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AB120652

Mevastatin, HMG-CoA reductase inhibitor

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(4 Publications)

MW 390.5 Da, Purity >98%. Potent HMG-CoA reductase inhibitor. Proapoptotic, able to arrest cells in G1 by down-regulation of CDK4, CDK6 and cyclin D1 and up-regulation of p21 and p27.

View Alternative Names

3 hydroxy 3 methylglutaryl CoA reductase, 3 hydroxymethylglutaryl CoA reductase, 3-hydroxy-3-methylglutaryl CoA reductase (NADPH), 3-hydroxy-3-methylglutaryl-coenzyme A reductase, 3H3M, ABC member 16, MDR/TAP subfamily, ABC16, ABCB1, ABCBB_HUMAN, AI838772, AIS, ANDR_HUMAN, AR, AR8, ASRT2, ATP binding cassette sub family B (MDR/TAP) member 11, ATP-binding cassette sub-family B member 11, AW493413, Androgen nuclear receptor variant 2, Androgen receptor, Androgen receptor (dihydrotestosterone receptor; testicular feminization; spinal and bulbar muscular atrophy; Kennedy disease), BDPLT5, BRIC2, Bile salt export pump, Bsep, CD 87, CD87 antigen, Cytosolic NADP-isocitrate dehydrogenase, DHTR, Dihydro testosterone receptor, Dihydrotestosterone receptor (DHTR), EC 3.4.21.73, ERR a, ERR-alpha, ERR1 protein, ERR1_HUMAN, ESRL 1, ESRR A, Epididymis luminal protein 216, Epididymis secretory protein Li 26, Estrogen receptor related 1, Estrogen receptor-like 1, Estrogen-related receptor alpha, Estrra, FLJ11090, G protein coupled receptor 154, G protein coupled receptor PGR14, G protein coupled receptor for asthma susceptibility, GPR 154, GPRA, HEL-216, HEL-S-26, HMDH_HUMAN, HMG CoAR, HMG-CoA reductase, HUMARA, HYSP1, Hydroxymethylglutaryl CoA reductase, ICDH, IDCD, IDH, IDH1, IDHC_HUMAN, IDP, IDPC, Isocitrate dehydrogenase (NADP(+)) 1 cytosolic, Isocitrate dehydrogenase 1 (NADP+) soluble, Isocitrate dehydrogenase [NADP] cytoplasmic, KD, Kennedy disease (KD), LDLCQ3, MGC103269, MGC104252, MGC112732, MO 3, MVTR, Monocyte activation antigen Mo3, NADP dependent isocitrate dehydrogenase cytosolic, NADP dependent isocitrate dehydrogenase peroxisomal, NADP(+)-specific ICDH, NPSR, NR3B1, NR3C4, Neuropeptide S receptor, Neuropeptide S receptor 1, Nuclear receptor subfamily 3 group B member 1, Nuclear receptor subfamily 3 group C member 4, Nuclear receptor subfamily 3 group C member 4 (NR3C4), Oxalosuccinate decarboxylase, PFIC 2, PGR 14, PGY4, PICD, PLAU, PLAUR, PLG, PLMN_HUMAN, Plasmin, Plasmin heavy chain A, Plasmin light chain B, Plasminogen, Plasminogen activator receptor urokinase, Plasminogen activator urokinase receptor, QPD, RP24-311F12.2, SBMA, SCAN1, SMAX1, Sister of P glycoprotein, Spgp, Spinal and bulbar muscular atrophy, Spinal and bulbar muscular atrophy (SBMA), Steroid hormone receptor ERR1, TFM, TYDP, TYDP1_HUMAN, Testicular Feminization (TFM), Tyr-DNA phosphodiesterase 1, Tyrosyl-DNA phosphodiesterase 1, U-plasminogen activator, UPA receptor, UPAM, UPAR_HUMAN, URK, URKR, Urinary plasminogen activator, Urinary plasminogen activator receptor, Urokinase plasminogen activator, Urokinase plasminogen activator receptor, Urokinase plasminogen activator surface receptor, Urokinase type plasminogen activator, VRR 1, Vasopressin receptor related receptor 1, androgen receptor splice variant 4b, estrogen receptor related receptor alpha, hERR1, nps receptor, progressive familial intrahepatic cholestasis 2, u plasminogen activator receptor, u-PA, u-plasminogen activator receptor form 2, urokinase-type plasminogen activator (uPA) receptor

2 Images
Immunocytochemistry/ Immunofluorescence - Mevastatin, HMG-CoA reductase inhibitor (AB120652)
  • ICC/IF

Unknown

Immunocytochemistry/ Immunofluorescence - Mevastatin, HMG-CoA reductase inhibitor (AB120652)

ab90529 staining cytochrome C in HepG2 cells treated with mevastatin (ab120652), by ICC/IF. Increase of cytochrome C expression correlates with increased concentration of mevastatin, as described in literature.
The cells were incubated at 37°C for 4 hours in media containing different concentrations of ab120652 (mevastatin) in DMSO, fixed with 4% formaldehyde for 10 minutes at room temperature and blocked with PBS containing 10% goat serum, 0.3 M glycine, 1% BSA and 0.1% tween for 2h at room temperature. Staining of the treated cells with ab90529 (1 µg/ml) was performed overnight at 4°C in PBS containing 1% BSA and 0.1% tween. A DyLight 488 anti-rabbit polyclonal antibody (ab96899) at 1/250 dilution was used as the secondary antibody. Nuclei were counterstained with DAPI and are shown in blue.

Chemical Structure - Mevastatin, HMG-CoA reductase inhibitor (AB120652)
  • Chemical Structure

Lab

Chemical Structure - Mevastatin, HMG-CoA reductase inhibitor (AB120652)

2D chemical structure image of ab120652, Mevastatin, HMG-CoA reductase inhibitor

Key facts

CAS number

73573-88-3

Purity

>98%

Form

Solid

form

Molecular weight

390.5 Da

Molecular formula

C<sub>2</sub><sub>3</sub>H<sub>3</sub><sub>4</sub>O<sub>5</sub>

PubChem

64715

Nature

Synthetic

Solubility

Soluble in ethanol to 10 mM

Soluble in DMSO to 100 mM

Biochemical name

Mevastatin

Biological description

Potent HMG-CoA reductase inhibitor. Proapoptotic, able to arrest cells in G1 by down-regulation of CDK4, CDK6 and cyclin D1 and up-regulation of p21 and p27.

Canonical smiles

CCC(C)C(=O)OC1CCC=C2C1C(C(C=C2)C)CCC3CC(CC(=O)O3)O

Isomeric smiles

CC[C@H](C)C(=O)O[C@H]1CCC=C2[C@H]1[C@H]([C@H](C=C2)C)CC[C@@H]3C[C@H](CC(=O)O3)O

InChi

InChI=1S/C23H34O5/c1-4-14(2)23(26)28-20-7-5-6-16-9-8-15(3)19(22(16)20)11-10-18-12-17(24)13-21(25)27-18/h6,8-9,14-15,17-20,22,24H,4-5,7,10-13H2,1-3H3/t14-,15-,17+,18+,19-,20-,22-/m0/s1

InChiKey

AJLFOPYRIVGYMJ-INTXDZFKSA-N

IUPAC Name

[(1S,7S,8S,8aR)-8-[2-[(2R,4R)-4-hydroxy-6-oxooxan-2-yl]ethyl]-7-methyl-1,2,3,7,8,8a-hexahydronaphthalen-1-yl] (2S)-2-methylbutanoate

Properties and storage information

Shipped at conditions
Ambient - Can Ship with Ice
Appropriate short-term storage conditions
+4°C
Appropriate long-term storage conditions
+4°C
Storage information
Store under desiccating conditions|The product can be stored for up to 12 months

Product protocols

Publications (4)

Recent publications for all applications. Explore the full list and refine your search

British journal of cancer 106:1689-96 PubMed22531631

2012

The differential effects of statins on the metastatic behaviour of prostate cancer.

Applications

Unspecified application

Species

Unspecified reactive species

M Brown,C Hart,T Tawadros,V Ramani,V Sangar,M Lau,N Clarke

International journal of biological sciences 7:645-50 PubMed21647332

2011

Mechanism of AMPK suppression of LXR-dependent Srebp-1c transcription.

Applications

Unspecified application

Species

Unspecified reactive species

Fuichi Yap,Lauren Craddock,Jian Yang

Neuroscience letters 468:28-33 PubMed19853642

2009

A role of nitric oxide in neurite outgrowth of neuroblastoma cells triggered by mevastatin or serum reduction.

Applications

Unspecified application

Species

Unspecified reactive species

Maria Elephteria Evangelopoulos,Stefan Wüller,Joachim Weis,Alexander Krüttgen

Carcinogenesis 22:1061-7 PubMed11408350

2001

HMG-CoA reductase inhibitor mevastatin enhances the growth inhibitory effect of butyrate in the colorectal carcinoma cell line Caco-2.

Applications

Unspecified application

Species

Unspecified reactive species

A Wächtershäuser,B Akoglu,J Stein
View all publications

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