Description
Cas:410536-97-9
Product Information:
Sirtinol is a SIRT inhibitor. Sirtinol significantly increased the acetylation of p53, which has been reported to be a target of SIRT1/2. Sirtinol significantly increased the G1 phase of the cell cycle.
Chemical Formula: C26H22N2O2
Exact Mass: 394.16813
Molecular Weight: 394.46508
Elemental Analysis: C, 79.16; H, 5.62; N, 7.10; O, 8.11
Synonym:
Sirtinol
CHEMBL380797
2-[(2-Hydroxynaphthalen-1-ylmethylene)amino]-N-(1-phenethyl)benzamide
2-{[(2-hydroxy-1-naphthyl)methylene]amino}-N-(1-phenylethyl)benzamide
(E)-2-((2-hydroxynaphthalen-1-yl)methyleneamino)-N-(1-phenylethyl)benzamide
2-[[(Z)-(2-oxonaphthalen-1-ylidene)methyl]amino]-N-(1-phenylethyl)benzamide
2-[(E)-[(2-hydroxynaphthalen-1-yl)methylidene]amino]-N-(1-phenylethyl)benzamide
2-[(2-oxo-1-naphthalenylidene)methylamino]-N-(1-phenylethyl)benzamide
Sir Two Inhibitor Naphthol
2-[(2-oxonaphthalen-1-ylidene)methylamino]-N-[(1R)-1-phenylethyl]benzamide
AK-16605
Probes1_000047
Probes1_000316
Probes2_000084
Probes2_000518
Oprea1_639422
CBDivE_000728
ARONIS007637
SCHEMBL2543371
SCHEMBL8227466
Sirtinol, >=95% (NMR)
CHEBI:73158
KS-00003ZNW
CHEBI:125379
HMS3413N18
HMS3651B13
HMS3677N18
BCP22454
EX-A4220
BDBM50156760
s2804
STL069068
AKOS000497157
AKOS016842267
AKOS030627556
AB07334
CCG-265000
CS-5291
DS-0089
MCULE-8856934531
VZ23394
SMP2_000018
BR-16605
HY-13515
BCP0726000065
BB0284625
FT-0644594
SW219185-1
W6155
S-5353
BRD-A23747351-001-01-9
Q27140353
Q27215793
2-((2-hydroxynaphthalen-1-yl)methyleneamino)-N-(1-phenylethyl)benzamide
2-[(2-Hydroxynaphthalen-1-ylmethylene)amino]-N-(1-phenethyl) benzamide
(E)-2-(((2-HYDROXYNAPHTHALEN-1-YL)METHYLENE)AMINO)-N-(1-PHENYLETHYL)BENZAMIDE
{2-[(2-Hydroxynaphthalen-1-ylmethylene)amino]}-N-(1-phenethyl)benzamide (Sirtinol
2-[(2-hydroxy-naphthalen-1-ylmethylene)-amino]-N-(1-phenyl-ethyl)-benzamide
2-[[(2-Hydroxy-1-naphthalenyl)methylene]amino]- N -(1-phenylethyl)benzamide
2-[[(2-HYDROXY-1-NAPHTHALENYL)METHYLENE]AMINO]-N-(1-PHENYLETHYL)BENZAMIDE
2-{[(1-(2-hydroxy-naphthalen-1-yl)meth-(E)-ylidene]amino}-N-(1-phenylethyl)-benzamide
2-{[(E)-(2-hydroxynaphthalen-1-yl)methylidene]amino}-N-(1-phenylethyl)benzamide
2-{[1-(2-hydroxynaphthalen-1-yl)meth-(E)-ylene]amino}-N-(1-phenylethyl)benzamide
Chemical Name:
2-[[(2-Hydroxy-1-naphthalenyl)methylene]amino]- N -(1-phenylethyl)benzamide
InChi Key:
UXJFDYIHRJGPFS-WPWMEQJKSA-N
InChi Code:
InChI=1S/C26H22N2O2/c1-18(19-9-3-2-4-10-19)28-26(30)22-13-7-8-14-24(22)27-17-23-21-12-6-5-11-20(21)15-16-25(23)29/h2-18,29H,1H3,(H,28,30)/b27-17+
Smiles Code:
O=C(NC(C1=CC=CC=C1)C)C2=CC=CC=C2/N=C/C3=C4C=CC=CC4=CC=C3O
Technical Data:
Appearance: Solid powder
Purity: >98% (or refer to the Certificate of Analysis)
Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility: Soluble in DMSO, not in water
Shelf Life: >5 years if stored properly
Drug Formulation: This drug may be formulated in DMSO
Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code: 2934.99.9001
In Vitro:
Sirtinol reduces the growth of MCF-7 cells in a concentration- and time-dependent manner. The IC50 values of sirtinol are 48.6 μM and 43.5 μM after 24 and 48 h of treatment, respectively. Sirtinol significantly decreases SIRT1 expression and increases the acetylated p53 level. Sirtinol attenuates the proliferation and induces apoptosis of nonsmall cell lung cancer (NSCLC) H1299 cells and causes the significantly increased level of FoxO3a, a proapoptotic transcription factor targeted by Sirt1.
In Vivo:
Sirtinol has anti-inflammatory effects through direct inhibition of HNE activity and attenuates HNE-induced and LPS-mediated tissue or organ injury.
References:
-
Kwak SS, Jeon Y, Yoon JD, Cheong SA, Lee E, Hyun SH. 37 the effects of a class iii histone deacetylase inhibitor (sirtinol) on early development of porcine cloned embryos. Reprod Fertil Dev. 2012 Dec;25(1):166. doi: 10.1071/RDv25n1Ab37. PubMed PMID: 23244871.
-
Wang J, Kim TH, Ahn MY, Lee J, Jung JH, Choi WS, Lee BM, Yoon KS, Yoon S, Kim HS. Sirtinol, a class III HDAC inhibitor, induces apoptotic and autophagic cell death in MCF-7 human breast cancer cells. Int J Oncol. 2012 Sep;41(3):1101-9. doi: 10.3892/ijo.2012.1534. Epub 2012 Jun 26. PubMed PMID: 22751989.
-
Wang TT, Schoene NW, Kim EK, Kim YS. Pleiotropic effects of the sirtuin inhibitor sirtinol involves concentration-dependent modulation of multiple nuclear receptor-mediated pathways in androgen-responsive prostate cancer cell LNCaP. Mol Carcinog. 2012 Apr 11. doi: 10.1002/mc.21906. [Epub ahead of print] PubMed PMID: 22495798.
-
Kozako T, Aikawa A, Shoji T, Fujimoto T, Yoshimitsu M, Shirasawa S, Tanaka H, Honda S, Shimeno H, Arima N, Soeda S. High expression of the longevity gene product SIRT1 and apoptosis induction by sirtinol in adult T-cell leukemia cells. Int J Cancer. 2012 Nov 1;131(9):2044-55. doi: 10.1002/ijc.27481. Epub 2012 Mar 27. PubMed PMID: 22322739.
-
Hsu YF, Sheu JR, Lin CH, Yang DS, Hsiao G, Ou G, Chiu PT, Huang YH, Kuo WH, Hsu MJ. Trichostatin A and sirtinol suppressed survivin expression through AMPK and p38MAPK in HT29 colon cancer cells. Biochim Biophys Acta. 2012 Feb;1820(2):104-15. doi: 10.1016/j.bbagen.2011.11.011. Epub 2011 Dec 1. PubMed PMID: 22155142.
Products are for research use only. Not for human use.
Payment & Security
Your payment information is processed securely. We do not store credit card details nor have access to your credit card information.