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601-54-7 molecular structure
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(1S,2R,10S,11S,14R,15R)-2,15-dimethyl-14-[(2R)-6-methylheptan-2-yl]tetracyclo[8.7.0.02,7.011,15]heptadec-7-en-5-one

ChemBase ID: 140159
Molecular Formular: C27H44O
Molecular Mass: 384.63766
Monoisotopic Mass: 384.33921603
SMILES and InChIs

SMILES:
C[C@H](CCCC(C)C)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]1[C@H]2CC=C2[C@@]1(CCC(=O)C2)C)C
Canonical SMILES:
CC(CCC[C@H]([C@H]1CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2CC=C2[C@]1(C)CCC(=O)C2)C)C
InChI:
InChI=1S/C27H44O/c1-18(2)7-6-8-19(3)23-11-12-24-22-10-9-20-17-21(28)13-15-26(20,4)25(22)14-16-27(23,24)5/h9,18-19,22-25H,6-8,10-17H2,1-5H3/t19-,22+,23-,24+,25+,26+,27-/m1/s1
InChIKey:
GGCLNOIGPMGLDB-GYKMGIIDSA-N

Cite this record

CBID:140159 http://www.chembase.cn/molecule-140159.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
(1S,2R,10S,11S,14R,15R)-2,15-dimethyl-14-[(2R)-6-methylheptan-2-yl]tetracyclo[8.7.0.02,7.011,15]heptadec-7-en-5-one
IUPAC Traditional name
oxidized cholesterol
Synonyms
3-Keto-5-cholestene
5-Cholesten-3-one
Cholest-5-en-3-one
Δ5-Cholesten-3-one
3-Oxocholest-5-ene
5-Cholestenone
NSC 118979
3-Keto Cholesterol
胆甾-5-烯-3-酮
5-胆甾烯-3-酮
CAS Number
601-54-7
EC Number
210-004-6
MDL Number
MFCD00009940
PubChem SID
162234403
24892964
PubChem CID
9908107

DATA SOURCES

DATA SOURCES

All Sources Commercial Sources Non-commercial Sources
Data Source Data ID
PubChem 9908107 external link

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Acid pKa 16.227856  H Acceptors
H Donor LogD (pH = 5.5) 7.3203897 
LogD (pH = 7.4) 7.3203897  Log P 7.3203897 
Molar Refractivity 119.5884 cm3 Polarizability 47.426888 Å3
Polar Surface Area 17.07 Å2 Rotatable Bonds
Lipinski's Rule of Five false 

PROPERTIES

PROPERTIES

Physical Property Safety Information Product Information Bioassay(PubChem)
Solubility
Chloroform expand Show data source
Apperance
White Solid expand Show data source
Melting Point
104-106°C expand Show data source
125-127 °C(lit.) expand Show data source
Storage Condition
Refrigerator expand Show data source
MSDS Link
Download expand Show data source
Download expand Show data source
German water hazard class
3 expand Show data source
Personal Protective Equipment
Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter expand Show data source
Certificate of Analysis
Download expand Show data source
Empirical Formula (Hill Notation)
C27H44O expand Show data source

DETAILS

DETAILS

Sigma Aldrich Sigma Aldrich TRC TRC
Sigma Aldrich - C75004 external link
Packaging
500 mg in glass bottle
Toronto Research Chemicals - K185030 external link
A metabolite of Cholesterol.

REFERENCES

REFERENCES

From Suppliers Google Scholar IconGoogle Scholar PubMed iconPubMed Google Books IconGoogle Books
  • • Kieslich, K., et al.: J. Basic. Microbiol., 25, 461 (1985)
  • • Wakeham, S., et al.: Nature, 342, 787 (1985)
  • • Pollegioni, L., et al.: Eur. J. Biochem., 264, 140 (1985)
  • • Kniemeyer, O., et al.: J. Biol. Chem., 276, 21381 (1985)
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PATENTS

PATENTS

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INTERNET

INTERNET

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