Orobol

Modify Date: 2024-01-05 22:56:56

Orobol structure	Common Name	Orobol
	CAS Number	480-23-9	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	N/A
	MSDS	N/A	Flash Point	239.5±25.0 °C

Use of Orobol

Orobol is one of the major soy isoflavones and has various pharmacological activities, including anti-skin-aging and anti-obesity effects. Orobol inhibits CK1ε, VEGFR2, MAP4K5, MNK1, MUSK, TOPK, and TNIK (IC50=1.24-4.45 μM). Orobol also inhibits PI3K isoforms (IC50=3.46-5.27 μM for PI3K α/β/γ/K/δ)[1][2].

Name	orobol
Synonym	More Synonyms

Description	Orobol is one of the major soy isoflavones and has various pharmacological activities, including anti-skin-aging and anti-obesity effects. Orobol inhibits CK1ε, VEGFR2, MAP4K5, MNK1, MUSK, TOPK, and TNIK (IC50=1.24-4.45 μM). Orobol also inhibits PI3K isoforms (IC50=3.46-5.27 μM for PI3K α/β/γ/K/δ)[1][2].
Related Catalog	Signaling Pathways >> PI3K/Akt/mTOR >> PI3K Research Areas >> Metabolic Disease Signaling Pathways >> Cell Cycle/DNA Damage >> Casein Kinase Signaling Pathways >> Stem Cell/Wnt >> Casein Kinase
In Vitro	Orobol binds to CK1ε in an ATP-competitive manner and exerts anti-obesity effects by targeting casein kinase 1 epsilon[2]. Orobol (5-20 μM) effectively suppresses MDI (isobutylmethylxanthine, dexamethasone and insulin (MDI))-induced phosphorylation of 4E-BP1[2].
In Vivo	Orobol attenuates high fat diet-induced weight gain and lipid accumulation without affecting food intake in C57BL/6J mice[2]. Animal Model: HFD-induced obesity in C57BL/6J mice[2] Dosage: 10 mg/kg Administration: Intragastrically; daily for 23 weeks Result: Significantly reduced body weight by 17.3% compared to the HFD group.
References	[1]. Kim MH, et al. Lipid Nanoparticles for Enhancing the Physicochemical Stability and Topical Skin Delivery of Orobol. Pharmaceutics. 2020;12(9):845. Published 2020 Sep 3.

Density	1.7±0.1 g/cm3
Boiling Point	616.1±55.0 °C at 760 mmHg
Molecular Formula	C₁₅H₁₀O₆
Molecular Weight	286.236
Flash Point	239.5±25.0 °C
Exact Mass	286.047729
PSA	111.13000
LogP	2.76
Vapour Pressure	0.0±1.8 mmHg at 25°C
Index of Refraction	1.768

CHEMICAL IDENTIFICATION

RTECS NUMBER :: DJ2982400

CHEMICAL NAME :: 4H-1-Benzopyran-4-one, 5,7-dihydroxy-3-(3,4-dihydroxyphenyl)-

CAS REGISTRY NUMBER :: 480-23-9

BEILSTEIN REFERENCE NO. :: 0292790

LAST UPDATED :: 199612

DATA ITEMS CITED :: 1

MOLECULAR FORMULA :: C15-H10-O6

MOLECULAR WEIGHT :: 286.25

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD - Lethal dose

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: >250 mg/kg

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

REFERENCE :: JANTAJ Journal of Antibiotics. (Japan Antibiotics Research Assoc., 2-20-8 Kamiosaki, Shinagawa-ku, Tokyo, 141, Japan) V.2-5, 1948-52; V.21- 1968- Volume(issue)/page/year: 28,947,1975

Hazard Codes	Xi

Eriodictyol

CAS#:552-58-9

Orobol

CAS#:480-23-9

Literature: Chemler, Joseph A.; Lim, Chin Giaw; Daiss, John L.; Koffas, Mattheos A.G. Chemistry and Biology, 2010 , vol. 17, # 4 p. 392 - 401

5,7,3',4'-TETRA...

CAS#:40316-84-5

Orobol

CAS#:480-23-9

Literature: Narasimhachari; Seshadri Proceedings - Indian Academy of Sciences, Section A, 1950 , # 32 p. 342,345

3-(3,4-dihydrox...

CAS#:20486-33-3

Orobol

CAS#:480-23-9

Literature: Anhut, Siegbert; Zinsmeister, H. Dietmar; Mues, Ruediger; Barz, Wolfgang; Mackenbrock, Klaus; et al. Phytochemistry (Elsevier), 1984 , vol. 23, # 5 p. 1073 - 1076

Genistein

CAS#:446-72-0

Orobol

CAS#:480-23-9

Literature: Roberts-Kirchhoff, Elizabeth S.; Crowley, Jan R.; Hollenberg, Paul F.; Kim, Hyesook Chemical Research in Toxicology, 1999 , vol. 12, # 7 p. 610 - 616

8-(β-D-glucopyr...

CAS#:66026-81-1

Orobol

CAS#:480-23-9

Literature: Heerden, Fanie R. van; Brandt, E. Vincent; Roux, David G. Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1980 , p. 2463 - 2469

6,8-di-C-β-D-gl...

CAS#:118949-94-3

Orobol

CAS#:480-23-9

Literature: Heerden, Fanie R. van; Brandt, E. Vincent; Roux, David G. Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1980 , p. 2463 - 2469

Precursor 4
CAS#:552-58-9 Eriodictyol CAS#:446-72-0 Genistein CAS#:66026-81-1 8-(β-D-glucopyr... CAS#:118949-94-3 6,8-di-C-β-D-gl...
DownStream 0

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

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

5,7,3',4'-Tetrahydroxyisoflavone

3'-hydroxygenistein

Orobol

Norsantal

3',4',5,7-tetrahydroxyisoflavone

Santol

3-(3,4-dihydroxyphenyl)-5,7-dihydroxychromen-4-one

Isoluteolin

Shanghai Nianxing Industrial Co., Ltd
China
Product Name: Orobol
Price: Click To Check
Purity: 98.0%
Delivery: 10 Day
Contact: Yang
Email: sales@echemcloud.com

BioBioPha
China
Product Name: Orobol
Price: ￥1750.0/5mg
Purity: 97.0%
Delivery: 10 Day
Contact: Xueping-Zheng
Email: 1477035482@qq.com

Shanghai Jizhi Biochemical Technology Co., Ltd
China
Product Name: Orobol
Price: ￥2560.0/5mg
Purity: 98.0%
Delivery: 3 Day
Contact: Liu jia
Email: 2130147988@qq.com

DC Chemicals Limited
China
Product Name: Orobol
Price: $Inquiry/100mg $Inquiry/250mg $Inquiry/1g
Purity: 98.0%
Delivery: 3 Day
Contact: Tony Cao
Email: sales@dcchemicals.com

Dayang Chem (Hangzhou) Co., Ltd.
China
Product Name: OROBOL
Price: $Inquiry/100g $Inquiry/1kg $Inquiry/100kg $Inquiry/1000kg
Purity: 98.0%
Delivery: Inquiry
Contact: Ms Wang
Email: enquiry@dycnchem.com

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