NP-MRD: Showing NP-Card for [(2s,3s,4r,6e)-2-amino-1,3-dihydroxyheptadec-6-en-4-yl]oxysulfonic acid (NP0243743)

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Record Information

Version

2.0

Created at

2022-09-07 04:21:28 UTC

Updated at

2022-09-07 04:21:28 UTC

NP-MRD ID

NP0243743

Secondary Accession Numbers

None

Natural Product Identification

Common Name

[(2s,3s,4r,6e)-2-amino-1,3-dihydroxyheptadec-6-en-4-yl]oxysulfonic acid

Description

Heptadeacsphing-6e-enine 4r-sufate 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). Based on a literature review very few articles have been published on Heptadeacsphing-6e-enine 4r-sufate.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652309072206212D          

 25 24  0  0  1  0            999 V2000
    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
   12.0947    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8092    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8092    4.0954    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   12.0947    4.5079    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.0947    5.3329    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   12.0947    6.1579    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.9197    5.3329    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.2697    5.3329    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.5237    4.5079    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   13.5237    5.3329    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.2381    4.0954    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   14.2381    3.2704    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.9526    4.5079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9526    5.3329    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  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  1  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  2  0  0  0  0
 16 19  1  0  0  0  0
 14 20  1  0  0  0  0
 20 21  1  1  0  0  0
 20 22  1  0  0  0  0
 22 23  1  6  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0243743

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCCCCCCC\C=C\C[C@@H](OS(O)(=O)=O)[C@@H](O)[C@@H](N)CO

> <INCHI_IDENTIFIER>
InChI=1S/C17H35NO6S/c1-2-3-4-5-6-7-8-9-10-11-12-13-16(24-25(21,22)23)17(20)15(18)14-19/h11-12,15-17,19-20H,2-10,13-14,18H2,1H3,(H,21,22,23)/b12-11+/t15-,16+,17-/m0/s1

> <INCHI_KEY>
KZLMQHDECHRBBR-DIKSDDLMSA-N

> <FORMULA>
C17H35NO6S

> <MOLECULAR_WEIGHT>
381.53

> <EXACT_MASS>
381.218509025

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
60

> <JCHEM_AVERAGE_POLARIZABILITY>
43.100573341739164

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
{[(2S,3S,4R,6E)-2-amino-1,3-dihydroxyheptadec-6-en-4-yl]oxy}sulfonic acid

> <JCHEM_LOGP>
1.9366659340286998

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.489772419136536

> <JCHEM_PKA_STRONGEST_ACIDIC>
-1.4309912082315366

> <JCHEM_PKA_STRONGEST_BASIC>
9.206441658750663

> <JCHEM_POLAR_SURFACE_AREA>
130.08

> <JCHEM_REFRACTIVITY>
98.79829999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
16

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
[(2S,3S,4R,6E)-2-amino-1,3-dihydroxyheptadec-6-en-4-yl]oxysulfonic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 07-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   07-SEP-22         0                                  
HETATM    1  C   UNK     0       7.906   6.105   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       9.240   5.335   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      10.574   6.105   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      11.907   5.335   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      13.241   6.105   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      14.575   5.335   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      15.908   6.105   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      17.242   5.335   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      18.576   6.105   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      19.909   5.335   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      21.243   6.105   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      22.577   5.335   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      23.910   6.105   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      23.910   7.645   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      22.577   8.415   0.000  0.00  0.00           O+0
HETATM   16  S   UNK     0      22.577   9.955   0.000  0.00  0.00           S+0
HETATM   17  O   UNK     0      22.577  11.495   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      24.117   9.955   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      21.037   9.955   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      25.244   8.415   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      25.244   9.955   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      26.578   7.645   0.000  0.00  0.00           C+0
HETATM   23  N   UNK     0      26.578   6.105   0.000  0.00  0.00           N+0
HETATM   24  C   UNK     0      27.912   8.415   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      27.912   9.955   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   20                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17   18   19                                             
CONECT   17   16                                                            
CONECT   18   16                                                            
CONECT   19   16                                                            
CONECT   20   14   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   25                                                       
CONECT   25   24                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   48    0
END

View in JSmol

Synonyms

Value	Source
Heptadeacsphing-6E-enine 4R-sufic acid	Generator

Chemical Formula

C₁₇H₃₅NO₆S

Average Mass

381.5300 Da

Monoisotopic Mass

381.21851 Da

IUPAC Name

{[(2S,3S,4R,6E)-2-amino-1,3-dihydroxyheptadec-6-en-4-yl]oxy}sulfonic acid

Traditional Name

[(2S,3S,4R,6E)-2-amino-1,3-dihydroxyheptadec-6-en-4-yl]oxysulfonic acid

CAS Registry Number

Not Available

SMILES

CCCCCCCCCC\C=C\C[C@@H](OS(O)(=O)=O)[C@@H](O)[C@@H](N)CO

InChI Identifier

InChI=1S/C17H35NO6S/c1-2-3-4-5-6-7-8-9-10-11-12-13-16(24-25(21,22)23)17(20)15(18)14-19/h11-12,15-17,19-20H,2-10,13-14,18H2,1H3,(H,21,22,23)/b12-11+/t15-,16+,17-/m0/s1

InChI Key

KZLMQHDECHRBBR-DIKSDDLMSA-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 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

Sulfuric acid monoester
Sulfate-ester
Alkyl sulfate
1,2-aminoalcohol
Secondary alcohol
Organic nitrogen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Primary amine
Primary alcohol
Organooxygen compound
Organonitrogen compound
Primary aliphatic amine
Amine
Alcohol
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	1.94	ChemAxon
pKa (Strongest Acidic)	-1.4	ChemAxon
pKa (Strongest Basic)	9.21	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	130.08 Å²	ChemAxon
Rotatable Bond Count	16	ChemAxon
Refractivity	98.8 m³·mol⁻¹	ChemAxon
Polarizability	43.1 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

8266789

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10091252

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for [(2s,3s,4r,6e)-2-amino-1,3-dihydroxyheptadec-6-en-4-yl]oxysulfonic acid (NP0243743)

MOL for NP0243743 ([(2s,3s,4r,6e)-2-amino-1,3-dihydroxyheptadec-6-en-4-yl]oxysulfonic acid)

3D MOL for NP0243743 ([(2s,3s,4r,6e)-2-amino-1,3-dihydroxyheptadec-6-en-4-yl]oxysulfonic acid)

3D SDF for NP0243743 ([(2s,3s,4r,6e)-2-amino-1,3-dihydroxyheptadec-6-en-4-yl]oxysulfonic acid)

3D-SDF for NP0243743 ([(2s,3s,4r,6e)-2-amino-1,3-dihydroxyheptadec-6-en-4-yl]oxysulfonic acid)

PDB for NP0243743 ([(2s,3s,4r,6e)-2-amino-1,3-dihydroxyheptadec-6-en-4-yl]oxysulfonic acid)

3D PDB for NP0243743 ([(2s,3s,4r,6e)-2-amino-1,3-dihydroxyheptadec-6-en-4-yl]oxysulfonic acid)

SMILES for NP0243743 ([(2s,3s,4r,6e)-2-amino-1,3-dihydroxyheptadec-6-en-4-yl]oxysulfonic acid)

INCHI for NP0243743 ([(2s,3s,4r,6e)-2-amino-1,3-dihydroxyheptadec-6-en-4-yl]oxysulfonic acid)

Structure for NP0243743 ([(2s,3s,4r,6e)-2-amino-1,3-dihydroxyheptadec-6-en-4-yl]oxysulfonic acid)

3D Structure for NP0243743 ([(2s,3s,4r,6e)-2-amino-1,3-dihydroxyheptadec-6-en-4-yl]oxysulfonic acid)