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Thiostrepton

Thiostrepton structure

CAS No:
1393-48-2
Formula:
C72H85N19O18S5
Chemical Name:
Thiostrepton
Synonyms:
Alaninamide,N-[(7R,8S)-2-carboxy-7,8-dihydro-8-hydroxy-4-[(1S)-1-hydroxyethyl]-7-quinolinyl]-L-isoleucyl-L-alanyl-2,3-didehydroalanyl-L-alanyl-2-[(4aR,11S,14Z,18S,21S,28S,32aS)-4a-amino-21-[(1S,2R)-1,2-dihydroxy-1-methylpropyl]-14-ethylidene-3,4,4a,9,10,11,12,13,14,18,19,20,21,27,28,32a-hexadecahydro-11,28-bis[(1R)-1-hydroxyethyl]-9,12,19,26-tetraoxo-17H,26H-8,5:18,15:25,22:32,29-tetranitrilo-5H,15H-pyrido[3,2-m][1,11,17,24,4,7,20,27]tetrathiatetraazacyclotriacontin-2-yl]-4-thiazolecarbonyl-2,3-didehydroalanyl-2,3-didehydro-,(1→528)-lactone;Thiostrepton;Alaninamide,L-threonyl-(4S)-2-[(1Z)-1-amino-1-propenyl]-4,5-dihydro-4-thiazolecarbonyl-2-[(1S,2S,3R)-1-amino-2,3-dihydroxy-2-methylbutyl]-4-thiazolecarbonyl-2-[(5R,6S)-6-[2-[(1S,2R)-1-amino-2-hydroxypropyl]-4-thiazolyl]-5-[[N-[(7R,8S)-2-carboxy-7,8-dihydro-8-hydroxy-4-[(1S)-1-hydroxyethyl]-7-quinolinyl]-L-isoleucyl-L-alanyl-2,3-didehydroalanyl-L-alanyl]amino]-5-(4-carboxy-2-thiazolyl)-3,4,5,6-tetrahydro-2-pyridinyl]-4-thiazolecarbonyl-2,3-didehydroalanyl-2,3-didehydro-,(1′→4)-lactone,(4→1)-lactam;Bryamycin;Thiactin;Gargon;NSC 170365;NSC 81722;Thiostrepton A;1403-14-1;1404-84-8
Categories:
Active Pharmaceutical Ingredients > Antibiotics

Description

Off-White SolidChEBI: A heterodetic cyclic peptide, in which the cyclisation step involves a formal lactonisation between the carboxy group of a quinaldic acid-based residue and a secondary alcohol. An antibiotic that inhibits bacterial protein synthesis. Also acts as an antitu or agent.

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.

Thiostrepton Basic Attributes

Molecular Weight：

1664.89

Exact Mass：

1664.89

EC Number：

215-734-9

DSSTox ID：

DTXSID5040625

HScode：

29419090

Characteristics

PSA：

701

Density：

1.0824 (rough estimate)

Melting Point：

223-235 °C (decomp)

Refractive Index：

1.6700 (estimate)

Water Solubility：

Soluble in DMSO or chloroform

Storage Conditions：

−20°C

Toxicity：

LD50 oral in mouse: > 1gm/kg

Specific rotation：

D23 -98.5° (glacial acetic acid); -61° (dioxane); -20° (pyridine)

Safety Information

Transport codes：

NONH for all modes of transport

wgk germany：

hazard class code：

safety instructions：

22-24/25

RTECS Number：

XN6300100

Marks：

Hazard Statements：

H302

GHS Classification：

|Warning|H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]|P264, P270, P301+P312, P330, and P501|Aggregated GHS information provided by 40 companies from 2 notifications to the ECHA C&L Inventory.

Drug Information

MeSH：

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

MeSH Entry Terms：

Bryamycin

Thiostrepton Use and Manufacturing

A protein synthesis-inhibiting antibiotic

Computed Properties

Molecular Weight:1664.9
XLogP3:0.6
Hydrogen Bond Donor Count:17
Hydrogen Bond Acceptor Count:31
Rotatable Bond Count:12
Exact Mass:1663.4923528
Monoisotopic Mass:1663.4923528
Topological Polar Surface Area:701
Heavy Atom Count:114
Complexity:3940
Defined Atom Stereocenter Count:6
Undefined Atom Stereocenter Count:11
Defined Bond Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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THIOSTREPTON CAS 1393-48-2 for Scientific Research Chemical Reagents Use only

CAS No.: 1393-48-2

Grade: Pharmaceutical Grade

Content: 99%

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Thiostrepton

CAS No.: 1393-48-2

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