CAS 491-70-3|Luteolin

Introduction：Basic information about CAS 491-70-3|Luteolin, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

Table of Contents

1. Names
2. Luteolin BiologicalActivity
3. Chemical & Physical Properties
4. Toxicological Information
CHEMICAL IDENTIFICATION
HEALTH HAZARD DATA
ACUTE TOXICITY DATA
MUTATION DATA
5. Safety Information
6. Customs
7. Articles211
8. Synonyms

Common Name	Luteolin
CAS Number	491-70-3	Molecular Weight	286.236
Density	1.7±0.1 g/cm3	Boiling Point	616.1±55.0 °C at 760 mmHg
Molecular Formula	C₁₅H₁₀O₆	Melting Point	~330 °C(lit.)
MSDS	ChineseUSA	Flash Point	239.5±25.0 °C
Symbol	GHS07	Signal Word	Warning

Names

Name	luteolin
Synonym	More Synonyms

Luteolin BiologicalActivity

Description	Luteolin is a falconoid compound, which exhibits anticancer properties.IC50 value:Target: A natural for anticancer.In vitro: Luteolin exerted an anticancer effect against NCI-H460 cells through Sirt1-mediated apoptosis and the inhibition of cell migration [1]. The treatment of luteolin upregulated the expression levels of transforming growth factor β1 (TGF-β1), p21WAF1/CIP1, p27KIP1, Smad4, and Fas in HCC cells. Luteolin induced apoptotic cell death in Hep3B cells while caused G1 arrest in HepG2 cells. And it induces apoptosis from G1 arrest via three signaling pathways of TGF-β1, p53, and Fas/Fas-ligand in HCC cells [2].In vivo: The study of the effect of Luteolin on the improvement of cancerous cachexia in model mice showed that luteolin can improve the symptoms of cancer cachexia model mice.The mechanism may be related to inhibition of proteasome and calcium activated protease activity and lower the levels of cytokines [3].
Related Catalog	Signaling Pathways >>Autophagy >>AutophagySignaling Pathways >>Autophagy >>MitophagyNatural Products >>FlavonoidsResearch Areas >>Cancer
References	[1]. Liping Ma, et al. Luteolin exerts an anticancer effect on NCI-H460 human non-small cell lung cancer cells through the induction of Sirt1-mediated apoptosis. Molecular MedicineReports, 2015, 12 (3): 4196-4202 [2]. Su Bog Yee, et al. Growth inhibition of luteolin on HepG2 cells is induced via p53 and Fas/Fas-ligand besides the TGF-β pathway. International Journal of Oncology, 2015, 47 (2): 747-754 [3]. Pang Tao, et al. Effect of Luteolin on the Improvement of Cancerous Cachexia in Model Mice. China Pharmacy, 2015-07 [4]. Divyashree Ravishankar, et al. Exploring quercetin and luteolin derivatives as antiangiogenic agents. European Journal of Medicinal ChemistryVolume 97, 5 June 2015, Pages 259–274

Description

Luteolin is a falconoid compound, which exhibits anticancer properties.IC50 value:Target: A natural for anticancer.In vitro: Luteolin exerted an anticancer effect against NCI-H460 cells through Sirt1-mediated apoptosis and the inhibition of cell migration [1]. The treatment of luteolin upregulated the expression levels of transforming growth factor β1 (TGF-β1), p21WAF1/CIP1, p27KIP1, Smad4, and Fas in HCC cells. Luteolin induced apoptotic cell death in Hep3B cells while caused G1 arrest in HepG2 cells. And it induces apoptosis from G1 arrest via three signaling pathways of TGF-β1, p53, and Fas/Fas-ligand in HCC cells [2].In vivo: The study of the effect of Luteolin on the improvement of cancerous cachexia in model mice showed that luteolin can improve the symptoms of cancer cachexia model mice.The mechanism may be related to inhibition of proteasome and calcium activated protease activity and lower the levels of cytokines [3].

Related Catalog

Signaling Pathways >>Autophagy >>AutophagySignaling Pathways >>Autophagy >>MitophagyNatural Products >>FlavonoidsResearch Areas >>Cancer

References

[1]. Liping Ma, et al. Luteolin exerts an anticancer effect on NCI-H460 human non-small cell lung cancer cells through the induction of Sirt1-mediated apoptosis. Molecular MedicineReports, 2015, 12 (3): 4196-4202

[2]. Su Bog Yee, et al. Growth inhibition of luteolin on HepG2 cells is induced via p53 and Fas/Fas-ligand besides the TGF-β pathway. International Journal of Oncology, 2015, 47 (2): 747-754

[3]. Pang Tao, et al. Effect of Luteolin on the Improvement of Cancerous Cachexia in Model Mice. China Pharmacy, 2015-07

[4]. Divyashree Ravishankar, et al. Exploring quercetin and luteolin derivatives as antiangiogenic agents. European Journal of Medicinal ChemistryVolume 97, 5 June 2015, Pages 259–274

Chemical & Physical Properties

Density	1.7±0.1 g/cm3
Boiling Point	616.1±55.0 °C at 760 mmHg
Melting Point	~330 °C(lit.)
Molecular Formula	C₁₅H₁₀O₆
Molecular Weight	286.236
Flash Point	239.5±25.0 °C
Exact Mass	286.047729
PSA	111.13000
LogP	2.40
Vapour Pressure	0.0±1.8 mmHg at 25°C
Index of Refraction	1.768
InChIKey	IQPNAANSBPBGFQ-UHFFFAOYSA-N
SMILES	O=c1cc(-c2ccc(O)c(O)c2)oc2cc(O)cc(O)c12
Storage condition	2-8°C

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: LK9275210

CHEMICAL NAME :: Flavone, 3',4',5,7-tetrahydroxy-

CAS REGISTRY NUMBER :: 491-70-3

BEILSTEIN REFERENCE NO. :: 0292084

LAST UPDATED :: 199806

DATA ITEMS CITED :: 5

MOLECULAR FORMULA :: C15-H10-O6

MOLECULAR WEIGHT :: 286.25

WISWESSER LINE NOTATION :: T66 BO EVT&J CR CQ DQ& GQ IQ

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 180 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

DOSE :: 50 mg/kg

SEX/DURATION :: female 1 day(s) after conception

TOXIC EFFECTS :: Reproductive - Fertility - pre-implantation mortality (e.g. reduction in number of implants per female; total number of implants per corpora lutea)

MUTATION DATA

TYPE OF TEST :: Sex chromosome loss and nondisjunction

TEST SYSTEM :: Human Lymphocyte

DOSE/DURATION :: 20 mg/L

REFERENCE :: MUREAV Mutation Research. (Elsevier Science Pub. B.V., POB 211, 1000 AE Amsterdam, Netherlands) V.1- 1964- Volume(issue)/page/year: 246,205,1991

Safety Information

Symbol	GHS07
Signal Word	Warning
Hazard Statements	H315-H319-H335
Precautionary Statements	P261-P305 + P351 + P338
Personal Protective Equipment	dust mask type N95 (US);Eyeshields;Gloves
Hazard Codes	Xi:Irritant
Risk Phrases	R36/37/38
Safety Phrases	S26-S36
RIDADR	NONH for all modes of transport
WGK Germany	3
RTECS	LK9275210
HS Code	2932999099

Customs

HS Code	2914501900
Summary	2914501900 other ketone-phenols。Supervision conditions:None。VAT:17.0%。Tax rebate rate:9.0%。MFN tariff:5.5%。General tariff:30.0%

Articles211

A Food-Derived Flavonoid Luteolin Protects against Angiotensin II-Induced Cardiac Remodeling.

PLoS ONE 10 , e0137106, (2015)

Oxidative stress has been implicated in cardiac remodeling (cardiac fibrosis and hypertrophy), which impairs cardiac function and metabolism; therefore, it is anticipated antioxidative compounds will ...

Sesquiterpenes with TRAIL-resistance overcoming activity from Xanthium strumarium.

Bioorg. Med. Chem. 23 , 4746-54, (2015)

The ability of TRAIL to selectively induce apoptosis in cancer cells while sparing normal cells makes it an attractive target for the development of new cancer therapy. In search of bioactive natural ...

Metabolite profiling of polyphenols in the Tunisian plant Tamarix aphylla (L.) Karst.

J. Pharm. Biomed. Anal. 99 , 97-105, (2014)

In this study, a detailed investigation on the composition of polyphenols of Tamarix aphylla (L.) Karst., consisting of phenolic acids and flavonoids, was carried out. In order to optimize the yield o...

Synonyms

EINECS 207-741-0

4H-1-Benzopyran-4-one, 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-

Flavopurpol

5,7,3',4'-tetrahydroxyflavon

3' 4' 5 7-tetrahydroxyflavone

LUTEOLOL

3',4',5,7-tetrahydroxy-flavone

FLACITRAN

Cyanidenon 1470

2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-4H-chromen-4-one

Digitoflavone

2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-4-benzopyrone

5,7,3',4'-tetrahydroxyflavone

Daphneflavonol

weldlake

cyanidenon

Luteolin

3',4',5,7-Tetrahydroxyflavone

Salifazide

MFCD08460272

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