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GEX1Q3

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Category Antibiotics
Catalog number BBF-03585
CAS
Molecular Weight 614.72
Molecular Formula C31H50O12

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Capabilities & Facilities

Fermentation Lab

4 R&D and scale-up labs

2 Preparative purification labs

Fermentation Plant

Semi pilot, pilot and industrial plant 4 Manufacturing sites 7 Production lines at pilot scale 100+ Reactors of 30-4000 L; 170+ reactors of 20 KL-30 KL; 24+ reactors of >100 KL 2 Hydrogenation reactors (200 L, 4Mpa and 1000L, 4Mpa)

Product Description

It is originally isolated from Streptomyces sp. GEX1. GEX1Q3 has no antibacterial activity but has cytotoxicity to some cancer cells.

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  • Properties
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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
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
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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Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2

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Tip: Chemical formula is case sensitive. C22H30N4O c22h30n40
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