Synonym
Adonixanthin, All-trans-beta-doradexanthin, beta-Doradexanthin, Doradexanthin
IUPAC/Chemical Name
(S)-6-hydroxy-3-((1E,3E,5E,7E,9E,11E,13E,15E,17E)-18-((R)-4-hydroxy-2,6,6-trimethylcyclohex-1-en-1-yl)-3,7,12,16-tetramethyloctadeca-1,3,5,7,9,11,13,15,17-nonaen-1-yl)-2,4,4-trimethylcyclohex-2-en-1-one
InChi Key
YECXHLPYMXGEBI-ZNQVSPAOSA-N
InChi Code
1S/C40H54O3/c1-28(17-13-19-30(3)21-23-35-32(5)25-34(41)26-39(35,7)8)15-11-12-16-29(2)18-14-20-31(4)22-24-36-33(6)38(43)37(42)27-40(36,9)10/h11-24,34,37,41-42H,25-27H2,1-10H3/b12-11+,17-13+,18-14+,23-21+,24-22+,28-15+,29-16+,30-19+,31-20+/t34-,37+/m1/s1
SMILES Code
C\C(=C/C=C/C=C(\C)/C=C/C=C(\C)/C=C/C1=C(C)C(=O)[C@@H](O)CC1(C)C)\C=C\C=C(/C)\C=C\C2=C(C)C[C@@H](O)CC2(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
582.87
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: Iwata S, Imai T, Shimazawa M, Ishibashi T, Hayashi M, Hara H, Nakamura S. Protective effects of the astaxanthin derivative, adonixanthin, on brain hemorrhagic injury. Brain Res. 2018 Nov 1;1698:130-138. doi: 10.1016/j.brainres.2018.08.009. Epub 2018 Aug 6. PubMed PMID: 30092231.
2: Inoue Y, Shimazawa M, Nagano R, Kuse Y, Takahashi K, Tsuruma K, Hayashi M, Ishibashi T, Maoka T, Hara H. Astaxanthin analogs, adonixanthin and lycopene, activate Nrf2 to prevent light-induced photoreceptor degeneration. J Pharmacol Sci. 2017 Jul;134(3):147-157. doi: 10.1016/j.jphs.2017.05.011. Epub 2017 Jun 21. PubMed PMID: 28689962.
3: Maoka T, Yasui H, Ohmori A, Tokuda H, Suzuki N, Osawa A, Shindo K, Ishibashi T. Anti-oxidative, anti-tumor-promoting, and anti-carcinogenic activities of adonirubin and adonixanthin. J Oleo Sci. 2013;62(3):181-6. PubMed PMID: 23470446.