Home > Compound List > Compound details
60282-87-3 molecular structure
click picture or here to close

(1S,2R,10R,11S,14R,15S)-15-ethyl-14-ethynyl-14-hydroxytetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-6,12-dien-5-one

ChemBase ID: 4461
Molecular Formular: C21H26O2
Molecular Mass: 310.42994
Monoisotopic Mass: 310.19328007
SMILES and InChIs

SMILES:
O[C@@]1([C@@]2([C@H]([C@H]3[C@H](CC2)[C@@H]2C(=CC(=O)CC2)CC3)C=C1)CC)C#C
Canonical SMILES:
C#C[C@]1(O)C=C[C@@H]2[C@]1(CC)CC[C@H]1[C@H]2CCC2=CC(=O)CC[C@H]12
InChI:
InChI=1S/C21H26O2/c1-3-20-11-9-17-16-8-6-15(22)13-14(16)5-7-18(17)19(20)10-12-21(20,23)4-2/h2,10,12-13,16-19,23H,3,5-9,11H2,1H3/t16-,17+,18+,19-,20-,21-/m0/s1
InChIKey:
SIGSPDASOTUPFS-XUDSTZEESA-N

Cite this record

CBID:4461 http://www.chembase.cn/molecule-4461.html

Collapse All Expand All

NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
(1S,2R,10R,11S,14R,15S)-15-ethyl-14-ethynyl-14-hydroxytetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-6,12-dien-5-one
(1S,2R,10R,11S,14R,15S)-15-ethyl-14-ethynyl-14-hydroxytetracyclo[8.7.0.02,7.011,15]heptadeca-6,12-dien-5-one
IUPAC Traditional name
gestodene
Synonyms
Gestoden
Gestodeno [inn-spanish]
Gestodenum [inn-latin]
Gestodene
SH B 331
(17α)-13-Ethyl-17-hydroxy-18,19-dinorpregna-4,15-dien-20-yn-3-one
CAS Number
60282-87-3
PubChem SID
99443276
160967893
PubChem CID
3033968

DATA SOURCES

DATA SOURCES

All Sources Commercial Sources Non-commercial Sources

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem ALOGPS 2.1
Acid pKa 17.083544  H Acceptors
H Donor LogD (pH = 5.5) 3.4557824 
LogD (pH = 7.4) 3.4557824  Log P 3.4557824 
Molar Refractivity 92.9881 cm3 Polarizability 35.607704 Å3
Polar Surface Area 37.3 Å2 Rotatable Bonds
Lipinski's Rule of Five true 
Log P 3.15  LOG S -4.73 
Solubility (Water) 5.81e-03 g/l 

PROPERTIES

PROPERTIES

Physical Property Safety Information Pharmacology Properties Product Information Bioassay(PubChem)
Solubility
Acetone expand Show data source
Chloroform expand Show data source
Apperance
White Solid expand Show data source
Melting Point
190-192°C expand Show data source
Storage Condition
-20°C expand Show data source
-20°C Freezer expand Show data source
MSDS Link
Download expand Show data source
Target
P450 expand Show data source
Salt Data
Free Base expand Show data source
Certificate of Analysis
Download expand Show data source

DETAILS

DETAILS

DrugBank DrugBank Selleck Chemicals Selleck Chemicals TRC TRC
DrugBank - DB06730 external link
Item Information
Drug Groups approved
Description Gestodene is a progestogen hormonal contraceptive. Products containing gestoden include Meliane, which contains 20 mcg of ethinylestradiol and 75 mcg of gestodene; and Gynera, which contains 30 mcg of ethinylestradiol and 75 mcg of gestodene.
Absorption in vitro 99% using 3H=R5020 / in vivo similar to progesterone
Half Life 16 to 18 hrs.
External Links
Wikipedia
Selleck Chemicals - S1376 external link
Research Area: Endocrinology
Biological Activity:
Estrogens and progestins are female hormones. They are produced by the body and are necessary for the normal sexual development of the female and for the regulation of the menstrual cycle during the childbearing years. Gestodene is a progestogen hormonal contraceptive. [1]
Toronto Research Chemicals - G368250 external link
Orally active gestogen with progesterone-like profile of activity. Used in combination with estrogen as oral contraceptive.

REFERENCES

REFERENCES

From Suppliers Google Scholar IconGoogle Scholar PubMed iconPubMed Google Books IconGoogle Books
  • •  http://en.wikipedia.org/wiki/Gestodene
  • • Duesterberg, B., et al.: Contraception, 24, 673 (1981)
  • • Duesterberg, B., et al.: Seroids, 43, 43 (1981)
  • • Losert, W., et al.: Arzneim.-Forsch., 35, 459 (1981)
  • Searching...Please wait...

PATENTS

PATENTS

PubChem iconPubChem Patent Google Patent Search IconGoogle Patent

INTERNET

INTERNET

Baidu iconBaidu google iconGoogle