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110267-81-7 molecular structure
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(7S,9S)-9-acetyl-9-amino-7-{[(2S,4R,5R)-4,5-dihydroxyoxan-2-yl]oxy}-6,11-dihydroxy-5,7,8,9,10,12-hexahydrotetracene-5,12-dione

ChemBase ID: 160597
Molecular Formular: C25H25NO9
Molecular Mass: 483.4673
Monoisotopic Mass: 483.15293139
SMILES and InChIs

SMILES:
c1cccc2c1C(=O)c1c(C2=O)c(c2c(c1O)C[C@](C[C@@H]2O[C@H]1C[C@@H]([C@@H](CO1)O)O)(C(=O)C)N)O
Canonical SMILES:
O[C@@H]1CO[C@H](C[C@@H]1O)O[C@H]1C[C@@](N)(Cc2c1c(O)c1c(c2O)C(=O)c2c(C1=O)cccc2)C(=O)C
InChI:
InChI=1S/C25H25NO9/c1-10(27)25(26)7-13-18(16(8-25)35-17-6-14(28)15(29)9-34-17)24(33)20-19(23(13)32)21(30)11-4-2-3-5-12(11)22(20)31/h2-5,14-17,28-29,32-33H,6-9,26H2,1H3/t14-,15-,16+,17+,25+/m1/s1
InChIKey:
VJZITPJGSQKZMX-JKTZVLKLSA-N

Cite this record

CBID:160597 http://www.chembase.cn/molecule-160597.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
(7S,9S)-9-acetyl-9-amino-7-{[(2S,4R,5R)-4,5-dihydroxyoxan-2-yl]oxy}-6,11-dihydroxy-5,7,8,9,10,12-hexahydrotetracene-5,12-dione
IUPAC Traditional name
(7S,9S)-9-acetyl-9-amino-7-{[(2S,4R,5R)-4,5-dihydroxyoxan-2-yl]oxy}-6,11-dihydroxy-8,10-dihydro-7H-tetracene-5,12-dione
Synonyms
(7S,9S)-9-Acetyl-9-amino-7-[(2-deoxy-β-D-erythro-pentopyranosyl)oxy]-7,8,9,10-tetrahydro-6,11-dihydroxy-5,12-naphthacenedione
Amrubicin
CAS Number
110267-81-7
PubChem SID
162254732
PubChem CID
68022664

DATA SOURCES

DATA SOURCES

All Sources Commercial Sources Non-commercial Sources
Data Source Data ID
TRC A635200 external link Add to cart
PubChem 68022664 external link
Data Source Data ID Price
TRC
A635200 external link Add to cart Please log in.
Data Source Data ID
PubChem 68022664 external link

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Acid pKa 9.2586775  H Acceptors 10 
H Donor LogD (pH = 5.5) 0.5010348 
LogD (pH = 7.4) 1.8919419  Log P 2.0625176 
Molar Refractivity 122.0095 cm3 Polarizability 47.644547 Å3
Polar Surface Area 176.61 Å2 Rotatable Bonds
Lipinski's Rule of Five true 

PROPERTIES

PROPERTIES

Physical Property Safety Information Product Information Bioassay(PubChem)
Solubility
Chloroform expand Show data source
Melting Point
172-174°C expand Show data source
MSDS Link
Download expand Show data source
Certificate of Analysis
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DETAILS

DETAILS

TRC TRC
Toronto Research Chemicals - A635200 external link
Synthetic anthracycline antibiotic; inhibits DNA topoisomerase II. Antineoplastic.

REFERENCES

REFERENCES

From Suppliers Google Scholar IconGoogle Scholar PubMed iconPubMed Google Books IconGoogle Books
  • • Igarashi, J., et al.: Bioorg. Med. Chem Lett., 5, 2923 (1995)
  • • Hanada, M., et al.: Jpn. J. Cancer Res., 89, 1229 (1995)
  • • Ohe, Y., et al.: Ann. Oncol., 16, 430 (1995)
  • • Matsunaga, Y., et al.: Ther. Drug Monit., 28, 76 (1995)
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PATENTS

PATENTS

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INTERNET

INTERNET

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