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Sangivamycin (Standard)

CAT: 0804-HY-118384R-01Size: 1 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-118384R-01Size:1 mg
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Description
Sangivamycin (Standard) is the analytical standard of Sangivamycin. This product is intended for research and analytical applications. Sangivamycin (NSC 65346), a nucleoside analog, is a potent inhibitor of protein kinase C (PKC) with an Ki of 10 μM. Sangivamycin has potent antiproliferative activity against a variety of human cancers[1][2].
CAS Number
18417-89-5
Product Name Alternative
NSC 65346 (Standard) ; BA-90912 (Standard)
UNSPSC
12352005
Target
Nucleoside Antimetabolite/Analog; PKC; Reference Standards
Related Pathways
Cell Cycle/DNA Damage; Epigenetics; Others; TGF-beta/Smad
Field of Research
Cancer
Smiles
OC[C@@H]1[C@@H](O)[C@@H](O)[C@H](N2C3=NC=NC(N)=C3C(C(N)=O)=C2)O1
Molecular Formula
C12H15N5O5
Molecular Weight
309.28
References & Citations
[1]Loomis CR, Bell RM. Sangivamycin, a nucleoside analogue, is a potent inhibitor of protein kinase C. J Biol Chem. 1988;263 (4) :1682-1692.|[2]Lee SA, et al. The nucleoside analog sangivamycin induces apoptotic cell death in breast carcinoma MCF7/adriamycin-resistant cells via protein kinase Cdelta and JNK activation. J Biol Chem. 2007;282 (20) :15271-15283.
Shipping Conditions
Room temperature
Scientific Category
Reference Standards

Chemical Information

Sangivamycin

Sangivamycin is a nucleoside analogue that is adenosine in which the nitrogen at position 7 is replaced by a carbamoyl-substituted carbon. It is a potent inhibitor of protein kinase C. It has a role as a protein kinase inhibitor. It is functionally related to an adenosine.

CAS Number18417-89-5
PubChem CID14978
IUPAC Name4-amino-7-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrrolo[2,3-d]pyrimidine-5-carboxamide
Molecular FormulaC12H15N5O5
Molecular Weight309.28
XLogP-2.5
Topological Polar Surface Area170
Hydrogen Bond Donor Count5
Hydrogen Bond Acceptor Count8
Rotatable Bond Count3
Heavy Atom Count22
Formal Charge0
Complexity440
SMILES
C1=C(C2=C(N=CN=C2N1[C@H]3[C@@H]([C@@H]([C@H](O3)CO)O)O)N)C(=O)N
InChI
InChI=1S/C12H15N5O5/c13-9-6-4(10(14)21)1-17(11(6)16-3-15-9)12-8(20)7(19)5(2-18)22-12/h1,3,5,7-8,12,18-20H,2H2,(H2,14,21)(H2,13,15,16)/t5-,7-,8-,12-/m1/s1
InChIKey
OBZJZDHRXBKKTJ-JTFADIMSSA-N
Chemical Structure
2D Structure
2D structure of Sangivamycin
CAS: 18417-89-5
CID: 14978
Formula: C12H15N5O5
MW: 309.28
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight309.28
XLogP3-2.5
Hydrogen Bond Donor Count5
Hydrogen Bond Acceptor Count8
Rotatable Bond Count3
Exact Mass309.10731860
Monoisotopic Mass309.10731860
Topological Polar Surface Area170 Ų
Heavy Atom Count22
Formal Charge0
Complexity440
Isotope Atom Count0
Defined Atom Stereocenter Count4
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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