Synonym
Napyradiomycin A1
IUPAC/Chemical Name
(3R,4aR,10aS)-3,4a-dichloro-10a-((E)-3,7-dimethylocta-2,6-dien-1-yl)-6,8-dihydroxy-2,2-dimethyl-3,4,4a,10a-tetrahydro-2H-benzo[g]chromene-5,10-dione
InChi Key
BCPWMPCOEAOEDD-NQSCOFRMSA-N
InChi Code
InChI=1S/C25H30Cl2O5/c1-14(2)7-6-8-15(3)9-10-25-21(30)17-11-16(28)12-18(29)20(17)22(31)24(25,27)13-19(26)23(4,5)32-25/h7,9,11-12,19,28-29H,6,8,10,13H2,1-5H3/b15-9+/t19-,24+,25+/m1/s1
SMILES Code
OC1=CC(O)=C(C2=C1)C([C@@]3(Cl)C[C@@H](Cl)C(C)(C)O[C@@]3(C/C=C(C)/CC/C=C(C)/C)C2=O)=O
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
>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
480.15
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. Shiomi, K., Iinuma, H., Hamada, M., et al. Novel antibiotics napyradiomycins. Production, isolation, physico-chemical properties and biological activity. J. Antibiot. (Tokyo) 39(4), 487-493 (1986).
2. Hori, Y., Abe, Y., Shigematsu, N., et al. Napyradiomycins A and B1: Non-steroidal estrogen-receptor antagonists produced by a Streptomyces. J. Antibiot. (Tokyo) 46(12), 1890-1893 (1993).
3. Yamamoto, K., Tashiro, E., Motohashi, K., et al. Napyradiomycin A1, an inhibitor of mitochondrial complexes I and II. J. Antibiot. (Tokyo) 65(4), 211-214 (2012).
