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51898-39-6

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Basic Information
CAS No.: 51898-39-6
Name: 2-{4-[(3-amino-2,3,6-trideoxyhexopyranosyl)oxy]-2,5,12-trihydroxy-7-methoxy-6,11-dioxo-1,2,3,4,6,11-hexahydrotetracen-2-yl}-2-oxoethyl octanoate hydrochloride (1:1)
Molecular Structure:
Molecular Structure of 51898-39-6 (2-{4-[(3-amino-2,3,6-trideoxyhexopyranosyl)oxy]-2,5,12-trihydroxy-7-methoxy-6,11-dioxo-1,2,3,4,6,11-hexahydrotetracen-2-yl}-2-oxoethyl octanoate hydrochloride (1:1))
Formula: C35H43NO12
Molecular Weight: 669.79
Density: g/cm3
Boiling Point: 839.5°Cat760mmHg
Flash Point: 461.5°C
Safety: Poison by intravenous route. Mutation data reported. When heated to decomposition it emits toxic fumes of NOx.
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Chemistry

The Molecular Structure of  Adriamycin-14-octanoate hydrochloride (CAS NO.51898-39-6):
Molecular Formula: C35H44ClNO12
Molecular Weight: 706.176360 g/mol
IUPAC: [2-[4-(4-amino-5-hydroxy-6-methyloxan-2-yl)oxy-2,5,12-trihydroxy-7-methoxy-6,11-dioxo-3,4-dihydro-1H-tetracen-
2-yl]-2-oxoethyl] octanoate hydrochloride
Nominal Mass: 705 Da
Average Mass: 706.1764 Da
Monoisotopic Mass: 705.255204 Da 
Classification: Drug / Therapeutic Agent ; Mutation data 
ACD/LogP: 7.10
ACD/LogD (pH 5.5): 4.3
ACD/LogD (pH 7.4): 5.38
ACD/BCF (pH 5.5): 230.52
ACD/BCF (pH 7.4): 2797.94
ACD/KOC (pH 5.5): 273.33
ACD/KOC (pH 7.4): 3317.6 
Polar Surface Area: 145.36Å2 
Flash Point: 461.5 °C
Enthalpy of Vaporization: 127.87 kJ/mol
Boiling Point: 839.5 °C at 760 mmHg
Vapour Pressure: 6.39E-30 mmHg at 25°C 
InChI: InChI=1/C35H43NO12.ClH/c1-4-5-6-7-8-12-24(38)46-16-23(37)35(44)14-19-27(22(15-35)48-25-13-20(36)30(39)17(2)47-25)34(43)29-28(32(19)41)31(40)18-10-9-11-21(45-3)26(18)33(29)42;/h9-11,17,20,22,25,30,39,41,43-44H,4-8,12-16,36H2,1-3H3;1H
Smiles: c1(cccc2c1C(c1c(O)c3[C@@H](O[C@@H]4C[C@@H]([C@@H]([C@@H](O4)C)O)N)C[C@@](Cc3c(O)c1C2=O)(C(COC(=O)CCCCCCC)=O)O)=O)OC.Cl

Toxicity Data With Reference

1.    

dnd-mam:lym 3490 nmol/L

     CBINA8    Chemico-Biological Interactions. 20 (1978),97.
2.    

ivn-mus LD50:19 mg/kg

     31TFAO    Progress in Chemotherapy. 3 (1974),987.

Safety Profile

Poison by intravenous route. Mutation data reported. When heated to decomposition it emits toxic fumes of NOx.

Specification

 Adriamycin-14-octanoate hydrochloride (CAS NO.51898-39-6) is also called as Doxorubicin 14-octanoate HCl ; NSC 149584 ; Octanoic acid, 2-(4-((3-amino-2,3,6-trideoxy-alpha-L-lyxo-hexopyranosyl)oxy)-1,2,3,4,6,11-hexahydro-2,5,12-trihydroxy- ; 7-methoxy-6,11-dioxo-2-naphthacenyl)-2-oxoethyl ester, hydrochloride, (2S-cis) .