MW 294.4 Da, Purity >98%. Potent, cell-permeable inhibitor of X-linked inhibitor of apoptosis (XIAP) (IC50 = 4.1 μM). Binds to the XIAP BIR3 protein and interacts with residues crucial for Smac and caspsase-9 binding. Inhibits cell growth, induces apoptosis, and activates caspase-9 in prostate cancer cells (IC50 = 3.7 - 5.7 μM); minimal effects on normal prostate cells (IC50 = 19.3 - 20.1 μM). Antitumor and anti-inflammatory effects in vivo.
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- Cell 175:1796-1810.e202018Unveiling the Role of the Most Impactful Cardiovascular Risk Locus through Haplotype Editing.Applications:Unspecified applicationReactive species:Unspecified reactive speciesValentina Lo Sardo et. al.PubMed 30528432
Key facts
- CAS number
- 550-24-3
- Purity
- > 98%
- Form
- Solid
- Molecular weight
- 294.4 Da
- Molecular formula
- C17H26O4
- PubChem identifier
- 3218
- Nature
- Synthetic
Target data
Alternative names
(R)-limonene 6-monooxygenase, (S)-limonene 6-monooxygenase, (S)-limonene 7-monooxygenase, 12 LOX, 12(S) lipoxygenase, 12-lipoxygenase, 12LO, 12S-LOX, 12S-lipoxygenase, 12S-type, 15 LIPOXYGENASE RETICULOCYTE ARACHIDONATE, 15 LO 2, 15 LOX 1, 15 lipoxygenase 1, 15-LOX, 15-LOX-2, 15-LOX-B, 15-PGDH, 15-hydroxyprostaglandin dehydrogenase [NAD+], 15-lipoxygenase 2, AHDC, AI413597, ALDC, ALDH 1, ALDH 11, ALDH class 1, ALDH class 2, ALDH-E1, ALDH-E2, ALDHI, ALDM, ALHDII, ALOX15, AP 13, API3, AW045860, Acetaldehyde dehydrogenase 1, Acetaldehyde dehydrogenase 2, Aldehyde dehydrogenase 1, Aldehyde dehydrogenase 1 family member A1, Aldehyde dehydrogenase 1 soluble, Aldehyde dehydrogenase 1A1, Aldehyde dehydrogenase 2 family, Aldehyde dehydrogenase 2 family (mitochondrial), Aldehyde dehydrogenase cytosolic, Aldehyde dehydrogenase liver cytosolic, Aldehyde dehydrogenase mitochondrial, Aldh, Alox12, Alox15b, Antigen NY-CO-13, Apoptosis Inhibitor 3, Arachidonate 12 lipoxygenase, 12S type, Arachidonate 12-lipoxygenase, Arachidonate 12-oxidoreductase, Arachidonate 15 lipoxygenase second type, Arachidonate 15-lipoxygenase, Arachidonate 15-lipoxygenase B, Arachidonate 15-lipoxygenase type II, Arachidonate omega-6 lipoxygenase, BCC7, BIRC 4, Baculoviral IAP repeat containing 4, Baculoviral IAP repeat-containing protein 4, CP2C9_HUMAN, CP2D6_HUMAN, CPC9, CPD6, CYP2C, CYP2C10, CYP2D, CYP2D7AP, CYP2D7BP, CYP2D7P2, CYP2D8P2, CYP2DL1, CYPIIC9, CYPIID6, Cell cycle regulated protein kinase, Cellular tumor antigen p53, Cholesterol 25-hydroxylase, Cytochrome P-450MP, Cytochrome P450 2C9, Cytochrome P450 2D6, Cytochrome P450 MP-4, Cytochrome P450 MP-8, Cytochrome P450 PB-1, Cytochrome P450 family 2 subfamily D member 6, Cytochrome P450 family 2 subfamily D polypeptide 6, Cytochrome P450, family 2, subfamily C, polypeptide 9, Cytochrome P450-DB1, DDPAC, DOD, DODO, Drosophila, homolog of, Debrisoquine 4-hydroxylase, E3 ubiquitin-protein ligase XIAP, EX 33, FLJ31424, FLJ40239, FLJ77628, FLJ92943, FTDP 17, G protein beta1/gamma2 subunit interacting factor 1, G protein coupled receptor EX 33, G-protein coupled receptor 84, GPCR 4, GPCR EX33, GPR84_HUMAN, HILP, Hpgd, Hydroxyprostaglandin dehydrogenase 15 (NAD), IAP-3, IAP-like protein, ILP, ILP 1, Inflammation related G protein coupled receptor EX 33, Inflammation-related G-protein coupled receptor EX33, Inhibitor of Apoptosis X Linked, Inhibitor of apoptosis protein 3, LFS1, LOG12, LOG15, LOX12_HUMAN, LOX15_HUMAN, LX15B_HUMAN, Lipoxin synthase 12-LO, Liver mitochondrial ALDH, MAPT, MAPTL, MGC10717, MGC134287, MGC138549, MGC149605, MGC156663, MGC1806, MGC2318, MGC88320, MIHA, MSTD, MTBT1, MTBT2, Mammalian IAP Homologue A, Microsomal monooxygenase, Microtubule associated protein tau isoform 4, Microtubule-associated protein tau, Mitochondrial aldehyde dehydrogenase 2, Mtapt, Mutant tumor protein 53, NAD+ dependent 15 hydroxyprostaglandin dehydrogenase, NIMA interacting 1, Neurofibrillary tangle protein, Nucleus encoded mitochondrial aldehyde dehydrogenase 2, OTTHUMP00000020135, OTTHUMP00000218960, OTTHUMP00000219016, OTTHUMP00000219018, P-12LO, P450 DB1, P450 MP, P450 PB 1, P450C2D, P450IIC9, P53_HUMAN, PGDH1, PGDH_HUMAN, PHF-tau, PHOAR1, PIN1_HUMAN, PLK, PLK1_HUMAN, PPIase Pin1, PPND, PPP1R103, PUMB 1, Paired helical filament-tau, Peptidyl prolyl cis/trans isomerase NIMA interacting, Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1, Peptidyl-prolyl cis-trans isomerase pin1, Peptidylprolyl cis/trans isomerase NIMA interacting 1, Phosphoprotein p53, Platelet 12-LOX, Platelet-type lipoxygenase 12, Polo-like kinase 1, Prolyl isomerase, Prostaglandin dehydrogenase 1, Protein (peptidylprolyl cis/trans isomerase) NIMA interacting 1, Protein NIMA interacting 1, Protein phosphatase 1, regulatory subunit 103, RALDH 1, RNPTAU, Retinal dehydrogenase 1, Retinaldehyde dehydrogenase 1, Rotamase Pin1, S-mephenytoin 4-hydroxylase, SDR36C1, STPK 13, Serine/threonine-protein kinase 13, Serine/threonine-protein kinase PLK1, Short chain dehydrogenase/reductase family 36C member 1, TAU_HUMAN, TRP53, Tauopathy and respiratory failure, Tauopathy and respiratory failure, included, Tp53, Transformation related protein 53, Tumor protein 53, Tumor protein p53, Tumor suppressor p53, X linked inhibitor of apoptosis, X linked inhibitor of apoptosis E3 ubiquitin protein ligase, X-linked IAP, X-linked inhibitor of apoptosis protein, XIAP_HUMAN, XLP2, Xenobiotic monooxygenase, cytochrome P-450 S-mephenytoin 4-hydroxylase, flavoprotein-linked monooxygenase, hIAP-3, p53 tumor suppressor, pTau, platelet-type 12-lipoxygenase, tumor antigen p55, x-linked inhibitor of apopotosis proteins
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MW 294.4 Da, Purity >98%. Potent, cell-permeable inhibitor of X-linked inhibitor of apoptosis (XIAP) (IC50 = 4.1 μM). Binds to the XIAP BIR3 protein and interacts with residues crucial for Smac and caspsase-9 binding. Inhibits cell growth, induces apoptosis, and activates caspase-9 in prostate cancer cells (IC50 = 3.7 - 5.7 μM); minimal effects on normal prostate cells (IC50 = 19.3 - 20.1 μM). Antitumor and anti-inflammatory effects in vivo.
Key facts
- CAS number
- 550-24-3
- Purity
- > 98%
- Form
- Solid
- Molecular weight
- 294.4 Da
- Molecular formula
- C17H26O4
- PubChem identifier
- 3218
- Nature
- Synthetic
- Solubility
Soluble in DMSO to 100 mM.
Soluble in ethanol to 10 mM.
- Biochemical name
- Embelin
- Biological description
Potent, cell-permeable inhibitor of X-linked inhibitor of apoptosis (XIAP) (IC50 = 4.1 μM). Binds to the XIAP BIR3 protein and interacts with residues crucial for Smac and caspsase-9 binding. Inhibits cell growth, induces apoptosis, and activates caspase-9 in prostate cancer cells (IC50 = 3.7 - 5.7 μM); minimal effects on normal prostate cells (IC50 = 19.3 - 20.1 μM). Antitumor and anti-inflammatory effects in vivo.
- Canonical SMILES
- CCCCCCCCCCCC1=C(C(=O)C=C(C1=O)O)O
- InChI
- InChI=1S/C17H26O4/c1-2-3-4-5-6-7-8-9-10-11-13-16(20)14(18)12-15(19)17(13)21/h12,18,21H,2-11H2,1H3
- InChIKey
- IRSFLDGTOHBADP-UHFFFAOYSA-N
- IUPAC name
- 2,5-dihydroxy-3-undecylcyclohexa-2,5-diene-1,4-dione
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
- It is important to note that this product is reported to be light sensitive, Store in the dark, Store under desiccating conditions
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Chemical Structure - Embelin, cell-permeable inhibitor of X-linked inhibitor of apoptosis (ab141061)
2D chemical structure image of ab141061, Embelin, cell-permeable inhibitor of X-linked inhibitor of apoptosis
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