Synonym
FR 111142; FR111142; FR-111142
IUPAC/Chemical Name
[(3R,4S,5S,6R)-5-methoxy-4-[(2R,3R)-2-methyl-3-(3-methylbut-2-enyl)oxiran-2-yl]-1-oxaspiro[2.5]octan-6-yl] (E)-4,5-dihydroxyhex-2-enoate
InChi Key
PBVLBMJXKARLBU-VWNABXHMSA-N
InChi Code
InChI=1S/C22H34O7/c1-13(2)6-8-17-21(4,29-17)20-19(26-5)16(10-11-22(20)12-27-22)28-18(25)9-7-15(24)14(3)23/h6-7,9,14-17,19-20,23-24H,8,10-12H2,1-5H3/b9-7+/t14?,15?,16-,17-,19-,20-,21+,22+/m1/s1
SMILES Code
CC(O)C(O)/C=C/C(O[C@H](CC1)[C@@H](OC)[C@H]([C@@]2(C)O[C@@H]2C/C=C(C)\C)[C@]31CO3)=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
410.51
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.
| 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: Lee MS, Wang SW, Wang GJ, Pang KL, Lee CK, Kuo YH, Cha HJ, Lin RK, Lee TH. Angiogenesis Inhibitors and Anti-Inflammatory Agents from Phoma sp. NTOU4195. J Nat Prod. 2016 Dec 23;79(12):2983-2990. doi: 10.1021/acs.jnatprod.6b00407. Epub 2016 Dec 15. PubMed PMID: 27976895.
2: Otsuka T, Shibata T, Tsurumi Y, Takase S, Okuhara M, Terano H, Kohsaka M, Imanaka H. A new angiogenesis inhibitor, FR-111142. J Antibiot (Tokyo). 1992 Mar;45(3):348-54. PubMed PMID: 1374374.
3: Harada T, Hasumi K, Endo A. Induction of low-density lipoprotein catabolism in Hep G2 cells by a fungal sesquiterpene ester, FR111142. Biochem Biophys Res Commun. 1998 Oct 29;251(3):830-4. PubMed PMID: 9790995.
