ChemicalBook--->CAS DataBase List--->1477949-42-0

1477949-42-0

1477949-42-0 Structure

1477949-42-0 Structure
IdentificationBack Directory
[Name]

CAY10683 (SantacruzaMate A)
[CAS]

1477949-42-0
[Synonyms]

CAY1083
CS-1702
CAY10683
SantacruzaMate A
8-Trihydroxyflavone
CAY 10683;CAY-10683
Santacruzamate A, >98%
Santacruzamate A (CAY10683)
CAY10683 (SantacruzaMate A)
ETHYL 4-OXO-4-(PHENETHYLAMINO)BUTYLCARBAMATE
N-[4-oxo-4-[(2-phenylethyl)amino]butyl]-carbamic acid ethyl ester
Carbamic acid, N-[4-oxo-4-[(2-phenylethyl)amino]butyl]-, ethyl ester
[Molecular Formula]

C15H22N2O3
[MDL Number]

MFCD28348356
[MOL File]

1477949-42-0.mol
[Molecular Weight]

278.35
Chemical PropertiesBack Directory
[Boiling point ]

508.1±43.0 °C(Predicted)
[density ]

1.087±0.06 g/cm3(Predicted)
[storage temp. ]

-20°
[solubility ]

Soluble in DMSO (up to 25 mg/ml) or in Ethanol (up to 20 mg/ml).
[form ]

solid
[pka]

12.68±0.46(Predicted)
[color ]

Off-white
[Stability:]

Stable for 2 years from date of purchse as supplied. Solutions in DMSO or ethanol may be stored at -20° for up to 2 months.
[InChI]

1S/C15H22N2O3/c1-2-20-15(19)17-11-6-9-14(18)16-12-10-13-7-4-3-5-8-13/h3-5,7-8H,2,6,9-12H2,1H3,(H,16,18)(H,17,19)
[InChIKey]

HTOYBIILVCHURC-UHFFFAOYSA-N
[SMILES]

O=C(CCCNC(OCC)=O)NCCC1=CC=CC=C1
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H335
[Precautionary statements ]

P261-P264-P270-P271-P280-P301+P312-P302+P352-P304+P340-P305+P351+P338-P330-P332+P313-P337+P313-P362-P403+P233-P405-P501
[WGK Germany ]

WGK 3
[Storage Class]

11 - Combustible Solids
Hazard InformationBack Directory
[Description]

Santacruzamate A (1477949-42-0) is a highly potent and selective inhibitor of HDAC2 isolated from the Panamanian marine cyanobacterium?cf. Symploca?(IC50=0.119 and 434 nM for HDAC2 and HDAC6 respectively).1?Induces apoptosis and cancer cell death only in combination with other HDAC1 inhibitors.2?Potential therapeutic agent for breast cancer.3?Attenuates Aβ fragment (Aβ25-35)-induced toxicity in PC12 cells by enhancing ER stress tolerance.4?Ameliorates Alzheimer’s disease-like pathology in mouse models.4
[Uses]

Santacruzamate A is a natural product isolated from Panamanian marine cyanobacterium Symploca sp; a histone deacetylases (HDACs) inhibitor; an attractive targeted therapy against breast cancer in women.
[Definition]

ChEBI: Santacruzamate A is an organooxygen compound and an organonitrogen compound. It is functionally related to a gamma-amino acid.
[IC 50]

HDAC2: 119 pM (IC50); HDAC6: 434 nM (IC50)
[storage]

Store at -20°C
[References]

1) Pavlik?et al.?(2013),?Santacruzamate A, a potent and selective histone deacetylase inhibitor from the Panamanian marine cyanobacterium cf. Symploca sp.; J. Nat. Prod.,?76?2026 2) Zhou?et al.?(2018),?Pharmacological or transcriptional inhibition of both HDAC1 and 2 leads to cell cycle blockage and apoptosis via p21Waf1/Cip1 and p19INK4d upregulation in hepatocellular carcinoma; Cell Prolif.,?51(3)?e12447 3) Damaskos?et al.?(2017),?Histone Deacetylase Inhibitors: An Attractive Therapeutic Strategy Against Breast Cancer;?Anticancer Res.,?37?35 4) Chen?et al.?(2019),?Santacruzamate A Ameliorates AD-Like Pathology by Enhancing ER Stress Tolerance Through Regulating the Functions of KDELR and Mia40-ALR in vivo and in vitro;?Front. Cell. Neurosci.,?13?61
Spectrum DetailBack Directory
[Spectrum Detail]

CAY10683 (SantacruzaMate A)(1477949-42-0)1HNMR
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