guaiazulene

Modify Date: 2025-08-28 12:38:22

guaiazulene Structure
guaiazulene structure
Common Name guaiazulene
CAS Number 489-84-9 Molecular Weight 198.303
Density 0.976 Boiling Point 305.4±22.0 °C at 760 mmHg
Molecular Formula C15H18 Melting Point 27-29 °C(lit.)
MSDS N/A Flash Point 142.3±13.1 °C

 Use of guaiazulene


Guaiazulene is present in several essential oils of medicinal and aromatic plants, with antioxidant activity. Guaiazulene has in vitro cytotoxic activity against neuron and N2a neuroblastom (N2a-NB) cells[1][2].

 Names

Name guaiazulene
Synonym More Synonyms

 guaiazulene Biological Activity

Description Guaiazulene is present in several essential oils of medicinal and aromatic plants, with antioxidant activity. Guaiazulene has in vitro cytotoxic activity against neuron and N2a neuroblastom (N2a-NB) cells[1][2].
Related Catalog
References

[1]. Kourounakis AP, et al. Antioxidant activity of guaiazulene and protection against paracetamol hepatotoxicity in rats. J Pharm Pharmacol. 1997 Sep;49(9):938-42.

[2]. Togar B, et al. Guaiazulene biochemical activity and cytotoxic and genotoxic effects on rat neuron and N2a neuroblastom cells. J Intercult Ethnopharmacol. 2015 Jan-Mar;4(1):29-33.

 Chemical & Physical Properties

Density 0.976
Boiling Point 305.4±22.0 °C at 760 mmHg
Melting Point 27-29 °C(lit.)
Molecular Formula C15H18
Molecular Weight 198.303
Flash Point 142.3±13.1 °C
Exact Mass 198.140854
LogP 5.71
Vapour Pressure 0.0±0.3 mmHg at 25°C
Index of Refraction 1.573
InChIKey FWKQNCXZGNBPFD-UHFFFAOYSA-N
SMILES Cc1ccc(C(C)C)cc2c(C)ccc1-2
Storage condition 2-8°C

 Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
CO4790000
CHEMICAL NAME :
Azulene, 1,4-dimethyl-7-isopropyl-
CAS REGISTRY NUMBER :
489-84-9
BEILSTEIN REFERENCE NO. :
1365001
LAST UPDATED :
199701
DATA ITEMS CITED :
4
MOLECULAR FORMULA :
C15-H18
MOLECULAR WEIGHT :
198.33
WISWESSER LINE NOTATION :
L57J B1 F1 IY1&1

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
1550 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
ARZNAD Arzneimittel-Forschung. Drug Research. (Editio Cantor Verlag, Postfach 1255, W-7960 Aulendorf, Fed. Rep. Ger.) V.1- 1951- Volume(issue)/page/year: 19,615,1969
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
1220 mg/kg
TOXIC EFFECTS :
Behavioral - ataxia Lungs, Thorax, or Respiration - dyspnea Gastrointestinal - hypermotility, diarrhea
REFERENCE :
NYKZAU Nippon Yakurigaku Zasshi. Japanese Journal of Pharmacology. (Nippon Yakuri Gakkai, c/o Kyoto Daigaku Igakubu Yakurigaku Kyoshitsu, Konoe-cho, Yoshida, Sakyo-ku, Kyoto 606, Japan) V.40- 1944- Volume(issue)/page/year: 54,362,1958
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
525 mg/kg
TOXIC EFFECTS :
Peripheral Nerve and Sensation - spastic paralysis with or without sensory change Behavioral - ataxia Lungs, Thorax, or Respiration - dyspnea
REFERENCE :
NYKZAU Nippon Yakurigaku Zasshi. Japanese Journal of Pharmacology. (Nippon Yakuri Gakkai, c/o Kyoto Daigaku Igakubu Yakurigaku Kyoshitsu, Konoe-cho, Yoshida, Sakyo-ku, Kyoto 606, Japan) V.40- 1944- Volume(issue)/page/year: 54,362,1958

 Safety Information

Hazard Codes Xn:Harmful;
Risk Phrases R22
Safety Phrases S36/37/39-S26-S22
WGK Germany 3
RTECS CO4790000

 guaiazuleneBioassay

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Name: Luminescence-based cell-based primary high throughput screening assay to identify ago...
Source: The Scripps Research Institute Molecular Screening Center
Target: mu-type opioid receptor isoform MOR-1 [Homo sapiens]
External Id: OPRM1-OPRD1_AG_LUMI_1536_1X%ACT PRUN
Name: Primary qHTS assay for inhibitors of alpha-synuclein gene (SNCA) expression
Source: NCGC
External Id: SNCA-p-activity-luciferase
Name: Fluorescence-based cell-based primary high throughput screening assay to identify ago...
Source: The Scripps Research Institute Molecular Screening Center
Target: muscarinic acetylcholine receptor M1 [Homo sapiens]
External Id: CHRM1_AG_FLUO8_1536_1X%ACT PRUN
Name: Antiretroviral activity against HIV-1 based virus like particles infected in U2OS cel...
Source: ChEMBL
Target: Human immunodeficiency virus 1
External Id: CHEMBL3773509
Name: Cytotoxicity against human U2OS cells assessed as cell viability at highest non-toxic...
Source: ChEMBL
Target: U2OS
External Id: CHEMBL3773508
Name: Fluorescence-based cell-based primary high throughput screening assay to identify pos...
Source: The Scripps Research Institute Molecular Screening Center
Target: muscarinic acetylcholine receptor M1 [Homo sapiens]
External Id: CHRM1_PAM_FLUO8_1536_1X%ACT PRUN
Name: Fluorescence polarization-based biochemical high throughput primary assay to identify...
Source: The Scripps Research Institute Molecular Screening Center
Target: RecName: Full=Sialate O-acetylesterase; AltName: Full=H-Lse; AltName: Full=Sialic acid-specific 9-O-acetylesterase; Flags: Precursor [Homo sapiens]
External Id: SIAE_INH_FP_1536_1X%INH PRUN
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 Synonyms

1,4-Dimethyl-7-(propan-2-yl)azulen
Guajazulene
1,4-dimethyl-7-propan-2-ylazulene
Cuteazul
Gurjunazulen
Eucazulen
Vetivazulen
Azulon
Vaumigan
EINECS 207-701-2
MFCD00003811
7-Isopropyl-1,4-dimethylazulene
guaiazulene
1,4-Dimethyl-7-isopropylazulene (JAN)
1,4-Dimethyl-7-isopropylazulene
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