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J4145

Sigma-Aldrich

Jervine

≥98% (HPLC), powder

Sinônimo(s):

(3β, 23β)-17,23-Epoxy-3-hydroxyveratraman-11-one, 11-Ketocyclopamine

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About This Item

Fórmula empírica (Notação de Hill):
C27H39NO3
Número CAS:
469-59-0
Peso molecular:
425.60
Número CE:
207-417-9
Número MDL:
MFCD01684066
Código UNSPSC:
51111800
ID de substância PubChem:
24896194
NACRES:
NA.77

Nível de qualidade

100

Ensaio

≥98% (HPLC)

forma

powder

solubilidade

methanol: >2 mg/mL
H2O: insoluble

temperatura de armazenamento

−20°C

cadeia de caracteres SMILES

[H][C@@]12C[C@H](C)CN[C@@]1([H])[C@@H](C)[C@@]3(CC[C@]4([H])C(=C3C)C(=O)[C@@]5([H])[C@@]4([H])CC=C6C[C@@H](O)CC[C@]56C)O2

InChI

1S/C27H39NO3/c1-14-11-21-24(28-13-14)16(3)27(31-21)10-8-19-20-6-5-17-12-18(29)7-9-26(17,4)23(20)25(30)22(19)15(27)2/h5,14,16,18-21,23-24,28-29H,6-13H2,1-4H3/t14-,16+,18-,19-,20-,21+,23+,24-,26-,27-/m0/s1

chave InChI

CLEXYFLHGFJONT-DNMILWOZSA-N

Informações sobre genes

human ... EBP(10682)

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Descrição geral

Jervine is a steroid alkaloid present in Veratrum californicum.

Ações bioquímicas/fisiológicas

Jervine is a potent teratogenic agent. It can induce apoptosis in leukemia cells and MUTZ-1 cells. Jervine is an inhibitor of Hedgehog signaling. It exhibits anti-cancer effects on human prostate cancer. It also increases the chemosensitivity of breast cancer cells to doxorubicin treatment. Jervine may be used for treating hypertension and heart disease.
Jervine is a sonic hedgehog (Shh) pathway inhibitor.

Pictogramas

Skull and crossbonesHealth hazard
GHS06,GHS08

Palavra indicadora

Danger

Frases de perigo

H301 - H360D

Classificações de perigo

Acute Tox. 3 Oral - Repr. 1B

Código de classe de armazenamento

6.1C - Combustible, acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

Classe de risco de água (WGK)

WGK 1

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Equipamento de proteção individual

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

Certificados de análise (COA)

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M Campbell et al.
Teratology, 36(2), 235-243 (1987-10-01)
Jervine and retinoic acid are both teratogenic to structures which are initially modelled in cartilage. Differences in periods of maximal sensitivity, as well as in certain aspects of the morphological manifestations of exposure, indicate that these two teratogens act via
H Li et al.
Acta pharmacologica Sinica, 21(1), 23-28 (2001-03-27)
To study the central hypotensive mechanism of Veratrum nigrum L var ussurience Nakai alkaloids (VnA) in renal hypertensive rats(RHR). The quantitative method of immunocytochemistry (ICC) was used to observe and detect the effect of VnA (30 micrograms.kg-1, i.v.) on activity
L K Bechtel et al.
Clinical toxicology (Philadelphia, Pa.), 48(5), 435-442 (2010-07-01)
We report a case of digoxin-like toxicity because of ingestion of foraged plants. This patient presented with nausea, vomiting, bradycardia, and hypotension after ingesting Veratrum viride (false hellebore). The patient's serum specimen demonstrated a positive digoxin level (0.38 ng/mL) measured
Stephen T Lee et al.
Journal of agricultural and food chemistry, 51(3), 582-586 (2003-01-23)
Veratrum californicum was responsible for large losses of sheep grazing high mountain ranges in central Idaho in the 1950s. Veratrum induces various birth defects including the cyclopic-type craniofacial defect (monkey-faced lambs) that is specifically induced in lambs after pregnant ewes
D L Young et al.
Critical reviews in oral biology and medicine : an official publication of the American Association of Oral Biologists, 11(3), 304-317 (2000-10-06)
Craniofacial malformations are the most common birth defects that occur in humans, with facial clefting representing the majority of these defects. Facial clefts can arise at any stage of development due to perturbations that alter the extracellular matrix as well
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