Showing Compound 7-Isopropyl-1,4-dimethylazulene (FDB015573)

Record Information

Version

1.0

Creation date

2010-04-08 22:11:55 UTC

Update date

2019-11-26 03:11:52 UTC

Primary ID

FDB015573

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

7-Isopropyl-1,4-dimethylazulene

Description

7-Isopropyl-1,4-dimethylazulene, also known as 1,4-dimethyl-7-isopropylazulene or 1,4-dimethyl-7-(1-methylethyl)azulene, belongs to the class of organic compounds known as guaianes. These are sesquiterpenoids with a structure based on the guaiane skeleton. Guaiane is a bicyclic compound consisting of a decahydroazulene moiety, substituted with two methyl groups and a 1-methylethyl group at the 1-, 4-, and 7-position, respectively. Thus, 7-isopropyl-1,4-dimethylazulene is considered to be an isoprenoid. Based on a literature review a significant number of articles have been published on 7-Isopropyl-1,4-dimethylazulene.

CAS Number

489-84-9

Structure

MOL SDF PDB SMILES InChI

Synonyms

Synonym	Source
1,4-Dimethyl-7-(1-methylethyl)azulene	ChEBI
1,4-Dimethyl-7-isopropylazulene	ChEBI
3,8-Dimethyl-5-(2-propyl)azulene	ChEBI
Guaiazulene	Kegg
Azunol	Kegg
Guajazulene	MeSH
Azulon	MeSH
1, 4-Dimethyl-7-isopropylazulene	HMDB
1,3,5,7,9-Guaiapentaene	HMDB
1,4-Dimethyl-7-(1-methyl)-azulene (azulon)	HMDB
1,4-Dimethyl-7-(1-methylethyl)-azulene	HMDB
1,4-Dimethyl-7-(1-methylethyl)azulene, 9ci	HMDB
1,4-Dimethyl-7-(propan-2-yl)azulene	HMDB
1,4-Dimethyl-7-isopropyl-azulene	HMDB
7-Isopropyl- 1,4-dimethylazulene	HMDB
7-Isopropyl-1,4-dimethyl-azulene	HMDB
AZ-8 beris	HMDB
Azulen-beris	HMDB
Azulene, 7-isopropyl-1,4-dimethyl- (8ci)	HMDB
Azulol	HMDB
Cuteazul	HMDB
Eucazulen	HMDB
Eucazulene	HMDB
Guiazulene	HMDB
Gurjunazulen	HMDB
Hepatoprotectant	HMDB
Kessazulen	HMDB
Kessazulene	HMDB
Purazulen	HMDB
S-Guaiazulene	HMDB
Silazulon	HMDB
Uroazulen	HMDB
Vaumigan	HMDB
Vetivazulen	HMDB
7-Isopropyl-1,4-dimethylazulene	ChEBI
1,4-dimethyl-7-(1-methyl)-azulene (azulon)	biospider
1,4-Dimethyl-7-(1-methylethyl)azulene, 9CI	db_source
1,4-dimethyl-7-(propan-2-yl)azulene	biospider
1,4-Dimethyl-7-isopropylazulene (JAN)	biospider
7-isopropyl- 1,4-dimethylazulene	biospider
Azulene, 1,4-dimethyl-7-(1-methylethyl)-	biospider
Azulene, 1,4-dimethyl-7-isopropyl-	biospider
Azulene, 7-isopropyl-1, 4-dimethyl-	biospider
Azulene, 7-isopropyl-1,4-dimethyl-	biospider
Azulene, 7-isopropyl-1,4-dimethyl- (8CI)	biospider
Azunol (TN)	biospider

Predicted Properties

Property	Value	Source
Water Solubility	0.14 g/L	ALOGPS
logP	4.99	ALOGPS
logP	5.23	ChemAxon
logS	-3.2	ALOGPS
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	0	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	0 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	66.78 m³·mol⁻¹	ChemAxon
Polarizability	25.03 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Chemical Formula

C15H18

IUPAC name

1,4-dimethyl-7-(propan-2-yl)azulene

InChI Identifier

InChI=1S/C15H18/c1-10(2)13-7-5-11(3)14-8-6-12(4)15(14)9-13/h5-10H,1-4H3

InChI Key

FWKQNCXZGNBPFD-UHFFFAOYSA-N

Isomeric SMILES

CC(C)C1=CC2=C(C)C=CC2=C(C)C=C1

Average Molecular Weight

198.3034

Monoisotopic Molecular Weight

198.140850576

Classification

Description

Belongs to the class of organic compounds known as guaianes. These are sesquiterpenoids with a structure based on the guaiane skeleton. Guaiane is a bicyclic compound consisting of a decahydroazulene moiety, substituted with two methyl groups and a 1-methylethyl group at the 1-, 4-, and 7-position, respectively.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesquiterpenoids

Direct Parent

Guaianes

Alternative Parents

Substituents

Guaiane sesquiterpenoid
Azulene
Aromatic hydrocarbon
Polycyclic hydrocarbon
Unsaturated hydrocarbon
Hydrocarbon
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic compounds

External Descriptors

sesquiterpene (CHEBI:5550 )
Guaiane sesquiterpenoids (C09675 )
Eudesmanes (C09675 )
Guaiane sesquiterpenoids (LMPR0103410006 )

Ontology

Disposition

Route of exposure:

Enteral:

Ingestion

Source:

Biological:

Plant

Biological location:

Cell and elements:

Extracellular

Subcellular:

Biofluid and excreta:

Urine

Process

Naturally occurring process:

Biological process:

Biochemical process:

Chemical reaction:

Lipid peroxidation

Biochemical pathway:

Lipid metabolism pathway

Cellular process:

Cell signaling

Role

Industrial application:

Pharmaceutical industry:

Pharmaceutical

Biological role:

Physico-Chemical Properties

Physico-Chemical Properties - Experimental

Property	Value	Reference
Physical state	Not Available
Physical Description	Not Available
Mass Composition	C 90.85%; H 9.15%	DFC
Melting Point	Mp 31.5°	DFC
Boiling Point	Bp12 167-168°	DFC
Experimental Water Solubility	0.000664 mg/mL at 25 oC	REZA, J et al. (2002)
Experimental logP	Not Available
Experimental pKa	Not Available
Isoelectric point	Not Available
Charge	Not Available
Optical Rotation	Not Available
Spectroscopic UV Data	632 () (Et2O)	DFC
Density	Not Available
Refractive Index	Not Available

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
Predicted GC-MS	7-Isopropyl-1,4-dimethylazulene, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-053r-1900000000-be4c0960d06735436fe8	Spectrum
Predicted GC-MS	7-Isopropyl-1,4-dimethylazulene, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	7-Isopropyl-1,4-dimethylazulene, 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	splash10-0002-0900000000-3339d5b27a9967e9c5da	2016-08-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0002-0900000000-44d06797d9da8aaae9dc	2016-08-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-05o0-1900000000-6fe86a22e14c459ce6d6	2016-08-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0002-0900000000-48f7566ceaa93d43c699	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0002-0900000000-ee4c5f9ee7e99d6db7ff	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-05o1-1900000000-e4e77ed98ea343b05eb3	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0002-0900000000-5b7ed2802511ed884e20	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-052b-0900000000-0415b7647d084754c1b7	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0fc0-3900000000-4121eb3d95203bd3b5ba	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0002-0900000000-77af6775e009aeaad051	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0002-0900000000-724c6ec495f7c5a30ebc	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a4i-0900000000-998e7ebc0a1ed3713a46	2021-09-24	View Spectrum

NMR

Not Available

External Links

ChemSpider ID

ChEMBL ID

KEGG Compound ID

Pubchem Compound ID

Pubchem Substance ID

Not Available

ChEBI ID

5550

Phenol-Explorer ID

Not Available

DrugBank ID

Not Available

HMDB ID

HMDB36648

CRC / DFC (Dictionary of Food Compounds) ID

KDJ01-S:KDJ01-S

EAFUS ID

Not Available

Dr. Duke ID

GUAIAZULENE

BIGG ID

Not Available

KNApSAcK ID

C00003138

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

Food	Content Range	Average	Reference
Food			Reference

Biological Effects and Interactions

Health Effects / Bioactivities

Descriptor	ID	Definition	Reference
anti allergic	50857	A drug used to treat allergic reactions.	DUKE
anti inflammatory	35472	A substance that reduces or suppresses inflammation.	DUKE
anti leprotic	33282	A substance that kills or slows the growth of bacteria.	DUKE
anti peptic			DUKE
anti pyretic	35493	A drug that prevents or reduces fever by lowering the body temperature from a raised state. An antipyretic will not affect the normal body temperature if one does not have fever. Antipyretics cause the hypothalamus to override an interleukin-induced increase in temperature. The body will then work to lower the temperature and the result is a reduction in fever.	DUKE
anti ulcer	49201	One of various classes of drugs with different action mechanisms used to treat or ameliorate peptic ulcer or irritation of the gastrointestinal tract.	DUKE