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Triparanol structure, CAS 78-41-1

Triparanol

CAS Number78-41-1

SynonymsMetasqualene; MER 29; EINECS 201-115-0; triparanolum; valip; TRIPARANOL

Molecular FormulaC27H32ClNO2

Molecular Weight438.00

Purity≥97 (HPLC)%

Density1.133g/cm3

Boiling Point546.9ºC at 760 mmHg

Melting Point102.9-103.7 °C

Flash Point

Appearancepowder

EINECS201-115-0

MSDSChineseEnglish

SymbolTransport

Signal WordWarning

Cat. No.: 2A-9012855 Purity: ≥97 (HPLC)%
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Quality Control of [ 78-41-1 ] Purity: ≥97 (HPLC)% SDS Specification MoL

COA NMR CNMR HPLC LC-MS
Chemical & Physical Properties
CAS Number78-41-1
Catalog No.2A-9012855
Chinese Name曲帕拉醇
SynonymsMetasqualene; MER 29; EINECS 201-115-0; triparanolum; valip; TRIPARANOL
Molecular FormulaC27H32ClNO2
Molecular Weight438.00
Purity≥97 (HPLC)
Density1.133g/cm3
Boiling Point546.9ºC at 760 mmHg
Melting Point102.9-103.7 °C
Appearancepowder
Storage Condition2-8°C
ApplicationTributol (MER-29) is a potent cholesterol biosynthesis inhibitor that blocks 24-dehydrocholesterol reductase (24-DHCR). Tributol can interfere with the post-translational modification of Hedgehog sign
EINECS201-115-0
PubChem ID24724632
MDL NumberMFCD00865748
SMILESCCN(CC)CCOc1ccc(cc1)C(O)(Cc2ccc(Cl)cc2)c3ccc(C)cc3
InChI1S/C27H32ClNO2/c1-4-29(5-2)18-19-31-26-16-12-24(13-17-26)27(30,23-10-6-21(3)7-11-23)20-22-8-14-25(28)15-9-22/h6-17,30H,4-5,18-20H2,1-3H3
InChI KeySYHDSBBKRLVLFF-UHFFFAOYSA-N
NACRES CodeNA.77
UNSPSC12352200
Hazard SymbolsTransport
MSDSmsds/12855_1_78_41_1.pdf
BioactivityTriparanol (MER-29) is a potent cholesterol biosynthesis inhibitor blocking the 24-dehydrocholesterol reductase (24-DHCR). Triparanol can interfere with posttranslational modification of Hedgehog signaling molecules as well as the sterol sensing domain of its receptor PTCH1, leading to down-regulation of Hh signaling. Triparanol suppresses human tumor growth[1][2]. Related Catalog Signaling Pathways >> Apoptosis >> Apoptosis Research Areas >> Cancer Signaling Pathways >> Stem Cell/Wnt >> Hedgehog In Vitro Triparanol can block proliferation and induce apoptosis in multiple human cancer cells including lung, breast, liver, pancreatic, prostate cancer and melanoma cells, and growth inhibition can be rescued by exogenous addition of cholesterol[2]. References [1]. AVIGAN J, et al. The mechanism of action of MER-29. Prog Cardiovasc Dis. 1960;2:525-530. [2]. Bi X, et al. Triparanol suppresses human tumor growth in vitro and in vivo [published correction appears in Biochem Biophys Res Commun. 2012 Nov 2;427(4):808]. Biochem Biophys Res Commun. 2012;425(3):613-618. Chemical & Physical Properties Density 1.133g/cm3 Boiling Point 546.9ºC at 760 mmHg Melting Point 102.9-103.7ºC Molecular Formula C27H32ClNO2 Molecular Weight 438.00100 Flash Point 284.5ºC Exact Mass 437.21200 PSA 32.70000 LogP 5.84760 Index of Refraction 1.582 InChIKey SYHDSBBKRLVLFF-UHFFFAOYSA-N SMILES CCN(CC)CCOc1ccc(C(O)(Cc2ccc(Cl)cc2)c2ccc(C)cc2)cc1 Storage condition 2-8°C
Use ofTriparanol (MER-29) is a potent cholesterol biosynthesis inhibitor blocking the 24-dehydrocholesterol reductase (24-DHCR). Triparanol can interfere with posttranslational modification of Hedgehog signaling molecules as well as the sterol sensing domain of its receptor PTCH1, leading to down-regulation of Hh signaling. Triparanol suppresses human tumor growth[1][2]. Properties Articles31 Name 2-(4-chlorophenyl)-1-[4-[2-(diethylamino)ethoxy]phenyl]-1-(4-methylphenyl)ethanol Synonym More Synonyms Triparanol Biological Activity Description Triparanol (MER-29) is a potent cholesterol biosynthesis inhibitor blocking the 24-dehydrocholesterol reductase (24-DHCR). Triparanol can interfere with posttranslational modification of Hedgehog signaling molecules as well as the sterol sensing domain of its receptor PTCH1, leading to down-regulation of Hh signaling. Triparanol suppresses human tumor growth[1][2]. Related Catalog Signaling Pathways >> Apoptosis >> Apoptosis Research Areas >> Cancer Signaling Pathways >> Stem Cell/Wnt >> Hedgehog In Vitro Triparanol can block proliferation and induce apoptosis in multiple human cancer cells including lung, breast, liver, pancreatic, prostate cancer and melanoma cells, and growth inhibition can be rescued by exogenous addition of cholesterol[2]. References [1]. AVIGAN J, et al. The mechanism of action of MER-29. Prog Cardiovasc Dis. 1960;2:525-530. [2]. Bi X, et al. Triparanol suppresses human tumor growth in vitro and in vivo [published correction appears in Biochem Biophys Res Commun. 2012 Nov 2;427(4):808]. Biochem Biophys Res Commun. 2012;425(3):613-618. Chemical & Physical Properties Exact Mass 437.21200 PSA 32.70000 LogP 5.84760 Index of Refraction 1.582 InChIKey SYHDSBBKRLVLFF-UHFFFAOYSA-N
Transport InfoShipping Name: UN
MSDS Transport InfoModule 14. Shipping information 14.1 UN dangerous goods number European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.2 United Nations shipping name European Land Transport Dangerous Regulations: Non-dangerous goods IMDG Code: Non-dangerous goods International air transport dangerous goods regulations: non-dangerous goods 14.3 Transport hazard categories European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.4 Package group European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.5 Environmental hazards European Land Transport Danger Regulations: No International Maritime Danger Regulations International Air Transport Danger Regulations: No Marine pollutants (yes/no): No 14.6 Special reminder to users No data available
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