Integracin B
* Please be kindly noted products are not for therapeutic use. We do not sell to patients.
| Category | Enzyme inhibitors |
| Catalog number | BBF-04258 |
| CAS | 224186-05-4 |
| Molecular Weight | 586.80 |
| Molecular Formula | C35H54O7 |
| Purity | >95% by HPLC |
Ordering Information
| Catalog Number | Size | Price | Stock | Quantity |
|---|---|---|---|---|
| BBF-04258 | 1 mg | $629 | In stock |
Online Inquiry
Add to cartDescription
It is an unusual ester of two structurally related alkylresorcinols first isolated from fungus, cytonaema sp. It is a potent inhibitor of HIV-1.
Specification
| Synonyms | 2,4-Dihydroxy-6-[(8R)-8-hydroxyundecyl]benzoic Acid (1R)-8-(3,5-Dihydroxyphenyl)-1-propyloctyl Ester |
| Storage | Store at -20°C |
| IUPAC Name | [(4R)-11-(3,5-dihydroxyphenyl)undecan-4-yl] 2,4-dihydroxy-6-[(8R)-8-hydroxyundecyl]benzoate |
| Canonical SMILES | CCCC(CCCCCCCC1=C(C(=CC(=C1)O)O)C(=O)OC(CCC)CCCCCCCC2=CC(=CC(=C2)O)O)O |
| InChI | InChI=1S/C35H54O7/c1-3-15-28(36)19-13-9-6-8-12-18-27-23-31(39)25-33(40)34(27)35(41)42-32(16-4-2)20-14-10-5-7-11-17-26-21-29(37)24-30(38)22-26/h21-25,28,32,36-40H,3-20H2,1-2H3/t28-,32-/m1/s1 |
| InChI Key | IKNYNBVDLOWJFN-AKGWNBJDSA-N |
| Source | Cytospora sp. |
Properties
| Appearance | Pale Yellow Oily Matter |
| Antibiotic Activity Spectrum | Viruses |
| Boiling Point | 759.5±59.0°C (Predicted) |
| Density | 1.114±0.06 g/cm3 (Predicted) |
| Solubility | Soluble in Ethanol, Methanol, DMF, DMSO |
Reference Reading
1. Absolute configurations of integracins A, B, and 15'-dehydroxy-integracin B
Hai-Li Liu, Xiao-Yin Huang, Jia Li, Guo-Rong Xin, Yue-Wei Guo Chirality. 2012 Jun;24(6):459-62. doi: 10.1002/chir.22012. Epub 2012 Apr 27.
Integracins A (1) and B (2), potent HIV-1 integrase inhibitors, and 15'-dehydroxy-integracin B (3) were isolated for the first time from Chinese mangrove plant Sonneratia hainanensis. Their absolute configurations were determined by the Mosher's method and specific rotation analysis of alcohols (6 and 7) obtained from integracin A in two steps and by chemical correlation. Integracin A (1) also exhibited significant cytotoxicity against the tumor cell lines HepG2 and NCI-H460 with both 100% inhibitions at 25 µg/ml.
2. Cytospyrone and Cytospomarin: Two New Polyketides Isolated from Mangrove Endophytic Fungus, Cytospora sp
Chengwen Wei, Qin Deng, Mengyu Sun, Jing Xu Molecules. 2020 Sep 15;25(18):4224. doi: 10.3390/molecules25184224.
Two new polyketides, cytospyrone (1), cytospomarin (2), together with three known metabolites dimethoxyphtalide (3), integracin A (4) and integracin B (5), were isolated from the culture of Cytospora sp. from the Chinese mangrove Ceriops tagal. Their structures were elucidated by extensive spectroscopic analyses and time dependent density functional theory (TDDFT), calculation of electronic circular dichroism (ECD) and optical rotation (OR) data. Compound 2 displayed weak inhibitory activity against Escherichia coli GIM1.201 (minimum inhibitory concentration (MIC) value of 0.35 mM). Compounds 4 and 5 displayed significant cytotoxicity against human cancer cell line HepG2 (IC50 values of 5.98 ± 0.12 µM and 9.97 ± 0.06 µM, respectively), more potent than the positive control 5-fluorouracil (IC50 value of 43.50 ± 3.69 µM).
3. Alkyl aromatic derivatives from the endophytic fungus Cytospora rhizophorae
Yanjiang Zhang, Hongxin Liu, Yuchan Chen, Zhaoming Liu, Kaidi Qiu, Shanshan Wei, Weimin Zhang, Haibo Tan J Antibiot (Tokyo). 2023 Mar;76(3):121-130. doi: 10.1038/s41429-022-00591-x. Epub 2022 Dec 27.
Two new alkylresorcinols named herein 5'-methoxy-integracins A-B (1-2), two new monomeric alkyl aromatic derivatives 3-(7-hydroxyheptyl)-5-methoxyphenol (5) and 7-(3,5-dihydroxyphenyl) heptyl acetate (6), along with four known compounds including integracins A-B (3-4), 2,4-dihydroxy-6-(8-hydroxyoctyl) benzene (7), and cytosporone B (8) were isolated from the endophytic fungus Cytospora rhizophorae A761. The structures of the four new compounds were elucidated by NMR, HRESIMS data, and electronic circular dichroism (ECD) calculations, whereas the compounds 1 and 2 were disclosed as a class of the natural rare-occurring dimeric alkylresorcinol derivatives. Moreover, the bioassays of the new compounds clarified that compound 1 was a potent inhibitor for the α-glucosidase, and compound 2 showed relatively good activity against the tumor cell lines. It is worth mentioning that the known compound integracin B (4) was first reported to display significant antibacterial activity against Staphylococcus aureus and methicillin-resistant Staphylococcus aureus (MRSA) with MIC values of 6.25 μg ml-1.
Recommended Products
| BBF-01826 | Deoxymannojirimycin | Inquiry |
| BBF-03753 | Baicalin | Inquiry |
| BBF-03755 | Actinomycin D | Inquiry |
| BBF-02614 | Nystatin | Inquiry |
| BBF-03754 | CASTANOSPERMINE | Inquiry |
| BBF-01693 | Doxorubicin EP Impurity A (Daunorubicin) | Inquiry |
Bio Calculators
* Our calculator is based on the following equation:
Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2
* Total Molecular Weight:
g/mol
Tip: Chemical formula is case sensitive. C22H30N4O √ c22h30n40 ╳
