2-D08

Product Name: 2-D08
CAS No.: 144707-18-6
Chemical Name: 2-D08
Synonyms: 2-D08;2-D08 >=98% (HPLC);2-D08, 10 mM in DMSO;2',3',4'-Trihydroxyflavone;2-(2,3,4-Trihydroxyphenyl)-4H-chromen-4-one;2-(2,3,4-Trihydroxyphenyl)-4H-1-benzopyran-4-one;4H-1-Benzopyran-4-one, 2-(2,3,4-trihydroxyphenyl)-;2-D08/2-(2,3,4-Trihydroxyphenyl)-4H-1-benzopyran-4-one;Ubiquitin ligase,Axl,2-D08,Tyro3,E3 ligating enzyme,Ubiquitin activating enzyme,Inhibitor,E1 activating enzyme,inhibit,2-D-08,2 D08,E1/E2/E3 Enzyme,2D08,E2 conjugating enzyme,Mer,Ubiquitin conjugating enzyme,TAM Receptor
CBNumber: CB33067528
Molecular Formula: C15H10O5
Formula Weight: 270.24
MOL File: 144707-18-6.mol

More

Less

2-D08 Property

Boiling point:: 517.9±50.0 °C(Predicted)
Density: 1.548±0.06 g/cm3(Predicted)
storage temp.: 2-8°C
solubility: ≥74.6 mg/mL in DMSO; ≥1.76 mg/mL in EtOH with gentle warming and ultrasonic; insoluble in H2O
form: powder
pka: 7.45±0.40(Predicted)
color: white to beige

More

Less

Safety

WGK Germany: 3
HS Code: 2932990090

More

Less

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

More

Less

N-Bromosuccinimide Price

Sigma-Aldrich

Product number: SML1052
Product name: 2-D08
Purity: ≥98% (HPLC)
Packaging: 5MG
Price: $121
Updated: 2025/07/31

Sigma-Aldrich

Product number: SML1052
Product name: 2-D08
Purity: ≥98% (HPLC)
Packaging: 25MG
Price: $489
Updated: 2025/07/31

Cayman Chemical

Product number: 20459
Product name: 2-D08
Purity: ≥98%
Packaging: 1mg
Price: $32
Updated: 2024/03/01

Cayman Chemical

Product number: 20459
Product name: 2-D08
Purity: ≥98%
Packaging: 5mg
Price: $100
Updated: 2024/03/01

Cayman Chemical

Product number: 20459
Product name: 2-D08
Purity: ≥98%
Packaging: 10mg
Price: $139
Updated: 2024/03/01

More

Less

2-D08 Chemical Properties,Usage,Production

Uses

2-D08 has been used as a small ubiquitin-like modifier (SUMO)ylation inhibitor.

Biological Activity

2-d08 (2’,3’,4’-trihydroxyflavone) is a sumoylation inhibitor.protein sumoylation is a dynamic posttranslational modification involved in various biological processes, such as cellular homeostasis and development. sumoylation has been reported to play a key role in cancer, though so far there are few small molecule probes available.

Biochem/physiol Actions

2-D08 is a potent and cell-permeable inhibitor of sumoylation that block the transfer of SUMO (small ubiquitin-like modifier) from the E2 enzyme (Ubc9) thioester conjugate to the substrate.

Synthesis

7143-46-6

144707-18-6

General procedure for the synthesis of 2',3',4'-trihydroxyflavones using the compound (CAS: 7143-46-6) as starting material: flavone 13 (100 mg, 0.32 mmol, 1.0 equiv) was dissolved in 12 mL of dichloromethane. Boron tribromide (BBr3, 1.067 mL, 6.4 mmol, 20 eq.) was slowly added to the solution at room temperature and the reaction mixture was stirred for 48 hours. Upon completion of the reaction, the mixture was slowly poured into ice water and the precipitate formed was collected by filtration. The crude product was purified by fast column chromatography to afford 2',3',4'-trihydroxyflavone as a yellow amorphous solid (40 mg, 46% yield). The structure of the product was confirmed by the following characterization data: 1H NMR (400 MHz, DMSO-d6) δ: 10.02 (brs, 1H), 9.55 (brs, 1H), 8.89 (brs, 1H), 8.01 (dd, 1H, J = 1.5, 7.6 Hz), 7.78 (dt, 1H, J = 2.0, 7.6 Hz), 7.69 (d, 1H, J = 8.5 Hz), 7.45 (t, 1H, J = 7.5 Hz), 7.34 (d, 1H, J = 8.9 Hz), 7.11 (s, 1H), 6.54 (d, 1H, J = 9.0 Hz).13C NMR (125 MHz, DMSO-d6) δ: 117.5, 161.8, 156.1, 149.7 , 147.5, 134.2, 133.5, 123.4, 125.0, 123.6, 119.3, 118.6, 110.3, 109.5, 108.1. high-resolution mass spectrometry (HRMS) calculated value ([M + H]+) 271.0601, measured value 271.0597.

in vitro

2-d08 was identified as a cell permeable, mechanistically unique inhibitor of protein sumoylation. this compound was found to be able to block sumoylation of topoisomerase i in two different cancer cell lines when co-dosed with camptothecin. in addition, futher analyses indicated that 2-d08 inhibited sumoylation via preventing transfer of small ubiquitin-like modifier (sumo) from the ubc9-sumo thioester to the substrate without affecting sumo-activating enzyme e1 (sae-1/2) or e2 ubc9-sumo thioester formation, a mechanism of action that was unprecedented before [1]. moreover, it was found that 2-d08 at 100 μm could effectively inhibit 10 μm camptothecin induced topoisomerase i sumoylation in breast cancer without affecting overall cellular protein ubiquitinations [2].

IC 50

Axl

References

[1] kim ys, keyser sg, schneekloth js jr. synthesis of 2',3',4'-trihydroxyflavone (2-d08), an inhibitor of protein sumoylation. bioorg med chem lett. 2014 feb 15;24(4):1094-7.
[2] kim ys, nagy k, keyser s, schneekloth js jr. an electrophoretic mobility shift assay identifies a mechanistically unique inhibitor of protein sumoylation. chem biol. 2013 apr 18;20(4):604-13.

2-D08 Preparation Products And Raw materials

Raw materials

Preparation Products

More

Less

2-D08 Suppliers

China 76 India 1 United Kingdom 1 United States 6 Global 84

Hunan Hui Bai Shi Biotechnology Co., Ltd.

Tel: 0731-85526065 13308475853
Email: ivy@hnhbsj.com
Country: China
ProdList: 7247
Advantage: 62

Nanjing Dulai Biotechnology Co., Ltd.

Tel: 025-846993838003-8003 18013301590
Fax: 025-84699383-8003
Email: njduly@126.com
Country: China
ProdList: 3249
Advantage: 55

ShangHai Caerulum Pharma Discovery Co., Ltd.

Tel: 18149758185
Email: sales-cpd@caerulumpharma.com
Country: China
ProdList: 3506
Advantage: 58

Sigma-Aldrich

Tel: 021-61415566 800-8193336
Email: orderCN@merckgroup.com
Country: China
ProdList: 51395
Advantage: 80

Pharmacodia (Beijing) Co.,Ltd

Tel: +86-400-851-9921
Fax: +86-10-82826195
Email: sales@pharmacodia.com
Country: China
ProdList: 2317
Advantage: 55

Shanghai EFE Biological Technology Co., Ltd.

Tel: 021-65675885 18964387627
Fax: 021-65675885
Email: info@efebio.com
Country: China
ProdList: 9803
Advantage: 58

Shanghai YuanYe Biotechnology Co., Ltd.

Tel: 021-61312847; 18021002903
Fax: QQ:3008007432
Email: 3008007409@qq.com
Country: China
ProdList: 71826
Advantage: 60

Shanghai Rechem science Co., Ltd.

Tel: 021-31433387 15618786686
Fax: QQ:1369748377
Email: sales@rechemscience.com
Country: China
ProdList: 2991
Advantage: 58

Shanghai Chaolan Chemical Technology Center

Tel: 021-QQ：65489617 15618227136
Fax: 21-5161 9052
Email: Sales@ATKchemical.com
Country: China
ProdList: 9125
Advantage: 58

Amadis Chemical Company Limited

Tel: 571-89925085
Fax: 0086-571-89925065
Email: sales@amadischem.com
Country: China
ProdList: 131957
Advantage: 58

More

Less

View Lastest Price from 2-D08 manufacturers

Career Henan Chemical Co

Product: 2-D08 144707-18-6
Price: US $1.00/KG
Min. Order: 1KG
Purity: 98%HPLC
Supply Ability: 10t
Release date: 2019-12-24

144707-18-6, 2-D08Related Search:

2-D08

4H-1-Benzopyran-4-one, 2-(2,3,4-trihydroxyphenyl)-

2-D08 >=98% (HPLC)

Ubiquitin ligase,Axl,2-D08,Tyro3,E3 ligating enzyme,Ubiquitin activating enzyme,Inhibitor,E1 activating enzyme,inhibit,2-D-08,2 D08,E1/E2/E3 Enzyme,2D08,E2 conjugating enzyme,Mer,Ubiquitin conjugating enzyme,TAM Receptor

2',3',4'-Trihydroxyflavone

2-D08/2-(2,3,4-Trihydroxyphenyl)-4H-1-benzopyran-4-one

2-D08, 10 mM in DMSO

2-(2,3,4-Trihydroxyphenyl)-4H-chromen-4-one

2-(2,3,4-Trihydroxyphenyl)-4H-1-benzopyran-4-one

144707-18-6

API