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MedKoo Cat#: 581707 | Name: Damsin

Description:

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

Damsin is a biochemical, can be isolated from Ambrosia arborescens on cell cultures, has multiple anticancer effects.

Chemical Structure

Damsin
Damsin
CAS#1216-42-8

Theoretical Analysis

MedKoo Cat#: 581707

Name: Damsin

CAS#: 1216-42-8

Chemical Formula: C15H20O3

Exact Mass: 248.1412

Molecular Weight: 248.32

Elemental Analysis: C, 72.55; H, 8.12; O, 19.33

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
Damsin; Ambrosin, dihydro-; Dihydroambrosin; Damsine.
IUPAC/Chemical Name
(3aS,6S,6aS,9aS,9bR)-6,9a-dimethyl-3-methylenedecahydroazuleno[4,5-b]furan-2,9-dione
InChi Key
HPJYKMSFRBJOSW-OEAYZANCSA-N
InChi Code
InChI=1S/C15H20O3/c1-8-4-5-10-9(2)14(17)18-13(10)15(3)11(8)6-7-12(15)16/h8,10-11,13H,2,4-7H2,1,3H3/t8-,10-,11-,13+,15+/m0/s1
SMILES Code
C1([C@@]2([C@H]3[C@H](C(=C)C(O3)=O)CC[C@@H]([C@@H]2CC1)C)C)=O
Appearance
Solid powder
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
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 248.32 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: Svensson D, Lozano M, Almanza GR, Nilsson BO, Sterner O, Villagomez R. Sesquiterpene lactones from Ambrosia arborescens Mill. inhibit pro-inflammatory cytokine expression and modulate NF-κB signaling in human skin cells. Phytomedicine. 2018 Nov 15;50:118-126. doi: 10.1016/j.phymed.2018.04.011. Epub 2018 Apr 5. PubMed PMID: 30466970. 2: Sotillo WS, Villagomez R, Smiljanic S, Huang X, Malakpour A, Kempengren S, Rodrigo G, Almanza G, Sterner O, Oredsson S. Anti-cancer stem cell activity of a sesquiterpene lactone isolated from Ambrosia arborescens and of a synthetic derivative. PLoS One. 2017 Sep 1;12(9):e0184304. doi: 10.1371/journal.pone.0184304. eCollection 2017. PubMed PMID: 28863191; PubMed Central PMCID: PMC5581169. 3: Gatin L, Rogier de Mare A, Mary P, Vialle R, Damsin JP. Osteonecrosis of the Femoral Head: A Proposed New Treatment in Homozygous Sickle Cell Disease. Hemoglobin. 2016;40(1):1-9. doi: 10.3109/03630269.2015.1092159. PubMed PMID: 26754298. 4: Saeed M, Jacob S, Sandjo LP, Sugimoto Y, Khalid HE, Opatz T, Thines E, Efferth T. Cytotoxicity of the Sesquiterpene Lactones Neoambrosin and Damsin from Ambrosia maritima Against Multidrug-Resistant Cancer Cells. Front Pharmacol. 2015 Nov 9;6:267. doi: 10.3389/fphar.2015.00267. eCollection 2015. PubMed PMID: 26617519; PubMed Central PMCID: PMC4637410. 5: Villagomez R, Rodrigo GC, Collado IG, Calzado MA, Muñoz E, Åkesson B, Sterner O, Almanza GR, Duan RD. Multiple anticancer effects of damsin and coronopilin isolated from Ambrosia arborescens on cell cultures. Anticancer Res. 2013 Sep;33(9):3799-805. PubMed PMID: 24023312. 6: Badina A, Vialle R, Fitoussi F, Damsin JP. Case reports: Treatment of traumatic triradiate cartilage epiphysiodesis: what is the role of bridge resection? Clin Orthop Relat Res. 2013 Nov;471(11):3701-5. doi: 10.1007/s11999-013-3054-z. Epub 2013 May 15. PubMed PMID: 23673424; PubMed Central PMCID: PMC3792267. 7: Thévenin-Lemoine C, Ferrand M, Courvoisier A, Damsin JP, Ducou le Pointe H, Vialle R. Is the Caton-Deschamps index a valuable ratio to investigate patellar height in children? J Bone Joint Surg Am. 2011 Apr 20;93(8):e35. doi: 10.2106/JBJS.J.00759. PubMed PMID: 21508270. 8: Sailhan F, Hautefort P, Coulomb A, Mary P, Damsin JP. Bilateral lipoma arborescens of the knee: a case report. J Bone Joint Surg Am. 2011 Jan 19;93(2):195-8. doi: 10.2106/JBJS.I.01418. PubMed PMID: 21248217. 9: Khouri N, Khalife R, Desailly E, Thevenin-Lemoine C, Damsin JP. Proximal femoral osteotomy in neurologic pediatric hips using the locking compression plate. J Pediatr Orthop. 2010 Dec;30(8):825-31. doi: 10.1097/BPO.0b013e31820156f2. PubMed PMID: 21102208. 10: Combourieu B, Thevenin-Lemoine C, Abelin-Genevois K, Mary P, Damsin JP, Vialle R. Pediatric elbow dislocation associated with proximal radioulnar translocation: a report of three cases and a review of the literature. J Bone Joint Surg Am. 2010 Jul 21;92(8):1780-5. doi: 10.2106/JBJS.I.01694. Review. PubMed PMID: 20660242. 11: Aponte JC, Yang H, Vaisberg AJ, Castillo D, Málaga E, Verástegui M, Casson LK, Stivers N, Bates PJ, Rojas R, Fernandez I, Lewis WH, Sarasara C, Sauvain M, Gilman RH, Hammond GB. Cytotoxic and anti-infective sesquiterpenes present in Plagiochila disticha (Plagiochilaceae) and Ambrosia peruviana (Asteraceae). Planta Med. 2010 May;76(7):705-7. doi: 10.1055/s-0029-1240681. Epub 2009 Dec 3. PubMed PMID: 19960415. 12: Courvoisier A, Sailhan F, Thevenin-Lemoine C, Vialle R, Damsin J-. Congenital tibial deficiencies: treatment using the Ilizarov's external fixator. Orthop Traumatol Surg Res. 2009 Oct;95(6):431-6. doi: 10.1016/j.otsr.2009.04.017. Epub 2009 Sep 8. PubMed PMID: 19740715. 13: Zahi R, Vialle R, Abelin K, Mary P, Khouri N, Damsin JP. Spinopelvic fixation with iliosacral screws in neuromuscular spinal deformities: results in a prospective cohort of 62 patients. Childs Nerv Syst. 2010 Jan;26(1):81-6. doi: 10.1007/s00381-009-0966-8. Epub 2009 Jul 24. PubMed PMID: 19629492. 14: Solignac N, Vialle R, Thévenin-Lemoine C, Damsin JP. Popliteal pterygium knee contracture: treatment with the Ilizarov technique. Orthop Traumatol Surg Res. 2009 May;95(3):196-201. doi: 10.1016/j.otsr.2009.01.004. Epub 2009 May 1. PubMed PMID: 19410531. 15: Aoudi K, Vialle R, Thevenin-Lemoine C, Abelin K, Mary P, Damsin JP. Traumatic transepiphyseal separation of the upper femoral epiphysis following seizures in a 5-month-old child: a case report. Childs Nerv Syst. 2009 Aug;25(8):1039-41. doi: 10.1007/s00381-009-0876-9. Epub 2009 Mar 27. PubMed PMID: 19326124. 16: Mathieu L, Vialle R, Thevenin-Lemoine C, Mary P, Damsin JP. Association of Ilizarov's technique and intramedullary rodding in the treatment of congenital pseudarthrosis of the tibia. J Child Orthop. 2008 Dec;2(6):449-55. doi: 10.1007/s11832-008-0139-4. Epub 2008 Oct 28. PubMed PMID: 19308541; PubMed Central PMCID: PMC2656871. 17: Courvoisier A, Sailhan F, Mary P, Damsin JP. Case reports: lengthening of a vascularized free fibular graft. Clin Orthop Relat Res. 2009 May;467(5):1377-84. doi: 10.1007/s11999-008-0663-z. Epub 2008 Dec 10. Review. PubMed PMID: 19082678; PubMed Central PMCID: PMC2664416. 18: Abelin K, Vialle R, Lenoir T, Thévenin-Lemoine C, Damsin JP, Forin V. The sagittal balance of the spine in children and adolescents with osteogenesis imperfecta. Eur Spine J. 2008 Dec;17(12):1697-704. doi: 10.1007/s00586-008-0793-8. Epub 2008 Sep 27. PubMed PMID: 18820952; PubMed Central PMCID: PMC2587669. 19: Meyer A, Sailhan F, Coulomb A, Thevenin-Lemoine C, Mary P, Ducou-Lepointe H, Damsin JP. Proximal tibial epiphyseal intraosseous schwannoma: a rare entity. J Pediatr Orthop. 2008 Oct-Nov;28(7):786-90. doi: 10.1097/BPO.0b013e3181858358. PubMed PMID: 18812908. 20: Bachmeyer C, Lionnet F, Gibeault M, Damsin JP. Chronic multifocal osteomyelitis due to Clostridium difficile in an adolescent with sickle cell anemia. Pediatr Infect Dis J. 2008 Oct;27(10):951-2. doi: 10.1097/INF.0b013e318185a068. PubMed PMID: 18724265.