Synonym
dihydrotrichodimerol
IUPAC/Chemical Name
(2R,3S,4aR,5R,7Z,8R,8aS,9R,11Z)-2,4a-dihydroxy-7-((E)-1-hydroxyhex-4-en-1-ylidene)-11-((2E,4E)-1-hydroxyhexa-2,4-dien-1-ylidene)-3,5,8a,9-tetramethylhexahydro-2,8,3,5-(epibutane[1,1,4,4]tetrayl)benzo[b][1,4]dioxine-6,10(5H)-dione
InChi Key
VXNANBMCYPZBSM-DDMJHHNASA-N
InChi Code
InChI=1S/C28H34O8/c1-7-9-11-13-15(29)17-19-23(3)22(32)18(16(30)14-12-10-8-2)20-24(4,21(17)31)28(34)25(19,5)35-27(23,33)26(20,6)36-28/h7-11,13,19-20,29,32-34H,12,14H2,1-6H3/b9-7+,10-8+,13-11+,17-15-/t19?,20?,23-,24-,25+,26+,27-,28-/m1/s1
SMILES Code
O=C1[C@]2(C)[C@@]3(O)O[C@@]4(C)C2C(C(CC/C=C/C)=O)=C(O)[C@]5(C)[C@@]4(O)O[C@@]3(C)C5/C1=C(O)\C=C\C=C\C
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
498.57
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. Liu J, Gao S, Zhou W, Chen Y, Wang Z, Zeng Z, Zhou H, Lin T. Dihydrotrichodimerol Purified from the Marine Fungus Acremonium citrinum Prevents NAFLD by Targeting PPARα. J Nat Prod. 2023 May 26;86(5):1189-1201. doi: 10.1021/acs.jnatprod.2c00990. Epub 2023 Apr 21. PMID: 37083418.
2. Balde ES, Andolfi A, Bruyère C, Cimmino A, Lamoral-Theys D, Vurro M, Damme MV, Altomare C, Mathieu V, Kiss R, Evidente A. Investigations of fungal secondary metabolites with potential anticancer activity. J Nat Prod. 2010 May 28;73(5):969-71. doi: 10.1021/np900731p. PMID: 20415482.
3. Evidente A, Andolfi A, Cimmino A, Ganassi S, Altomare C, Favilla M, De Cristofaro A, Vitagliano S, Agnese Sabatini M. Bisorbicillinoids produced by the fungus Trichoderma citrinoviride affect feeding preference of the aphid Schizaphis graminum. J Chem Ecol. 2009 May;35(5):533-41. doi: 10.1007/s10886-009-9632-6. Epub 2009 May 6. PMID: 19418099.
4. Liu W, Gu Q, Zhu W, Cui C, Fan G. Dihydrotrichodimerol and tetrahydrotrichodimerol, two new bisorbicillinoids, from a marine-derived Penicillium terrestre. J Antibiot (Tokyo). 2005 Oct;58(10):621-4. doi: 10.1038/ja.2005.85. PMID: 16392677.
5. Lee D, Lee JH, Cai XF, Shin JC, Lee K, Hong YS, Lee JJ. Fungal metabolites, sorbicillinoid polyketides and their effects on the activation of peroxisome proliferator-activated receptor gamma. J Antibiot (Tokyo). 2005 Oct;58(10):615-20. doi: 10.1038/ja.2005.84. PMID: 16392676.
