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N3290

NKH 477

≥98% (HPLC), powder, adenylyl cyclase activator

Synonym(s):

6-[3-(dimethylamino)propionyl]-forskolin, Colforsin dapropate hydrochloride, N,N-dimethyl-, (3R,4aR,5S,6S,6aS,10S,10aR,10bS)-5-(acetyloxy)-3-ethenyldodecahydro-10,10b-dihydroxy-3,4a,7,7,10a-pentamethyl-1-oxo-1H-naphtho[2,1-b]pyran-6-yl ester b-Alanine hydrochloride

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About This Item

Empirical Formula (Hill Notation):
C27H43NO8·HCl
CAS Number:
138605-00-2
Molecular Weight:
546.09
UNSPSC Code:
12352200
PubChem Substance ID:
329818606
NACRES:
NA.77
MDL number:
MFCD00236421
Assay:
≥98% (HPLC)
Form:
powder
Quality level:
100
Storage condition:
desiccated
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Product Name

NKH 477, ≥98% (HPLC), powder

Quality Level

100

assay

≥98% (HPLC)

form

powder

storage condition

desiccated

color

white to beige

solubility

H2O: 3 mg/mL, clear to slightly hazy (warmed)

storage temp.

2-8°C

SMILES string

Cl.CN(C)CCC(=O)O[C@@H]1[C@H](OC(C)=O)[C@@]2(C)O[C@](C)(CC(=O)[C@]2(O)[C@@]3(C)[C@@H](O)CCC(C)(C)[C@H]13)C=C

InChI

1S/C27H43NO8.ClH/c1-10-24(5)15-18(31)27(33)25(6)17(30)11-13-23(3,4)21(25)20(35-19(32)12-14-28(8)9)22(34-16(2)29)26(27,7)36-24;/h10,17,20-22,30,33H,1,11-15H2,2-9H3;1H/t17-,20-,21-,22-,24-,25-,26+,27-;/m0./s1

InChI key

VIRRLEDAYYYTOD-YHEOSNBFSA-N

Biochem/physiol Actions

NKH 477 is a potent, orally active adenylyl cyclase activator.
NKH 477 is a potent, orally active adenylyl cyclase activator. It is a water soluble derivative of forskolin, and dose dependentyl increases cAMP and blocks potassium-induced contraction concetrations in smooth muscle strips (IC50 = 80 nM). NKH 477 causes relaxation of histamine treated guinea pig smooth muscle (IC50 = 32 nM).

Features and Benefits

This compound is a featured product for Cyclic Nucleotide research. Click here to discover more featured Cyclic Nucleotide products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

Preparation Note

A clear to slightly hazy solution is possible.

pictograms

Skull and crossbones
GHS06

signalword

Danger

hcodes

H300

Hazard Classifications

Acute Tox. 2 Oral

Storage Class

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
086M4718V
046M4728V
024M4714V
083M4743V
041M4707V

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Articles

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Journal of immunology (Baltimore, Md. : 1950), 191(12), 6093-6100 (2013-11-13)
Proper intracellular localization of TLRs is essential for their signaling and biological function. Endocytosis constitutes a key step in protein turnover, as well as maintenance of TLR localization in plasma membrane and intracellular compartments, and thus provides important regulating points
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Global Trade Item Number

SKUGTIN
N3290-25MG04061833219768
N3290-5MG04061833219775