Skip to Content
Merck
CN

D3658

1,9-Dideoxyforskolin from Coleus forskohlii

≥97%, solid

Synonym(s):

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

Sign In to View Organizational & Contract Pricing.

Select a Size

About This Item

Empirical Formula (Hill Notation):
C22H34O5
CAS Number:
64657-18-7
Molecular Weight:
378.50
NACRES:
NA.77
PubChem Substance ID:
24893774
UNSPSC Code:
41106305
MDL number:
MFCD00082318
Assay:
≥97%
Form:
solid
Quality level:
200

Key Documents

View All Documentation
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist

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

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 key

ZKZMDXUDDJYAIB-OJPJTMFRSA-N

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

Quality Level

200

Related Categories

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.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Information

新产品
This item has

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
0000512951
0000512951
0000315315
0000315315
SLCQ3558

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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
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
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 Wangemann et al.
The Journal of membrane biology, 170(1), 67-77 (1999-07-10)
Receptors were identified pharmacologically in functional studies where K+ secretion was monitored as transepithelial current (Isc). Further, receptors were identified as transcripts by cloning and sequencing of reverse-transcriptase polymerase chain reaction (RT-PCR) products. Isc under control conditions was 796 +/-
D Gramaglia et al.
Cell death and differentiation, 11(3), 342-353 (2004-01-10)
Human T-lymphoma Jurkat cells treated with several intrinsic death stimuli readily undergo a stepwise apoptotic program. Treatment with 1,9-dideoxyforskolin (ddFSK), an inactive analogue of the adenylate cyclase activator forskolin, induces necrotic cell death and switches to necrosis the response to
View All Related Papers

Articles

Discover Bioactive Molecules for Nucleotides

Cyclic nucleotides like cAMP modulate cell function via PKA activation and ion channels.

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service