NP-MRD: Showing NP-Card for S-Aminomethyldihydrolipoamide (NP0087466)

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Record Information

Version

2.0

Created at

2022-05-11 16:50:27 UTC

Updated at

2022-05-11 16:50:27 UTC

NP-MRD ID

NP0087466

Secondary Accession Numbers

None

Natural Product Identification

Common Name

S-Aminomethyldihydrolipoamide

Description

S-aminomethyldihydrolipoamide belongs to the class of organic compounds known as fatty amides. These are carboxylic acid amide derivatives of fatty acids, that are formed from a fatty acid and an amine. Thus, S-aminomethyldihydrolipoamide is considered to be a fatty amide lipid molecule. S-aminomethyldihydrolipoamide is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. S-aminomethyldihydrolipoamide exists in all eukaryotes, ranging from yeast to humans.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 34 33  0  0  0  0  0  0  0  0999 V2000
   -5.5507    1.7397   -0.4724 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5485    0.7835    0.6166 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4932   -0.6461    0.2401 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7982   -0.0797    0.1528 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8156   -1.1765   -0.1578 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4311   -0.4900   -0.1881 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2823    0.2006    1.5113 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.6381   -1.4854   -0.4613 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0285   -1.0076   -0.5451 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6152   -0.3374    0.6377 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0540    0.0863    0.4363 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2738    1.0438   -0.6406 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6171    1.4025   -0.9411 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3781    1.5797   -1.3252 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0196    1.3027   -1.3042 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0700    2.5782   -0.1424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5499    0.4664    0.9110 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0752    1.3156    1.4898 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7230    0.6624   -0.6898 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4472    0.4167    1.0885 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8314   -1.9469    0.6408 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0223   -1.6881   -1.1086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4208    0.2886   -0.9555 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1863   -0.9197    2.3645 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4948   -2.3174    0.2913 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3790   -1.9554   -1.4579 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6713   -1.9184   -0.7581 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1657   -0.3611   -1.4564 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0672    0.6316    0.8286 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5807   -0.9124    1.5676 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3884    0.5198    1.4050 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6200   -0.8636    0.2194 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8693    2.3006   -1.4195 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4244    0.7870   -0.6994 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
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
  1 15  1  0
  1 16  1  0
  2 17  1  0
  2 18  1  0
  4 19  1  0
  4 20  1  0
  5 21  1  0
  5 22  1  0
  6 23  1  6
  7 24  1  0
  8 25  1  0
  8 26  1  0
  9 27  1  0
  9 28  1  0
 10 29  1  0
 10 30  1  0
 11 31  1  0
 11 32  1  0
 13 33  1  0
 13 34  1  0
M  END

  Mrv0541 02231220342D          

 14 13  0  0  0  0            999 V2000
    6.3789   -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
    4.9500   -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
    3.5211   -2.8579    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2355   -4.0954    0.0000 N   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 S   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 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.8079   -2.0329    0.0000 S   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  2  0  0  0  0
  4  6  1  0  0  0  0
  1  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
  8 14  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0087466

> <DATABASE_NAME>
NP-MRD

> <SMILES>
NCSCCC(S)CCCCC(N)=O

> <INCHI_IDENTIFIER>
InChI=1S/C9H20N2OS2/c10-7-14-6-5-8(13)3-1-2-4-9(11)12/h8,13H,1-7,10H2,(H2,11,12)

> <INCHI_KEY>
KALYVIJGKPJBQV-UHFFFAOYSA-N

> <FORMULA>
C9H20N2OS2

> <MOLECULAR_WEIGHT>
236.398

> <EXACT_MASS>
236.101704652

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
27.343592686737907

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
8-[(aminomethyl)sulfanyl]-6-sulfanyloctanamide

> <ALOGPS_LOGP>
1.57

> <JCHEM_LOGP>
0.5218907955705253

> <ALOGPS_LOGS>
-3.58

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
16.707598933054825

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.067355912907367

> <JCHEM_PKA_STRONGEST_BASIC>
8.322646061302107

> <JCHEM_POLAR_SURFACE_AREA>
69.11

> <JCHEM_REFRACTIVITY>
65.5035

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.23e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
8-[(aminomethyl)sulfanyl]-6-sulfanyloctanamide

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  C   UNK     0      11.907  -5.335   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      10.574  -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       7.906  -6.105   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       6.573  -5.335   0.000  0.00  0.00           O+0
HETATM    6  N   UNK     0       7.906  -7.645   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0      13.241  -6.105   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      14.575  -5.335   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      15.908  -6.105   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      17.242  -5.335   0.000  0.00  0.00           C+0
HETATM   11  S   UNK     0      18.576  -6.105   0.000  0.00  0.00           S+0
HETATM   12  C   UNK     0      19.909  -5.335   0.000  0.00  0.00           C+0
HETATM   13  N   UNK     0      21.243  -6.105   0.000  0.00  0.00           N+0
HETATM   14  S   UNK     0      14.575  -3.795   0.000  0.00  0.00           S+0
CONECT    1    2    7                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4                                                            
CONECT    7    1    8                                                       
CONECT    8    7    9   14                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12                                                            
CONECT   14    8                                                            
MASTER        0    0    0    0    0    0    0    0   14    0   26    0
END

View in JSmol

Synonyms

Value	Source
8-[(Aminomethyl)sulfanyl]-6-sulfanyloctanamide	HMDB

Chemical Formula

C₉H₂₀N₂OS₂

Average Mass

236.3980 Da

Monoisotopic Mass

236.10170 Da

IUPAC Name

8-[(aminomethyl)sulfanyl]-6-sulfanyloctanamide

Traditional Name

8-[(aminomethyl)sulfanyl]-6-sulfanyloctanamide

CAS Registry Number

Not Available

SMILES

NCSCCC(S)CCCCC(N)=O

InChI Identifier

InChI=1S/C9H20N2OS2/c10-7-14-6-5-8(13)3-1-2-4-9(11)12/h8,13H,1-7,10H2,(H2,11,12)

InChI Key

KALYVIJGKPJBQV-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, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, 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
Anas platyrhynchos	FooDB	FooDB
Anatidae	FooDB	FooDB
Anser anser	FooDB	FooDB
Bison bison	FooDB	FooDB
Bos taurus	FooDB	FooDB
Bos taurus X Bison bison	FooDB	FooDB
Bubalus bubalis	FooDB	FooDB
Capra aegagrus hircus	FooDB	FooDB
Cervidae	FooDB	FooDB
Cervus canadensis	FooDB	FooDB
Columba	FooDB	FooDB
Columbidae	FooDB	FooDB
Dromaius novaehollandiae	FooDB	FooDB
Equus caballus	FooDB	FooDB
Gallus gallus	FooDB	FooDB
Lagopus muta	FooDB	FooDB
Leporidae	FooDB	FooDB
Lepus timidus	FooDB	FooDB
Melanitta fusca	FooDB	FooDB
Meleagris gallopavo	FooDB	FooDB
Numida meleagris	FooDB	FooDB
Odocoileus	FooDB	FooDB
Oryctolagus	FooDB	FooDB
Ovis aries	FooDB	FooDB
Phasianidae	FooDB	FooDB
Phasianus colchicus	FooDB	FooDB
Struthio camelus	FooDB	FooDB
Sus scrofa	FooDB	FooDB
Sus scrofa domestica	FooDB	FooDB

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as fatty amides. These are carboxylic acid amide derivatives of fatty acids, that are formed from a fatty acid and an amine.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty amides

Direct Parent

Fatty amides

Alternative Parents

Substituents

Fatty amide
Carboxamide group
Primary carboxylic acid amide
Carboxylic acid derivative
Alkylthiol
Thioether
Hemithioaminal
Sulfenyl compound
Dialkylthioether
Organopnictogen compound
Organosulfur compound
Organooxygen compound
Organonitrogen compound
Primary aliphatic amine
Carbonyl group
Organic oxygen compound
Organic nitrogen compound
Hydrocarbon derivative
Organic oxide
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

S-substituted dihydrolipoamide (CHEBI:50622 )

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	1.57	ALOGPS
logP	0.52	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	10.07	ChemAxon
pKa (Strongest Basic)	8.32	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	69.11 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	65.5 m³·mol⁻¹	ChemAxon
Polarizability	27.34 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

HMDB0006239

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB023853

KNApSAcK ID

Not Available

Chemspider ID

21238679

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

1444052

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

24906333

PDB ID

Not Available

ChEBI ID

50622

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for S-Aminomethyldihydrolipoamide (NP0087466)

MOL for NP0087466 (S-Aminomethyldihydrolipoamide)

3D MOL for NP0087466 (S-Aminomethyldihydrolipoamide)

3D SDF for NP0087466 (S-Aminomethyldihydrolipoamide)

3D-SDF for NP0087466 (S-Aminomethyldihydrolipoamide)

PDB for NP0087466 (S-Aminomethyldihydrolipoamide)

3D PDB for NP0087466 (S-Aminomethyldihydrolipoamide)

SMILES for NP0087466 (S-Aminomethyldihydrolipoamide)

INCHI for NP0087466 (S-Aminomethyldihydrolipoamide)

Structure for NP0087466 (S-Aminomethyldihydrolipoamide)

3D Structure for NP0087466 (S-Aminomethyldihydrolipoamide)