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MedKoo Cat#: 145523 | Name: Sorgomol

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Sorgomol in sorghum (Sorghum bicolor [L.] Moench) is a strigol-type SL with a hydroxy group at C-9 of 5DS.

Chemical Structure

Sorgomol
Sorgomol
CAS#1011730-11-2

Theoretical Analysis

MedKoo Cat#: 145523

Name: Sorgomol

CAS#: 1011730-11-2

Chemical Formula: C19H22O6

Exact Mass: 346.1400

Molecular Weight: 346.38

Elemental Analysis: C, 65.88; H, 6.40; O, 27.71

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Related CAS #
No Data
Synonym
Sorgomol;
IUPAC/Chemical Name
(3aR,8R,8bS,E)-8-(hydroxymethyl)-8-methyl-3-((((R)-4-methyl-5-oxo-2,5-dihydrofuran-2-yl)oxy)methylene)-3,3a,4,5,6,7,8,8b-octahydro-2H-indeno[1,2-b]furan-2-one
InChi Key
KYSWLLSZOWOOGF-ZMJOFITKSA-N
InChi Code
1S/C19H22O6/c1-10-6-14(24-17(10)21)23-8-13-12-7-11-4-3-5-19(2,9-20)15(11)16(12)25-18(13)22/h6,8,12,14,16,20H,3-5,7,9H2,1-2H3/b13-8+/t12-,14-,16+,19+/m1/s1
SMILES Code
[H][C@]12CC3=C([C@@]1([H])OC(=O)\C2=C\O[C@@H]4OC(=O)C(C)=C4)[C@](C)(CO)CCC3
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
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 346.38 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.

Recalculate based on batch purity %
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: Wakabayashi T, Ishiwa S, Shida K, Motonami N, Suzuki H, Takikawa H, Mizutani M, Sugimoto Y. Identification and characterization of sorgomol synthase in sorghum strigolactone biosynthesis. Plant Physiol. 2021 Apr 2;185(3):902-913. doi: 10.1093/plphys/kiaa113. PMID: 33793911; PMCID: PMC8133691. 2: Motonami N, Ueno K, Nakashima H, Nomura S, Mizutani M, Takikawa H, Sugimoto Y. The bioconversion of 5-deoxystrigol to sorgomol by the sorghum, Sorghum bicolor (L.) Moench. Phytochemistry. 2013 Sep;93:41-8. doi: 10.1016/j.phytochem.2013.02.017. Epub 2013 Apr 15. PMID: 23597492. 3: Yoneyama K, Xie X, Yoneyama K, Takeuchi Y. Strigolactones: structures and biological activities. Pest Manag Sci. 2009 May;65(5):467-70. doi: 10.1002/ps.1726. PMID: 19222028. 4: Taghipour F, Motamed N, Amoozegar MA, Shahhoseini M, Mahdian S. Carotenoids as potential inhibitors of TNFα in COVID-19 treatment. PLoS One. 2022 Dec 27;17(12):e0276538. doi: 10.1371/journal.pone.0276538. PMID: 36574379; PMCID: PMC9794061. 5: Ueno K, Nakashima H, Mizutani M, Takikawa H, Sugimoto Y. Bioconversion of 5-deoxystrigol stereoisomers to monohydroxylated strigolactones by plants. J Pestic Sci. 2018 Aug 20;43(3):198-206. doi: 10.1584/jpestics.D18-021. PMID: 30363087; PMCID: PMC6140633. 6: Iseki M, Shida K, Kuwabara K, Wakabayashi T, Mizutani M, Takikawa H, Sugimoto Y. Evidence for species-dependent biosynthetic pathways for converting carlactone to strigolactones in plants. J Exp Bot. 2018 Apr 23;69(9):2305-2318. doi: 10.1093/jxb/erx428. PMID: 29294064; PMCID: PMC5913628. 7: Kisugi T, Xie X, Kim HI, Yoneyama K, Sado A, Akiyama K, Hayashi H, Uchida K, Yokota T, Nomura T, Yoneyama K. Strigone, isolation and identification as a natural strigolactone from Houttuynia cordata. Phytochemistry. 2013 Mar;87:60-4. doi: 10.1016/j.phytochem.2012.11.013. Epub 2013 Jan 3. PMID: 23290861. 8: Yoneyama K, Kisugi T, Xie X, Arakawa R, Ezawa T, Nomura T, Yoneyama K. Shoot- derived signals other than auxin are involved in systemic regulation of strigolactone production in roots. Planta. 2015 Mar;241(3):687-98. doi: 10.1007/s00425-014-2208-x. Epub 2014 Nov 23. PMID: 25417194. 9: Bharti N, Tripathi S, Bhatla SC. Photomodulation of strigolactone biosynthesis and accumulation during sunflower seedling growth. Plant Signal Behav. 2015;10(8):e1049792. doi: 10.1080/15592324.2015.1049792. PMID: 26252191; PMCID: PMC4622531. 10: Mori N, Nishiuma K, Sugiyama T, Hayashi H, Akiyama K. Carlactone-type strigolactones and their synthetic analogues as inducers of hyphal branching in arbuscular mycorrhizal fungi. Phytochemistry. 2016 Oct;130:90-8. doi: 10.1016/j.phytochem.2016.05.012. Epub 2016 Jun 2. PMID: 27264641. 11: Nomura S, Nakashima H, Mizutani M, Takikawa H, Sugimoto Y. Structural requirements of strigolactones for germination induction and inhibition of Striga gesnerioides seeds. Plant Cell Rep. 2013 Jun;32(6):829-38. doi: 10.1007/s00299-013-1429-y. Epub 2013 Apr 6. PMID: 23563521. 12: Mohemed N, Charnikhova T, Bakker EJ, van Ast A, Babiker AG, Bouwmeester HJ. Evaluation of field resistance to Striga hermonthica (Del.) Benth. in Sorghum bicolor (L.) Moench. The relationship with strigolactones. Pest Manag Sci. 2016 Nov;72(11):2082-2090. doi: 10.1002/ps.4426. Epub 2016 Sep 23. PMID: 27611187. 13: Yoneyama K, Arakawa R, Ishimoto K, Kim HI, Kisugi T, Xie X, Nomura T, Kanampiu F, Yokota T, Ezawa T, Yoneyama K. Difference in Striga-susceptibility is reflected in strigolactone secretion profile, but not in compatibility and host preference in arbuscular mycorrhizal symbiosis in two maize cultivars. New Phytol. 2015 May;206(3):983-989. doi: 10.1111/nph.13375. Epub 2015 Mar 6. PMID: 25754513.