icterogenin
olean-12-en-28-oic acid, 22beta,24-dihydroxy-3-oxo-, 22-(2-methylcrotonate), (Z)-
Identification
| Name | icterogenin |
| IUPAC | (4R,4aS,6aR,6aS,6bR,9S,12aR,14bR)-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-4-[(E)-2-methylbut-2-enoyl]oxy-10-oxo-3,4,5,6,6a,7,8,8a,11,12,13,14b-dodecahydro-1H-picene-4a-carboxylic acid |
| CAS Number | 561-47-7 |
| FDA UNII | Search |
| Molecular Formula | C35 H52 O6 |
| Molecular Weight | 568.79464000 |
Regulatory
Physical Properties
| Assay | 95.00 to 100.00 |
| Food Chemicals Codex Listed | No |
| Boiling Point | 659.39 °C. @ 760.00 mm Hg (est) |
| Flash Point | 391.00 °F. TCC ( 199.60 °C. ) (est) |
| logP (o/w) | 6.918 (est) |
| Soluble in | water, 0.003484 mg/L @ 25 °C (est) |
No sensory data available
Safety Information
| Oral/Parenteral Toxicity | Not determined |
| Dermal Toxicity | Not determined |
| Inhalation Toxicity | Not determined |
GHS Classification
['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']
Safety in Use
| Category | natural substances and extractives |
| Recommendation for icterogenin usage levels up to | not for fragrance use. |
| Recommendation for icterogenin flavor usage levels up to | not for flavor use. |
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Potential Uses
Natural Occurrence
Synonyms
crotonic acid, 2-methyl-, 22-ester with 22beta,24-dihydroxy-3-oxoolean-12-en-28-oic acid, (Z)-
(4beta,22beta)-23-
hydroxy-22-(((2Z)-2-methyl-1-oxo-2-butenyl)oxy)-3-oxoolean-12-en-28-oic acid
23-
hydroxy-22beta(Z)-((2-methyl-1-oxo-2-butenyl)oxy)-3-oxo-4beta-olean-12-en-28-oic acid
(4R,4aS,6aR,6aS,6bR,9S,12aR,14bR)-9-(
hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-4-[(E)-2-methylbut-2-enoyl]oxy-10-oxo-3,4,5,6,6a,7,8,8a,11,12,13,14b-dodecahydro-1H-picene-4a-carboxylic acid
olean-12-en-28-oic acid, 22beta,24-dihydroxy-3-oxo-, 22-(2-methylcrotonate), (Z)-
olean-12-en-28-oic acid, 23-hydroxy-22-(((2Z)-2-methyl-1-oxo-2-butenyl)oxy)-3-oxo-, (4beta,22beta)-
PubMed:
[Studies on the chemical constituents of the leaves of Lantana camara].
PubMed:
Studies on bile secretion with the aid of the isolated perfused rat liver. I. Inhibitory action of sporidesmin and icterogenin.
PubMed:
Liver adenosine triphosphate content and bile flow rate in the rat.
PubMed:
The effects of sporidesmin and icterogenin on bile flow in the isolated perfused rat liver.
PubMed:
Inhibition of biliary secretion by icterogenin and related triterpenes. II. Effect of icterogenin, crude rehmannic acid, oleanolic acetate and "mixed lippia acids" on mitochondria isolated from biliary fistula rabbits receiving the triterpenes.
PubMed:
Inhibition of biliary secretion by icterogenin and related triterpenes. I. Effect of icterogenin, rehmannic acid and oleanolic acetate on liver mitochondria in vitro.
PubMed:
[Pathogenesis of icterus and coproporphyrinuria detected with icterogenin. Veterinary medical experiences and experimental research].