J4145

Jervine

≥98% (HPLC), powder

• Synonym(s): (3β, 23β)-17,23-Epoxy-3-hydroxyveratraman-11-one, 11-Ketocyclopamine
• 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
• Quality level: 100

Properties

• Quality Level: 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.[1][2]

Biochem/physiol Actions

Jervine is a potent teratogenic agent.[3] It can induce apoptosis in leukemia cells[1] 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.[2] Jervine may be used for treating hypertension and heart disease.[3]

Jervine is a sonic hedgehog (Shh) pathway inhibitor.

Safety Information

• pictograms: GHS06,GHS08
• signalword: Danger
• hcodes: H301,H360D
• pcodes: P202 - P264 - P280 - P301 + P310 - P405 - P501
• Hazard Classifications: Acute Tox. 3 Oral - Repr. 1B
• Storage Class: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• wgk: WGK 1
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: dust mask type N95 (US), Eyeshields, Faceshields, Gloves