Apocholic acid

Apocholic acid is an unsaturated bile acid first characterized in the 1920s.^[2] It has questionable carcinogenic activity as experimentally, sarcomas were induced in mice with injection of deoxycholic acid. ^[3]

Apocholic acid^[1]

Names
IUPAC name 3α,12α-Dihydroxy-5β-chol-8(14)-en-24-oic acid
Systematic IUPAC name (4R)-4-[(1R,5aR,7R,9aS,9bR,11S,11aR)-7,11-Dihydroxy-9a,11a-dimethyl-2,3,4,5,5a,6,7,8,9,9a,9b,10,11,11a-tetradecahydro-1H-cyclopenta[a]phenanthren-1-yl]pentanoic acid
Other names 3α,12α-Dihydroxy-5β,8(14)-cholen-24-oic acid; 5β,8(14)-Cholen-24-oic acid-3α,12α-diol
Identifiers
CAS Number	641-81-6 Y 63949-02-0 (sodium apocholate) Y
3D model (JSmol)	Interactive image
ChemSpider	91993 Y
PubChem CID	101818
UNII	MZW7515V5Z Y U2L03X5GY0 (sodium apocholate) Y
CompTox Dashboard (EPA)	DTXSID00214307
InChI InChI=1S/C24H38O4/c1-14(4-9-22(27)28)18-7-8-19-17-6-5-15-12-16(25)10-11-23(15,2)20(17)13-21(26)24(18,19)3/h14-16,18,20-21,25-26H,4-13H2,1-3H3,(H,27,28)/t14-,15-,16-,18-,20+,21+,23+,24-/m1/s1 Y Key: XWJTYEGVQBFZHI-IMPNNSMHSA-N Y
SMILES C[C@H](CCC(O)=O)[C@@]1([H])CCC2=C3CC[C@]4([H])C[C@H](O)CC[C@]4(C)C3C[C@H](O)[C@@]21C
Properties
Chemical formula	C24H38O4
Molar mass	390.564 g·mol−1
Melting point	175 to 176 °C (347 to 349 °F; 448 to 449 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). N verify (what is YN ?) Infobox references

The salts and esters of apocholic acid are known as apocholates.^{[citation needed]}

Structure of sodium apocholate

See also

• Apocholate citrate agar