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62-90-8

Basic Information
CAS No.: 62-90-8
Name: Nandrolone phenylpropionate
Article Data: 17
Molecular Structure:
Molecular Structure of 62-90-8 (Nandrolone phenylpropionate)
Formula: C27H34O3
Molecular Weight: 406.565
Synonyms: 17-beta-Hydroxy-estra-4-en-3-one, 17-phenylpropionate;17-beta-Phenylpropionyloxy-4-estren-3-one;3-Oxo-4-estren-17beta-yl-(3-phenylpropionat);Anticatabolin;Durabolin-50;
EINECS: 200-551-9
Density: 1.14 g/cm3
Melting Point: 93-99oC
Boiling Point: 546.9 °C at 760 mmHg
Flash Point: 234.6 °C
Solubility: Almost insoluble in water, soluble in alcohol or fatty oil
Appearance: White or milky crystalline powder
Hazard Symbols: Xn
Risk Codes: 20/21/22-40
Safety: 23-36
PSA: 43.37000
LogP: 5.67280
Synthetic route
434-22-0

19-nortestosterone

104-55-2

3-phenyl-propenal

62-90-8

activin

Conditions
ConditionsYield
With bis(1-butyl-3-methylimidazolium) tungstate In 1,4-dioxane at 120℃; for 2.5h;74%
434-22-0

19-nortestosterone

62-90-8

activin

Conditions
ConditionsYield
With hydrogenchloride; sodium hydroxide In pyridine
111-87-5

octanol

62-90-8

activin

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: ammonium chloride; lithium / tetrahydrofuran; ethanol; ammonia; water
2: hydrogenchloride / methanol; water; benzene
3: hydrogenchloride; sodium hydroxide / pyridine
View Scheme
1091-93-6

3-methoxy-17-hydroxyestra-2,5(10)-diene

62-90-8

activin

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: hydrogenchloride / methanol; water; benzene
2: hydrogenchloride; sodium hydroxide / pyridine
View Scheme
62-90-8

activin

17β-estra-3,5-dien-17-yl phenylpropanoate

Conditions
ConditionsYield
Stage #1: activin With C19H26ClIrN3O(1+)*Cl(1-) In water; acetonitrile at 80℃; for 0.166667h; Green chemistry;
Stage #2: With formic acid In water; acetonitrile at 80℃; for 4h; Green chemistry;
25%
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Specification

The IUPAC name of Durabolin is [(8R,9S,10R,13S,14S,17S)-13-methyl-3-oxo-2,6,7,8,9,10,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl] 3-phenylpropanoate. With the CAS registry number 62-90-8, it is also named as Nandrolone phenpropionate. The classification codes are Anabolic Agents; Androgen; Hormone; Hormones, Hormone Substitutes, and Hormone Antagonists; Reproductive Effect. It is white or milky white crystalline powder with special smell. Additionally, Durabolin is almost insoluble in water, and soluble in alcohol or fatty oil. When heated to decomposition it emits acrid smoke and irritating vapors.

The other characteristics of this product can be summarized as: (1)ACD/LogP: 5.97; (2)# of Rule of 5 Violations: 1; (3)#H bond acceptors: 3; (4)#H bond donors: 0; (5)#Freely Rotating Bonds: 5; (6)Index of Refraction: 1.577; (7)Molar Refractivity: 117.38 cm3; (8)Molar Volume: 354 cm3; (9)Polarizability: 46.53×10-24 cm3; (10)Surface Tension: 47.1 dyne/cm; (11)Enthalpy of Vaporization: 82.62 kJ/mol; (12)Vapour Pressure: 5.12E-12 mmHg at 25°C; (13)Rotatable Bond Count: 5; (14)Tautomer Count: 8; (15)Exact Mass: 406.250795; (16)MonoIsotopic Mass: 406.250795; (17)Topological Polar Surface Area: 43.4; (18)Heavy Atom Count: 30; (19)Complexity: 703.

Uses of Durabolin: It is used in dysplasia, nutritional disorders, consumption of the treatment of sexual disorders. And it also can used in cell proliferation, differentiation, apoptosis, metabolism, homeostasis, immune response, wound healing, and endocrine function. In turn, Durabolin can inhibit follicle-stimulating hormone regulate follicle inhibit the synthesis and secretion.

People can use the following data to convert to the molecule structure.
1. SMILES:O=C5\C=C3/[C@@H]([C@H]2CC[C@@]4([C@@H](OC(=O)CCc1ccccc1)CC[C@H]4[C@@H]2CC3)C)CC5
2. InChI:InChI=1/C27H34O3/c1-27-16-15-22-21-11-9-20(28)17-19(21)8-10-23(22)24(27)12-13-25(27)30-26(29)14-7-18-5-3-2-4-6-18/h2-6,17,21-25H,7-16H2,1H3/t21-,22+,23+,24-,25-,27-/m0/s1.

The following are the toxicity data which has been tested.

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal > 1gm/kg (1000mg/kg)   Drugs in Japan Vol. 6, Pg. 541, 1982.
rat LD50 intraperitoneal 595mg/kg (595mg/kg)   Pharmaceutical Chemistry Journal Vol. 20, Pg. 143, 1986.