Synonym
Dihydroherbimycin A; Antibiotic TAN 420E; TAN 420E; TAN420E; TAN-420E;
IUPAC/Chemical Name
(4E,6E,8S,9S,10E,12S,13R,14S,16S,17R)-12,15-dihydroxy-8,13,14,17-tetramethoxy-4,10,12,16-tetramethyl-3-oxo-2-aza-1(1,3)-benzenacycloheptadecaphane-4,6,10-trien-9-yl carbamate
InChi Key
QANBQEQVJJKJTJ-GDYSMBPZSA-N
InChi Code
InChI=1S/C30H44N2O9/c1-16-10-9-11-23(37-5)28(41-30(31)36)18(3)12-17(2)27(40-8)24(38-6)13-19(4)26(39-7)21-14-20(33)15-22(25(21)34)32-29(16)35/h9-12,14-15,17,19,23-24,26-28,33-34H,13H2,1-8H3,(H2,31,36)(H,32,35)/b11-9+,16-10+,18-12+/t17-,19-,23-,24-,26+,27+,28-/m0/s1
SMILES Code
OC1=CC(N2)=C(O)C([C@@](OC)([H])[C@@H](C)C[C@H](OC)[C@H](OC)[C@@H](C)/C=C(C)/[C@H](OC(N)=O)[C@@H](OC)/C=C/C=C(C)/C2=O)=C1
Purity
>95% (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
>3 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
Preparing Stock Solutions
The following data is based on the
product
molecular weight
576.69
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.
| 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. Tanida, S., Muroi, M., and Hasegawa, T. Antibiotic TAN-420, its production and use. EP0110710 A2, (1990).
2. Lin, L.-Z., Blaskó, G., and Cordell, G.A. H-NMR analysis of herbimycins and dihydro-herbimycins. J. Nat. Prod. 51(6), 1161-1165 (1988).
3. Chang, H.B., and Kim, J.H. Antioxidant properties of dihydroherbimycin A from a newly isolated Streptomyces sp. Biotechnol. Lett. 29(4), 599-603 (2007).
4: Shaaban KA, Wang X, Elshahawi SI, Ponomareva LV, Sunkara M, Copley GC, Hower JC, Morris AJ, Kharel MK, Thorson JS. Herbimycins D-F, ansamycin analogues from Streptomyces sp. RM-7-15. J Nat Prod. 2013 Sep 27;76(9):1619-26. doi: 10.1021/np400308w. Epub 2013 Aug 15. PMID: 23947794; PMCID: PMC3852429.
