Synonym
STEMODENE; SYN-STEMODENE; SYN STEMODENE; SYNSTEMODENE
IUPAC/Chemical Name
(4aS,6aS,8S,11aR,11bS)-4,4,11b-trimethyl-9-methylenetetradecahydro-8,11a-methanocyclohepta[a]naphthalene
InChi Key
GNNRCBBKCVNPSC-VDWQKOAOSA-N
InChi Code
1S/C20H32/c1-14-8-11-20-13-15(14)12-16(20)6-7-17-18(2,3)9-5-10-19(17,20)4/h15-17H,1,5-13H2,2-4H3/t15-,16-,17-,19-,20+/m0/s1
SMILES Code
[H][C@]12C[C@H]3C[C@@]1(CCC3=C)[C@@]4(C)CCCC(C)(C)[C@]4([H])CC2
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
272.48
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: Morrone D, Jin Y, Xu M, Choi SY, Coates RM, Peters RJ. An unexpected diterpene cyclase from rice: functional identification of a stemodene synthase. Arch Biochem Biophys. 2006 Apr 15;448(1-2):133-40. doi: 10.1016/j.abb.2005.09.001. Epub 2005 Oct 7. PMID: 16256063.
2: Zhao L, Oyagbenro R, Feng Y, Xu M, Peters RJ. Oryzalexin S biosynthesis: a cross-stitched disappearing pathway. aBIOTECH. 2023 Jan 19;4(1):1-7. doi: 10.1007/s42994-022-00092-3. PMID: 37220540; PMCID: PMC10199973.
3: Hong YJ, Tantillo DJ. A Maze of Dyotropic Rearrangements and Triple Shifts: Carbocation Rearrangements Connecting Stemarene, Stemodene, Betaerdene, Aphidicolene, and Scopadulanol. J Org Chem. 2018 Apr 6;83(7):3780-3793. doi: 10.1021/acs.joc.8b00138. Epub 2018 Mar 22. PMID: 29494166.
4: Kanno Y, Otomo K, Kenmoku H, Mitsuhashi W, Yamane H, Oikawa H, Toshima H, Matsuoka M, Sassa T, Toyomasu T. Characterization of a rice gene family encoding type-A diterpene cyclases. Biosci Biotechnol Biochem. 2006 Jul;70(7):1702-10. doi: 10.1271/bbb.60044. PMID: 16861806.
5: Wang Q, Hillwig ML, Peters RJ. CYP99A3: functional identification of a diterpene oxidase from the momilactone biosynthetic gene cluster in rice. Plant J. 2011 Jan;65(1):87-95. doi: 10.1111/j.1365-313X.2010.04408.x. Epub 2010 Nov 17. PMID: 21175892; PMCID: PMC3735987.
