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16711-91-4 molecular structure
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2-[(1S,2S,5R,6S,7S,10S,11S,13R,14Z,15R)-13-(acetyloxy)-5-hydroxy-2,6,10,11-tetramethyl-17-oxotetracyclo[8.7.0.02,7.011,15]heptadecan-14-ylidene]-6-methylhept-5-enoic acid

ChemBase ID: 172073
Molecular Formular: C31H46O6
Molecular Mass: 514.69334
Monoisotopic Mass: 514.32943919
SMILES and InChIs

SMILES:
C1[C@H]([C@H]([C@H]2[C@](C1)([C@H]1[C@](CC2)([C@@]2([C@@H](CC1=O)/C(=C(\CCC=C(C)C)/C(=O)O)/[C@@H](C2)OC(=O)C)C)C)C)C)O
Canonical SMILES:
CC(=O)O[C@@H]1C[C@]2([C@H](/C/1=C(/C(=O)O)\CCC=C(C)C)CC(=O)[C@@H]1[C@]2(C)CC[C@@H]2[C@]1(C)CC[C@H]([C@H]2C)O)C
InChI:
InChI=1S/C31H46O6/c1-17(2)9-8-10-20(28(35)36)26-22-15-24(34)27-29(5)13-12-23(33)18(3)21(29)11-14-30(27,6)31(22,7)16-25(26)37-19(4)32/h9,18,21-23,25,27,33H,8,10-16H2,1-7H3,(H,35,36)/b26-20-/t18-,21-,22-,23+,25+,27-,29-,30-,31-/m0/s1
InChIKey:
RLYFYROONDDGHK-IETRILBDSA-N

Cite this record

CBID:172073 http://www.chembase.cn/molecule-172073.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
2-[(1S,2S,5R,6S,7S,10S,11S,13R,14Z,15R)-13-(acetyloxy)-5-hydroxy-2,6,10,11-tetramethyl-17-oxotetracyclo[8.7.0.02,7.011,15]heptadecan-14-ylidene]-6-methylhept-5-enoic acid
IUPAC Traditional name
2-[(1S,2S,5R,6S,7S,10S,11S,13R,14Z,15R)-13-(acetyloxy)-5-hydroxy-2,6,10,11-tetramethyl-17-oxotetracyclo[8.7.0.02,7.011,15]heptadecan-14-ylidene]-6-methylhept-5-enoic acid
Synonyms
(3α,4α,8α,9β,13α,14β,16β,17Z)-16-(Acetyloxy)-3-hydroxy-11-oxo-29-nordammara-17(20),24-dien-21-oic Acid
11-Oxofusidic Acid
11-Keto Fusidic Acid
CAS Number
16711-91-4
PubChem SID
164227983
PubChem CID
71749682

DATA SOURCES

DATA SOURCES

All Sources Commercial Sources Non-commercial Sources
Data Source Data ID
TRC K188990 external link Add to cart
PubChem 71749682 external link
Data Source Data ID Price
TRC
K188990 external link Add to cart Please log in.
Data Source Data ID
PubChem 71749682 external link

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Acid pKa 4.6067715  H Acceptors
H Donor LogD (pH = 5.5) 3.862942 
LogD (pH = 7.4) 2.086688  Log P 4.807428 
Molar Refractivity 143.1981 cm3 Polarizability 56.401592 Å3
Polar Surface Area 100.9 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
Methanol expand Show data source
Apperance
White Solid expand Show data source
Melting Point
183-185°C expand Show data source
Storage Condition
Refrigerator expand Show data source
MSDS Link
Download expand Show data source
Certificate of Analysis
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DETAILS

DETAILS

TRC TRC
Toronto Research Chemicals - K188990 external link
A metabolite of Fusidic Acid.

REFERENCES

REFERENCES

From Suppliers Google Scholar IconGoogle Scholar PubMed iconPubMed Google Books IconGoogle Books
  • • Godtfredsen, W.O., et al.: J. Med. Chem., 9, 15 (1966)
  • • Perry, M.J., et al.: J. Antibiot., 36, 1659 (1966)
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PATENTS

PATENTS

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INTERNET

INTERNET

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