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O-((3R)-2-Diazo-3-hydroxybutyryl)-L-serine

HCID 129042
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Basic informationOverviewNames & identifiersPropertiesChemistry & industryRelated reactionsCompound notes
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Basic information

CAS
120128-14-5
Standard SMILES
C[C@@H](O)C(=[N+]=[N-])C(=O)OC[C@H](N)C(=O)O
InChIKey
WAKGSHQRLIGGLB-DMTCNVIQSA-N
Molecular formula
C7H11N3O5
Average molar mass
217.18 g/mol
Monoisotopic mass
217.06987046

Overview

Thrazarine has been reported in Streptomyces and Streptomyces coerulescens with data available.

Names & identifiers

Preferred name
O-((3R)-2-Diazo-3-hydroxybutyryl)-L-serine
IUPAC
(2S)-2-amino-3-[(3R)-2-diazo-3-hydroxybutanoyl]oxypropanoic acid
English name
thrazarine
Molecular formula
C7H11N3O5
Molecular weight
217.18

Names & synonyms

O-((3R)-2-Diazo-3-hydroxybutyryl)-L-serine(2S)-2-amino-3-[(3R)-2-diazo-3-hydroxybutanoyl]oxypropanoic acidO-((R)-2-diazo-3-hydroxybutanoyl)-L-serineL-Serine, 2-diazo-3-hydroxybutanoate (ester), (R)-orb1701521SCHEMBL10421512AKOS040747539HY-122341CS-0084024T26275FR-900840thrazarine
Show more names
Antibiotic FR-900840O-[(R)-2-Diazo-3-hydroxy-1-oxobutyl]-L-serine

Database identifiers

CAS
120128-14-5
PubChem CID
129042
Nikkaji
J261.794C

Properties

Computed structural properties

XLogP
-3.5
Topological polar surface area
112 Ų
Hydrogen bond donors
3
Hydrogen bond acceptors
7
Rotatable bonds
6
Heavy atoms
15
Formal charge
0
Complexity
310

Physicochemical properties

Melting point
123 · 123-125 °C

Chemistry & industry

Applications · 1 item

UsesThrazarine (FR 900840) is an oncology antibiotic that can be produced by Streptomyces coerulescens MH802-fF5. Thrazarine directly inhibits DNA synthesis and tumor cell growth. Thrazarine can specifically induce lysis of tumor cells co-cultured with non-activated macrophages. Thrazarine is used in cancer research[1].

Suppliers2 total

上海陶术生物科技股份有限公司+1-781-999-5354; +1-00000000000 · [email protected]
TargetMol中国(陶术生物)15002134094 · [email protected]

Related reactions

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Compound notes

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