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10538-55-3 molecular structure
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methyl (4R)-4-[(1S,2S,5R,7S,9S,10R,11S,14R,15R)-5,9-dihydroxy-2,15-dimethyltetracyclo[8.7.0.02,7.011,15]heptadecan-14-yl]pentanoate

ChemBase ID: 179408
Molecular Formular: C25H42O4
Molecular Mass: 406.59858
Monoisotopic Mass: 406.30830982
SMILES and InChIs

SMILES:
C1C[C@H](C[C@@H]2[C@]1([C@@H]1[C@@H]([C@H](C2)O)[C@H]2[C@](CC1)([C@H](CC2)[C@@H](CCC(=O)OC)C)C)C)O
Canonical SMILES:
COC(=O)CC[C@H]([C@H]1CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2[C@@H](O)C[C@H]2[C@]1(C)CC[C@H](C2)O)C
InChI:
InChI=1S/C25H42O4/c1-15(5-8-22(28)29-4)18-6-7-19-23-20(10-12-25(18,19)3)24(2)11-9-17(26)13-16(24)14-21(23)27/h15-21,23,26-27H,5-14H2,1-4H3/t15-,16+,17-,18-,19+,20+,21+,23+,24+,25-/m1/s1
InChIKey:
GRQROVWZGGDYSW-ZQMFMVRBSA-N

Cite this record

CBID:179408 http://www.chembase.cn/molecule-179408.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
methyl (4R)-4-[(1S,2S,5R,7S,9S,10R,11S,14R,15R)-5,9-dihydroxy-2,15-dimethyltetracyclo[8.7.0.02,7.011,15]heptadecan-14-yl]pentanoate
IUPAC Traditional name
methyl (4R)-4-[(1S,2S,5R,7S,9S,10R,11S,14R,15R)-5,9-dihydroxy-2,15-dimethyltetracyclo[8.7.0.02,7.011,15]heptadecan-14-yl]pentanoate
Synonyms
(3α,5β,7β)-3,7-Dihydroxycholan-24-oic Acid Methyl Ester
3α,7β-Dihydroxy-5β-cholanic Acid Methyl Ester
Methyl 3α,7β-Dihydroxy-5β-cholanoate
Methyl Ursodeoxycholate
Ursodeoxycholic Acid Methyl Ester
CAS Number
10538-55-3
PubChem SID
164235318
PubChem CID
9801465

DATA SOURCES

DATA SOURCES

All Sources Commercial Sources Non-commercial Sources
Data Source Data ID
TRC U850050 external link Add to cart
PubChem 9801465 external link
Data Source Data ID Price
TRC
U850050 external link Add to cart Please log in.
Data Source Data ID
PubChem 9801465 external link

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Acid pKa 18.296339  H Acceptors
H Donor LogD (pH = 5.5) 3.8591993 
LogD (pH = 7.4) 3.8591995  Log P 3.8591995 
Molar Refractivity 114.0429 cm3 Polarizability 45.86178 Å3
Polar Surface Area 66.76 Å2 Rotatable Bonds
Lipinski's Rule of Five true 

PROPERTIES

PROPERTIES

Physical Property Safety Information Product Information Bioassay(PubChem)
Solubility
Chloroform expand Show data source
Methanol expand Show data source
Apperance
White to Off-White Solid expand Show data source
Melting Point
142-143°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 - U850050 external link
A precursor to manufacture UDCA (Ursodeoxycholic acid) which is useful for cholesterol gallstone dissolution and fish growth promoter.

REFERENCES

REFERENCES

From Suppliers Google Scholar IconGoogle Scholar PubMed iconPubMed Google Books IconGoogle Books
  • • Parks, D., et al.: Science, 284, 1365 (1999)
  • • Kawamata, Y., et al.: J. Biol. Chem., 278, 9435 (1999)
  • • Pellicciari, R., et al.: J. Med. Chem., 48, 5383 (1999)
  • • Acconcia, F., et al.: Cancer Lett., 238, 1 (1999)
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PATENTS

PATENTS

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INTERNET

INTERNET

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