Details
| Stereochemistry | ABSOLUTE |
| Molecular Formula | C30H50O |
| Molecular Weight | 426.7174 |
| Optical Activity | UNSPECIFIED |
| Defined Stereocenters | 9 / 9 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
[H][C@@]12CCC(=O)[C@H](C)[C@@]1(C)CC[C@@]3([H])[C@@]2(C)CC[C@@]4(C)[C@]5([H])CC(C)(C)CC[C@]5(C)CC[C@]34C
InChI
InChIKey=OFMXGFHWLZPCFL-SVRPQWSVSA-N
InChI=1S/C30H50O/c1-20-21(31)9-10-22-27(20,5)12-11-23-28(22,6)16-18-30(8)24-19-25(2,3)13-14-26(24,4)15-17-29(23,30)7/h20,22-24H,9-19H2,1-8H3/t20-,22+,23-,24+,26+,27+,28-,29+,30-/m0/s1
| Molecular Formula | C30H50O |
| Molecular Weight | 426.7174 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ABSOLUTE |
| Additional Stereochemistry | No |
| Defined Stereocenters | 9 / 9 |
| E/Z Centers | 0 |
| Optical Activity | UNSPECIFIED |
Friedelin is a natural compound with promising proprieties. On its own or with chemical modification it is possible to introduce relevant biological activities, e.g. anti-cancer, anti-aging and agrochemical. Its availability in significant amounts has been a major drawback on its regular use and in the pursuit of different applications. Cork and cork-derived materials (e.g. black condensate) are the most relevant sources of Friedelin in nature (up to 10% in concentration). Friedelin has being shown to possess marked antioxidant and liver protective effects. Friedelin has also being demonstrated to possess potent anti-inflammatory, analgesic and antipyretic activities.
Approval Year
Targets
| Primary Target | Pharmacology | Condition | Potency |
|---|---|---|---|
Target ID: CHEMBL387 |
1.8 µM [IC50] | ||
Target ID: map04210 |
Conditions
| Condition | Modality | Targets | Highest Phase | Product |
|---|---|---|---|---|
Sources: https://www.ncbi.nlm.nih.gov/pubmed/28619518 https://www.researchgate.net/publication/273251110_Anticancer_Activity_of_Friedelin_Isolated_from_Ethanolic_Leaf_Extract_of_Cassia_tora_on_HeLa_and_HSC-1_Cell_Lines https://www.google.ru/url?sa=t&rct=j&q=&esrc=s&source=web&cd=1&ved=0ahUKEwi2wZaI2NnWAhXBYpoKHVC4Dp8QFggoMAA&url=https%3A%2F%2Fwww.ajol.info%2Findex.php%2Fajb%2Farticle%2Fdownload%2F92284%2F81737&usg=AOvVaw39P60-PKxXaR3XCl1kUr-J |
Primary | Unknown Approved UseUnknown |
||
| Primary | Unknown Approved UseUnknown |
|||
| Primary | Unknown Approved UseUnknown |
PubMed
| Title | Date | PubMed |
|---|---|---|
| Effects of triterpene derivatives from Maytenus rigida on VEGF-induced Kaposi's sarcoma cell proliferation. | 2010 Feb 12 |
|
| Anti-inflammatory, analgesic and antipyretic effects of friedelin isolated from Azima tetracantha Lam. in mouse and rat models. | 2011 Aug |
|
| In vitro cytotoxic potential of friedelin in human MCF-7 breast cancer cell: Regulate early expression of Cdkn2a and pRb1, neutralize mdm2-p53 amalgamation and functional stabilization of p53. | 2017 Oct 2 |
Patents
Sample Use Guides
Pre-treatment of rats with friedelin at 40 mg/kg for 7 days showed liver protection.
Route of Administration:
Oral
| Substance Class |
Chemical
Created
by
admin
on
Edited
Sat Dec 16 08:30:08 UTC 2023
by
admin
on
Sat Dec 16 08:30:08 UTC 2023
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| Record UNII |
AK21264UAD
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| Record Status |
Validated (UNII)
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| Record Version |
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5171
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m5570
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55141
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209-205-1
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Friedelin
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admin on Sat Dec 16 08:30:08 UTC 2023 , Edited by admin on Sat Dec 16 08:30:08 UTC 2023
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