Manumycin A

CAT: 0013-GTR19203583-02Size: 5 mgDry Ice: NoHazardous: No

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CAT#:0013-GTR19203583-02Size:5 mg

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Description

Manumycin A is a thioredoxin reductase-1 (TrxR-1) inhibitor with antibiotic and anticancer properties. It induces apoptosis and suppresses pro-inflammatory cytokine production (IL-1β, IL-6, IL-8) in stimulated immune cells, as demonstrated in vitro with THP-1 and PBMC models.

CAS Number

52665-74-4

Field of Research

Cell Biology, Infectious Disease & Virology, Metabolism Research, Pharmacology & Drug Discovery, Signal Transduction

Smiles

[H][C@]12O[C@@]1 ([H]) [C@] (O) (\C=C\C=C\C=C\C (=O) NC1=C (O) CCC1=O) C=C (NC (=O) C (\C) =C\C (\C) =C\[C@H] (C) CCCC) C2=O

Molecular Formula

C31H38N2O7

Molecular Weight

550.64

Storage Conditions

-20°C

Notes

For research use only.

Chemical Information

Manumycin

Manumycin A is a polyketide with formula C31H38N2O7 initially isolated from Streptomyces parvulus as a result of a random screening program for farnesyl transferase (FTase) inhibitors. It is a natural product that exhibits anticancer and antibiotic properties. It has a role as an antiatherosclerotic agent, an antimicrobial agent, an antineoplastic agent, an EC 2.5.1.58 (protein farnesyltransferase) inhibitor, an EC 1.8.1.9 (thioredoxin reductase) inhibitor, an apoptosis inducer, a marine metabolite and a bacterial metabolite. It is a secondary carboxamide, a polyketide, a tertiary alcohol, an organic heterobicyclic compound, an epoxide and an enamide.

CAS Number	52665-74-4
PubChem CID	6438330
IUPAC Name	(2E,4E,6R)-N-[(1S,5S,6R)-5-hydroxy-5-[(1E,3E,5E)-7-[(2-hydroxy-5-oxocyclopenten-1-yl)amino]-7-oxohepta-1,3,5-trienyl]-2-oxo-7-oxabicyclo[4.1.0]hept-3-en-3-yl]-2,4,6-trimethyldeca-2,4-dienamide
Molecular Formula	C31H38N2O7
Molecular Weight	550.6
XLogP	4.1
Topological Polar Surface Area	145
Hydrogen Bond Donor Count	4
Hydrogen Bond Acceptor Count	7
Rotatable Bond Count	12
Heavy Atom Count	40
Formal Charge	0
Complexity	1260

SMILES

CCCC[C@@H](C)/C=C(\C)/C=C(\C)/C(=O)NC1=C[C@]([C@H]2[C@@H](C1=O)O2)(/C=C/C=C/C=C/C(=O)NC3=C(CCC3=O)O)O

InChI

InChI=1S/C31H38N2O7/c1-5-6-11-19(2)16-20(3)17-21(4)30(38)32-22-18-31(39,29-28(40-29)27(22)37)15-10-8-7-9-12-25(36)33-26-23(34)13-14-24(26)35/h7-10,12,15-19,28-29,34,39H,5-6,11,13-14H2,1-4H3,(H,32,38)(H,33,36)/b8-7+,12-9+,15-10+,20-16+,21-17+/t19-,28-,29-,31+/m1/s1

InChIKey

TWWQHCKLTXDWBD-MVTGTTCWSA-N

Chemical Structure

2D Structure

CAS: 52665-74-4

CID: 6438330

Formula: C31H38N2O7

MW: 550.6

Interactive 3D Structure

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View on PubChem Raw 3D data

Computed Properties

Property	Value
Molecular Weight	550.6
XLogP3	4.1
Hydrogen Bond Donor Count	4
Hydrogen Bond Acceptor Count	7
Rotatable Bond Count	12
Exact Mass	550.26790156
Monoisotopic Mass	550.26790156
Topological Polar Surface Area	145 Å²
Heavy Atom Count	40
Formal Charge	0
Complexity	1260
Isotope Atom Count	0
Defined Atom Stereocenter Count	4
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	5
Undefined Bond Stereocenter Count	0
Covalently-Bonded Unit Count	1
Compound Is Canonicalized	Yes

Alternative Products

Catalog	Name
B6062-5	Manumycin A
HY-123887	Manumycin B
TN10222-01	Manumycin F
HY-N14342	Manumycin E

Manumycin A

Chemical Information

Alternative Products

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