Synonym
Tachysterol; EINECS 204-096-7; Provitamin D; Tachysterin2
IUPAC/Chemical Name
(S)-3-((E)-2-((1R,3aR,7aR)-1-((2R,5R,E)-5,6-dimethylhept-3-en-2-yl)-7a-methyl-2,3,3a,6,7,7a-hexahydro-1H-inden-4-yl)vinyl)-4-methylcyclohex-3-en-1-ol
InChi Key
XQFJZHAVTPYDIQ-LETJEVNCSA-N
InChi Code
InChI=1S/C28H44O/c1-19(2)20(3)9-10-22(5)26-15-16-27-23(8-7-17-28(26,27)6)12-13-24-18-25(29)14-11-21(24)4/h8-10,12-13,19-20,22,25-27,29H,7,11,14-18H2,1-6H3/b10-9+,13-12+/t20-,22+,25-,26+,27-,28+/m0/s1
SMILES Code
CC([C@@](/C([H])=C([H])/[C@@]([C@@]1([H])CC[C@@]2([H])C(/C([H])=C([H])/C3=C(CC[C@@](O)([H])C3)C)=CCC[C@]12C)([H])C)([H])C)C
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
396.66
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: Synthesis and photochemical transformation of 3β,21-dihydroxypregna-5,7-dien-20-one to novel secosteroids that show anti-melanoma activity Michal A. Zmijewski, Wei Li, Jianjun Chen, Tae-Kang Kim, Jordan K. Zjawiony, Trevor W. Sweatman, Duane D. Miller, Andrzej T. Slominski Steroids. Author manuscript; available in PMC 2012 Jan 1.Published in final edited form as: Steroids. 2011 Jan; 76(1-2): 193–203. Published online 2010 Nov 9. doi: 10.1016/j.steroids.2010.10.009 PMCID: PMC3005096
2: Effects of sidechain length and composition on the kinetic conversion and product distribution of vitamin D analogs determined by real-time NMR Jianjun Chen, Andrzej T. Slominski, Duane D. Miller, Wei Li Dermatoendocrinol. 2013 Jan 1; 5(1): 142–149. Published online 2013 Jan 1. doi: 10.4161/derm.24339 PMCID: PMC3897582
3: Photobiology of vitamin D in mushrooms and its bioavailability in humans Raphael-John H. Keegan, Zhiren Lu, Jaimee M. Bogusz, Jennifer E. Williams, Michael F. Holick Dermatoendocrinol. 2013 Jan 1; 5(1): 165–176. Published online 2013 Jan 1. doi: 10.4161/derm.23321 PMCID: PMC3897585
4: Sunlight and Vitamin D: A global perspective for health Matthias Wacker, Michael F. Holick
Dermatoendocrinol. 2013 Jan 1; 5(1): 51–108. Published online 2013 Jan 1. doi: 10.4161/derm.24494 PMCID: PMC3897598
