A9295
4-Androsten-4-ol-3,17-dione acetate
Synonym(s):
4-Acetoxy-4-androstene-3,17-dione
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About This Item
Empirical Formula (Hill Notation):
C21H28O4
CAS Number:
Molecular Weight:
344.44
UNSPSC Code:
12352202
PubChem Substance ID:
MDL number:
Form:
solid
InChI
1S/C21H28O4/c1-12(22)25-19-16-5-4-13-14-6-7-18(24)21(14,3)10-8-15(13)20(16,2)11-9-17(19)23/h13-15H,4-11H2,1-3H3/t13-,14-,15-,20+,21-/m0/s1
SMILES string
CC(=O)OC1=C2CC[C@H]3[C@@H]4CCC(=O)[C@@]4(C)CC[C@@H]3[C@@]2(C)CCC1=O
InChI key
LRXSFNGKRCOHRS-VMRCMBGLSA-N
form
solid
shipped in
ambient
storage temp.
2-8°C
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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Aromatase enzyme catalysis is involved in the potent inhibition of estrogen biosynthesis caused by 4-acetoxy- and 4-hydroxy-4-androstene-3, 17-dione.
D F Covey et al.
Molecular pharmacology, 21(1), 173-180 (1982-01-01)
A M Brodie
Cancer research, 42(8 Suppl), 3312s-3314s (1982-08-01)
Since the first publication in 1973 concerning aromatase inhibitors, several effective compounds have been reported by a number of investigators. Our studies with 4-hydroxyandrostene-3,17-dione, 4-acetoxyandrostene-3,17-dione, and 1,-4,6-androstatrienedione indicate that these compounds cause rapid competitive inhibition of the enzyme. Aminoglutethimide binds
Aromatase inhibition and its pharmacologic implications.
A M Brodie
Biochemical pharmacology, 34(18), 3213-3219 (1985-09-15)
J T Wu
Journal of reproduction and fertility, 72(2), 345-349 (1984-11-01)
The ability of aromatase inhibitors to induce implantation in mice was tested in animals in which implantation was delayed by ovariectomy and progesterone treatment. Implantation was consistently induced by 7 mg 4-hydroxyandrostene-3,17-dione (4-OH-A), 7 X 5 mg 1,4,6-androstatriene-3,17-dione (ATD) or
M Motta et al.
Journal of steroid biochemistry, 25(4), 593-600 (1986-10-01)
The present study reports the effects exerted by 1,4,6-androstatriene-3,17-dione (ATD), 4-hydroxy-4-androstene-3,17-dione (4-OH-A) and 4-acetoxy-4-androstene-3,17-dione (4-Ac-A), three steroids known to inhibit the aromatization of androgens to estrogens, on the in vitro metabolism of labelled testosterone (T), dihydrotestosterone (DHT) and androstenedione (delta-4-A)
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