Doxorubicinol

Modify Date: 2024-01-02 06:55:12

Doxorubicinol Structure
Doxorubicinol structure
Common Name Doxorubicinol
CAS Number 54193-28-1 Molecular Weight 545.54
Density 1.6±0.1 g/cm3 Boiling Point 828.7±65.0 °C at 760 mmHg
Molecular Formula C27H31NO11 Melting Point N/A
MSDS N/A Flash Point 455.0±34.3 °C

 Use of Doxorubicinol


Doxorubicinol, a potent inhibitor of the cardiac sarcoplasmic reticulum calcium pump, inhibits systolic myocardial function in isolated heart muscle. Doxorubicinol inhibits tumor cell growth and has cardiotoxicity.

 Names

Name adriamycinol
Synonym More Synonyms

 Doxorubicinol Biological Activity

Description Doxorubicinol, a potent inhibitor of the cardiac sarcoplasmic reticulum calcium pump, inhibits systolic myocardial function in isolated heart muscle. Doxorubicinol inhibits tumor cell growth and has cardiotoxicity.
Related Catalog
In Vitro Doxorubicinol 抑制分离的乳头肌的舒张功能(即增加静息压)[1]。 Doxorubicinol 在显著降低舒张功能的浓度下,阿霉素几乎完全消除钙泵活性[1]。 Doxorubicinol 抑制 Ca2+ 刺激的骨骼肌肌浆网的 ATP 酶活性,并消除犬和兔心脏制备物中肌膜的 Na+/K+-ATP 酶活性[1]。 Doxorubicinol 抑制 PANC-1 细胞的增殖,IC50 值为 35.4 μM,PD PaCa 细胞的 IC50 值为 44.5 μM,WD PaCa 细胞的 IC50 值为 49.5 μM[1]。
References

[1]. Olson RD, et al. Doxorubicin cardiotoxicity may be caused by its metabolite, doxorubicinol. Proc Natl Acad Sci U S A. 1988 May;85(10):3585-9.  

 Chemical & Physical Properties

Density 1.6±0.1 g/cm3
Boiling Point 828.7±65.0 °C at 760 mmHg
Molecular Formula C27H31NO11
Molecular Weight 545.54
Flash Point 455.0±34.3 °C
Exact Mass 545.189697
PSA 209.23000
LogP 2.01
Vapour Pressure 0.0±3.2 mmHg at 25°C
Index of Refraction 1.717

 Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
QI9326000
CHEMICAL NAME :
5,12-Naphthacenedione, 7,8,9,10-tetrahydro-10-((3-amino-2,3,6-trideoxy-alpha -L-lyxo- hexopyranosyl)oxy)-8-(1,2-dihdyroxyethyl)-1-methoxy-6 ,8,11-trihydroxy-, (8S-(8-alpha,8(R*), 10-alpha))-
CAS REGISTRY NUMBER :
54193-28-1
LAST UPDATED :
199706
DATA ITEMS CITED :
2
MOLECULAR FORMULA :
C27-H31-N-O11
MOLECULAR WEIGHT :
545.59

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

MUTATION DATA

TYPE OF TEST :
DNA damage
TEST SYSTEM :
Rodent - mouse Leukocyte
DOSE/DURATION :
26900 nmol/L
REFERENCE :
CNREA8 Cancer Research. (Public Ledger Building, Suit 816, 6th & Chestnut Sts., Philadelphia, PA 19106) V.1- 1941- Volume(issue)/page/year: 41,1006,1981

 Precursor & DownStream

Precursor  0

DownStream  1

 Synonyms

14-hydroxydaunomycinone
adriamycinaglycone
8-glycoloyl-7,8,9,10-tetrahydro-6,8,10,11-tetrahydroxy-1-methoxy-5,12-Naphthacenedione
doxorubicin aglycone
Doxorubicinol
Adriamycin-aglycon
(1S,3S)-3-[(1S)-1,2-Dihydroxyethyl]-3,5,12-trihydroxy-10-methoxy-6,11-dioxo-1,2,3,4,6,11-hexahydro-1-tetracenyl 3-amino-2,3,6-trideoxy-α-L-lyxo-hexopyranoside
Epirubicin aglycone
doxorubicin hydroxyaglycone
5,12-Naphthacenedione, 10-[(3-amino-2,3,6-trideoxy-α-L-lyxo-hexopyranosyl)oxy]-8-[(1S)-1,2-dihydroxyethyl]-7,8,9,10-tetrahydro-6,8,11-trihydroxy-1-methoxy-, (8S,10S)-
Epirubicin aglycon
Doxorubicinone
13-dihydrodoxorubicin
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