Valrubicin , DNA inhibitor, CAS No.56124-62-0, DNA inhibitor

CAS: 56124-62-0 Cat. No.: V335774 Molecular Weight: 723.64 EC Number: 680-664-1 PubChem CID: 454216
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Synonyms
AD 32 | C.I. Direct Red 2 disodium salt | VALRUBICIN [VANDF] | 2-oxo-2-[(2S,4S)-2,5,12-trihydroxy-4-{[(2R,4S,5S,6S)-5-hydroxy-6-methyl-4-(2,2,2-trifluoroacetamido)oxan-2-yl]oxy}-7-methoxy-6,11-dioxo-1,2,3,4,6,11-hexahydrotetracen-2-yl]ethyl pentanoate | V
Storage
Store at -20°C
Shipped In
Ice chest + Ice pads
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Size
Status
Price
Qty
1mg
V335774-1mg
2
$19.90
5mg
V335774-5mg
3
$74.90
10mg
V335774-10mg
3
$119.90
25mg
V335774-25mg
2
$240.90
50mg
V335774-50mg
1
$408.90
100mg
V335774-100mg
1
$749.90
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Why this grade

for sensitive chromatographic and analytical workflows requiring minimal baseline interference.

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Storage & shipping

Store at -20°C Ships Ice chest + Ice pads Check lot-specific COA for exact specifications.

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Quality documents

SDS, COA, datasheet, and spec sheet available for download. Lot-specific COA accessible via lot number lookup.

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Literature proof

Cited in 0 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.

Overview

Valrubicin is a chemotherapy drug used to treat cancer of the bladder.

Specifications

Synonyms
AD 32 | C.I. Direct Red 2 disodium salt | VALRUBICIN [VANDF] | 2-oxo-2-[(2S, 4S)-2, 5, 12-trihydroxy-4-{[(2R, 4S, 5S, 6S)-5-hydroxy-6-methyl-4-(2, 2, 2-trifluoroacetamido)oxan-2-yl]oxy}-7-methoxy-6, 11-dioxo-1, 2, 3, 4, 6, 11-hexahydrotetracen-2-yl]ethyl pentanoate | V
Biochemical and Physiological Mechanisms
Valrubicin is a semisynthetic derivative of the antineoplastic anthracycline antibiotic doxorubicin. Valrubicin is converted intracytoplasmically into N-trifluoroacetyladriamycin, which interacts with topoisomerase II, stabilizing the complex between the
Storage
Store at -20°C
Shipped In
Ice chest + Ice pads
This product requires cold chain shipping. Ground and other economy services are not available.
Action Type
INHIBITOR
Mechanism of action
DNA inhibitor
Product Properties
ALogP4
Names and Identifiers
Canonical SmilesCCCCC(=O)OCC(=O)C1(CC(C2=C(C1)C(=C3C(=C2O)C(=O)C4=C(C3=O)C=CC=C4OC)O)OC5CC(C(C(O5)C)O)NC(=O)C(F)(F)F)O
IUPAC Name[2-oxo-2-[(2S,4S)-2,5,12-trihydroxy-4-[(2R,4S,5S,6S)-5-hydroxy-6-methyl-4-[(2,2,2-trifluoroacetyl)amino]oxan-2-yl]oxy-7-methoxy-6,11-dioxo-3,4-dihydro-1H-tetracen-2-yl]ethyl] pentanoate
InChIKeyZOCKGBMQLCSHFP-KQRAQHLDSA-N
INCHI1S/C34H36F3NO13/c1-4-5-9-21(40)49-13-20(39)33(47)11-16-24(19(12-33)51-22-10-17(27(41)14(2)50-22)38-32(46)34(35,36)37)31(45)26-25(29(16)43)28(42)15-7-6-8-18(48-3)23(15)30(26)44/h6-8,14,17,19,22,27,41,43,45,47H,4-5,9-13H2,1-3H3,(H,38,46)/t14-,17-,19-,22-,27+,33-/m0/s1
Isomeric SMILES CCCCC(=O)OCC(=O)[C@]1(C[C@@H](C2=C(C1)C(=C3C(=C2O)C(=O)C4=C(C3=O)C=CC=C4OC)O)O[C@H]5C[C@@H]([C@@H]([C@@H](O5)C)O)NC(=O)C(F)(F)F)O
PubChem CID 454216
Molecular Weight 723.64

Documentation

📋 Safety Data Sheet (SDS)

Comprehensive hazard, handling, storage, and regulatory compliance document.

Download SDS →

✅ Certificate of Analysis (COA)

Lot-specific quality data. Enter your lot number to retrieve the exact COA.

Look up COA →

📊 Datasheet

Quick-reference summary of product specifications and applications.

View datasheet →

🔬 Specification Sheet

Full quality attributes and acceptance criteria for this grade.

View spec sheet →

Advanced Data

Taxonomic Classification

Taxonomy Tree

KingdomOrganic compounds
SuperclassPhenylpropanoids and polyketides
ClassAnthracyclines
SubclassNot available
Intermediate Tree Nodes Not available
Direct ParentAnthracyclines
Alternative Parents Tetracenequinones  Anthraquinones  O-glycosyl compounds  Tetralins  Anisoles  Aryl ketones  Alkyl aryl ethers  Alpha-acyloxy ketones  Fatty acid esters  Oxanes  Monosaccharides  Tertiary alcohols  Alpha-hydroxy ketones  Vinylogous acids  Carboxylic acid esters  Secondary carboxylic acid amides  Secondary alcohols  Monocarboxylic acids and derivatives  Oxacyclic compounds  Polyols  Acetals  Organonitrogen compounds  Hydrocarbon derivatives  Organopnictogen compounds  Alkyl fluorides  Organic oxides  Organofluorides  
Molecular FrameworkAromatic heteropolycyclic compounds
Substituents Anthracycline - Anthracyclinone-skeleton - Tetracenequinone - 9,10-anthraquinone - 1,4-anthraquinone - Anthracene - Glycosyl compound - O-glycosyl compound - Tetralin - Aryl ketone - Anisole - Alpha-acyloxy ketone - Fatty acid ester - Alkyl aryl ether - Benzenoid - Fatty acyl - Monosaccharide - Oxane - Vinylogous acid - Tertiary alcohol - Alpha-hydroxy ketone - Carboxamide group - Carboxylic acid ester - Secondary alcohol - Secondary carboxylic acid amide - Ketone - Oxacycle - Organoheterocyclic compound - Polyol - Carboxylic acid derivative - Ether - Acetal - Monocarboxylic acid or derivatives - Carbonyl group - Hydrocarbon derivative - Organic oxide - Organopnictogen compound - Organic oxygen compound - Organic nitrogen compound - Organofluoride - Alkyl fluoride - Organohalogen compound - Alkyl halide - Alcohol - Organooxygen compound - Organonitrogen compound - Aromatic heteropolycyclic compound
DescriptionThis 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 Structure
Interactive Chemical Structure Model





Associated Targets(Human)
Homo sapiens (32628 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
ABCC2 Tchem Canalicular multispecific organic anion transporter 1 (1191 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
ABCB11 Tchem Bile salt export pump (2311 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
ABCC3 Tbio Canalicular multispecific organic anion transporter 2 (718 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
TDP1 Tchem Tyrosyl-DNA phosphodiesterase 1 (345557 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
ABCC4 Tchem Multidrug resistance-associated protein 4 (785 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Associated Targets(non-human)
Hdac6 Histone deacetylase 6 (222 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
rep Replicase polyprotein 1ab (378 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Mechanisms of Action
Certificates(CoA,COO,BSE/TSE and Analysis Chart)
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.

12 results found

Lot NumberCertificate TypeDateItem
D2419171Certificate of AnalysisFeb 04, 2024 V335774
D2419172Certificate of AnalysisFeb 04, 2024 V335774
D2419247Certificate of AnalysisFeb 04, 2024 V335774
D2419248Certificate of AnalysisFeb 04, 2024 V335774
D2419249Certificate of AnalysisFeb 04, 2024 V335774
D2419250Certificate of AnalysisFeb 04, 2024 V335774
D2419251Certificate of AnalysisFeb 04, 2024 V335774
D2419252Certificate of AnalysisFeb 04, 2024 V335774
D2419254Certificate of AnalysisFeb 04, 2024 V335774
D2419255Certificate of AnalysisFeb 04, 2024 V335774
D2419387Certificate of AnalysisFeb 04, 2024 V335774
D2419388Certificate of AnalysisFeb 04, 2024 V335774

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Chemical and Physical Properties
SolubilitySoluble in DMSO, and methanol.
Melt Point(°C)202-205° C
Molecular Weight723.600 g/mol
XLogP34.000
Hydrogen Bond Donor Count5
Hydrogen Bond Acceptor Count16
Rotatable Bond Count11
Exact Mass723.214 Da
Monoisotopic Mass723.214 Da
Topological Polar Surface Area215.000 Ų
Heavy Atom Count51
Formal Charge0
Complexity1350.000
Isotope Atom Count0
Defined Atom Stereocenter Count6
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
The total count of all stereochemical bonds0
Covalently-Bonded Unit Count1
Solution Calculators
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