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Merck
CN

D3658

1,9-Dideoxyforskolin from Coleus forskohlii

≥97%, solid

别名:

7β-Acetoxy-6β-hydroxy-8,13-epoxy-labd-14-en-11-one

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关于此项目

经验公式（希尔记法）:
C22H34O5
化学文摘社编号:
64657-18-7
分子量:
378.50
NACRES:
NA.77
PubChem Substance ID:
24893774
UNSPSC Code:
41106305
MDL number:
MFCD00082318
Assay:
≥97%
Form:
solid
Quality level:
200

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Quality Level

200

assay

≥97%

form

solid

optical activity

[α]26/D +93.6°, c = 6.12 in chloroform(lit.)

color

white to off-white

solubility

methanol: 28 mg/mL(lit.), DMSO: 3 mg/mL(lit.), chloroform: 50 mg/mL, ethanol: 6.6 mg/mL(lit.), dilute aqueous acid and base: insoluble(lit.)

storage temp.

−20°C

SMILES string

[H][C@@]12[C@H](O)[C@H](OC(C)=O)[C@@]3(C)O[C@](C)(CC(=O)C3[C@@]1(C)CCCC2(C)C)C=C

InChI

1S/C22H34O5/c1-8-20(5)12-14(24)16-21(6)11-9-10-19(3,4)17(21)15(25)18(26-13(2)23)22(16,7)27-20/h8,15-18,25H,1,9-12H2,2-7H3/t15-,16?,17-,18-,20-,21+,22-/m0/s1

InChI key

ZKZMDXUDDJYAIB-OJPJTMFRSA-N

Application

Useful as a negative control for forskolin.

Biochem/physiol Actions

Biologically inactive forskolin analog. Does not stimulate adenylyl cyclase.

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.
This compound is featured on the Adenylyl cyclases page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

存储类别

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

法规信息

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历史批次信息供参考:

分析证书(COA)

Lot/Batch Number
0000512951
0000512951
0000315315
0000315315
SLCQ3558

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Hisahiro Hagiwara et al.
The Journal of organic chemistry, 71(12), 4619-4624 (2006-06-06)
Forskolin (1), a highly oxygenated labdane diterpenoid and an activator of adenylate cyclase, has been synthesized in 12 steps and 12% overall yield from ptychantin A (4), which has been isolated from liverwort Ptychanthus striatus in good yield. The 1alpha-hydroxy
C Y Liu et al.
Brain research, 826(2), 253-269 (1999-05-04)
The aims of this study were to improve insight into cAMP signaling in myenteric neurons and glia and identify the adenylyl cyclase (AC) isoforms expressed in myenteric ganglia of the guinea-pig small intestine. An increase in the intracellular cAMP levels
P d'Alcantara et al.
Biophysical journal, 77(1), 204-216 (1999-07-02)
The activity of the voltage-gated Na+ channel is subjected to modulation through covalent modifications. It has been previously shown that brain Na+ currents are reduced following the activation of the protein kinase A (PKA) pathway, but the effect of the
Y P Vedernikov et al.
American journal of obstetrics and gynecology, 182(3), 620-624 (2000-03-30)
We sought to study the contribution of potassium channels in the effect of forskolin and 1,9-dideoxyforskolin on uterine contractility in the pregnant rat. Rings taken from the middle portions of uterine horns from rats at 16 days of gestation were
K Schmidt et al.
Journal of cardiovascular pharmacology, 13(3), 353-360 (1989-03-01)
The effects of forskolin and seven derivatives on cardiac functions were investigated by using the Langendorff technique and the results compared with the respective potencies obtained from adenylate cyclase and binding studies. In the isolated heart, forskolin increased all parameters
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全球贸易项目编号

货号GTIN
D3658-1MG04061826674444
D3658-5MG04061832897806

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