3-O-Debenzoylzeylenone
3-O-Debenzoylzeylenone is a polyoxygenated cyclohexene plant growth hormone that exists in the leaves of Uvaria purpurea and the aerial parts of Uvaria grandiflora. 3-O-Debenzoylzeylenone is an auxin analog that inhibits root growth and promotes shoot growth of Lactuca sativa seedlings. 3-O-Debenzoylzeylenone exhibits cytotoxicity against various cancer cells and can be used in studies related to lung cancer, melanoma, epidermoid carcinoma, liver cancer, gastric cancer, colon adenocarcinoma, acute leukemia, breast cancer, and prostate cancer.
For research use only. We do not sell to patients.
- CAS No.: 1800008-77-8
- Formula: C14H14O6
- Molecular Weight:278.26
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Storage:
Please store the product under the recommended conditions in the Certificate of Analysis.
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Biological Activity
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Chemical Information
- Purity & Documentation
- References
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Help & FAQs
All Phytohormone Isoforms
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Biological Activity
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Cell Line
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Type | Value | Description | References |
|---|---|---|---|---|
| HepG2 | IC50 |
13.13 μM
Compound: 1
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Cytotoxic activity against human HepG2 cells assessed as inhibition of cell growth incubated for 48 hrs by SRB method
Cytotoxic activity against human HepG2 cells assessed as inhibition of cell growth incubated for 48 hrs by SRB method
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[PMID: 26077495] |
| HL-60 | IC50 |
6.22 μM
Compound: 1
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Cytotoxic activity against human HL60 cells assessed as inhibition of cell growth incubated for 48 hrs by SRB method
Cytotoxic activity against human HL60 cells assessed as inhibition of cell growth incubated for 48 hrs by SRB method
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[PMID: 26077495] |
| KB | IC50 |
13.35 μM
Compound: 1
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Cytotoxic activity against human KB cells assessed as inhibition of cell growth incubated for 48 hrs by SRB method
Cytotoxic activity against human KB cells assessed as inhibition of cell growth incubated for 48 hrs by SRB method
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[PMID: 26077495] |
| LNCaP | IC50 |
45.43 μM
Compound: 1
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Cytotoxic activity against human LNCAP cells assessed as inhibition of cell growth incubated for 48 hrs by SRB method
Cytotoxic activity against human LNCAP cells assessed as inhibition of cell growth incubated for 48 hrs by SRB method
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[PMID: 26077495] |
| Lu1 | IC50 |
4.68 μM
Compound: 1
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Cytotoxic activity against human Lu1 cells assessed as inhibition of cell growth incubated for 48 hrs by SRB method
Cytotoxic activity against human Lu1 cells assessed as inhibition of cell growth incubated for 48 hrs by SRB method
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[PMID: 26077495] |
| MDA-MB-231 | IC50 |
64.06 μM
Compound: 1
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Cytotoxic activity against human MDA-MB-231 cells assessed as inhibition of cell growth incubated for 48 hrs by SRB method
Cytotoxic activity against human MDA-MB-231 cells assessed as inhibition of cell growth incubated for 48 hrs by SRB method
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[PMID: 26077495] |
| MKN-7 | IC50 |
8.63 μM
Compound: 1
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Cytotoxic activity against human MKN7 cells assessed as inhibition of cell growth incubated for 48 hrs by SRB method
Cytotoxic activity against human MKN7 cells assessed as inhibition of cell growth incubated for 48 hrs by SRB method
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[PMID: 26077495] |
| SK-MEL-2 | IC50 |
3.63 μM
Compound: 1
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Cytotoxic activity against human SK-MEL-2 cells assessed as inhibition of cell growth incubated for 48 hrs by SRB method
Cytotoxic activity against human SK-MEL-2 cells assessed as inhibition of cell growth incubated for 48 hrs by SRB method
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[PMID: 26077495] |
| SW480 | IC50 |
11.26 μM
Compound: 1
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Cytotoxic activity against human SW480 cells assessed as inhibition of cell growth incubated for 48 hrs by SRB method
Cytotoxic activity against human SW480 cells assessed as inhibition of cell growth incubated for 48 hrs by SRB method
|
[PMID: 26077495] |
3-O-Debenzoylzeylenone (50 ppm; 5 days) inhibits root growth of lettuce (Lactuca sativa) by up to 64.5% and promotes its stem growth by up to 19.6%[1].
3-O-Debenzoylzeylenone (compound 1) exhibits significant cytotoxicity against the LU-1 and SK-Mel-2 cell lines (with IC50 values of 4.68 and 3.63 μM, respectively), shows moderate cytotoxicity against a variety of other cancer cell lines, and displays only weak to extremely weak cytotoxicity against the MDA-BA-231, LNCaP and normal 3T3 cell lines[2].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
Chemical Information
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CAS No. 1800008-77-8
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Molecular Weight 278.26
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Formula C14H14O6
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SMILES
O=C(C1=CC=CC=C1)OC[C@@]2([C@H]([C@@H](C=CC2=O)O)O)O
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Structure Classification
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Initial Source
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Shipping
Room temperature in continental US; may vary elsewhere.
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Storage
Please store the product under the recommended conditions in the Certificate of Analysis.
Purity & Documentation
References
[1]. Takeuchi Y, et al. Polyoxygenated cyclohexenes from the Chinese tree, Uvaria purpurea. Biosci Biotechnol Biochem. 2002;66(3):537-542. [Content Brief]
[2]. Ho DV, et al. A new polyoxygenated cyclohexene and a new megastigmane glycoside from Uvaria grandiflora. Bioorg Med Chem Lett. 2015;25(16):3246-3250. [Content Brief]
Calculators
Concentration (start) × Volume (start) = Concentration (final) × Volume (final)
3-O-Debenzoylzeylenone Related Classifications
HY-N13800 Related Classifications
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