ES-242-4

Name: ES-242-4
Brand: BOC Sciences
Rating: 5 (1 reviews)

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Category	Antibiotics
Catalog number	BBF-02821
CAS
Molecular Weight	578.61
Molecular Formula	C32H34O10

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4 R&D and scale-up labs

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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

ES 242-4 is produced by the strain of Verticillium sp. SPC-15898. It inhibited the [3H] thienyl cyclohexypiperidine ([3H] TCP) binding membrane of rat cell process by IC50 of 25μmol/L.

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Synonyms	(aS)-3,3'-Dimethyl-7,7',9,9'-tetramethoxy-3,3',4,4'-tetrahydro-5,5'-bi[1H-naphtho[2,3-c]pyran]-4,4',10,10'-tetraol
IUPAC Name	5-(4,10-dihydroxy-7,9-dimethoxy-3-methyl-3,4-dihydro-1H-benzo[g]isochromen-5-yl)-7,9-dimethoxy-3-methyl-3,4-dihydro-1H-benzo[g]isochromene-4,10-diol
Canonical SMILES	CC1C(C2=C(C3=C(C(=CC(=C3)OC)OC)C(=C2CO1)O)C4=C5C(C(OCC5=C(C6=C4C=C(C=C6OC)OC)O)C)O)O
InChI	InChI=1S/C32H34O10/c1-13-29(33)27-19(11-41-13)31(35)23-17(7-15(37-3)9-21(23)39-5)25(27)26-18-8-16(38-4)10-22(40-6)24(18)32(36)20-12-42-14(2)30(34)28(20)26/h7-10,13-14,29-30,33-36H,11-12H2,1-6H3
InChI Key	AVAQRWVGWWNBIN-UHFFFAOYSA-N

Appearance	Colorless Acicular Crystal
Melting Point	184-185°C

1. ES-242 derivatives and cycloheptapeptides from Cordyceps sp. strains BCC 16173 and BCC 16176

Masahiko Isaka, Urarat Srisanoh, Nattapat Lartpornmatulee, Tanapong Boonruangprapa J Nat Prod. 2007 Oct;70(10):1601-4. doi: 10.1021/np070357h. Epub 2007 Sep 22.

Five new ES-242 analogues ( 1- 5) were isolated together with nine known compounds ( 6- 14) from the insect pathogenic fungus Cordyceps sp. BCC 16173. A closely related strain, BCC 16176, provided cordyheptapeptide A ( 15) and small amount of its new analogue, cordyheptapeptide B ( 16), along with known ES-242s. Structures of the new bioxanthracenes, 1- 5, were determined to be 6'- O-desmethyl analogues of 6 (ES-242-4), 8, 9 (ES-242-2), 12, and 13, respectively, primarily by spectroscopic analyses. Cordyheptapeptide B ( 16) has an N-methyl- l-phenylalanine residue instead of the N-methyl- l-tyrosine in 15.

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