[CAS NO. 469-59-0] Jervine

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Catalog:	SLK-S4747
Brand:	Selleck
CAS:	469-59-0

Overview

MDL	-
Molecular Weight	425.60
Molecular Formula	C27H39NO3
SMILES	CC=1[C@@]2(O[C@]3([C@]([C@H]2C)(NC[C@@H](C)C3)[H])[H])CC[C@@]4(C1C(=O)[C@]5([C@]4(CC=C6[C@]5(C)CC[C@H](O)C6)[H])[H])[H]

For research use only.

Storage

3 years,-20°C,powder
1 years,-80°C,in solvent

Shipping

Room temperature shipping(Stability testing shows this product can be shipped without any cooling measures.)

Preparing Stock Solutions

Concentration Volume Mass	1 mg	5 mg	10 mg
1 mM	2.3496 mL	11.7481 mL	23.4962 mL
5 mM	0.4699 mL	2.3496 mL	4.6992 mL
10 mM	0.2350 mL	1.1748 mL	2.3496 mL
50 mM	-	-	-

Description

Jervine (11-Ketocyclopamine) is a (IC50=500-700 nM) inhibitor that inhibits the sonic hedgehog (shh) pathway by interacting with smoothened.

Targets

Hedgehog ^[1]

Shh ^[1]

In vitro

Compared to controls, chondrocyte cultures exposed to 25 μg/ml jervine shows an apparent reduction in cell number but no differences in cellular morphology or relative intensity of alcian blue staining.

In vivo

Embryos exposed to jervine develop craniofacial abnormalities related to those found in Shh mutant embryos. The lower jaw of these embryos is severely reduced in size, often leading to loss of the incisors. Treatment of pregnant mice with the hedgehog inhibitor jervine induces jaw defects in the embryos similar to those found in Prx1Prx2 embryos. The distal part of the jaw is reduced in size, and both incisors are absent.

References

[1] ten Berge D, et al. Development. 2001, 128(15):2929-38.
[2] Campbell M, et al. Teratology. 1987, 36(2):235-43.

Synonyms

Spiro[9H-benzo[a]fluorene-9,2′(3′H)-furo[3,2-b]pyridin]-11(1H)-one, 2,3,3′a,4,4′,5′,6,6′,6a,6b,7,7′,7′a,8,11a,11b-hexadecahydro-3-hydroxy-3′,6′,10,11b-tetramethyl-, (2′R,3S,3′R,3′aS,6′S,6aS,6bS,7′aR,11aS,11bR)-

Jervine

Veratraman-11-one, 17,23-epoxy-3-hydroxy-, (3β,23β)-

(2′R,3S,3′R,3′aS,6′S,6aS,6bS,7′aR,11aS,11bR)-2,3,3′a,4,4′,5′,6,6′,6a,6b,7,7′,7′a,8,11a,11b-Hexadecahydro-3-hydroxy-3′,6′,10,11b-tetramethylspiro[9H-benzo[a]fluorene-9,2′(3′H)-furo[3,2-b]pyridin]-11(1H)-one

Jervin

Spiro[9H-benzo[a]fluorene-9,2′(3′H)-furo[3,2-b]pyridin]-11(1H)-one, 2,3,3′a,4,4′,5′,6,6′,6a,6b,7,7′,7′a,8,11a,11b-hexadecahydro-3-hydroxy-3′,6′,10,11b-tetramethyl-, [3S-(3α,6aα,6bβ,9α(3′S*,3′aR*,6′R*,7′aS*),11aβ,11bα)]-

NSC 23898

NSC 7520

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