Details
Stereochemistry | ACHIRAL |
Molecular Formula | C20H16O5 |
Molecular Weight | 336.338 |
Optical Activity | NONE |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
CC(C)=CCC1=C(O)C=C2OC(=O)C3=C(OC4=CC(O)=CC=C34)C2=C1
InChI
InChIKey=YABIJLLNNFURIJ-UHFFFAOYSA-N
InChI=1S/C20H16O5/c1-10(2)3-4-11-7-14-17(9-15(11)22)25-20(23)18-13-6-5-12(21)8-16(13)24-19(14)18/h3,5-9,21-22H,4H2,1-2H3
Psoralidin (1) was first isolated from seeds of Psoralea corylifolia Linn. It was found to be an active ingredient of many Indian and Chinese traditional herbal medicines. Psoralidin exhibits a variety of biological activities like antineoplastic, antioxidant, antibacterial, antidepressant activities. Psoralidin inhibits protein tyrosine phosphatase 1B activity. Psoralidin may act as a estrogen receptor agonist. In addition psoralidin showed potent and noncompetitive inhibition against UDP- glucuronosyltransferase (UGT) or cytochrome p450 (CYP450) enzymes.
CNS Activity
Sources: https://www.ncbi.nlm.nih.gov/pubmed/25719303 | https://www.ncbi.nlm.nih.gov/pubmed/18006202
Curator's Comment: Psoralidin is CNS active in animals. No human data available.
Originator
Sources: Chakravarti KK, Bose AK, Siddiqui S. J Sci Ind Res. 1948;7B:24–26.
Curator's Comment: Psoralidin was first isolated from seeds of Psoralea corylifolia Linn in 1948 by Chakravarti et al. and later its structure was corrected by Khastgir et al. in 1961. reference was retrieved from https://www.ncbi.nlm.nih.gov/pubmed/19254011
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
---|---|---|---|
Target ID: CHEMBL335 Sources: https://www.ncbi.nlm.nih.gov/pubmed/15678382 |
9.4 µM [IC50] | ||
Target ID: CHEMBL206 Sources: https://www.ncbi.nlm.nih.gov/pubmed/24507928 |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
---|---|---|---|---|
Primary | Unknown Approved UseUnknown |
PubMed
Title | Date | PubMed |
---|---|---|
In vitro protein tyrosine phosphatase 1B inhibitory phenols from the seeds of Psoralea corylifolia. | 2005 Jan |
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[Isolation and structure identification of a new isoflavone from Psoralea corylifolias]. | 2006 Jan |
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Identification of a potent herbal molecule for the treatment of breast cancer. | 2009 Jan 30 |
|
Psoralidin, an herbal molecule, inhibits phosphatidylinositol 3-kinase-mediated Akt signaling in androgen-independent prostate cancer cells. | 2009 Mar |
Sample Use Guides
In Vivo Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/28588318
Curator's Comment: In vivo, psoralidin effectively suppressed CTPE xenografts growth, without any observable toxicity.
Unknown
Route of Administration:
Oral
A cytotoxic coumestan derivative, psoralidin was isolated from the seed of Psoralea corylifolia. The IC50 values of 1 against SNU-1 and SNU-16 carcinoma cell lines were 53 and 203 micrograms/ml, respectively, indicating cytotoxic activity against stomach carcinoma cell lines.
Psoralidin was found to be a cytotoxic with the IC50 values of 0.3 and 0.4 microg/ml against the HT-29 (colon) and MCF-7 (breast) human cancer cell lines, respectively.
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Psoralidin
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SUBSTANCE RECORD