Synonym
ED 110; ED-110; ED110;
IUPAC/Chemical Name
7,10-dihydroxy-9-((2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)-8,9-dihydro-1H-indolo[2,3-a]pyrrolo[3,4-c]carbazole-1,3(2H)-dione
InChi Key
SDWPHVAAPLIOGF-FKKAOLSPSA-N
InChi Code
InChI=1S/C26H21N3O9/c30-6-15-22(34)23(35)24(36)25(38-15)9-3-8-12(4-13(9)32)28-21-17(8)18-11(5-27-26(18)37)16-10-1-7(31)2-14(33)19(10)29-20(16)21/h1,4-5,9,15,22-25,30,32,34-36H,2-3,6H2,(H,27,37)/t9?,15-,22-,23+,24-,25+/m1/s1
SMILES Code
OC[C@H]1O[C@@H](C2CC3=C(N=C4C5=C(C6=CN=C(C6=C34)O)C7=CC(CC(C7=N5)=O)=O)C=C2O)[C@@H]([C@H]([C@@H]1O)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
519.47
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: Zembower DE, Zhang H, Lineswala JP, Kuffel MJ, Aytes SA, Ames MM. Indolocarbazole poisons of human topoisomerase I: regioisomeric analogues of ED-110. Bioorg Med Chem Lett. 1999 Jan 18;9(2):145-50. doi: 10.1016/s0960-894x(98)00710-0. PMID: 10021917.
2: Bailly C, Riou JF, Colson P, Houssier C, Rodrigues-Pereira E, Prudhomme M. DNA cleavage by topoisomerase I in the presence of indolocarbazole derivatives of rebeccamycin. Biochemistry. 1997 Apr 1;36(13):3917-29. doi: 10.1021/bi9624898. PMID: 9092822.
3: Arakawa H, Iguchi T, Yoshinari T, Kojiri K, Suda H, Okura A. ED-110, a novel indolocarbazole, prevents the growth of experimental tumors in mice. Jpn J Cancer Res. 1993 May;84(5):574-81. doi: 10.1111/j.1349-7006.1993.tb00178.x. PMID: 8320174; PMCID: PMC5919172.
4: Yoshinari T, Yamada A, Uemura D, Nomura K, Arakawa H, Kojiri K, Yoshida E, Suda H, Okura A. Induction of topoisomerase I-mediated DNA cleavage by a new indolocarbazole, ED-110. Cancer Res. 1993 Feb 1;53(3):490-4. PMID: 8381047.
5: Tanaka S, Ohkubo M, Kojiri K, Suda H, Yamada A, Uemura D. A new indolopyrrolocarbazole antitumor substance, ED-110, a derivative of BE-13793C. J Antibiot (Tokyo). 1992 Nov;45(11):1797-8. doi: 10.7164/antibiotics.45.1797. PMID: 1468989.
