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Merck
CN

SML1375

Galeterone

≥98% (HPLC)

Synonym(s):

3β-Hydroxy-17-(1H-benzimidazole-1-yl)androsta-5,16-diene, TOK-001, VN-124-1, VN/124-1

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About This Item

Empirical Formula (Hill Notation):
C26H32N2O
CAS Number:
851983-85-2
Molecular Weight:
388.55
NACRES:
NA.77
PubChem Substance ID:
329825826
UNSPSC Code:
51111800
MDL number:
MFCD16660907

Key Documents

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Product Name

Galeterone, ≥98% (HPLC)

InChI

1S/C26H32N2O/c1-25-13-11-18(29)15-17(25)7-8-19-20-9-10-24(26(20,2)14-12-21(19)25)28-16-27-22-5-3-4-6-23(22)28/h3-7,10,16,18-21,29H,8-9,11-15H2,1-2H3/t18-,19-,20-,21-,25-,26-/m0/s1

SMILES string

C[C@]12C(C[C@@H](O)CC2)=CC[C@]3([H])[C@]1([H])CC[C@@]4(C)[C@@]3([H])CC=C4N5C=NC6=C5C=CC=C6

InChI key

PAFKTGFSEFKSQG-PAASFTFBSA-N

assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 20 mg/mL, clear

storage temp.

−20°C

Quality Level

100

Gene Information

human ... AR(367), CYP17A1(1586)

Related Categories

Biochem/physiol Actions

Galeterone is an inhibitor of CYP17A1 (CYP450c17), an enzyme that catalyzes two key serial reactions (17-α hydroxylase and 17,20 lyase) in androgen and estrogen biosynthesis resulting in the formation of DHEA and androstenedione, which may ultimately be metabolized into testosterone. CYP17 is the key enzyme for androgen biosynthesis in both the testes and adrenals, so its inhibition should stop the production of androgens in both places. Galeterone, moreover, is a potent blocker of the androgen receptor and causes down-regulation of androgen receptor (AR) protein expression in vitro and in vivo.
Galeterone is an inhibitor of CYP17A1.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
0000145418
0000145418
0000145419
0000030436

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