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149949-05-3 molecular structure
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(1S,3R,4S,7S,8S)-4-hydroxy-8-{2-[(2R,4R)-4-hydroxy-6-oxooxan-2-yl]ethyl}-3,7-dimethyl-1,2,3,4,7,8-hexahydronaphthalen-1-yl 2,2-dimethylbutanoate

ChemBase ID: 171304
Molecular Formular: C25H38O6
Molecular Mass: 434.56562
Monoisotopic Mass: 434.26683894
SMILES and InChIs

SMILES:
[C@@H]1(C[C@H]([C@@H](C2=C1[C@H]([C@H](C=C2)C)CC[C@H]1OC(=O)C[C@@H](C1)O)O)C)OC(=O)C(CC)(C)C
Canonical SMILES:
CCC(C(=O)O[C@H]1C[C@@H](C)[C@@H](C2=C1[C@@H](CC[C@@H]1C[C@@H](O)CC(=O)O1)[C@@H](C)C=C2)O)(C)C
InChI:
InChI=1S/C25H38O6/c1-6-25(4,5)24(29)31-20-11-15(3)23(28)19-9-7-14(2)18(22(19)20)10-8-17-12-16(26)13-21(27)30-17/h7,9,14-18,20,23,26,28H,6,8,10-13H2,1-5H3/t14-,15+,16+,17+,18-,20-,23-/m0/s1
InChIKey:
PHYROLUQFDDXMM-LDTLXGEBSA-N

Cite this record

CBID:171304 http://www.chembase.cn/molecule-171304.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
(1S,3R,4S,7S,8S)-4-hydroxy-8-{2-[(2R,4R)-4-hydroxy-6-oxooxan-2-yl]ethyl}-3,7-dimethyl-1,2,3,4,7,8-hexahydronaphthalen-1-yl 2,2-dimethylbutanoate
IUPAC Traditional name
(1S,3R,4S,7S,8S)-4-hydroxy-8-{2-[(2R,4R)-4-hydroxy-6-oxooxan-2-yl]ethyl}-3,7-dimethyl-1,2,3,4,7,8-hexahydronaphthalen-1-yl 2,2-dimethylbutanoate
Synonyms
2,2-Dimethylbutanoic Acid [1S-[1α,3α,4β,7β,8β(2S*,4S*)]]-1,2,3,4,7,8-Hexahydro-4-hydroxy-3,7-dimethyl-8-[2-(tetrahydro-4-hydroxy-6-oxo-2H-pyran-2-yl)ethyl]-1-naphthalenyl Ester
5'(S)-Hydroxy SimvastatinDISCONTINUED
CAS Number
149949-05-3
PubChem SID
164227214
PubChem CID
21763233

DATA SOURCES

DATA SOURCES

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Data Source Data ID
TRC H953520 external link Add to cart
PubChem 21763233 external link
Data Source Data ID Price
TRC
H953520 external link Add to cart Please log in.
Data Source Data ID
PubChem 21763233 external link

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Acid pKa 14.19993  H Acceptors
H Donor LogD (pH = 5.5) 3.33964 
LogD (pH = 7.4) 3.3396397  Log P 3.33964 
Molar Refractivity 118.7783 cm3 Polarizability 46.89067 Å3
Polar Surface Area 93.06 Å2 Rotatable Bonds
Lipinski's Rule of Five true 

PROPERTIES

PROPERTIES

Safety Information Product Information Bioassay(PubChem)
MSDS Link
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Certificate of Analysis
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DETAILS

DETAILS

TRC TRC
Toronto Research Chemicals - H953520 external link
A derivative of Simvastatin. An isomer of 3’(S)-Hydroxy Simvastatin.

REFERENCES

REFERENCES

From Suppliers Google Scholar IconGoogle Scholar PubMed iconPubMed Google Books IconGoogle Books
  • • Vyas, K.P., et al.: Drug Metab. Dispos., 18, 203 (1990)
  • • Nakamura, T., et al.: Xenobiotica, 21, 277 (1990)
  • • Cheng, H., et al.: Drug Metab. Dispos., 22, 139 (1990)
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PATENTS

PATENTS

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INTERNET

INTERNET

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