Synonym
Ipomoeamarone; (+)-Ngaione;
IUPAC/Chemical Name
1-[(2S,5R)-5-(Furan-3-yl)-2-methyloxolan-2-yl]-4-methylpentan-2-one
InChi Key
WOFDWNOSFDVCDF-CABCVRRESA-N
InChi Code
1S/C15H22O3/c1-11(2)8-13(16)9-15(3)6-4-14(18-15)12-5-7-17-10-12/h5,7,10-11,14H,4,6,8-9H2,1-3H3/t14-,15+/m1/s1
SMILES Code
CC(C)CC(C[C@@]1(C)O[C@@H](C2=COC=C2)CC1)=O
Appearance
To be determined
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
To be determined
Shelf Life
>2 years if stored properly
Drug Formulation
To be determined
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
250.34
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: Li C, Cong H, Cao X, Sun Y, Lu K, Li L, Wang Y, Zhang Y, Li Q, Jiang J, Li L. CfErp3 regulates growth, conidiation, inducing ipomeamarone and the pathogenicity of Ceratocystis fimbriata. Fungal Genet Biol. 2024 Feb;170:103846. doi: 10.1016/j.fgb.2023.103846. Epub 2023 Dec 2. PMID: 38048937.
2: Wamalwa LN, Cheseto X, Ouna E, Kaplan F, Maniania NK, Machuka J, Torto B, Ghislain M. Toxic Ipomeamarone accumulation in healthy parts of Sweetpotato (Ipomoea batatas L. Lam) storage roots upon infection by Rhizopus stolonifer. J Agric Food Chem. 2015 Jan 14;63(1):335-42. doi: 10.1021/jf504702z. PMID: 25418792; PMCID: PMC4298358.
3: Jenett-Siems K, Siems K, Witte L, Eich E. Merrekentrones A-D, ipomeamarone- like furanosesquiterpenes from Merremia kentrocaulos. J Nat Prod. 2001 Nov;64(11):1471-3. doi: 10.1021/np010233j. PMID: 11720538.
