Home > Compound List > Compound details
58199-96-5 molecular structure
click picture or here to close

(2S,4S)-4-{[(2R,4R,5S)-4-amino-5-hydroxy-6-methyloxan-2-yl]oxy}-2,5,12-trihydroxy-7-methoxy-6,11-dioxo-1,2,3,4,6,11-hexahydrotetracene-2-carboxylic acid hydrochloride

ChemBase ID: 166107
Molecular Formular: C26H28ClNO11
Molecular Mass: 565.95362
Monoisotopic Mass: 565.1350884
SMILES and InChIs

SMILES:
c1ccc(c2c1C(=O)c1c(C2=O)c(c2c(c1O)C[C@](C[C@@H]2O[C@@H]1OC([C@H]([C@H](C1)N)O)C)(C(=O)O)O)O)OC.Cl
Canonical SMILES:
COc1cccc2c1C(=O)c1c(C2=O)c(O)c2c(c1O)[C@@H](O[C@H]1C[C@H](N)[C@@H](C(O1)C)O)C[C@](C2)(O)C(=O)O.Cl
InChI:
InChI=1S/C26H27NO11.ClH/c1-9-20(28)12(27)6-15(37-9)38-14-8-26(35,25(33)34)7-11-17(14)24(32)19-18(22(11)30)21(29)10-4-3-5-13(36-2)16(10)23(19)31;/h3-5,9,12,14-15,20,28,30,32,35H,6-8,27H2,1-2H3,(H,33,34);1H/t9?,12-,14+,15+,20-,26+;/m1./s1
InChIKey:
HUXYGCZFLAONTF-XKGISXRGSA-N

Cite this record

CBID:166107 http://www.chembase.cn/molecule-166107.html

Collapse All Expand All

NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
(2S,4S)-4-{[(2R,4R,5S)-4-amino-5-hydroxy-6-methyloxan-2-yl]oxy}-2,5,12-trihydroxy-7-methoxy-6,11-dioxo-1,2,3,4,6,11-hexahydrotetracene-2-carboxylic acid hydrochloride
IUPAC Traditional name
(2S,4S)-4-{[(2R,4R,5S)-4-amino-5-hydroxy-6-methyloxan-2-yl]oxy}-2,5,12-trihydroxy-7-methoxy-6,11-dioxo-3,4-dihydro-1H-tetracene-2-carboxylic acid hydrochloride
Synonyms
(2S-cis)-4-[(3-Amino-2,3,6-trideoxy-α-lyxo-hexopyranosyl)oxy]-1,2,3,4,6,11-hexahydro-2,5,12-trihydroxy-7-methoxy-6,11-dioxo-2-naphthacenecarboxylic Acid
NSC 235816
8-Desacetyl-8-carboxy Daunorubicin Hydrochloride
CAS Number
58199-96-5
PubChem SID
162260240
PubChem CID
45038850

DATA SOURCES

DATA SOURCES

All Sources Commercial Sources Non-commercial Sources
Data Source Data ID
TRC D288675 external link Add to cart
PubChem 45038850 external link
Data Source Data ID Price
TRC
D288675 external link Add to cart Please log in.
Data Source Data ID
PubChem 45038850 external link

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Acid pKa 2.4966714  H Acceptors 12 
H Donor LogD (pH = 5.5) -0.27126256 
LogD (pH = 7.4) -0.28079617  Log P -0.27129227 
Molar Refractivity 129.3404 cm3 Polarizability 50.6957 Å3
Polar Surface Area 206.07 Å2 Rotatable Bonds
Lipinski's Rule of Five false 

PROPERTIES

PROPERTIES

Physical Property Safety Information Product Information Bioassay(PubChem)
Solubility
DMSO expand Show data source
Methanol expand Show data source
Apperance
Red Solid expand Show data source
Melting Point
>180°C expand Show data source
Storage Condition
Amber Vial, -20°C Freezer expand Show data source
MSDS Link
Download expand Show data source
Certificate of Analysis
Download expand Show data source

DETAILS

DETAILS

TRC TRC
Toronto Research Chemicals - D288675 external link
Doxorubicin analog. Antitumor drug.

REFERENCES

REFERENCES

From Suppliers Google Scholar IconGoogle Scholar PubMed iconPubMed Google Books IconGoogle Books
  • • Meriwether, W.D., et al.: Cancer Res., 32, 1137 (1972)
  • • Tong, G., et al.: J. Med. Chem., 19, 395 (1972)
  • Searching...Please wait...

PATENTS

PATENTS

PubChem iconPubChem Patent Google Patent Search IconGoogle Patent

INTERNET

INTERNET

Baidu iconBaidu google iconGoogle