Showing Compound 8-Hydroxy-2-methoxy-6-methyl-1,4-naphthoquinone (FDB002704)

Record Information

Version

1.0

Creation date

2010-04-08 22:05:29 UTC

Update date

2020-02-24 19:10:35 UTC

Primary ID

FDB002704

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

8-Hydroxy-2-methoxy-6-methyl-1,4-naphthoquinone

Description

Root constituent of Diospyros kaki (Japanese persimmon) Scabies is a common, highly pruritic infestation of the skin caused by Sarcoptes scabiei (lice). It is a very contagious condition with specific lesions, such as burrows, and nonspecific lesions, such as papules, vesicles and excoriations. The typical areas of the body it affects are finger webs, scalp (hair), wrists, axillary folds, abdomen, buttocks, inframammary folds and genitalia (males). It is characterized by intense night-time itching. Scabies is spread through close personal contact (relatives, sexual partners, schoolchildren, chronically ill patients and crowded communities). Scabies infestations and the corresponding symptoms can be eliminated by killing the scabies with topical insecticides or scabicides. Lindane is a scabicide that is essentially and organochloride insecticide. 8-Hydroxy-2-methoxy-6-methyl-1,4-naphthoquinone is found in fruits.

CAS Number

1589-92-0

Structure

MOL SDF PDB SMILES InChI

Synonyms

Show entries

Search:

Synonym	Source
(1r,2c,3c,4t,5c,6t)-1,2,3,4,5,6-hexachlorocyclohexane	biospider
(1r,2c,3t,4t,5c,6t)-1,2,3,4,5,6-hexachlorocyclohexane	biospider
(1r,2r,3r,4r,5r,6r)-1,2,3,4,5,6-hexachlorocyclohexane	biospider
(1R,2R,3R,4R,5S,6S)-1,2,3,4,5,6-hexachlorocyclohexane	biospider
(1r,2R,3S,4r,5R,6S)-1,2,3,4,5,6-hexachlorocyclohexane	biospider
(1r,2R,3S,4s,5R,6S)-1,2,3,4,5,6-hexachlorocyclohexane	biospider
(1R,2R,3S,4S,5S,6S)-1,2,3,4,5,6-hexachlorocyclohexane	biospider
(1s,2R,3R,4s,5S,6S)-1,2,3,4,5,6-hexachlorocyclohexane	biospider
1,2,3,4,5,6-hexachlorocyclohexane	biospider
1,2,3,4,5,6-Hexachlorocyclohexane (all stereo isomers)	biospider

Showing 1 to 10 of 302 entries

Predicted Properties

Property	Value	Source
Water Solubility	0.89 g/L	ALOGPS
logP	2.07	ALOGPS
logP	1.95	ChemAxon
logS	-2.4	ALOGPS
pKa (Strongest Acidic)	9.39	ChemAxon
pKa (Strongest Basic)	-4.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	63.6 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	59.92 m³·mol⁻¹	ChemAxon
Polarizability	21.61 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Chemical Formula

C12H10O4

IUPAC name

8-hydroxy-2-methoxy-6-methyl-1,4-dihydronaphthalene-1,4-dione

InChI Identifier

InChI=1S/C12H10O4/c1-6-3-7-8(13)5-10(16-2)12(15)11(7)9(14)4-6/h3-5,14H,1-2H3

InChI Key

KDBWUCIHUALFON-UHFFFAOYSA-N

Isomeric SMILES

COC1=CC(=O)C2=C(C(O)=CC(C)=C2)C1=O

Average Molecular Weight

218.2054

Monoisotopic Molecular Weight

218.057908808

Classification

Description

Belongs to the class of organic compounds known as naphthoquinones. Naphthoquinones are compounds containing a naphthohydroquinone moiety, which consists of a benzene ring linearly fused to a bezene-1,4-dione (quinone).

Kingdom

Super Class

Class

Sub Class

Direct Parent

Alternative Parents

Substituents

Naphthoquinone
Aryl ketone
Quinone
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Vinylogous ester
Vinylogous acid
Ketone
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Disposition

Route of exposure:

Enteral:

Ingestion

Source:

Biological:

Plant

Biological location:

Subcellular:

Cytoplasm

Cell and elements:

Extracellular

Physico-Chemical Properties

Physico-Chemical Properties - Experimental

Show entries

Search:

Property	Value	Reference
Boiling Point	Not Available
Charge	Not Available
Density	Not Available
Experimental logP	Not Available
Experimental pKa	Not Available
Experimental Water Solubility	Not Available
Isoelectric point	Not Available
Mass Composition	C 66.05%; H 4.62%; O 29.33%	DFC
Melting Point	Mp 210-211° (209-210°)	DFC
Optical Rotation	Not Available

Showing 1 to 10 of 14 entries

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
Predicted GC-MS	8-Hydroxy-2-methoxy-6-methyl-1,4-naphthoquinone, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-02ec-0920000000-322b51b4df26b959b33c	Spectrum
Predicted GC-MS	8-Hydroxy-2-methoxy-6-methyl-1,4-naphthoquinone, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positive	splash10-006t-1290000000-d4eb183ab9a4b98a4755	Spectrum
Predicted GC-MS	8-Hydroxy-2-methoxy-6-methyl-1,4-naphthoquinone, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-014i-0090000000-dc9e1c149d63cc89e231	2016-08-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-014i-0390000000-b0042fc552ed8398dff3	2016-08-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-052r-9500000000-19f09f8483d9bdf5d736	2016-08-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-014i-0090000000-c2d5c899495bf3ec52d0	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-014i-0090000000-f0a06ac77c5db684f63a	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a59-8910000000-9d24fa143acdaed86e96	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-014i-0090000000-55cf6f961546fa5b9f24	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-014i-0190000000-71d37492b645f426e991	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0cdu-4910000000-2fd60b7e327bbf7f4acb	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-014i-0090000000-66db57e616ee76e4cc3f	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-014i-0090000000-66db57e616ee76e4cc3f	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0py1-4910000000-6518273d24ff62151eae	2021-09-22	View Spectrum

NMR

Not Available

External Links

ChemSpider ID

ChEMBL ID

KEGG Compound ID

Pubchem Compound ID

Pubchem Substance ID

Not Available

ChEBI ID

32888

Phenol-Explorer ID

Not Available

DrugBank ID

DB00431

HMDB ID

HMDB30769

CRC / DFC (Dictionary of Food Compounds) ID

NBT91-K:CND26-H

EAFUS ID

Not Available

Dr. Duke ID

Not Available

BIGG ID

Not Available

KNApSAcK ID

Not Available

HET ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

Flavornet ID

Not Available

GoodScent ID

Not Available

SuperScent ID

Not Available

Wikipedia ID

Not Available

Phenol-Explorer Metabolite ID

Not Available

Duplicate IDS

Not Available

Old DFC IDS

Not Available

Associated Foods

Show entries

Search:

Food	Content Range	Average	Reference

Processing...

Biological Effects and Interactions

Health Effects / Bioactivities

Not Available

Enzymes

Not Available

Pathways

Not Available

Metabolism

Not Available

Biosynthesis

Not Available

Organoleptic Properties

Flavours

Not Available

Files

MSDS

Not Available

References

Synthesis Reference

Not Available

General Reference

Not Available

Content Reference

Showing Compound 8-Hydroxy-2-methoxy-6-methyl-1,4-naphthoquinone (FDB002704)

Structure for FDB002704 (8-Hydroxy-2-methoxy-6-methyl-1,4-naphthoquinone)