Pirarubicin - ≥97% , CAS No.72496-41-4

CAS: 72496-41-4 Cat. No.: P129867 Summenformel: C32H37NO12 Molekulargewicht: 627.64 EG-Nummer: 999-185-7
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QUALITÄT & REINHEIT ≥97%
Synonyms
Pirarubicinum|Pirarubicinum [Latin]|THP-doxorubicin|Pirarubicina|Theprubicin|Pirarubicine|4'-O-Tetrahydropyranyladriamycin|(7S,9S)-7-[(2R,4S,5S,6S)-4-amino-6-methyl-5-[(2R)-oxan-2-yl]oxyoxan-2-yl]oxy-6,9,11-trihydroxy-9-(2-hydroxyacetyl)-4-methoxy-8,10-dihydro-7H-tetracene-5,12-dione|(7S,9S)-7-[[(2R,4S,5S,6S)-4-amino-6-methyl-5-[[(2R)-2-oxanyl]oxy]-2-oxanyl]oxy]-6,9,11-trihydroxy-9-(2-hydroxy-1-oxoethyl)-4-methoxy-8,10-dihydro-7H-tetracene-5,12-dione|(8S,10S)-10-((3-AMINO-2,3,6-TRIDEOXY-4-O-(2R-TETRAHYDRO-2H-PYRAN-2-YL)-.ALPHA.-L-LYXO-HEXOPYRANOSYL)OXY)-8-GLYCOLOYL-7,8,9,10-TETRAHYDRO-6,8,11-TRIHYDROXY-1-METHOXY-5,12-NAPHTHACENEDIONE|PIRARUBICIN [INN]|Pirarubicine [French]|(2''R)-4'-O-Tetrahydropyranyladriamycin|4'-O-Tetrahydropyranyldoxorubicin|PIRARUBICIN [MART.]|THP-ADM|PIRARUBICIN [JAN]|Pirarubicina [Spanish]|L-glycylalanine|Pirarubicin [INN:JAN]|PIRARUBICIN [MI]|PIRARUBICIN [WHO-DD]|Minoxidil impurity A [EP impurity]|(8S,10S)-10-(((2R,4S,5S,6S)-4-Amino-6-methyl-5-(((R)-tetrahydro-2H-pyran-2-yl)oxy)tetrahydro-2H-pyran-2-yl)oxy)-6,8,11-trihydroxy-8-(2-hydroxyacetyl)-1-methoxy-7,8,9,10-tetrahydrotetracene-5,12-dione|Adriamycin, tetrahydropyranyl|pirarubicin|(8S,10S)-10-((3-Amino-2,3,6-trideoxy-4-O-(2R-tetrahydro-2H-pyran-2-yl)-alpha-L-lyxo-hexopyranosyl)oxy)-8-glycoloyl-7,8,9,10-tetrahydro-6,8,11-trihydroxy-1-methoxy-5,12-naphthacenedione|5,12-Naphthacenedione, 10-((3-amino-2,3,6-trideoxy-4-O-(tetrahydro-2H-pyran-2-yl)-alpha-L-lyxo-hexopyranosyl)oxy)-7,8,9,10-tetrahydro-6,8,11-trihydroxy-8-(hydroxyacetyl)-1-methoxy-, (8S-cis)-
Storage
Store at -20°C
Shipped In
Ice chest + Ice pads
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Preis
Menge
2mg
P129867-2mg
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11,19€

17,27€
Speichern 6,07 € (35.18%)
10mg
P129867-10mg
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50mg
P129867-50mg
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Übersicht

Pirarubicin is an anthracycline antibiotic, and also a DNA/RNA synthesis inhibitor by intercalating into DNA and interacts with topoisomerase II, used as an antineoplastic agent.

Spezifikationen

Synonyme
Pirarubicinum | Pirarubicinum [Latin] | THP-doxorubicin | Pirarubicina | Theprubicin | Pirarubicine | 4'-O-Tetrahydropyranyladriamycin | (7S,9S)-7-[(2R,4S,5S,6S)-4-amino-6-methyl-5-[(2R)-oxan-2-yl]oxyoxan-2-yl]oxy-6,9,11-trihydroxy-9-(2-hydroxyacetyl)-4-methoxy-8,10-dihydro-7H-tetracene-5,12-dione | (7S,9S)-7-[[(2R,4S,5S,6S)-4-amino-6-met Show more
Spezifikationen & Reinheit
≥97%
Biochemische und physiologische Mechanismen
Topoisomerase II inhibitor. Intercalates into DNA and inhibits DNA replication. Analogue of doxorubicin. Expresses anti-tumor activity in vivo.
Storage
Store at -20°C
Verschickt in
Ice chest + Ice pads
Dieses Produkt erfordert Kühlkettenversand. Grundversand und andere Economy-Optionen sind nicht verfügbar.
Hinweis
Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.
Reinheit
≥97%
Namen und Kennungen
Pubchem Sid
Kanonisches Lächeln
CC1C(C(CC(O1)OC2CC(CC3=C2C(=C4C(=C3O)C(=O)C5=C(C4=O)C(=CC=C5)OC)O)(C(=O)CO)O)N)OC6CCCCO6
IUPAC Name
(7S,9S)-7-[(2R,4S,5S,6S)-4-amino-6-methyl-5-[(2R)-oxan-2-yl]oxyoxan-2-yl]oxy-6,9,11-trihydroxy-9-(2-hydroxyacetyl)-4-methoxy-8,10-dihydro-7H-tetracene-5,12-dione
InChIKey
KMSKQZKKOZQFFG-YXRRJAAWSA-N
INCHI
1S/C32H37NO12/c1-14-31(45-21-8-3-4-9-42-21)17(33)10-22(43-14)44-19-12-32(40,20(35)13-34)11-16-24(19)30(39)26-25(28(16)37)27(36)15-6-5-7-18(41-2)23(15)29(26)38/h5-7,14,17,19,21-22,31,34,37,39-40H,3-4,8-13,33H2,1-2H3/t14-,17-,19-,21+,22-,31+,32-/m0/s1
Isomere 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(=O)CO)O)N)O[C@@H]6CCCCO6
Molekulargewicht
627.64
Reaxy-Rn
25807399
Reaxys-RN_link_address
https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=25807399&ln=

Erweiterte Daten

Taxonomic Classification

Taxonomy Tree

KingdomOrganic compounds
SuperclassPhenylpropanoids and polyketides
KlasseAnthracyclines
SubclassNot available
Intermediate Tree Nodes Not available
Direct ParentAnthracyclines
Alternative Parents Tetracenequinones  Aminoglycosides  Anthraquinones  O-glycosyl compounds  Tetralins  Anisoles  Aryl ketones  Alkyl aryl ethers  Oxanes  Monosaccharides  Tertiary alcohols  Alpha-hydroxy ketones  Vinylogous acids  Polyols  Oxacyclic compounds  Acetals  Hydrocarbon derivatives  Monoalkylamines  Organic oxides  Organopnictogen compounds  Primary alcohols  
Molecular FrameworkAromatic heteropolycyclic compounds
Substituents Anthracycline - Anthracyclinone-skeleton - Aminoglycoside core - Tetracenequinone - 9,10-anthraquinone - 1,4-anthraquinone - Anthracene - Glycosyl compound - O-glycosyl compound - Tetralin - Anisole - Aryl ketone - Alkyl aryl ether - Amino saccharide - Benzenoid - Monosaccharide - Oxane - Alpha-hydroxy ketone - Vinylogous acid - Tertiary alcohol - Ketone - Polyol - Oxacycle - Organoheterocyclic compound - Acetal - Ether - Organonitrogen compound - Carbonyl group - Organooxygen compound - Primary amine - Primary aliphatic amine - Hydrocarbon derivative - Organic oxide - Organopnictogen compound - Organic oxygen compound - Amine - Organic nitrogen compound - Alcohol - Primary alcohol - Aromatic heteropolycyclic compound
BeschreibungThis compound belongs to the class of organic compounds known as anthracyclines. These are polyketides containing a tetracenequinone ring structure with a sugar attached by glycosidic linkage.
External Descriptors Not available
3D-Struktur
Interaktives chemisches Strukturmodell





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SLC6A4 Tclin Serotonin transporter (12625 Activities)
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DRD3 Tclin Dopamine D3 receptor (14368 Activities)
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KCNH2 Tclin HERG (29587 Activities)
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HRH3 Tclin Histamine H3 receptor (10389 Activities)
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HT-29 (80576 Activities)
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HEK293 (82097 Activities)
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EYA2 Tbio Eyes absent homolog 2 (5884 Activities)
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PMP22 Tbio Peripheral myelin protein 22 (699 Activities)
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KMT2A Tchem Histone-lysine N-methyltransferase MLL (17327 Activities)
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USP1 Tchem Ubiquitin carboxyl-terminal hydrolase 1 (22556 Activities)
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MEN1 Tchem Menin/Histone-lysine N-methyltransferase MLL (48157 Activities)
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Hdac6 Histone deacetylase 6 (222 Activities)
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Plasmodium falciparum (966862 Activities)
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L1210 (27553 Activities)
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L5178Y (1809 Activities)
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GCN5 Histone acetyltransferase GCN5 (89 Activities)
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Luciferin 4-monooxygenase (66902 Activities)
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rep Replicase polyprotein 1ab (378 Activities)
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pfk 6-phospho-1-fructokinase (7870 Activities)
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Txnrd1 Thioredoxin reductase 1, cytoplasmic (45279 Activities)
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Wirkungsmechanismen
Zertifikate (CoA, COO, BSE/TSE und Analyse-Diagramm)
C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:

Find and download the COA for your product by matching the lot number on the packaging.

4 results found

Lot NumberCertificate TypeDatumArtikel
B1721047B1721047Certificate of AnalysisMar 20, 2026 P129867
J2514590J2514590Certificate of AnalysisMar 30, 2024 P129867
K2129111K2129111Certificate of AnalysisSep 21, 2023 P129867
K2129178K2129178Certificate of AnalysisSep 21, 2023 P129867
Chemische und physikalische Eigenschaften
LöslichkeitSoluble in DMSO (100 mg/ml at 25 °C), ethanol (<1 mg/ml at 25 °C), and water (<1 mg/ml at 25 °C).
Molekulargewicht627.600 g/mol
XLogP32.700
Hydrogen Bond Donor Count5
Hydrogen Bond Acceptor Count13
Rotatable Bond Count7
Exact Mass627.232 Da
Monoisotopic Mass627.232 Da
Topological Polar Surface Area204.000 Ų
Heavy Atom Count45
Formal Charge0
Complexity1120.000
Isotope Atom Count0
Defined Atom Stereocenter Count7
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
The total count of all stereochemical bonds0
Covalently-Bonded Unit Count1
Citations of This Product
Lösungsrechner
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