GEX1Q3
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| Category | Antibiotics |
| Catalog number | BBF-03585 |
| CAS | |
| Molecular Weight | 614.72 |
| Molecular Formula | C31H50O12 |
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Description
It is originally isolated from Streptomyces sp. GEX1. GEX1Q3 has no antibacterial activity but has cytotoxicity to some cancer cells.
Specification
| IUPAC Name | (2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[2-[(2R,5S,6S)-6-[(2E,4E,6S)-7-[(2R,3R)-3-[(2R,3R,4R)-4-hydroxy-3-methoxypentan-2-yl]-2-methyloxiran-2-yl]-6-methylhepta-2,4-dien-2-yl]-5-methyloxan-2-yl]acetyl]oxyoxane-2-carboxylic acid |
| Canonical SMILES | CC1CCC(OC1C(=CC=CC(C)CC2(C(O2)C(C)C(C(C)O)OC)C)C)CC(=O)OC3C(C(C(C(O3)C(=O)O)O)O)O |
| InChI | InChI=1S/C31H50O12/c1-15(14-31(6)28(43-31)18(4)26(39-7)19(5)32)9-8-10-16(2)25-17(3)11-12-20(40-25)13-21(33)41-30-24(36)22(34)23(35)27(42-30)29(37)38/h8-10,15,17-20,22-28,30,32,34-36H,11-14H2,1-7H3,(H,37,38)/b9-8+,16-10+/t15-,17+,18-,19-,20-,22+,23+,24-,25-,26-,27+,28-,30-,31-/m1/s1 |
| InChI Key | AYMYUCNZABRFKF-QAFHNNTESA-N |
Properties
| Appearance | White Powder |
| Antibiotic Activity Spectrum | neoplastics (Tumor) |
| Boiling Point | 738.8±60.0°C at 760 mmHg |
| Density | 1.3±0.1 g/cm3 |
Reference Reading
1. GEX1 compounds, novel antitumor antibiotics related to herboxidiene, produced by Streptomyces sp. I. Taxonomy, production, isolation, physicochemical properties and biological activities
Yasushi Sakai, Tetsuo Yoshida, Keiko Ochiai, Youichi Uosaki, Yutaka Saitoh, Futoshi Tanaka, Tadakazu Akiyama, Shiro Akinaga, Tamio Mizukami J Antibiot (Tokyo). 2002 Oct;55(10):855-62. doi: 10.7164/antibiotics.55.855.
Six structurally related antitumor antibiotics named GEX1 compounds were isolated from a culture broth of Streptomyces sp. GEX1A was identified as a known herbicide, herboxidiene, structurally interested by the tetrahydropyran moiety and the side chain including a conjugated diene. GEX1Q1 to approximately Q5 were determined as novel compounds related to herboxidiene. All GEX1 compounds showed cytotoxicity with IC50 values of 0.0037 to approximately 0.99 microM against human tumor cell lines in vitro, but were not active against both gram-positive and -negative bacteria. Though GEX1A/herboxidiene exhibited antitumor activity in murine tumor-planted mouse models, both GEX1Q3 and GEX1Q5 did not.
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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 ╳
