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21936-08-3 molecular structure
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(1S,2R,4R,10R,11S,14R,15S)-4-(acetyloxy)-2,15-dimethyl-5-oxotetracyclo[8.7.0.02,7.011,15]heptadec-6-en-14-yl acetate

ChemBase ID: 171181
Molecular Formular: C23H32O5
Molecular Mass: 388.49718
Monoisotopic Mass: 388.22497412
SMILES and InChIs

SMILES:
[C@@H]1(C(=O)C=C2[C@](C1)([C@@H]1[C@@H](CC2)[C@H]2[C@](CC1)([C@@H](CC2)OC(=O)C)C)C)OC(=O)C
Canonical SMILES:
CC(=O)O[C@@H]1C[C@@]2(C)C(=CC1=O)CC[C@@H]1[C@@H]2CC[C@]2([C@H]1CC[C@H]2OC(=O)C)C
InChI:
InChI=1S/C23H32O5/c1-13(24)27-20-12-23(4)15(11-19(20)26)5-6-16-17-7-8-21(28-14(2)25)22(17,3)10-9-18(16)23/h11,16-18,20-21H,5-10,12H2,1-4H3/t16-,17-,18-,20+,21+,22-,23-/m0/s1
InChIKey:
XEXPFKWHLWMBQT-OLLSANEXSA-N

Cite this record

CBID:171181 http://www.chembase.cn/molecule-171181.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
(1S,2R,4R,10R,11S,14R,15S)-4-(acetyloxy)-2,15-dimethyl-5-oxotetracyclo[8.7.0.02,7.011,15]heptadec-6-en-14-yl acetate
IUPAC Traditional name
(1S,2R,4R,10R,11S,14R,15S)-4-(acetyloxy)-2,15-dimethyl-5-oxotetracyclo[8.7.0.02,7.011,15]heptadec-6-en-14-yl acetate
Synonyms
2β,17β-Diacetoxy-4-androsten-3-one
Androst-4-ene-2β,17β-diol-3-one Diacetate
2β-Hydroxy Testosterone 2,17-Diacetate
(2α,17β)-2,17-Bis(acetyloxy)-androst-4-en-3-one
2α,17β-Diacetoxyandrost-4-en-3-one
NSC 9787
2α-Hydroxy Testosterone 2,17-Diacetate
CAS Number
21936-08-3
21936-10-7
PubChem SID
164227091
PubChem CID
71749292

DATA SOURCES

DATA SOURCES

All Sources Commercial Sources Non-commercial Sources
Data Source Data ID
PubChem 71749292 external link

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Acid pKa 17.45617  H Acceptors
H Donor LogD (pH = 5.5) 3.3766081 
LogD (pH = 7.4) 3.3766081  Log P 3.3766081 
Molar Refractivity 104.225 cm3 Polarizability 41.554996 Å3
Polar Surface Area 69.67 Å2 Rotatable Bonds
Lipinski's Rule of Five true 

PROPERTIES

PROPERTIES

Physical Property Safety Information Product Information Bioassay(PubChem)
Solubility
Methanol expand Show data source
Certificate of Analysis
Download expand Show data source

DETAILS

DETAILS

TRC TRC
Toronto Research Chemicals - H956725 external link
A protected metabolite of Testosterone (T155000) in human.
Toronto Research Chemicals - H956730 external link
A protected metabolite of Testosterone (T155000) in humans and animals.

REFERENCES

REFERENCES

From Suppliers Google Scholar IconGoogle Scholar PubMed iconPubMed Google Books IconGoogle Books
  • • Seckl, J., et al.: Steroids, 62, 89 (1997)
  • • Reynolds, R., et al.: J. Clin. Endocrinol. Metab., 86, 245 (1997)
  • • Wolf, C., et al.: Toxicol. Sci. 65, 71 (1997)
  • • Borlak, J., et al.: Drug Metab. Dispos., 32, 675 (2004)
  • • Demisch, K. et al.: Eur. J. Biochem., 8, 284 (1969)
  • • Fernandez, C. et al.: J Chrom. B Biomed. Appl., 677, 363 (1969)
  • • Capolongo, F. et al.: J. Vet. Pharmacol. Therap., 26, 160 (1969)
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PATENTS

PATENTS

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INTERNET

INTERNET

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