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MedKoo Cat#: 145730 | Name: Sorgolactone

Description:

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

Sorgolactone is a strigolactone.

Chemical Structure

Sorgolactone
Sorgolactone
CAS#141262-39-7

Theoretical Analysis

MedKoo Cat#: 145730

Name: Sorgolactone

CAS#: 141262-39-7

Chemical Formula: C18H20O5

Exact Mass: 316.1300

Molecular Weight: 316.35

Elemental Analysis: C, 68.34; H, 6.37; O, 25.29

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.
Bulk Inquiry
Related CAS #
No Data
Synonym
Sorgolactone;
IUPAC/Chemical Name
(3aR,8S,8bS,E)-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
KHSREFIWULNDAB-YCUBLIQYSA-N
InChi Code
1S/C18H20O5/c1-9-4-3-5-11-7-12-13(18(20)23-16(12)15(9)11)8-21-14-6-10(2)17(19)22-14/h6,8-9,12,14,16H,3-5,7H2,1-2H3/b13-8+/t9-,12+,14+,16-/m0/s1
SMILES Code
[H][C@]12CC3=C([C@@H](C)CCC3)[C@@]1([H])OC(=O)\C2=C\O[C@@H]4OC(=O)C(C)=C4
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 316.35 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: Xie X, Yoneyama K, Kisugi T, Uchida K, Ito S, Akiyama K, Hayashi H, Yokota T, Nomura T, Yoneyama K. Confirming stereochemical structures of strigolactones produced by rice and tobacco. Mol Plant. 2013 Jan;6(1):153-63. doi: 10.1093/mp/sss139. Epub 2012 Nov 30. PMID: 23204500; PMCID: PMC3548624. 2: Sato D, Awad AA, Chae SH, Yokota T, Sugimoto Y, Takeuchi Y, Yoneyama K. Analysis of strigolactones, germination stimulants for striga and orobanche, by high-performance liquid chromatography/tandem mass spectrometry. J Agric Food Chem. 2003 Feb 26;51(5):1162-8. doi: 10.1021/jf025997z. PMID: 12590450. 3: 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. 4: Piña-Torres IH, Dávila-Berumen F, González-Hernández GA, Torres-Guzmán JC, Padilla-Guerrero IE. Hyphal Growth and Conidia Germination Are Induced by Phytohormones in the Root Colonizing and Plant Growth Promoting Fungus Metarhizium guizhouense. J Fungi (Basel). 2023 Sep 19;9(9):945. doi: 10.3390/jof9090945. PMID: 37755053; PMCID: PMC10532501. 5: Akiyama K, Matsuzaki K, Hayashi H. Plant sesquiterpenes induce hyphal branching in arbuscular mycorrhizal fungi. Nature. 2005 Jun 9;435(7043):824-7. doi: 10.1038/nature03608. PMID: 15944706. 6: Klem K, Gargallo-Garriga A, Rattanapichai W, Oravec M, Holub P, Veselá B, Sardans J, Peñuelas J, Urban O. Distinct Morphological, Physiological, and Biochemical Responses to Light Quality in Barley Leaves and Roots. Front Plant Sci. 2019 Aug 14;10:1026. doi: 10.3389/fpls.2019.01026. PMID: 31475023; PMCID: PMC6703096. 7: Wigchert SC, Kuiper E, Boelhouwer GJ, Nefkens GH, Verkleij JA, Zwanenburg B. Dose-response of seeds of the parasitic weeds Striga and Orobanche toward the synthetic germination stimulants GR 24 and Nijmegen 1. J Agric Food Chem. 1999 Apr;47(4):1705-10. doi: 10.1021/jf981006z. PMID: 10564042. 8: 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. 9: Besserer A, Puech-Pagès V, Kiefer P, Gomez-Roldan V, Jauneau A, Roy S, Portais JC, Roux C, Bécard G, Séjalon-Delmas N. Strigolactones stimulate arbuscular mycorrhizal fungi by activating mitochondria. PLoS Biol. 2006 Jul;4(7):e226. doi: 10.1371/journal.pbio.0040226. PMID: 16787107; PMCID: PMC1481526. 10: Reizelman A, Wigchert SC, del-Bianco C, Zwanenburg B. Synthesis and bioactivity of labelled germination stimulants for the isolation and identification of the strigolactone receptor. Org Biomol Chem. 2003 Mar 21;1(6):950-9. doi: 10.1039/b210678g. PMID: 12929633.

View History

BILR-355

BILR-355