NP-MRD: Showing NP-Card for Sulforaphane-cysteine (NP0334539)

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Record Information

Version

2.0

Created at

2024-09-10 00:06:05 UTC

Updated at

2024-09-10 00:06:06 UTC

NP-MRD ID

NP0334539

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Sulforaphane-cysteine

Description

NULL

Structure

MOL SDF PDB SMILES InChI


  Mrv1652310111918462D          

 18 17  0  0  1  0            999 V2000
   -0.7145    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.1447   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.8250    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    0.4125    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -0.4125    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  1  0  0  0  0
  4  2  1  0  0  0  0
  5  3  1  0  0  0  0
  7  6  1  0  0  0  0
  8  7  1  0  0  0  0
  7 10  1  1  0  0  0
 11  4  1  4  0  0  0
 11  9  2  0  0  0  0
 12  8  2  0  0  0  0
 13  8  1  0  0  0  0
 15  9  1  0  0  0  0
 16  6  1  0  0  0  0
 16  9  1  0  0  0  0
 17  1  1  0  0  0  0
 17  5  1  0  0  0  0
 17 14  2  0  0  0  0
  7 18  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0334539

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@](N)(CSC(S)=NCCCCS(C)=O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C9H18N2O3S3/c1-17(14)5-3-2-4-11-9(15)16-6-7(10)8(12)13/h7H,2-6,10H2,1H3,(H,11,15)(H,12,13)/t7-,17?/m0/s1

> <INCHI_KEY>
PUPMSTCTVNEOCX-ISJKBYAMSA-N

> <FORMULA>
C9H18N2O3S3

> <MOLECULAR_WEIGHT>
298.43

> <EXACT_MASS>
298.04795597

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
35

> <JCHEM_AVERAGE_POLARIZABILITY>
31.192415104413868

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R)-2-amino-3-{[(4-methanesulfinylbutyl)thio(carbonoimidyl)]sulfanyl}propanoic acid

> <ALOGPS_LOGP>
-1.02

> <JCHEM_LOGP>
-2.725719839751346

> <ALOGPS_LOGS>
-2.85

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
6.3092401658998005

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.931155163317106

> <JCHEM_PKA_STRONGEST_BASIC>
9.087051839141703

> <JCHEM_POLAR_SURFACE_AREA>
92.75

> <JCHEM_REFRACTIVITY>
76.1521

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.17e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R)-2-amino-3-{[(4-methanesulfinylbutyl)thio(carbonoimidyl)]sulfanyl}propanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 11-OCT-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-OCT-19         0                                  
HETATM    1  C   UNK     0      -1.334   0.770   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.001   0.770   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.334   0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      10.669  -0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      12.003   0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      13.337  -0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.002   0.000   0.000  0.00  0.00           C+0
HETATM   10  N   UNK     0      12.003   2.310   0.000  0.00  0.00           N+0
HETATM   11  N   UNK     0       6.668   0.770   0.000  0.00  0.00           N+0
HETATM   12  O   UNK     0      14.670   0.770   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0      13.337  -1.540   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0      -0.000  -1.540   0.000  0.00  0.00           O+0
HETATM   15  S   UNK     0       8.002  -1.540   0.000  0.00  0.00           S+0
HETATM   16  S   UNK     0       9.336   0.770   0.000  0.00  0.00           S+0
HETATM   17  S   UNK     0       0.000   0.000   0.000  0.00  0.00           S+0
HETATM   18  H   UNK     0      12.003  -0.770   0.000  0.00  0.00           H+0
CONECT    1   17                                                            
CONECT    2    3    4                                                       
CONECT    3    2    5                                                       
CONECT    4    2   11                                                       
CONECT    5    3   17                                                       
CONECT    6    7   16                                                       
CONECT    7    6    8   10   18                                             
CONECT    8    7   12   13                                                  
CONECT    9   11   15   16                                                  
CONECT   10    7                                                            
CONECT   11    4    9                                                       
CONECT   12    8                                                            
CONECT   13    8                                                            
CONECT   14   17                                                            
CONECT   15    9                                                            
CONECT   16    6    9                                                       
CONECT   17    1    5   14                                                  
CONECT   18    7                                                            
MASTER        0    0    0    0    0    0    0    0   18    0   34    0
END

View in JSmol

Synonyms

Value	Source
Sulphoraphane-cysteine	Generator
DL-Sulphoraphane L-cysteine	Generator

Chemical Formula

C₉H₁₈N₂O₃S₃

Average Mass

298.4300 Da

Monoisotopic Mass

298.04796 Da

IUPAC Name

(2R)-2-amino-3-{[(4-methanesulfinylbutyl)thio(carbonoimidyl)]sulfanyl}propanoic acid

Traditional Name

(2R)-2-amino-3-{[(4-methanesulfinylbutyl)thio(carbonoimidyl)]sulfanyl}propanoic acid

CAS Registry Number

Not Available

SMILES

[H][C@](N)(CSC(S)=NCCCCS(C)=O)C(O)=O

InChI Identifier

InChI=1S/C9H18N2O3S3/c1-17(14)5-3-2-4-11-9(15)16-6-7(10)8(12)13/h7H,2-6,10H2,1H3,(H,11,15)(H,12,13)/t7-,17?/m0/s1

InChI Key

PUPMSTCTVNEOCX-ISJKBYAMSA-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 l-cysteine-s-conjugates. L-cysteine-S-conjugates are compounds containing L-cysteine where the thio-group is conjugated.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

L-cysteine-S-conjugates

Alternative Parents

Substituents

L-cysteine-s-conjugate
Alpha-amino acid
L-alpha-amino acid
Dithiocarbamic acid ester
Amino acid
Sulfoxide
Carboxylic acid
Monocarboxylic acid or derivatives
Sulfenyl compound
Sulfinyl compound
Organic nitrogen compound
Hydrocarbon derivative
Primary amine
Organosulfur compound
Organooxygen compound
Organonitrogen compound
Organic oxide
Primary aliphatic amine
Organic oxygen compound
Carbonyl group
Amine
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	ALOGPS
logP	-2.7	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Acidic)	1.93	ChemAxon
pKa (Strongest Basic)	9.09	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	92.75 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	76.15 m³·mol⁻¹	ChemAxon
Polarizability	31.19 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0240558

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB093757

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

10402443

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Sulforaphane-cysteine (NP0334539)

MOL for NP0334539 (Sulforaphane-cysteine)

3D MOL for NP0334539 (Sulforaphane-cysteine)

3D SDF for NP0334539 (Sulforaphane-cysteine)

3D-SDF for NP0334539 (Sulforaphane-cysteine)

PDB for NP0334539 (Sulforaphane-cysteine)

3D PDB for NP0334539 (Sulforaphane-cysteine)

SMILES for NP0334539 (Sulforaphane-cysteine)

INCHI for NP0334539 (Sulforaphane-cysteine)

Structure for NP0334539 (Sulforaphane-cysteine)

3D Structure for NP0334539 (Sulforaphane-cysteine)