source
Lauryl sulfuric acid	ChEBI
Monododecyl hydrogen sulfate	ChEBI
Sulfuric acid, monododecyl ester	ChEBI
Lauryl sulfate	Generator
Lauryl sulphate	Generator
Lauryl sulphuric acid	Generator
Monododecyl hydrogen sulfuric acid	Generator
Monododecyl hydrogen sulphate	Generator
Monododecyl hydrogen sulphuric acid	Generator
Sulfate, monododecyl ester	Generator
Sulphate, monododecyl ester	Generator
Sulphuric acid, monododecyl ester	Generator
Dodecyl sulfuric acid	Generator
Dodecyl sulphate	Generator
Dodecyl sulphuric acid	Generator
Ammonium dodecyl sulfate	MeSH
Ammonium lauryl sulfate	MeSH
Dodecyl sulfate, ammonium salt	MeSH
Dodecyl sulfate, calcium salt	MeSH
Dodecyl sulfate, magnesium salt	MeSH
Dodecyl sulfate, silver (+1) salt	MeSH
Lithium dodecyl sulfate	MeSH
Potassium dodecyl sulfate	MeSH
Dodecyl sulfate, cobalt (+2) salt	MeSH
Dodecyl sulfate, lithium salt	MeSH
Dodecyl sulfate, potassium salt	MeSH
Dodecyl sulfate, zinc salt (2:1)	MeSH
Magnesium dodecyl sulfate	MeSH
Dodecyl sulfate, magnesium, sodium salt (4:1:2)	MeSH
Dodecyl sulfate, manganese (+2) salt	MeSH
Dodecyl sulfate, nickel (+2) salt	MeSH
Dodecyl sulfate, rubidium salt	MeSH
Dodecyl sulfate, strontium salt	MeSH
Dodecyl sulfate, thallium (+1) salt	MeSH
Lithium lauryl sulfate	MeSH
Dodecyl sulfate, barium salt	MeSH
Dodecyl sulfate, cadmium salt	MeSH
Dodecyl sulfate, cesium salt	MeSH
Dodecyl sulfate, copper (+2) salt	MeSH
Dodecyl sulfate, lead (+2) salt	MeSH
Dodecyl sulfate, manganese salt	MeSH
Laurylsulfate	MeSH
Magnesium lauryl sulfate	MeSH
DODECYL sulfATE	ChEBI
Dodecyl hydrogen sulfuric acid	Generator
Dodecyl hydrogen sulphate	Generator
Dodecyl hydrogen sulphuric acid	Generator

Chemical Formula

C₁₂H₂₆O₄S

Average Mass

266.3970 Da

Monoisotopic Mass

266.15518 Da

IUPAC Name

(dodecyloxy)sulfonic acid

Traditional Name

N-dodecyl sulfate

CAS Registry Number

Not Available

SMILES

CCCCCCCCCCCCOS(O)(=O)=O

InChI Identifier

InChI=1S/C12H26O4S/c1-2-3-4-5-6-7-8-9-10-11-12-16-17(13,14)15/h2-12H2,1H3,(H,13,14,15)

InChI Key

MOTZDAYCYVMXPC-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
Trypanosoma brucei	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:45599 )

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	1.77	ALOGPS
logP	4.42	ChemAxon
logS	-4.4	ALOGPS
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	12	ChemAxon
Refractivity	68.93 m³·mol⁻¹	ChemAxon
Polarizability	31.5 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

HMDB0168125

DrugBank ID

DB03967

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

8778

PDB ID

Not Available

ChEBI ID

45599

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for n-dodecyl sulfate (NP0193337)

MOL for NP0193337 (n-dodecyl sulfate)

3D MOL for NP0193337 (n-dodecyl sulfate)

3D SDF for NP0193337 (n-dodecyl sulfate)

3D-SDF for NP0193337 (n-dodecyl sulfate)

PDB for NP0193337 (n-dodecyl sulfate)

3D PDB for NP0193337 (n-dodecyl sulfate)

SMILES for NP0193337 (n-dodecyl sulfate)

INCHI for NP0193337 (n-dodecyl sulfate)

Structure for NP0193337 (n-dodecyl sulfate)

3D Structure for NP0193337 (n-dodecyl sulfate)