Byssochlamysol

Byssochlamysol

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Category Antibiotics
Catalog number BBF-00195
CAS
Molecular Weight 546.73
Molecular Formula C32H50O7

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Description

Byssochlamysol is a steroid antibiotic extracted from the mycelium of Byssochlamys nivea. It has the activity of inhibiting the growth of tumor cells MCF-7.

Specification

IUPAC Name [(3S,5S,7R,8S,9S,10R,11S,13S,14S,16S,17R)-16-acetyloxy-17-[(E)-5,6-dimethylhept-3-en-2-yl]-7,11-dihydroxy-10,13-dimethyl-6-oxo-1,2,3,4,5,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-3-yl] acetate
Canonical SMILES CC(C)C(C)C=CC(C)C1C(CC2C1(CC(C3C2C(C(=O)C4C3(CCC(C4)OC(=O)C)C)O)O)C)OC(=O)C
InChI InChI=1S/C32H50O7/c1-16(2)17(3)9-10-18(4)27-25(39-20(6)34)14-22-26-28(24(35)15-32(22,27)8)31(7)12-11-21(38-19(5)33)13-23(31)29(36)30(26)37/h9-10,16-18,21-28,30,35,37H,11-15H2,1-8H3/b10-9+/t17?,18?,21-,22-,23+,24-,25-,26-,27-,28-,30+,31-,32-/m0/s1
InChI Key HIAPXWJJHDBINR-WFJMSZGVSA-N

Properties

Appearance Powder
Antibiotic Activity Spectrum neoplastics (Tumor)
Melting Point 265-268°C

Reference Reading

1. Byssochlamysol, a new antitumor steroid against IGF-1-dependent cells from Byssochlamys nivea. II. Physico-chemical properties and structure elucidation
Toshiya Mori, Kazuo Shin-ya, Kosuke Takatori, Maki Aihara, Yoichi Hayakawa J Antibiot (Tokyo). 2003 Jan;56(1):6-8. doi: 10.7164/antibiotics.56.6.
The structure of byssochlamysol, a new antitumor metabolite against IGF-1-dependent cancer cells from Byssochlamys nivea M#5187, was determined to be a highly oxidized ergostane steroid as shown in Fig. 1 by NMR studies.
2. Byssochlamysol, a new antitumor steroid against IGF-1-dependent cells from Byssochlamys nivea. I. Taxonomy, fermentation, isolation and biological activity
Toshiya Mori, Kazuo Shin-ya, Maki Aihara, Kosuke Takatori, Yoichi Hayakawa J Antibiot (Tokyo). 2003 Jan;56(1):1-5. doi: 10.7164/antibiotics.56.1.
A new antitumor steroid, byssochlamysol, was isolated from the mycelium of Byssochlamys nivea M#5187. Byssochlamysol inhibited IGF-1-dependent growth of MCF-7 human breast cancer cells with an IC50 of 20 ng/ml, whereas serum-dependent cell growth was not inhibited by less than 10 microg/ml of byssochlamysol. This substance induced apoptosis in IGF-1-dependent Colo320DM human colon cancer cells.

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* 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
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