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J4145

Jervine

Name: Jervine
Brand: SIGMA

≥98% (HPLC), powder

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):

C₂₇H₃₉NO₃

CAS Number:

469-59-0

Molecular Weight:

425.60

NACRES:

NA.77

PubChem Substance ID:

24896194

UNSPSC Code:

51111800

EC Number:

207-417-9

MDL number:

MFCD01684066

Assay:

≥98% (HPLC)

Form:

powder

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Properties

Quality Segment

100

assay

≥98% (HPLC)

form

powder

solubility

methanol: >2 mg/mL, H₂O: insoluble

storage temp.

−20°C

SMILES string

[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

InChI key

CLEXYFLHGFJONT-DNMILWOZSA-N

Gene Information

human ... EBP(10682)

Description

General description

Jervine is a steroid alkaloid present in Veratrum californicum.

Biochem/physiol Actions

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.