Synonym
Zymostenol; Δ8-Cholesterol
IUPAC/Chemical Name
(5alpha)-cholest-8-en-3beta-ol
InChi Key
QETLKNDKQOXZRP-XTGBIJOFSA-N
InChi Code
InChI=1S/C27H46O/c1-18(2)7-6-8-19(3)23-11-12-24-22-10-9-20-17-21(28)13-15-26(20,4)25(22)14-16-27(23,24)5/h18-21,23-24,28H,6-17H2,1-5H3/t19-,20+,21+,23-,24+,26+,27-/m1/s1
SMILES Code
CC(C)CCC[C@@H](C)[C@H]1CC[C@@]2([H])C(CC[C@@]3([H])C[C@@H](O)CC[C@]43C)=C4CC[C@]12C
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
386.66
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. Hu, X., Wang, Y., Hao, L.-Y., et al. Sterol metabolism controls TH17 differentiation by generating endogenous RORγ agonists Nat. Chem. Biol. 11(9), 141-147 (2015).
2. Hubler, Z., Allimuthu, D., Bederman, I., et al. Accumulation of 8,9-unsaturated sterols drives oligodendrocyte formation and remyelination Nature 560(7718), 372-376 (2018).
3. Payré, B., de Medina, P., Boubekeur, N., et al. Microsomal antiestrogen-binding site ligands induce growth control and differentiation of human breast cancer cells through the modulation of cholesterol metabolism Mol. Cancer Ther. 7(12), 3707-3718 (2008).
4. Poirot, M., and Silvente-Poirot, S. The tumor-suppressor cholesterol metabolite, dendrogenin A, is a new class of LXR modulator activating lethal autophagy in cancers Biochem. Pharmacol. 153, 75-81 (2018).
