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2 SPI Pharma
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1 Gangwal Healthcare
2 Nanjing Well Pharmaceutical
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1 Shijiazhuang Huaxu Pharmaceutical
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2 Chewable & Orodispersible Aids
2 Coloring Agents
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1 Thickeners and Stabilizers
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Chemistry

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Also known as: Thiostrepton, Thiactin, 1393-48-2, Sr-05000001899, Ncgc00016576-01, Cas-1393-48-2

Molecular Formula

C₇₂H₈₅N₁₉O₁₈S₅

Molecular Weight

1664.9 g/mol

InChI Key

NSFFHOGKXHRQEW-DVRIZHICSA-N

One of the CYCLIC PEPTIDES from Streptomyces that is active against gram-positive bacteria. In veterinary medicine, it has been used in mastitis caused by gram-negative organisms and in dermatologic disorders.

1 2D Structure

Thiostrepton

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

N-[3-[(3-amino-3-oxoprop-1-en-2-yl)amino]-3-oxoprop-1-en-2-yl]-2-[(11E)-37-butan-2-yl-18-(2,3-dihydroxybutan-2-yl)-11-ethylidene-59-hydroxy-8,31-bis(1-hydroxyethyl)-26,40,46-trimethyl-43-methylidene-6,9,16,23,28,38,41,44,47-nonaoxo-27-oxa-3,13,20,56-tetrathia-7,10,17,24,36,39,42,45,48,52,58,61,62,63,64-pentadecazanonacyclo[23.23.9.329,35.12,5.112,15.119,22.154,57.01,53.032,60]tetrahexaconta-2(64),4,12(63),19(62),21,29(61),30,32(60),33,51,54,57-dodecaen-51-yl]-1,3-thiazole-4-carboxamide

2.1.2 InChI

InChI=1S/C72H85N19O18S5/c1-14-26(3)47-63(105)78-30(7)57(99)75-28(5)56(98)76-31(8)58(100)91-72-19-18-40(66-85-43(22-111-66)59(101)77-29(6)55(97)74-27(4)54(73)96)81-52(72)42-21-112-67(83-42)49(34(11)109-69(107)41-20-37(32(9)92)36-16-17-39(79-47)51(95)50(36)80-41)89-60(102)44-24-113-68(86-44)53(71(13,108)35(12)94)90-62(104)45-23-110-65(84-45)38(15-2)82-64(106)48(33(10)93)88-61(103)46-25-114-70(72)87-46/h15-17,20-22,24-26,30-35,39,45,47-49,51-53,79,92-95,108H,4-6,14,18-19,23H2,1-3,7-13H3,(H2,73,96)(H,74,97)(H,75,99)(H,76,98)(H,77,101)(H,78,105)(H,82,106)(H,88,103)(H,89,102)(H,90,104)(H,91,100)/b38-15+

2.1.3 InChI Key

NSFFHOGKXHRQEW-DVRIZHICSA-N

2.1.4 Canonical SMILES

CCC(C)C1C(=O)NC(C(=O)NC(=C)C(=O)NC(C(=O)NC23CCC(=NC2C4=CSC(=N4)C(C(OC(=O)C5=NC6=C(C=CC(C6O)N1)C(=C5)C(C)O)C)NC(=O)C7=CSC(=N7)C(NC(=O)C8CSC(=N8)C(=CC)NC(=O)C(NC(=O)C9=CSC3=N9)C(C)O)C(C)(C(C)O)O)C1=NC(=CS1)C(=O)NC(=C)C(=O)NC(=C)C(=O)N)C)C

2.1.5 Isomeric SMILES

CCC(C)C1C(=O)NC(C(=O)NC(=C)C(=O)NC(C(=O)NC23CCC(=NC2C4=CSC(=N4)C(C(OC(=O)C5=NC6=C(C=CC(C6O)N1)C(=C5)C(C)O)C)NC(=O)C7=CSC(=N7)C(NC(=O)C8CSC(=N8)/C(=C\C)/NC(=O)C(NC(=O)C9=CSC3=N9)C(C)O)C(C)(C(C)O)O)C1=NC(=CS1)C(=O)NC(=C)C(=O)NC(=C)C(=O)N)C)C

2.2 Synonyms

2.2.1 MeSH Synonyms

1. Gargon

2. Thiactin

3. Thiostrepton

2.2.2 Depositor-Supplied Synonyms

1. Thiostrepton

2. Thiactin

3. 1393-48-2

4. Sr-05000001899

5. Ncgc00016576-01

6. Cas-1393-48-2

7. Prestwick2_000522

8. Dsstox_cid_20625

9. Dsstox_rid_79517

10. Dsstox_gsid_40625

11. Schembl25847

12. Bspbio_002468

13. Spectrum1505111

14. Chembl410968

15. Hms1569j05

16. Hms2093i06

17. Pharmakon1600-01505111

18. Tox21_110504

19. Nsc759821

20. Akos026750174

21. Ccg-213336

22. Nsc-759821

23. Ncgc00096010-01

24. Ncgc00096010-02

25. Sbi-0206784.p001

26. Ab01563039_01

27. Sr-05000001899-1

28. Sr-05000001899-3

29. Sr-05000001899-4

2.3 Create Date

2007-07-03

3 Chemical and Physical Properties

Molecular Formula	C₇₂H₈₅N₁₉O₁₈S₅
Molecular Weight	1664.9 g/mol
XLogP3	0.6
Hydrogen Bond Donor Count	17
Hydrogen Bond Acceptor Count	31
Rotatable Bond Count	12
Exact Mass	1663.4923528 g/mol
Monoisotopic Mass	1663.4923528 g/mol
Topological Polar Surface Area	701 Å²
Heavy Atom Count	114
Formal Charge	0
Complexity	3940
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	17
Defined Bond Stereocenter Count	1
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1

4 Pharmacology and Biochemistry

4.1 MeSH Pharmacological Classification

Anti-Bacterial Agents

Substances that inhibit the growth or reproduction of BACTERIA. (See all compounds classified as Anti-Bacterial Agents.)

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Thiostrepton

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CHEMISTRY

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ACTIVE PHARMA INGREDIENTS

1 API Suppliers

1 USDMF

2 NDC API

5 VMF

DEVELOPMENTS

2 Drugs in Development

RELATED EXCIPIENT COMPANIES

1 Rochem International Inc

2 SPI Pharma

3 DKSH

1 Gangwal Healthcare

2 Nanjing Well Pharmaceutical

1 Actylis

2 BASF

1 Finar

1 Gangwal Chemicals

5 Kerry

11 Roquette

1 Shijiazhuang Huaxu Pharmaceutical

1 Valens Pharmachem

1 Zhejiang Huakang Pharmaceutical

EXCIPIENTS BY APPLICATIONS

11 Film Formers & Plasticizers

8 Coating Systems & Additives

6 Topical

6 Co-Processed Excipients

5 Taste Masking

4 Solubilizers

4 Fillers, Diluents & Binders

3 Parenteral

2 Chewable & Orodispersible Aids

2 Coloring Agents

1 Emulsifying Agents

1 Thickeners and Stabilizers

1 Direct Compression

1 Soft Gelatin

MARKET PLACE

1 APIs

REF. STANDARDS & IMPURITIES

1 USP

1 Others

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API REF. PRICE (USD/KG)

$ 0

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2DRUGS IN DEVELOPMENT

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