MedKoo Biosciences, Inc.
Tel:   +1-919-636-5577    Fax:   +1-919-980-4831    Email:   sales@medkoo.com
Search
Login Register
Search
MedKoo Cat#: 412857 | Name: Chrysomycin B

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Chrysomycin B is a minor analogue in a complex of C-glycoside antitumor actives isolated fromStreptomyces. Chrysomycin B, containing a methyl group in the 8-position, is less active than its vinylanalogue (Chrysomycin A), albeit still a potent antitumor active and an inhibitor of the catalytic activity of human topoisomerase II. More recent research on related metabolites, the gilvocarcins, suggests that chrysomycins may act as photoactivated crosslinkers of DNA to histones.

Chemical Structure

Chrysomycin B
Chrysomycin B
CAS#83852-56-6

Theoretical Analysis

MedKoo Cat#: 412857

Name: Chrysomycin B

CAS#: 83852-56-6

Chemical Formula: C27H28O9

Exact Mass: 496.1733

Molecular Weight: 496.51

Elemental Analysis: C, 65.32; H, 5.68; O, 29.00

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
Bulk Inquiry
Related CAS #
No Data
Synonym
Chrysomycin B
IUPAC/Chemical Name
6H-Benzo(d)naphtho(1,2-b)pyran-6-one, 4-(6-deoxy-3-C-methyl-beta-gulopyranosyl)-1-hydroxy-10,12-dimethoxy-8-methyl-
InChi Key
InChI=1S/C27H28O9/c1-11-8-15-19(17(9-11)33-4)14-10-18(34-5)21-16(28)7-6-13(20(21)22(14)36-26(15)31)23-25(30)27(3,32)24(29)12(2)35-23/h6-10,12,23-25,28-30,32H,1-5H3/t12-,23+,24+,25+,27-/m1/s1
InChi Code
InChI=1S/C27H28O9/c1-11-8-15-19(17(9-11)33-4)14-10-18(34-5)21-16(28)7-6-13(20(21)22(14)36-26(15)31)23-25(30)27(3,32)24(29)12(2)35-23/h6-10,12,23-25,28-30,32H,1-5H3/t12-,23+,24+,25+,27-/m1/s1
SMILES Code
O=C1C2=CC(C)=CC(OC)=C2C3=CC(OC)=C4C(O)=CC=C([C@H]5[C@@H]([C@]([C@H]([C@@H](C)O5)O)(C)O)O)C4=C3O1
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 496.51 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Wada SI, Sawa R, Iwanami F, Nagayoshi M, Kubota Y, Iijima K, Hayashi C, Shibuya Y, Hatano M, Igarashi M, Kawada M. Structures and biological activities of novel 4'-acetylated analogs of chrysomycins A and B. J Antibiot (Tokyo). 2017 Nov;70(11):1078-1082. doi: 10.1038/ja.2017.99. Epub 2017 Sep 6. Erratum in: J Antibiot (Tokyo). 2017 Dec;70(12 ):1150. PMID: 28874850. 2: Weiss U, Yoshihira K, Highet RJ, White RJ, Wei TT. The chemistry of the antibiotics chrysomycin A and B. Antitumor activity of chrysomycin A. J Antibiot (Tokyo). 1982 Sep;35(9):1194-201. doi: 10.7164/antibiotics.35.1194. PMID: 7142022. 3: Carter GT, Fantini AA, James JC, Borders DB, White RJ. Biosynthesis of chrysomycins A and B. Origin of the chromophore. J Antibiot (Tokyo). 1985 Feb;38(2):242-8. doi: 10.7164/antibiotics.38.242. PMID: 3997669. 4: Kharel MK, Pahari P, Shepherd MD, Tibrewal N, Nybo SE, Shaaban KA, Rohr J. Angucyclines: Biosynthesis, mode-of-action, new natural products, and synthesis. Nat Prod Rep. 2012 Feb;29(2):264-325. doi: 10.1039/c1np00068c. Epub 2011 Dec 21. PMID: 22186970. 5: Burres NS, Frigo A, Rasmussen RR, McAlpine JB. A colorimetric microassay for the detection of agents that interact with DNA. J Nat Prod. 1992 Nov;55(11):1582-7. doi: 10.1021/np50089a004. PMID: 1479377. 6: Matson JA, Rose WC, Bush JA, Myllymaki R, Bradner WT, Doyle TW. Antitumor activity of chrysomycins M and V. J Antibiot (Tokyo). 1989 Sep;42(9):1446-8. doi: 10.7164/antibiotics.42.1446. PMID: 2793599.