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26295-56-7 molecular structure
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2,2,2-trifluoro-N-[(2S,3S,4S,6S)-3-hydroxy-2-methyl-6-{[(1S,3S)-3,5,12-trihydroxy-3-(2-hydroxyacetyl)-10-methoxy-6,11-dioxo-1,2,3,4,6,11-hexahydrotetracen-1-yl]oxy}oxan-4-yl]acetamide

ChemBase ID: 179054
Molecular Formular: C29H28F3NO12
Molecular Mass: 639.5273296
Monoisotopic Mass: 639.15636
SMILES and InChIs

SMILES:
c1ccc(c2c1C(=O)c1c(C2=O)c(c2c(c1O)C[C@](C[C@@H]2O[C@H]1O[C@H]([C@H]([C@@H](C1)NC(=O)C(F)(F)F)O)C)(C(=O)CO)O)O)OC
Canonical SMILES:
OCC(=O)[C@@]1(O)C[C@H](O[C@H]2O[C@@H](C)[C@H]([C@@H](C2)NC(=O)C(F)(F)F)O)c2c(C1)c(O)c1c(c2O)C(=O)c2c(C1=O)cccc2OC
InChI:
InChI=1S/C29H28F3NO12/c1-10-22(36)13(33-27(41)29(30,31)32)6-17(44-10)45-15-8-28(42,16(35)9-34)7-12-19(15)26(40)21-20(24(12)38)23(37)11-4-3-5-14(43-2)18(11)25(21)39/h3-5,10,13,15,17,22,34,36,38,40,42H,6-9H2,1-2H3,(H,33,41)/t10-,13-,15-,17+,22+,28-/m0/s1
InChIKey:
RQIOYWADAKTIJC-BRHGRERGSA-N

Cite this record

CBID:179054 http://www.chembase.cn/molecule-179054.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
2,2,2-trifluoro-N-[(2S,3S,4S,6S)-3-hydroxy-2-methyl-6-{[(1S,3S)-3,5,12-trihydroxy-3-(2-hydroxyacetyl)-10-methoxy-6,11-dioxo-1,2,3,4,6,11-hexahydrotetracen-1-yl]oxy}oxan-4-yl]acetamide
IUPAC Traditional name
2,2,2-trifluoro-N-[(2S,3S,4S,6S)-3-hydroxy-2-methyl-6-{[(1S,3S)-3,5,12-trihydroxy-3-(2-hydroxyacetyl)-10-methoxy-6,11-dioxo-2,4-dihydro-1H-tetracen-1-yl]oxy}oxan-4-yl]acetamide
Synonyms
N-Trifluoroacetyladriamycin
NSC 283464
(8S-cis)-7,8,9,10-Tetrahydro-6,8,11-trihydroxy-8-(hydroxyacetyl)-1-methoxy-10-[[2,3,6-trideoxy-3-[(trifluoroacetyl)amino]-α-L-lyxo-hexopyranosyl]oxy]-5,12-naphthacenedione
(1S,3S)- α-2,3,6-trideoxy-3-(2,2,2-trifluoroacetamido)-3-glycoloyl-1,2,3,4,6,11-hexahydro-3,5,12-trihydroxy-10-methoxy-6,11-dioxo-1-naphthacenyl L-lyxo-Hexopyranoside
N-Trifluoroacetyldoxorubicin
CAS Number
26295-56-7
PubChem SID
164234964
PubChem CID
71752752

DATA SOURCES

DATA SOURCES

All Sources Commercial Sources Non-commercial Sources
Data Source Data ID
TRC T786995 external link Add to cart
PubChem 71752752 external link
Data Source Data ID Price
TRC
T786995 external link Add to cart Please log in.
Data Source Data ID
PubChem 71752752 external link

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Acid pKa 5.3934793  H Acceptors 12 
H Donor LogD (pH = 5.5) 2.156845 
LogD (pH = 7.4) 1.539444  Log P 2.4553485 
Molar Refractivity 145.0477 cm3 Polarizability 55.614723 Å3
Polar Surface Area 209.15 Å2 Rotatable Bonds
Lipinski's Rule of Five false 

PROPERTIES

PROPERTIES

Physical Property Safety Information Product Information Bioassay(PubChem)
Solubility
Dichloromethane expand Show data source
Methanol expand Show data source
Apperance
Red Solid expand Show data source
MSDS Link
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Certificate of Analysis
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DETAILS

DETAILS

TRC TRC
Toronto Research Chemicals - T786995 external link
Doxorubicin (D558000) metabolite. Cytotoxic interaction with DNA.

REFERENCES

REFERENCES

From Suppliers Google Scholar IconGoogle Scholar PubMed iconPubMed Google Books IconGoogle Books
  • • Potmesil, M. et al.: Eur. J. Cancer Clin. On. 19, 109 (1983)
  • • Bodley, A., et al.: Cancer Res. 49, 5969 (1989)
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PATENTS

PATENTS

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INTERNET

INTERNET

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