Damsin

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MedKoo CAT#: 581707

CAS#: 1216-42-8

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


Price and Availability

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Pricing updated 2020-07-11. Prices are subject to change without notice.

Damsin is not in stock, may be available through custom synthesis. For cost-effective reason, minimum 1 gram order is requested. The product will be characterized by NMR, HPLC and MS analysis. Purity (HPLC) is usually >98%. CoA, QC data, MSDS will be provided when product is successfully made. The estimated lead time is 2-3 months. Please send email to sales@medkoo.com to inquire quote.


Chemical Structure

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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


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


Technical Data

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


References

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.