MW 623.8 Da, Purity >95%. Potent histone deacetylase inhibitor (IC50 = 0.7 nM). Inhibits cancer cell proliferation via induction of p21WAF1/Cip1 and gelsolin. Active in vitro and in vivo. Cell-permeable.
Images
Key facts
- CAS number
- 183506-66-3
- Purity
- > 95%
- Form
- Solid
- Molecular weight
- 623.8 Da
- Molecular formula
- C34H49N5O6
- PubChem identifier
- 6918328
- Nature
- Synthetic
Target data
Alternative names
AHO3, Antigen NY-CO-9, BDMR, CD142, CD142 antigen, CDA07, CDLS5, CPBHM, CTG 26, CTG repeat protein 26, Coagulation factor III, Coagulation factor III (thromboplastin tissue factor), D10Wsu179e, DKFZP761B039, DKFZp686H12203, EC 3.5.1.98, F3, FLJ16239, FLJ17960, FLJ22237, GON 10, HA6116, HD 10, HD 11, HD 2, HD 4, HD 6, HD 7, HD 7B, HD 8, HD 9, HD1, HD3, HD5, HDA10_HUMAN, HDA11_HUMAN, HDAC, HDAC 11, HDAC 7B, HDAC 9B, HDAC 9FL, HDAC A, HDAC1_HUMAN, HDAC2_HUMAN, HDAC3_HUMAN, HDAC4_HUMAN, HDAC5_HUMAN, HDAC6_HUMAN, HDAC8_HUMAN, HDAC9_HUMAN, HDACL-1, HDRP, Histone Deacetylase A, Histone deacetylase 1, Histone deacetylase 10, Histone deacetylase 11, Histone deacetylase 2, Histone deacetylase 2 (HD2), Histone deacetylase 3, Histone deacetylase 4, Histone deacetylase 4/5 related protein, Histone deacetylase 5, Histone deacetylase 6, Histone deacetylase 6 (HD6), Histone deacetylase 7, Histone deacetylase 7B, Histone deacetylase 8, Histone deacetylase 9, Histone deacetylase 9A, Histone deacetylase like 1, Histone deacetylase-related protein, JM 21, KIAA0288, KIAA0744, KIAA0901, MEF2 interacting transcription repressor protein, MEF2-interacting transcription repressor MITR, MGC149722, MITR, MRXS6, NCOR2_HUMAN, NY CO 9, Nuclear Receptor Co-Repressor 2, OTTHUMP00000017046, OTTHUMP00000028555, OTTHUMP00000032398, OTTHUMP00000197663, OTTHUMP00000227077, OTTHUMP00000227078, PPP1R90, Protein phosphatase 1 regulatory subunit 90, RPD 3, RPD3-2, RPD3L1, Reduced potassium dependency yeast homolog like 1, SMAP 270, SMAP45, SMRT, SMRTE, SMRTE tau, Silencing Mediator for Retanoid and Thyroid Hormone Receptors, Silencing mediator of retinoic acid and thyroid hormone receptor, T3 receptor-associating factor, TFA, TF_HUMAN, TNRC 14, TRAC 1, Thromboplastin, Thyroid retinoic acid receptor associated corepressor, Thyroid-, Tissue factor, WTS, YAF1, YY1 associated factor 1, YY1 transcription factor binding protein, Yy1bp, retinoic-acid-receptor-associated corepressor, transcriptional regulator homolog RPD3
Recommended products
MW 623.8 Da, Purity >95%. Potent histone deacetylase inhibitor (IC50 = 0.7 nM). Inhibits cancer cell proliferation via induction of p21WAF1/Cip1 and gelsolin. Active in vitro and in vivo. Cell-permeable.
Key facts
- CAS number
- 183506-66-3
- Purity
- > 95%
- Form
- Solid
- Molecular weight
- 623.8 Da
- Molecular formula
- C34H49N5O6
- PubChem identifier
- 6918328
- Nature
- Synthetic
- Solubility
Soluble in DMSO to 10 mM.
- Biochemical name
- Apicidin
- Biological description
Potent histone deacetylase inhibitor (IC50 = 0.7 nM). Inhibits cancer cell proliferation via induction of p21WAF1/Cip1 and gelsolin. Active in vitro and in vivo. Cell-permeable.
- Canonical SMILES
- CCC(C)C1C(=O)N2CCCCC2C(=O)NC(C(=O)NC(C(=O)N1)CC3=CN(C4=CC=CC=C43)OC)CCCCCC(=O)CC
- Isomeric SMILES
- CC[C@H](C)[C@H]1C(=O)N2CCCC[C@@H]2C(=O)N[C@H](C(=O)N[C@H](C(=O)N1)CC3=CN(C4=CC=CC=C43)OC)CCCCCC(=O)CC
- InChI
- InChI=1S/C34H49N5O6/c1-5-22(3)30-34(44)38-19-13-12-18-29(38)33(43)35-26(16-9-7-8-14-24(40)6-2)31(41)36-27(32(42)37-30)20-23-21-39(45-4)28-17-11-10-15-25(23)28/h10-11,15,17,21-22,26-27,29-30H,5-9,12-14,16,18-20H2,1-4H3,(H,35,43)(H,36,41)(H,37,42)/t22-,26-,27-,29+,30-/m0/s1
- InChIKey
- JWOGUUIOCYMBPV-GMFLJSBRSA-N
- IUPAC name
- (3S,6S,9S,12R)-3-[(2S)-butan-2-yl]-6-[(1-methoxyindol-3-yl)methyl]-9-(6-oxooctyl)-1,4,7,10-tetrazabicyclo[10.4.0]hexadecane-2,5,8,11-tetrone
Storage
- Shipped at conditions
- Ambient - Can Ship with Ice
- Appropriate short-term storage conditions
- -20°C
- Appropriate long-term storage conditions
- -20°C
- Storage information
- Store under desiccating conditions, The product can be stored for up to 12 months
Notes
This product is manufactured by BioVision, an Abcam company and was previously called 1601 Apicidin. 1601-1 is the same size as the 1 mg size of ab142060.
Supplementary info
- This supplementary information is collated from multiple sources and compiled automatically.
- Activity summary
HDAC1 HDAC2 HDAC3 HDAC4 HDAC5 HDAC6 HDAC11 NCOR2/SMRT HDAC10 HDAC8 Tissue Factor and HDAC9 are histone deacetylases part of the HDAC enzyme family which regulate gene expression by removing acetyl groups from histone proteins. This deacetylation process compacts chromatin structure diminishing transcriptional activity. These enzymes are expressed widely in human tissues and have variable molecular masses such as HDAC1 at roughly 55 kDa. They are critical in controlling cellular functions by modulating chromatin structure and impacting gene expression.
- Biological function summary
Histone deacetylases HDAC1 HDAC2 HDAC3 HDAC4 and HDAC5 participate in transcriptional repression when part of larger multiprotein complexes. HDAC9 is another member that shares similar roles. These complexes often include NCOR2/SMRT which acts as a co-repressor. By altering chromatin conformation they play a vital role in development differentiation and cell cycle regulation. Their activity is modulated by HDAC inhibitors like trichostatin A and valproic acid which are used in research and therapeutics for epigenetic modulation.
- Pathways
The HDAC family members are central in pathways such as the cell cycle regulation pathway and the Wnt signaling pathway. They interact with proteins like histone acetyltransferases (HATs) balancing acetylation states and controlling gene expression dynamics. In the Wnt pathway changes in acetylation states influence transcriptional outcomes that are vital for developmental processes and oncogenic transformations.
- Associated diseases and disorders
HDAC dysfunction is associated with conditions like cancer and neurological disorders. The overexpression or aberrant activity of HDACs influences tumor suppressor genes expression therefore contributing to cancer progression. HDAC inhibitors are explored for cancer therapy targeting both the HDACs and their regulator proteins like the proto-oncogene c-Myc. Additionally HDAC abnormalities relate to neurodegenerative diseases where altered HDAC activity affects neuronal survival and function. Inhibiting HDAC activity therapeutically could restore normal transcriptional activity and cellular function in these diseases.
Product promise
We are dedicated to supporting your work with high quality reagents and we are here for you every step of the way should you need us.
In the unlikely event of one of our products not working as expected, you are covered by our product promise.
Full details and terms and conditions can be found here:
Terms & Conditions.
1 product image
Chemical Structure - Apicidin, HDAC inhibitor (ab142060)
2D chemical structure image of ab142060, Apicidin, HDAC inhibitor
Downloads
Product protocols
- Visit the general protocols
- Visit troubleshooting
Please note: All products are 'FOR RESEARCH USE ONLY. NOT FOR USE IN DIAGNOSTIC OR THERAPEUTIC PROCEDURES'.
For licensing inquiries, please contact partnerships@abcam.com