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Undecylprodigiosin

CAT: 0931-T24927-01Size: 25 mgDry Ice: NoHazardous: No
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CAT#:0931-T24927-01Size:25 mg
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CAS Number
52340-48-4
Target
Apoptosis, Others, Antibiotic, Antibacterial
Related Pathways
Apoptosis, Microbiology/Virology, Others
Bioactivity
Undecylprodigiosin is a classical cytotoxic immunosuppressant, suppressing immune functions. It also inhibits DNA synthesis.
Smiles
C(=C\1/C(OC)=CC(=N1)C2=CC=CN2)\C=3NC(CCCCCCCCCCC)=CC3
Molecular Formula
C25H35N3O
Molecular Weight
393.56
Shipping Conditions
Ice Packs
Storage Temperature
-20°C

Chemical Information

Undecylprodigiosin

Undecylprodigiosin is a member of the class of tripyrroles that is 1H-pyrrole substituted by (4'-methoxy-1H,5'H-[2,2'-bipyrrol]-5'-ylidene)methyl and undecyl groups at positions 2 and 5, respectively. It is a pigment produced by Stveptomyces coelicolor. It has a role as a radiosensitizing agent, a biological pigment, an antibacterial agent, an antineoplastic agent, an immunosuppressive agent, an apoptosis inducer and a bacterial metabolite. It is an alkaloid, an aromatic ether and a tripyrrole.

CAS Number52340-48-4
PubChem CID135515151
IUPAC Name(2Z)-3-methoxy-5-(1H-pyrrol-2-yl)-2-[(5-undecyl-1H-pyrrol-2-yl)methylidene]pyrrole
Molecular FormulaC25H35N3O
Molecular Weight393.6
XLogP7.2
Topological Polar Surface Area53.2
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count2
Rotatable Bond Count13
Heavy Atom Count29
Formal Charge0
Complexity581
SMILES
CCCCCCCCCCCC1=CC=C(N1)/C=C\2/C(=CC(=N2)C3=CC=CN3)OC
InChI
InChI=1S/C25H35N3O/c1-3-4-5-6-7-8-9-10-11-13-20-15-16-21(27-20)18-24-25(29-2)19-23(28-24)22-14-12-17-26-22/h12,14-19,26-27H,3-11,13H2,1-2H3/b24-18-
InChIKey
HIYSWASSDOXZLC-MOHJPFBDSA-N
Chemical Structure
2D Structure
2D structure of Undecylprodigiosin
CAS: 52340-48-4
CID: 135515151
Formula: C25H35N3O
MW: 393.6
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight393.6
XLogP37.2
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count2
Rotatable Bond Count13
Exact Mass393.278012748
Monoisotopic Mass393.278012748
Topological Polar Surface Area53.2 Ų
Heavy Atom Count29
Formal Charge0
Complexity581
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count1
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

Alternative Products

CatalogName
527890Undecylprodigiosin
GCA24702-01Undecylprodigiosin hydrochloride
HY-113627AUndecylprodigiosin (hydrochloride)
207433-01Undecylprodigiosin (Undecylprodiginine, Prodigiosin 25C)

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