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Record Information
Version2.0
Created at2024-09-10 19:46:29 UTC
Updated at2024-09-10 19:46:29 UTC
NP-MRD IDNP0334743
Secondary Accession NumbersNone
Natural Product Identification
Common NameTestosterone enanthate
DescriptionTestosterone enanthate, also known as delatestryl or malogen l.A., Belongs to the class of organic compounds known as steroid esters. Steroid esters are compounds containing a steroid moiety which bears a carboxylic acid ester group. Testosterone enanthate can also be converted to estradiol by aromatase, which may lead to gynecomastia in males. It is or has been marketed under a variety of other brand names as well, including, among others:Andro LAAndropositoryDepandroDurathateEveroneTestostrovalTestrinTestro LAXyostedTestosterone enanthate is available in the United States and widely elsewhere throughout the world. Testosterone enanthate is a drug. Testosterone enanthate is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Testosterone enanthate was first documented in 1985 (PMID: 4028529). Side effects of testosterone enanthate include symptoms of masculinization like acne, increased hair growth, voice changes, and increased sexual desire (PMID: 16185098) (PMID: 15329035) (PMID: 17530941) (PMID: 17484401) (PMID: 12792150).
Structure
Thumb
Synonyms
ValueSource
17-((1-Oxoheptyl)oxy)androst-4-en-3-oneChEBI
17-Hydroxyandrost-4-en-3-one, 17-heptanoateChEBI
17beta-Hydroxyandrost-4-en-3-one heptanoateChEBI
Testosterone 17-enanthateChEBI
Testosterone heptanoateChEBI
DelatestrylKegg
17-Hydroxyandrost-4-en-3-one, 17-heptanoic acidGenerator
17b-Hydroxyandrost-4-en-3-one heptanoateGenerator
17b-Hydroxyandrost-4-en-3-one heptanoic acidGenerator
17beta-Hydroxyandrost-4-en-3-one heptanoic acidGenerator
17Β-hydroxyandrost-4-en-3-one heptanoateGenerator
17Β-hydroxyandrost-4-en-3-one heptanoic acidGenerator
Testosterone 17-enanthic acidGenerator
Testosterone heptanoic acidGenerator
Testosterone enanthic acidGenerator
17beta-Enanthoxyandrost-4-en-3-oneHMDB
17beta-Hydroxyandrost-4-en-3-one enanthateHMDB
4-Androsten-17beta-ol-3-one 17-enanthateHMDB
4-Androsten-3-one 17beta-enanthateHMDB
Androgyn l.a.HMDB
AndropositoryHMDB
AndrotardylHMDB
AtlatestHMDB
DEA no. 4000HMDB
DelatestHMDB
DePatestryeHMDB
Depo-testro medHMDB
DitateHMDB
DurathateHMDB
EveroneHMDB
Exten testHMDB
Malogen l.a.HMDB
Malogen l.a.200HMDB
Orquisteron-eHMDB
PrimotestoneHMDB
Reposo TMDHMDB
TestanthateHMDB
TestateHMDB
TestenateHMDB
TestinonHMDB
TestoenantHMDB
TestonenantHMDB
Testosterone 17beta-heptanoateHMDB
Testosterone 17beta-heptanoic acidHMDB
Testosterone enantateHMDB
Testosterone heptoateHMDB
Testosterone heptoic acidHMDB
Testosterone heptylateHMDB
Testosterone oenanthateHMDB
TestostrovalHMDB
BTG Brand OF testosterone enanthateHMDB
Jenapharm brand OF testosterone enanthateHMDB
Rotexmedica brand OF testosterone enanthateHMDB
Testosteron-depot jenapharmHMDB
Pasadena brand OF testosterone enanthateHMDB
Primoteston depotHMDB
Rugby brand OF testosterone enanthateHMDB
Testosteron depot-rotexmedicaHMDB
Testosteron-depot eifelfangoHMDB
Testrin p.a.HMDB
Roberts brand OF testosterone enanthateHMDB
Eifelfango brand OF testosterone enanthateHMDB
Schering brand OF testosterone enanthateHMDB
Theramed brand OF testosterone enanthateHMDB
TheramexHMDB
Chemical FormulaC26H40O3
Average Mass400.5940 Da
Monoisotopic Mass400.29775 Da
IUPAC Name(1S,2R,10R,11S,14S,15S)-2,15-dimethyl-5-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-6-en-14-yl heptanoate
Traditional Nameeverone
CAS Registry NumberNot Available
SMILES
[H][C@@]12CC[C@H](OC(=O)CCCCCC)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CCC2=CC(=O)CC[C@]12C
InChI Identifier
InChI=1S/C26H40O3/c1-4-5-6-7-8-24(28)29-23-12-11-21-20-10-9-18-17-19(27)13-15-25(18,2)22(20)14-16-26(21,23)3/h17,20-23H,4-16H2,1-3H3/t20-,21-,22-,23-,25-,26-/m0/s1
InChI KeyVOCBWIIFXDYGNZ-IXKNJLPQSA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of OriginNot Available
Chemical Taxonomy
Description Belongs to the class of organic compounds known as steroid esters. Steroid esters are compounds containing a steroid moiety which bears a carboxylic acid ester group.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassSteroids and steroid derivatives
Sub ClassSteroid esters
Direct ParentSteroid esters
Alternative Parents
Substituents
  • Steroid ester
  • Androgen-skeleton
  • Androstane-skeleton
  • 3-oxosteroid
  • 3-oxo-delta-4-steroid
  • Oxosteroid
  • Delta-4-steroid
  • Cyclohexenone
  • Ketone
  • Carboxylic acid ester
  • Cyclic ketone
  • Monocarboxylic acid or derivatives
  • Carboxylic acid derivative
  • Organooxygen compound
  • Carbonyl group
  • Organic oxide
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Aliphatic homopolycyclic compound
Molecular FrameworkAliphatic homopolycyclic compounds
External Descriptors
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP5.11ALOGPS
logP6.29ChemAxon
logS-5.9ALOGPS
pKa (Strongest Acidic)19.09ChemAxon
pKa (Strongest Basic)-4.8ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area43.37 ŲChemAxon
Rotatable Bond Count7ChemAxon
Refractivity116.61 m³·mol⁻¹ChemAxon
Polarizability49.2 ųChemAxon
Number of Rings4ChemAxon
BioavailabilityYesChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
HMDB IDHMDB0005814
DrugBank IDDBSALT001030
Phenol Explorer Compound IDNot Available
FoodDB IDFDB023772
KNApSAcK IDNot Available
Chemspider ID9045
KEGG Compound IDC08157
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkTestosterone enanthate
METLIN IDNot Available
PubChem Compound9416
PDB IDNot Available
ChEBI ID9464
Good Scents IDNot Available
References
General References
  1. Darby E, Anawalt BD: Male hypogonadism : an update on diagnosis and treatment. Treat Endocrinol. 2005;4(5):293-309. doi: 10.2165/00024677-200504050-00003. [PubMed:16185098 ]
  2. Gooren LJ, Bunck MC: Androgen replacement therapy: present and future. Drugs. 2004;64(17):1861-91. doi: 10.2165/00003495-200464170-00002. [PubMed:15329035 ]
  3. Rogerson S, Weatherby RP, Deakin GB, Meir RA, Coutts RA, Zhou S, Marshall-Gradisnik SM: The effect of short-term use of testosterone enanthate on muscular strength and power in healthy young men. J Strength Cond Res. 2007 May;21(2):354-61. doi: 10.1519/R-18385.1. [PubMed:17530941 ]
  4. Giuberti A, Manganini V, Picozzi SC, Vigano P, Strada GR: Complete genital prosthetization in patients treated with bilateral orchiectomy for metachronous testicular cancer. Arch Ital Urol Androl. 2007 Mar;79(1):26-9. [PubMed:17484401 ]
  5. Schustack A, Meshiaj D, Waiss Z, Gotloib L: Intramuscular iron replenishment and replacement combined with testosterone enanthate in maintenance hemodialysis anemia: a follow-up of up to 8 years on 16 patients. Clin Nephrol. 1985 Jun;23(6):303-6. [PubMed:4028529 ]
  6. Schubert M, Bullmann C, Minnemann T, Reiners C, Krone W, Jockenhovel F: Osteoporosis in male hypogonadism: responses to androgen substitution differ among men with primary and secondary hypogonadism. Horm Res. 2003;60(1):21-8. doi: 10.1159/000070823. [PubMed:12792150 ]