Adriamycinol - 95%(Mixture of Diastereomers), high purity , CAS No.54193-28-1

  • ≥95%
  • Mixture of Diastereomers
Item Number
D344975
Grouped product items
SKUSizeAvailabilityPrice Qty
D344975-2.5mg
2.5mg
Available within 8-12 weeks(?)
Production requires sourcing of materials. We appreciate your patience and understanding.
$285.90
D344975-25mg
25mg
Available within 8-12 weeks(?)
Production requires sourcing of materials. We appreciate your patience and understanding.
$2,280.90

an antineoplastic agent

Basic Description

Synonyms(8S,10S)-10-(((2R,4S,5S,6S)-4-amino-5-hydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)-8-((S)-1,2-dihydroxyethyl)-6,8,11-trihydroxy-1-methoxy-7,8,9,10-tetrahydrotetracene-5,12-dione | RP 27706 | RP-27706 | (1S,3S)-3-[(1S)-1,2-dihydroxyethyl]-3,5,12-trihydrox
Specifications & Purity≥95%, Mixture of Diastereomers
Storage TempStore at -20°C,Argon charged
Shipped InIce chest + Ice pads
Product Description

Doxorubicinol is a cardiotoxic metabolite of Doxorubicin. it can be used as an antineoplastic.

Doxorubicinol belongs to the tetracenequinones class and is the major metabolite of Doxorubicin. It is known to have cardiotoxic and antineoplastic properties. Doxorubicinol is classified as an anthracycline antibiotic, a deoxy hexoside, an aminoglycoside, a phenol, an aromatic ether, a polyol, and a member of p-quinones. It is derived from a tetracene hydride. 

Application:

Adriamycinol can inhibit the diastolic function of isolated papillary muscles ( i.e., increase resting pressure ) ; at a concentration that significantly reduced diastolic function, doxorubicin almost completely eliminated calcium pump activity ; ca2 + -stimulated ATPase activity in sarcoplasmic reticulum of skeletal muscle was inhibited, and Na + / K + -ATPase activity in sarcolemma of canine and rabbit heart preparations was eliminated. The proliferation of PANC-1 cells was inhibited, and the IC50 value was 35.4 μM. The IC50 value of PD PaCa cells was 44.5 μM, and the IC50 value of WD PaCa cells was 49.5 μM.

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Names and Identifiers

IUPAC Name (7S,9S)-7-[(2R,4S,5S,6S)-4-amino-5-hydroxy-6-methyloxan-2-yl]oxy-9-[(1S)-1,2-dihydroxyethyl]-6,9,11-trihydroxy-4-methoxy-8,10-dihydro-7H-tetracene-5,12-dione
INCHI InChI=1S/C27H31NO11/c1-10-22(31)13(28)6-17(38-10)39-15-8-27(36,16(30)9-29)7-12-19(15)26(35)21-20(24(12)33)23(32)11-4-3-5-14(37-2)18(11)25(21)34/h3-5,10,13,15-17,22,29-31,33,35-36H,6-9,28H2,1-2H3/t10-,13-,15-,16-,17-,22+,27-/m0/s1
InChi Key NKZRZOVSJNSBFR-FEMMEMONSA-N
Canonical SMILES CC1C(C(CC(O1)OC2CC(CC3=C2C(=C4C(=C3O)C(=O)C5=C(C4=O)C(=CC=C5)OC)O)(C(CO)O)O)N)O
Isomeric SMILES C[C@H]1[C@H]([C@H](C[C@@H](O1)O[C@H]2C[C@@](CC3=C2C(=C4C(=C3O)C(=O)C5=C(C4=O)C(=CC=C5)OC)O)([C@H](CO)O)O)N)O
PubChem CID 83970
Molecular Weight 545.54

Certificates

Certificate of Analysis(COA)

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Chemical and Physical Properties

SensitivityAir and moisture sensitive
Melt Point(°C)176-180° C

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Citations of This Product

1. Chen Sheng, Song Yonghong, Yan Xu, Dong Liang, Xu Yunjun, Xuan Shouhu, Shu Quan, Cao Baoqiang, Hu Jinlong, Xing Hanye, Wu Wenshu, Zha Zhengbao, Lu Yang.  (2022)  Injectable magnetic montmorillonite colloidal gel for the postoperative treatment of hepatocellular carcinoma.  JOURNAL OF NANOBIOTECHNOLOGY,  20  (1): (1-15).  [PMID:35986283] [10.1186/s12951-022-01559-7]

References

1. Chen Sheng, Song Yonghong, Yan Xu, Dong Liang, Xu Yunjun, Xuan Shouhu, Shu Quan, Cao Baoqiang, Hu Jinlong, Xing Hanye, Wu Wenshu, Zha Zhengbao, Lu Yang.  (2022)  Injectable magnetic montmorillonite colloidal gel for the postoperative treatment of hepatocellular carcinoma.  JOURNAL OF NANOBIOTECHNOLOGY,  20  (1): (1-15).  [PMID:35986283] [10.1186/s12951-022-01559-7]

Solution Calculators