APICIDIN
- CAS No.
- 183506-66-3
- Chemical Name:
- APICIDIN
- Synonyms
- APICIDIN;OSI 2040;Ccris 9163;Apicidin Ia;Apicidin (OSI 2040);APICIDIN, FUSARIUM SPECIES;CYCLO-[L-(2-AMINO-8-OXODECANOYL)-L-(N-METHOXYTRYPTOPHAN)-L-ISOLEUCYL-D-PIPECOLINYL;CYCLO-L-(2-AMINO-8-OXODEACANOYL)-L-(N-METHOXY-TRYPTOPHAN)-L-ISOLEUCYL-D-PIPECOLINYL;Cyclo(8-oxo-L-2-aMinodecanoyl-1-Methoxy-L-tryptophyl-L-isoleucyl- D-2-piperidinecarbonyl);Cyclo[(2S)-2-aMino-8-oxodecanoyl-1-Methoxy-L-tryptophyl-L-isoleucyl-(2R)-2-piperidinecarbonyl]
- CBNumber:
- CB4482789
- Molecular Formula:
- C34H49N5O6
- Molecular Weight:
- 623.78
- MDL Number:
- MFCD26142628
- MOL File:
- 183506-66-3.mol
- MSDS File:
- SDS
| Melting point | 188-190oC |
|---|---|
| Density | 1.27±0.1 g/cm3(Predicted) |
| storage temp. | −20°C |
| solubility | DMSO: ~1mg/mL |
| pka | 13.09±0.70(Predicted) |
| form | solid |
| color | White |
| Stability | Stable for 1 year from date of purchase as supplied. Solutions in DMSO may be stored at -20° for up to 3 months. Compound is prone to oxidation. Protect from exposure to air. |
| FDA UNII | ND0S9TY2E8 |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS06 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Danger | |||||||||
| Hazard statements | H300-H310-H330 | |||||||||
| Precautionary statements | P260-P264-P280-P284-P302+P350-P310 | |||||||||
| Hazard Codes | T+ | |||||||||
| Risk Statements | 26/27/28 | |||||||||
| Safety Statements | 22-26-36/37/39-45 | |||||||||
| RIDADR | UN 2811 6.1/PG 2 | |||||||||
| WGK Germany | 3 | |||||||||
| HS Code | 29419090 | |||||||||
| NFPA 704 |
|
APICIDIN price More Price(20)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich | A8851 | Apicidin ≥98% (HPLC), from microbial | 183506-66-3 | 1mg | $134 | 2024-03-01 | Buy |
| Sigma-Aldrich | A8851 | Apicidin ≥98% (HPLC), from microbial | 183506-66-3 | 5mg | $466 | 2024-03-01 | Buy |
| Cayman Chemical | 10575 | Apicidin ≥90% | 183506-66-3 | 1mg | $60 | 2024-03-01 | Buy |
| Cayman Chemical | 10575 | Apicidin ≥90% | 183506-66-3 | 5mg | $230 | 2024-03-01 | Buy |
| Cayman Chemical | 10575 | Apicidin ≥90% | 183506-66-3 | 10mg | $430 | 2024-03-01 | Buy |
APICIDIN Chemical Properties,Uses,Production
Description
Apicidin (183506-66-3) is a fungal toxin that is a potent, cell permeable inhibitor of histone deacetylases (HDAC’s).1?It also displays antitumor properties by inducing changes in p21WAF1/Cip1 and gelsolin gene expression causing cell cycle arrest in the G1?phase.2?Apicidin dramatically decreases HIF-1α protein levels and transcriptional activity in human and mouse tumor cell lines.3
Chemical Properties
Solid
Uses
Apicidin has been used as a histone deacetylase 2 (HDAC2) inhibitor to study its effects on 5-lipoxygenase (5-LO) mRNA expression in cell lines of Mono Mac6. It has also been used to study the effects of toll-like receptor 8 (TLR-8) stimulation and histone modification on the expression of an activator protein 1 [AP-1] family member(Fra-2) and tissue inhibitor of metalloproteinases 1 (TIMP-1) in monocytes.
Uses
Apicidin is a potent (nM) cell permeable inhibitor of histone deacetylase. Also, Apicidin exhibits antiprotozoal and potential antimalarial properties. Apicidin has antiproliferative activity on HeLa cells accompanied by cell arrest at the G1 phase. Apicidin induces selective changes in the expression of p21 and gelsolin.
Uses
Apicidin is a cyclic peptide antibiotic with broad spectrum antiparasitic and antiprotozoan activity. Apicidin, a histone deacetylase inhibitor, is anti-angiogenic and induces apoptosis.
General Description
Apicidin is a cyclic tetrapeptide fungal metabolite.
Biochem/physiol Actions
Apicidin is a potent inhibitor of histone deacetylase (HDAC). It particularlyinhibits histone deacetylase 1 and 3 (HDAC1 and HDAC3). Apicidin exhibits anti-protozoal activity against apicomplexan metabolite produced by parasites. It also possesses anti-proliferative activity against several cancer cell lines. Apicidin shows anti-cancer activity against human acute promyelocytic leukemia cell.
Enzyme inhibitor
This fungal metabolite and potential oral chemotherapeutic agent (FW = 623.79 g/mol; CAS 183506-66-3), also known as [cyclo(N-O-methyl-L- tryptophanyl-L-isoleucinyl-D-pipecolinyl-L-2-amino-8-oxodecanoyl)], is an antiprotozoal agent. It is cell permeable and is a strong inhibitor of histone deacetylase (IC50 = 0.7 nM). Apicidin also inhibits proliferation of tumor cells via induction of p21WAF1/Cip1 and gelsolin. Apicidin’s low bioavailability of apicidin is mainly due to the P-gycoprotein-mediated efflux.
storage
-20°C
References
1) Darkin-Rattray,?et al. (1996)?Apicidin: a novel antiprotozoal agent that inhibits parasite histone deacetylase; Proc. Nat. Acad. Sci. USA,?93?13143 2) Han?et al. (2000)?Apicidin, a histone deacetylase inhibitor, inhibits proliferation of tumor cells via induction of p21WAF1/Cip1 and gelsolin; Cancer Res.,?60?6068 3) Kim?et al. (2007)?Regulation of the HIF-1alpha stability by histone deacetylases; Oncol. Rep.?17?647
APICIDIN Preparation Products And Raw materials
Raw materials
Preparation Products
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| SHANGHAI T&W PHARMACEUTICAL CO., LTD. | +86-021-61551413 +8618813727289 | contact@trustwe.com | China | 5738 | 58 |
| TargetMol Chemicals Inc. | +1-781-999-5354 +1-00000000000 | marketing@targetmol.com | United States | 32161 | 58 |
| Zhejiang Huida Biotech Co., LTD | 008613515763466 8615669048680 | wendy@huidabiotech.com | CHINA | 87 | 58 |
| HANGZHOU CLAP TECHNOLOGY CO.,LTD | 86-571-88216897,88216896 13588875226 | sales@hzclap.com | CHINA | 6312 | 58 |
| Nextpeptide Inc | +86-0571-81612335 +8613336028439 | sales@nextpeptide.com | China | 19908 | 58 |
| TargetMol Chemicals Inc. | support@targetmol.com | United States | 38631 | 58 | |
| Shanghai Acmec Biochemical Technology Co., Ltd. | +undefined18621343501 | product@acmec-e.com | China | 33338 | 58 |
| SHANGHAI KEAN TECHNOLOGY CO., LTD. | +8613817748580 | cooperation@kean-chem.com | China | 40066 | 58 |
| J & K SCIENTIFIC LTD. | 010-82848833 400-666-7788 | jkinfo@jkchemical.com | China | 94657 | 76 |
| Chemsky (shanghai) International Co.,Ltd | 021-50135380 | shchemsky@sina.com | China | 15402 | 60 |
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