3''-Demethylchartreusin

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Category Antibiotics
Catalog number BBF-02023
CAS 128229-64-1
Molecular Weight 626.56
Molecular Formula C31H30O14

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Description

3''-Demethylchartreusin is a chartreusin antibiotic produced by Streptomyces chartreusis IF 1275. It has anti-Gram-positive bacteria activity, and has the effect of inhibiting tumor cells similar to that of Diabeticin.

Specification

Synonyms Demethylchartreusin
IUPAC Name 3-[(2S,3R,4S,5R,6R)-4,5-dihydroxy-6-methyl-3-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-8-hydroxy-15-methyl-11,18-dioxapentacyclo[10.6.2.02,7.09,19.016,20]icosa-1(19),2(7),3,5,8,12(20),13,15-octaene-10,17-dione
Canonical SMILES CC1C(C(C(C(O1)OC2C(C(C(OC2OC3=CC=CC4=C3C5=C6C7=C(C=CC(=C7C(=O)O5)C)OC(=O)C6=C4O)C)O)O)O)O)O
InChI InChI=1S/C31H30O14/c1-9-7-8-14-17-15(9)28(38)44-26-16-12(22(34)19(18(17)26)29(39)42-14)5-4-6-13(16)43-31-27(24(36)21(33)11(3)41-31)45-30-25(37)23(35)20(32)10(2)40-30/h4-8,10-11,20-21,23-25,27,30-37H,1-3H3/t10-,11-,20+,21+,23+,24+,25-,27-,30-,31+/m1/s1
InChI Key YEHWMDOPGZMLDO-LGBQEXNSSA-N

Properties

Appearance Yellow Powder
Antibiotic Activity Spectrum Gram-positive bacteria; neoplastics (Tumor)
Boiling Point 948.4°C at 760 mmHg
Melting Point 251-254°C
Density 1.7 g/cm3

Reference Reading

1. A new antitumor antibiotic product, demethylchartreusin. Isolation and biological activities
Y Aoyama, T Katayama, M Yamamoto, H Tanaka, K Kon J Antibiot (Tokyo). 1992 Jun;45(6):875-8. doi: 10.7164/antibiotics.45.875.
A new antitumor antibiotic, 3''-demethylchartreusin was isolated from the culture broth of Streptomyces chartreusis, as a minor component of crude chartreusin. It is structurally related to chartreusin, containing same aglycone of chartreusin, but different sugar moieties. 3''-Demethylchartreusin exhibits some potent inhibitory activities against murine tumors.

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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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