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Chemistry

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Also known as: 677017-23-1, Wp 769, Berubicin [inn], 6qpn83hk2m, (7s,9s)-7-[(2r,4s,5s,6s)-4-amino-6-methyl-5-phenylmethoxyoxan-2-yl]oxy-6,9,11-trihydroxy-9-(2-hydroxyacetyl)-4-methoxy-8,10-dihydro-7h-tetracene-5,12-dione, Unii-6qpn83hk2m
Molecular Formula
C34H35NO11
Molecular Weight
633.6  g/mol
InChI Key
FIGNGSHKNAHTSH-JJMFXPFOSA-N
FDA UNII
6QPN83HK2M

Berubicin
Berubicin is a 4'-O-benzylated analogue of the anthracycline derivative doxorubicin, with potential antineoplastic activity. Berubicin intercalates into DNA and interrupts topoisomerase II activity, resulting in the inhibition of DNA replication and repair, as well as RNA and protein synthesis. Unlike other anthracycline derivatives, this agent crosses the blood-brain barrier (BBB) and can circumvent P glycoprotein/MRP1-mediated efflux.
1 2D Structure

Berubicin

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
(7S,9S)-7-[(2R,4S,5S,6S)-4-amino-6-methyl-5-phenylmethoxyoxan-2-yl]oxy-6,9,11-trihydroxy-9-(2-hydroxyacetyl)-4-methoxy-8,10-dihydro-7H-tetracene-5,12-dione
2.1.2 InChI
InChI=1S/C34H35NO11/c1-16-33(44-15-17-7-4-3-5-8-17)20(35)11-24(45-16)46-22-13-34(42,23(37)14-36)12-19-26(22)32(41)28-27(30(19)39)29(38)18-9-6-10-21(43-2)25(18)31(28)40/h3-10,16,20,22,24,33,36,39,41-42H,11-15,35H2,1-2H3/t16-,20-,22-,24-,33+,34-/m0/s1
2.1.3 InChI Key
FIGNGSHKNAHTSH-JJMFXPFOSA-N
2.1.4 Canonical SMILES
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)OCC6=CC=CC=C6
2.1.5 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(=O)CO)O)N)OCC6=CC=CC=C6
2.2 Other Identifiers
2.2.1 UNII
6QPN83HK2M
2.3 Synonyms
2.3.1 Depositor-Supplied Synonyms

1. 677017-23-1

2. Wp 769

3. Berubicin [inn]

4. 6qpn83hk2m

5. (7s,9s)-7-[(2r,4s,5s,6s)-4-amino-6-methyl-5-phenylmethoxyoxan-2-yl]oxy-6,9,11-trihydroxy-9-(2-hydroxyacetyl)-4-methoxy-8,10-dihydro-7h-tetracene-5,12-dione

6. Unii-6qpn83hk2m

7. Wp-769

8. Berubicin [who-dd]

9. Chembl2110580

10. Dtxsid70217986

11. Zinc72267022

12. Bb178714

13. Q27265347

14. (8s,10s)-10-((3-amino-4-o-benzyl-2,3,6-trideoxy-a-l-lyxo-hexopyranosyl)oxy)-6,8,11-trihydroxy-8-(hydroxyacetyl)-1-methoxy-7,8,9,10-tetrahydrotetracene-5,12-dione

15. 5,12-naphthacenedione, 10-((3-amino-2,3,6-trideoxy-4-o-(phenylmethyl)-.alpha.-l-lyxo-hexopyranosyl)oxy)-7,8,9,10-tetrahydro-6,8,11-trihydroxy-8-(hydroxyacetyl)-1-methoxy-, (8s,10s)-

2.4 Create Date
2006-10-25
3 Chemical and Physical Properties
Molecular Weight 633.6 g/mol
Molecular Formula C34H35NO11
XLogP33.3
Hydrogen Bond Donor Count5
Hydrogen Bond Acceptor Count12
Rotatable Bond Count8
Exact Mass633.22101093 g/mol
Monoisotopic Mass633.22101093 g/mol
Topological Polar Surface Area195 Ų
Heavy Atom Count46
Formal Charge0
Complexity1130
Isotope Atom Count0
Defined Atom Stereocenter Count6
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1

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ABOUT THIS PAGE

Berubicin Manufacturers

A Berubicin manufacturer is defined as any person or entity involved in the manufacture, preparation, processing, compounding or propagation of Berubicin, including repackagers and relabelers. The FDA regulates Berubicin manufacturers to ensure that their products comply with relevant laws and regulations and are safe and effective to use. Berubicin API Manufacturers are required to adhere to Good Manufacturing Practices (GMP) to ensure that their products are consistently manufactured to meet established quality criteria.

Berubicin Suppliers

A Berubicin supplier is an individual or a company that provides Berubicin active pharmaceutical ingredient (API) or Berubicin finished formulations upon request. The Berubicin suppliers may include Berubicin API manufacturers, exporters, distributors and traders.

Berubicin GMP

Berubicin Active pharmaceutical ingredient (API) is produced in GMP-certified manufacturing facility.

GMP stands for Good Manufacturing Practices, which is a system used in the pharmaceutical industry to make sure that goods are regularly produced and monitored in accordance with quality standards. The FDA’s current Good Manufacturing Practices requirements are referred to as cGMP or current GMP which indicates that the company follows the most recent GMP specifications. The World Health Organization (WHO) has its own set of GMP guidelines, called the WHO GMP. Different countries can also set their own guidelines for GMP like China (Chinese GMP) or the EU (EU GMP).

PharmaCompass offers a list of Berubicin GMP manufacturers, exporters & distributors, which can be sorted by USDMF, JDMF, KDMF, CEP (COS), WC, API price, and more, enabling you to easily find the right Berubicin GMP manufacturer or Berubicin GMP API supplier for your needs.

Berubicin CoA

A Berubicin CoA (Certificate of Analysis) is a formal document that attests to Berubicin's compliance with Berubicin specifications and serves as a tool for batch-level quality control.

Berubicin CoA mostly includes findings from lab analyses of a specific batch. For each Berubicin CoA document that a company creates, the USFDA specifies specific requirements, such as supplier information, material identification, transportation data, evidence of conformity and signature data.

Berubicin may be tested according to a variety of international standards, such as European Pharmacopoeia (Berubicin EP), Berubicin JP (Japanese Pharmacopeia) and the US Pharmacopoeia (Berubicin USP).

Inform the supplier about your product requirements, specifying if you need a product with particular monograph like EP (Ph. Eur.), USP, JP, BP, or any other quality. In addition, clarify whether you need hydrochloride (HCl), anhydricum, base, micronisatum or a specific level of purity. To find reputable suppliers, utilize the filters and select those certified by GMP, FDA, or any other certification as per your requirement.
For your convenience, we have listed synonyms and CAS numbers to help you find the best supplier. The use of synonyms and CAS numbers can be helpful in identifying potential suppliers, but it is crucial to note that they might not always indicate the exact same product. It is important to confirm the product details with the supplier before making a purchase to ensure that it meets your requirements.
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