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Showing NP-Card for 2-Naphthalenethiol (NP0337585)

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Record Information
Version2.0
Created at2024-09-11 11:29:42 UTC
Updated at2024-09-11 11:29:43 UTC
NP-MRD IDNP0337585
Secondary Accession NumbersNone
Natural Product Identification
Common Name2-Naphthalenethiol
Description2-Naphthalenethiol, also known as 2-thionaphthol or 2-mercaptonaphthalene, belongs to the class of organic compounds known as naphthalenes. Naphthalenes are compounds containing a naphthalene moiety, which consists of two fused benzene rings. It can be used as a flavouring agent. 2-Naphthalenethiol is a very weakly acidic compound (based on its pKa). 2-Naphthalenethiol is an organosulfur compound with the formula C10H7SH. 2-Naphthalenethiol is an artichoke, creamy, and meaty tasting compound. Outside of the human body,. It is one of two monothiols of naphthalene, the other being 1-naphthalenethiol. It is a white solid. 2-Naphthalenethiol is prepared from 2-naphthol by the Newman–Kwart rearrangement using the thiocarbamate. It undergoes lithiation at the 3-position.
Structure
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MOLSDFPDBSMILESInChI

MOL for NP0337585 (2-Naphthalenethiol)


  Mrv0541 02241217562D          

 11 12  0  0  0  0            999 V2000
   -0.0420    1.4434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7005    1.0309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7005    0.2059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0420   -0.2059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0420   -1.0309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7005   -1.4434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4430   -1.0309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4430   -0.2059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7005    0.2059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7005    1.0309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4430    1.4434    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1 10  2  0  0  0  0
  2  3  2  0  0  0  0
  2 11  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4  9  2  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
M  END
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3D MOL for NP0337585 (2-Naphthalenethiol)

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3D SDF for NP0337585 (2-Naphthalenethiol)

  Mrv0541 02241217562D          

 11 12  0  0  0  0            999 V2000
   -0.0420    1.4434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7005    1.0309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7005    0.2059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0420   -0.2059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0420   -1.0309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7005   -1.4434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4430   -1.0309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4430   -0.2059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7005    0.2059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7005    1.0309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4430    1.4434    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1 10  2  0  0  0  0
  2  3  2  0  0  0  0
  2 11  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4  9  2  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0337585

> <DATABASE_NAME>
NP-MRD

> <SMILES>
SC1=CC2=C(C=CC=C2)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C10H8S/c11-10-6-5-8-3-1-2-4-9(8)7-10/h1-7,11H

> <INCHI_KEY>
RFCQDOVPMUSZMN-UHFFFAOYSA-N

> <FORMULA>
C10H8S

> <MOLECULAR_WEIGHT>
160.236

> <EXACT_MASS>
160.034670946

> <JCHEM_ACCEPTOR_COUNT>
0

> <JCHEM_AVERAGE_POLARIZABILITY>
17.812520438004373

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
naphthalene-2-thiol

> <ALOGPS_LOGP>
3.54

> <JCHEM_LOGP>
3.0559297523333333

> <ALOGPS_LOGS>
-3.82

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.739962913226866

> <JCHEM_POLAR_SURFACE_AREA>
0

> <JCHEM_REFRACTIVITY>
50.517999999999994

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.42e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-naphthalenethiol

> <JCHEM_VEBER_RULE>
1

$$$$

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3D-SDF for NP0337585 (2-Naphthalenethiol)
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PDB for NP0337585 (2-Naphthalenethiol)
HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      -0.078   2.694   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.308   1.924   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.308   0.384   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.078  -0.384   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.078  -1.924   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.308  -2.694   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.694  -1.924   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.694  -0.384   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.308   0.384   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.308   1.924   0.000  0.00  0.00           C+0
HETATM   11  S   UNK     0       2.694   2.694   0.000  0.00  0.00           S+0
CONECT    1    2   10                                                       
CONECT    2    1    3   11                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    9                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    4    8   10                                                  
CONECT   10    1    9                                                       
CONECT   11    2                                                            
MASTER        0    0    0    0    0    0    0    0   11    0   24    0
END

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3D PDB for NP0337585 (2-Naphthalenethiol)
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SMILES for NP0337585 (2-Naphthalenethiol)
SC1=CC2=C(C=CC=C2)C=C1
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INCHI for NP0337585 (2-Naphthalenethiol)
InChI=1S/C10H8S/c11-10-6-5-8-3-1-2-4-9(8)7-10/h1-7,11H
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Synonyms
ValueSource
2-MercaptonaphthaleneHMDB
2-MERCAPTONAPHTHALENE, pureHMDB
2-NaphthalenthiolHMDB
2-Naphthyl hydrosulfideHMDB
2-Naphthyl mercaptanHMDB
2-Naphthyl thiolHMDB
2-ThionaphtholHMDB
b-ThionaphtholHMDB
beta -MercaptonaphthaleneHMDB
beta -NaphthalenethiolHMDB
beta -Naphthyl mercaptanHMDB
beta -ThionaphtholHMDB
beta-MercaptonaphthaleneHMDB
beta-NaphthalenethiolHMDB
beta-Naphthyl mercaptanHMDB
FEMA 3314HMDB
Renacit 1HMDB
RPA 2HMDB
Rpa no. 2HMDB
Thio-2-naphthol (beta )HMDB
Thio-2-naphthol (beta)HMDB
Thio-beta -naphtholHMDB
ThionaphtholHMDB
Vulcamel TBNHMDB
2-NaphthalenethiolMeSH
Chemical FormulaC10H8S
Average Mass160.2360 Da
Monoisotopic Mass160.03467 Da
IUPAC Namenaphthalene-2-thiol
Traditional Name2-naphthalenethiol
CAS Registry NumberNot Available
SMILES
SC1=CC2=C(C=CC=C2)C=C1
InChI Identifier
InChI=1S/C10H8S/c11-10-6-5-8-3-1-2-4-9(8)7-10/h1-7,11H
InChI KeyRFCQDOVPMUSZMN-UHFFFAOYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of OriginNot Available
Chemical Taxonomy
Description Belongs to the class of organic compounds known as naphthalenes. Naphthalenes are compounds containing a naphthalene moiety, which consists of two fused benzene rings.
KingdomOrganic compounds  
Super ClassBenzenoids  
ClassNaphthalenes  
Sub ClassNot Available
Direct ParentNaphthalenes  
Alternative Parents
Substituents
  • Naphthalene
    • 

  • Thiophenol
    • 

  • Arylthiol
    • 

  • Hydrocarbon derivative
    • 

  • Organosulfur compound
    • 

  • Aromatic homopolycyclic compound
Molecular FrameworkAromatic homopolycyclic compounds
External DescriptorsNot Available
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP3.54ALOGPS
logP3.06ChemAxon
logS-3.8ALOGPS
pKa (Strongest Acidic)6.74ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count0ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area0 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity50.52 m³·mol⁻¹ChemAxon
Polarizability17.81 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0029689  
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB000875  
KNApSAcK IDNot Available
Chemspider ID6791  
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia Link2-Naphthalenethiol  
METLIN IDNot Available
PubChem Compound7058  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General ReferencesNot Available