Details
Stereochemistry | ABSOLUTE |
Molecular Formula | C20H30O2 |
Molecular Weight | 302.451 |
Optical Activity | UNSPECIFIED |
Defined Stereocenters | 5 / 5 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
[H][C@]12CC[C@](C)(C=C)C=C1CC[C@@]3([H])[C@@](C)(CCC[C@]23C)C(O)=O
InChI
InChIKey=MHVJRKBZMUDEEV-KRFUXDQASA-N
InChI=1S/C20H30O2/c1-5-18(2)12-9-15-14(13-18)7-8-16-19(15,3)10-6-11-20(16,4)17(21)22/h5,13,15-16H,1,6-12H2,2-4H3,(H,21,22)/t15-,16+,18-,19+,20+/m0/s1
Commiphora opobalsamum is a Traditional Chinese Medicine used to treat traumatic injury, mainly by relaxing blood vessels; sandaracopimaric acid (SA) (also known as Cryptopimaric acid) was obtained from it. During investigation of SA properties was found that it was effective against phenylephrine-induced contraction of pulmonary artery rings in a concentration-dependent manner. In addition, SA showed strong inhibitory effect on Epstein-Barr virus early antigen (EBV-EA) induction (100 % inhibition at 1000 mol ratio/TPA).
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
---|---|---|---|
Target ID: CHEMBL2111413 Sources: https://www.ncbi.nlm.nih.gov/pubmed/21793559 |
364.8 µM [EC50] | ||
Target ID: CHEMBL2111392 Sources: https://www.ncbi.nlm.nih.gov/pubmed/21793559 |
289.5 µM [EC50] | ||
Target ID: GABA(A) receptor α₅β₂γ(2S) Sources: https://www.ncbi.nlm.nih.gov/pubmed/21793559 |
317.0 µM [EC50] | ||
Target ID: Epstein-Barr virus early antigen (EBV-EA) Sources: https://www.ncbi.nlm.nih.gov/pubmed/12502340 |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
---|---|---|---|---|
PubMed
Title | Date | PubMed |
---|---|---|
On cryptopimaric acid and neoisopimaric acid. | 1962 Oct |
|
Antimycobacterial plant terpenoids. | 2001 Nov |
|
[Study on chemical constituents from petroleum ether-soluble parts of cones of Platycladus orientalis]. | 2012 Oct |
|
Preparative mass-spectrometry profiling of bioactive metabolites in Saudi-Arabian propolis fractionated by high-speed countercurrent chromatography and off-line atmospheric pressure chemical ionization mass-spectrometry injection. | 2014 Jun 20 |
Sample Use Guides
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/24959678
Pulmonary artery rings were pretreated with phenylephrine (PE) (10−6 M), and then andaracopimaric acid (Cryptopimaric acid) (5, 10, 20, 40, 80 μM) was accumulatively added to the bath. It was found that SA was effective against PE-induced contraction of pulmonary artery rings in a concentration-dependent manner.
Name | Type | Language | ||
---|---|---|---|---|
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Systematic Name | English | ||
|
Code | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English |
Code System | Code | Type | Description | ||
---|---|---|---|---|---|
|
221580
Created by
admin on Sat Dec 16 08:27:04 GMT 2023 , Edited by admin on Sat Dec 16 08:27:04 GMT 2023
|
PRIMARY | |||
|
DTXSID80893311
Created by
admin on Sat Dec 16 08:27:04 GMT 2023 , Edited by admin on Sat Dec 16 08:27:04 GMT 2023
|
PRIMARY | |||
|
P4BJH0IA3Z
Created by
admin on Sat Dec 16 08:27:04 GMT 2023 , Edited by admin on Sat Dec 16 08:27:04 GMT 2023
|
PRIMARY | |||
|
6435
Created by
admin on Sat Dec 16 08:27:04 GMT 2023 , Edited by admin on Sat Dec 16 08:27:04 GMT 2023
|
PRIMARY | |||
|
471-74-9
Created by
admin on Sat Dec 16 08:27:04 GMT 2023 , Edited by admin on Sat Dec 16 08:27:04 GMT 2023
|
PRIMARY | |||
|
69240
Created by
admin on Sat Dec 16 08:27:04 GMT 2023 , Edited by admin on Sat Dec 16 08:27:04 GMT 2023
|
PRIMARY |
SUBSTANCE RECORD