ECMDB: 1-Hydroxymethylnaphthalene (ECMDB20021) (M2MDB000870)

Identification Taxonomy Physical Properties Biological Properties Spectra Concentrations Links References Enzymes (4)XML

Proteins (775)

Record Information

Version

2.0

Creation Date

2012-05-31 14:23:18 -0600

Update Date

2015-06-03 17:19:08 -0600

Secondary Accession Numbers

ECMDB20021

Identification

Name:

1-Hydroxymethylnaphthalene

Description

1-hydroxymethylnaphthalene is a member of the chemical class known as Naphthalenes. These are compounds containing a naphthalene moiety, which consists of two fused benzene rings.

Structure

MOL SDF PDB SMILES InChI

Synonyms:

(1-naphthyl)methanol
(naphthalen-1-yl)methanol
1-Menaphthyl alcohol
1-Naphthalenemethanol
1-Naphthylenemethanol
1-Naphthylmethanol
1-Naphthylmethyl alcohol
a-Naphthylcarbinol
a-Naphthylmethanol
Alpha-Naphthylcarbinol
Alpha-Naphthylmethanol
Naphthalene-1-methanol
α-Naphthylcarbinol
α-Naphthylmethanol

Chemical Formula:

C₁₁H₁₀O

Weight:

Average: 158.1965
Monoisotopic: 158.073164942

InChI Key:

PBLNHHSDYFYZNC-UHFFFAOYSA-N

InChI:

InChI=1S/C11H10O/c12-8-10-6-3-5-9-4-1-2-7-11(9)10/h1-7,12H,8H2

CAS number:

4780-79-4

IUPAC Name:

naphthalen-1-ylmethanol

Traditional IUPAC Name:

1-naphthalenemethanol

SMILES:

OCC1=CC=CC2=CC=CC=C12

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.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Naphthalenes

Sub Class

Not Available

Direct Parent

Naphthalenes

Alternative Parents

Substituents

Naphthalene
Organic oxygen compound
Hydrocarbon derivative
Aromatic alcohol
Primary alcohol
Organooxygen compound
Alcohol
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic compounds

External Descriptors

naphthylmethanol (CHEBI:38137 )

Physical Properties

State:

Solid

Charge:

Melting point:

64 °C

Experimental Properties:

Property	Value	Source
Water Solubility:	2.85 mg/mL at 25 oC [SOUTHWORTH,GR & KELLER,JL (1986)]	PhysProp

Predicted Properties

Property	Value	Source
Water Solubility	0.34 g/L	ALOGPS
logP	2.17	ALOGPS
logP	2.2	ChemAxon
logS	-2.7	ALOGPS
pKa (Strongest Acidic)	15.14	ChemAxon
pKa (Strongest Basic)	-2.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	20.23 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	49.32 m³·mol⁻¹	ChemAxon
Polarizability	17.55 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	1	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Biological Properties

Cellular Locations:

Cytoplasm

Reactions:

1-Hydroxymethylnaphthalene + NAD <> 1-Naphthaldehyde + NADH + Hydrogen ion

SMPDB Pathways:

Not Available

KEGG Pathways:

Microbial metabolism in diverse environments ec01120
Naphthalene degradation ec00626

EcoCyc Pathways:

Not Available

Concentrations

Not Available

Spectra

Spectra:

Spectrum Type	Description	Splash Key
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-0900000000-caddae6141d4e9690170	View in MoNA
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positive	splash10-00dl-9840000000-b9db038f92c50a124270	View in MoNA
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	View in JSpectraViewer
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	View in JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0a4l-0900000000-bfef4ef24e92db18639c	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0006-0900000000-431cdda2ca3dfe4380f3	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0006-1900000000-dd261bb129c3b52fa1c2	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0a4i-0900000000-ca46d48ce67138a3e23f	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0a6r-0900000000-b57dbcfed0ed22e54a0f	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-0900000000-9248ee6ce8913e6a4a2c	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0006-0900000000-da91f5f56d18f8981e9a	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0006-0900000000-bcc6eab2c454b5185760	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-004l-2900000000-10a862aca2e180e31976	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-056r-0900000000-d5b95fd826831404fdf6	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004i-0900000000-fc2d9e3172581fde784a	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-056r-0900000000-bbda57da86b43bb5a370	View in MoNA
1D NMR	13C NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	View in JSpectraViewer

References

References:

Kanehisa, M., Goto, S., Sato, Y., Furumichi, M., Tanabe, M. (2012). "KEGG for integration and interpretation of large-scale molecular data sets." Nucleic Acids Res 40:D109-D114. Pubmed: 22080510

Synthesis Reference:

Not Available

Material Safety Data Sheet (MSDS)

Not Available

Links

External Links:

Resource	Link
CHEBI ID	38137
HMDB ID	HMDB0060322
Pubchem Compound ID	20908
Kegg ID	C14089
ChemSpider ID	19669
Wikipedia ID	Not Available
BioCyc ID	Not Available

Enzymes

Protein Details

1. Aldehyde-alcohol dehydrogenase

General function:: Involved in oxidoreductase activity
Specific function:: This enzyme has three activities:ADH, ACDH, and PFL- deactivase. In aerobic conditions it acts as a hydrogen peroxide scavenger. The PFL deactivase activity catalyzes the quenching of the pyruvate-formate-lyase catalyst in an iron, NAD, and CoA dependent reaction
Gene Name:: adhE
Uniprot ID:: P0A9Q7
Molecular weight:: 96126

Reactions

An alcohol + NAD(+) = an aldehyde or ketone + NADH.
Acetaldehyde + CoA + NAD(+) = acetyl-CoA + NADH.

Protein Details

2. S-(hydroxymethyl)glutathione dehydrogenase

General function:: Involved in zinc ion binding
Specific function:: Has high formaldehyde dehydrogenase activity in the presence of glutathione and catalyzes the oxidation of normal alcohols in a reaction that is not GSH-dependent. In addition, hemithiolacetals other than those formed from GSH, including omega-thiol fatty acids, also are substrates
Gene Name:: frmA
Uniprot ID:: P25437
Molecular weight:: 39359

Reactions

S-(hydroxymethyl)glutathione + NAD(P)(+) = S-formylglutathione + NAD(P)H.
An alcohol + NAD(+) = an aldehyde or ketone + NADH.

Protein Details

3. Alcohol dehydrogenase, propanol-preferring

General function:: Involved in zinc ion binding
Specific function:: Preferred specificity is towards 1-propanol
Gene Name:: adhP
Uniprot ID:: P39451
Molecular weight:: 35379

Reactions

An alcohol + NAD(+) = an aldehyde or ketone + NADH.

Protein Details

4. predicted Fe-containing alcohol dehydrogenase, Pfam00465 family

General function:: Not Available
Specific function:: Not Available
Gene Name:: yiaY
Uniprot ID:: P37686
Molecular weight:: Not Available

1-Hydroxymethylnaphthalene (ECMDB20021) (M2MDB000870)

Structure for #<Compound:0xa352b400>

Enzymes

Reactions

Reactions

Reactions