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Boldenone

HCID 13308
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Basic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
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Basic information

CAS
846-48-0
Standard SMILES
C[C@]12CC[C@H]3[C@@H](CCC4=CC(=O)C=C[C@@]43C)[C@@H]1CC[C@@H]2O
InChIKey
RSIHSRDYCUFFLA-DYKIIFRCSA-N
Molecular formula
C19H26O2
Average molar mass
286.4 g/mol
Monoisotopic mass
286.19328007

Overview

Boldenone is an 3-oxo-1,4-steroid substituted by an oxo group at position 3 and a beta-hydroxy group at position 17. It is an anabolic androgenic steroid that has been developed for veterinary use. It is a 17beta-hydroxy steroid, an anabolic androgenic steroid and a 3-oxo-Delta(1),Delta(4)-steroid.

Names & identifiers

Preferred name
Boldenone
IUPAC
(8R,9S,10R,13S,14S,17S)-17-hydroxy-10,13-dimethyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-3-one
English name
Boldenone
Molecular formula
C19H26O2
Molecular weight
286.41

Names & synonyms

BoldenoneDehydrotestosterone846-48-017beta-Boldenone1,2-Didehydrotestosterone1,2-Dehydrotestosteronedelta1-Testosterone17beta-Hydroxyandrosta-1,4-dien-3-oneBoldenonumBoldenona1,4-Androstadien-17beta-ol-3-one17beta-Hydroxyandrosta-1,4-diene-3-one
Show more names
BoldBOLDENONBOLDENONE UNDECILINATEBoldenoe17-BoldenoneBoldenonebaseBoldenone (eq)
5H7I2IP58XCHEBI:34584DTXSID208942011,4-androstadiene-17-beta-ol-3-oneRefChem:569797DTXCID201324247212-686-01-Dehydrotestosterone

Database identifiers

CAS
846-48-0
PubChem CID
13308
DTXSID
DTXSID20894201
ChEMBL
CHEMBL209073
ChEBI
CHEBI:34584

Properties

Computed structural properties

XLogP
3.5
Topological polar surface area
37.3 Ų
Hydrogen bond donors
1
Hydrogen bond acceptors
2
Rotatable bonds
0
Heavy atoms
21
Formal charge
0
Complexity
546

Experimental & physicochemical properties

Drugs · 4 items

DEA NFLIS-Drug Category -> Steroids

DEA Schedule III Controlled Substance -> Anabolic steroids

Pharmaceuticals -> Listed in ZINC15

Pharmaceuticals -> Synthetic Cannabinoids or Psychoactive Compounds

LipidsLipids -> Sterol Lipids [ST] -> Steroids [ST02] -> C19 steroids (androgens) and derivatives [ST0202]
SpringerMaterials PropertiesChemical shift
Animal DrugsPharmaceuticals -> Animal Drugs -> Approved in Taiwan
Endocrine DisruptorsPotential endocrine disrupting compound
Collision Cross Section171.76 Ų [M+H]+

Physicochemical properties

Melting point
164 · 164-166°C
alpha
25 · D25 +25° (in chloroform)
Boiling point
368.77 °C · 368.77°C (rough estimate)

Safety & regulation

Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.

GHS classification

GHS Classification · 4 items

Danger

H302 (14.3%): Harmful if swallowed [Warning Acute toxicity, oral]

P203, P260, P263, P264, P264+P265, P270, P273, P280, P301+P317, P302+P352, P305+P351+P338, P318, P321, P330, P332+P317, P337+P317, P362+P364, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 14 reports by companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Regulatory Information · 2 items

DEA schedule III controlled substance

REACH registered substance: Boldenone (EC: 212-686-0)

Other Safety InformationIMAP assessments - Androsta-1,4-dien-3-one, 17-hydroxy-, (17.beta.)-: Environment tier I assessment
Hazard Classes and CategoriesSkin Irrit. 2 (14.3%)

Safety data

PPE
Eyeshields, Gloves, type N95 (US)
wgk
WGK 3
rtecs
BV7994400
hs_code
29372900
risk_code
11-20/21/22-36
Signal word
Danger
Symbol(GHS)
GHS08
hazard_code
F,Xn
safety_code
16-36/37
Storage Class
6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects

Chemistry & industry

Pharmacology

Pharmacodynamics · 1 item

Boldenone has primarily anabolic activity with low androgenic potency. The drug is commonly used in doping within bodybuilding, even though this use is illegal. If intended to assist in bodybuilding, the drug is taken as part of a steroid stack of other anabolic steroids, usually with a potent androgen like testosterone as the 'base' of the stack. Boldenone is an androgen that differs from 17b-testosterone (17b-T) by only one double bond at the 1-position, and the removal of the methyl group protecting the 17-OH group allows it to be orally active.

Mechanism of ActionBoldenone is a steroid hormone which has androgenic activity. Androgens bind to the androgen receptor, which regulates gene transcription.
Biological Half-Life14 days
MeSH Pharmacological ClassificationThese compounds stimulate anabolism and inhibit catabolism. They stimulate the development of muscle mass, strength, and power.

Uses & manufacturing

Use ClassificationPharmaceuticals -> Animal Drugs -> Approved in Taiwan
Applications · 4 items

DescriptionBoldenone is the chemical precursor of its endecylenate ester prodrug boldenone undecylenate – which is used extensively as a steroid for animals, mainly horses and cattle, under the brand name Equipoise, among others. For this application, it is injected to improve the weight, hair coat, appetite, and general physical condition of horses affected by disease, anorexia, or overwork. It is also used as an illegal doping agent for human athletes. As a derivative of testosterone, it retains its anabolic strength, but exhibits reduced androgenic effects.

DescriptionBoldenone (Item No. 15432) is an analytical reference standard categorized as an anabolic androgenic steroid. Anabolic steroids, including boldenone, have been used to enhance physical performance in athletes. Boldenone is regulated as a Schedule III compound in the United States. This product is intended for research and forensic applications.

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Compound notes

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On this pageBasic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
UNII
5H7I2IP58X
EC Number
212-686-0
Nikkaji
J7.137D
Density
1.0655 · 1.0655 (rough estimate)
refractive index
1.4709 · 1.4709 (estimate)
storage temp.
-20 °C · Controlled Substance, -20°C Freezer
solubility
25 mg/ml; · DMF: 25 mg/ml; DMSO: 15 mg/ml; DMSO:PBS (pH 7.2) (1:1): 0.5 mg/ml; Ethanol: 10 mg/ml
form
A crystalline solid
pka
15.05 · 15.05±0.60(Predicted)
Water Solubility
57.1 mg/L · 57.1mg/L at 20℃
Major Application
forensics and toxicologypharmaceutical (small molecule)
InChI
InChI=1/C19H26O2/c1-18-9-7-13(20)11-12(18)3-4-14-15-5-6-17(21)19(15,2)10-8-16(14)18/h7,9,11,14-17,21H,3-6,8,10H2,1-2H3/t14-,15-,16-,17-,18-,19-/s3
InChIKey
RSIHSRDYCUFFLA-KRHBYBJCNA-N
SMILES
[C@@]12([H])CCC3=CC(=O)C=C[C@]3(C)[C@@]1([H])CC[C@]1(C)[C@H](CC[C@@]21[H])O |&1:0,10,12,16,18,21,r|
CAS DataBase Reference
846 · 846-48-0(CAS DataBase Reference)
FDA UNII
5 H7I2IP58X · 5H7I2IP58X
NIST Chemistry Reference
Boldenone(846-48-0)
UNSPSC Code
41116107 · 41116107
NACRES
24 · NA.24
Symbol(GHS)
8 · GHS08
Signal word
Danger
Hazard statements
412 · H412-H362-H351-H360
Precautionary statements
201 · P201-P260-P263-P264-P270-P308+P313-P201-P202-P281-P308+P313-P405-P501-P273-P501
PPE
95 · Eyeshields, Gloves, type N95 (US)
Hazard Codes
F,Xn
Risk Statements
11 · 11-20/21/22-36
Safety Statements
16 · 16-36/37
WGK Germany
3 · WGK 3
RTECS
7994400 · BV7994400
HS Code
29372900 · 29372900
Storage Class
6.1 C · 6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects
Hazard Classifications
3 Carc · Aquatic Chronic 3Carc. 2Lact.Repr. 1A
REACH Registrations
Inactive
Hazard statements
H412-H362-H351-H360
REACH Registrations
Inactive
Hazard Classifications
Aquatic Chronic 3Carc. 2Lact.Repr. 1A
Precautionary statements
P201-P260-P263-P264-P270-P308+P313-P201-P202-P281-P308+P313-P405-P501-P273-P501

UsesBoldenone is an anabolic steroid. Controlled substance.

UsesControlled substance. Anabolic steroid

Additional notes

DefinitionChEBI: An 3-oxo-Delta1,Delta4-steroid substituted by an oxo group at position 3 and a beta-hydroxy group at position 17. It is an anabolic androgenic steroid that has been eveloped for veterinary use.