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Daunorubicinol

Daunorubicinol structure

CAS No:
28008-55-1
Formula:
C27H31NO10
Chemical Name:
Daunorubicinol
Synonyms:
5,12-Naphthacenedione,10-[(3-amino-2,3,6-trideoxy-α-L-lyxo-hexopyranosyl)oxy]-7,8,9,10-tetrahydro-6,8,11-trihydroxy-8-[(1S)-1-hydroxyethyl]-1-methoxy-,(8S,10S)-;L-lyxo-Hexopyranoside,1,2,3,4,6,11-hexahydro-3,5,12-trihydroxy-3-(1-hydroxyethyl)-10-methoxy-6,11-dioxo-1-naphthacenyl 3-amino-2,3,6-trideoxy-,(1S,3S)-;5,12-Naphthacenedione,10-[(3-amino-2,3,6-trideoxy-α-L-lyxo-hexopyranosyl)oxy]-7,8,9,10-tetrahydro-6,8,11-trihydroxy-8-(1-hydroxyethyl)-1-methoxy-,[8S-[8α,8(R*),10α]]-;(8S,10S)-10-[(3-Amino-2,3,6-trideoxy-α-L-lyxo-hexopyranosyl)oxy]-7,8,9,10-tetrahydro-6,8,11-trihydroxy-8-[(1S)-1-hydroxyethyl]-1-methoxy-5,12-naphthacenedione;Dihydrodaunomycin;Daunorubicinol;13-Dihydrodaunomycin;Duborimycin;Leukaemomycin D;13-Dihydrodaunorubicin;Daunomycinol;31823-38-8;34892-11-0;39004-86-9
Categories:
Active Pharmaceutical Ingredients > Antineoplastic Agents

Description

ChEBI: An aminoglycoside antibiotic that is (1S,3S)-3,5,12-trihydroxy-3-(1-hydroxyethyl)-10-methoxy-6,11-dioxo-1,2,3,4,6,11-hexahydrotetracene having a 3-amino-2,3,6-trideoxy-alpha-L-lyxo /stereo>-hexopyranosyl residue attached at position 1 via a glycosidic linkage.

13-dihydrodaunorubicin is an aminoglycoside antibiotic that is (1S,3S)-3,5,12-trihydroxy-3-(1-hydroxyethyl)-10-methoxy-6,11-dioxo-1,2,3,4,6,11-hexahydrotetracene having a 3-amino-2,3,6-trideoxy-alpha-L-lyxo-hexopyranosyl residue attached at position 1 via a glycosidic linkage. It is an anthracycline, an aminoglycoside antibiotic, a monosaccharide derivative, a deoxy hexoside and a member of p-quinones. It is a conjugate base of a 13-dihydrodaunorubicin(1+). It derives from a hydride of a tetracene.

Daunorubicinol Basic Attributes

Molecular Weight：

529.54

Exact Mass：

529.54

Characteristics

PSA：

189.00000

XLogP3：

1.52100

Density：

1.55g/cm3

Boiling Point：

772.1ºC at 760mmHg

Flash Point：

420.7ºC

Refractive Index：

1.6400 (estimate)

Safety Information

GHS Classification：

|Danger|H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]|P201, P202, P261, P264, P270, P271, P280, P281, P301+P312, P302+P352, P304+P312, P304+P340, P308+P313, P312, P322, P330, P363, P405, and P501|The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.

Drug Information

MeSH Entry Terms：

13-dihydrodaunorubicin

Daunorubicinol Use and Manufacturing

Use Classification：

Polyketides [PK] -> Aromatic polyketides [PK13] -> Anthracyclinones [PK1305]

Computed Properties

Molecular Weight:529.5
XLogP3:1.8
Hydrogen Bond Donor Count:6
Hydrogen Bond Acceptor Count:11
Rotatable Bond Count:4
Exact Mass:529.19479619
Monoisotopic Mass:529.19479619
Topological Polar Surface Area:189
Heavy Atom Count:38
Complexity:918
Defined Atom Stereocenter Count:6
Undefined Atom Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes