Synonym
Phocaecholic Acid; (23R)-hydroxy CDCA; (23R)-hydroxy Chenodeoxycholic Acid; PhCA; β-Phocaecholic Acid
IUPAC/Chemical Name
(2R,4R)-4-((3R,5S,7R,8R,9S,10S,13R,14S,17R)-3,7-dihydroxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)-2-hydroxypentanoic acid
InChi Key
SLDVWYDDPPFGHK-WEZRZJDESA-N
InChi Code
InChI=1S/C24H40O5/c1-13(10-20(27)22(28)29)16-4-5-17-21-18(7-9-24(16,17)3)23(2)8-6-15(25)11-14(23)12-19(21)26/h13-21,25-27H,4-12H2,1-3H3,(H,28,29)/t13-,14+,15-,16-,17+,18+,19-,20-,21+,23+,24-/m1/s1
SMILES Code
C[C@]12[C@]([H])([C@]3([C@@]([H])([C@]4(C)[C@]([H])(C[C@H]3O)C[C@H](O)CC4)CC2)[H])CC[C@@]1([C@H](C)C[C@H](C(O)=O)O)[H]
Appearance
To be determined
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 -4 C for short term (days to weeks) or -20 C for long term(months to years).
Solubility
To be determined
Shelf Life
>2 years if stored properly
Drug Formulation
To be determined
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
Preparing Stock Solutions
The following data is based on the
product
molecular weight
408.58
Batch specific molecular weights may vary
from batch to batch
due to the degree of hydration, which will
affect the solvent
volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass |
1 mg |
5 mg |
10 mg |
| 1 mM |
1.15 mL |
5.76 mL |
11.51 mL |
| 5 mM |
0.23 mL |
1.15 mL |
2.3 mL |
| 10 mM |
0.12 mL |
0.58 mL |
1.15 mL |
| 50 mM |
0.02 mL |
0.12 mL |
0.23 mL |
1: He Z, Liang N, Zou S, Yu F, Zeng Y, Chen X, Wang Y, Zhou L, Wang Q. Practical
synthesis of chenodeoxycholic acid from phocaecholic acid. Steroids. 2024
Sep;209:109470. doi: 10.1016/j.steroids.2024.109470. Epub 2024 Jul 10. PMID:
38997080.
2: Jirsa M, Klinot J, Klinotová E, Ubik K, Kucera K. Classical bile acids in
animals, beta-phocaecholic acid in ducks. Comp Biochem Physiol B.
1989;92(2):357-60. doi: 10.1016/0305-0491(89)90291-5. PMID: 2924542.
3: Roda A, Grigolo B, Minutello A, Pellicciari R, Natalini B. Physicochemical
and biological properties of natural and synthetic C-22 and C-23 hydroxylated
bile acids. J Lipid Res. 1990 Feb;31(2):289-98. PMID: 2324648.
4: Hellou J, King A, Ni IH. Bile acids from the harp seals, Phoca groenlandica.
Comp Biochem Physiol A Comp Physiol. 1988;89(2):211-4. doi:
10.1016/0300-9629(88)91080-8. PMID: 2896093.
