Dehydrocostus lactone CAS 477-43-0
Introduction：Basic information about Dehydrocostus lactone CAS 477-43-0, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Dehydrocostus lactone Basic information
| Product Name: | Dehydrocostus lactone |
| Synonyms: | EPILIGULYL OXIDE;DEHYDROCOSTUSLACTONE;DEHYDROCOSTUS LACTONE hplc;(3aS,6aR,9aR,9bS)-Decahydro-3,6,9-tris(methylene)azuleno[4,5-b]furan-2(3H)-one;DEHYDROCOSTUNOLIDE;Azuleno[4,5-b]furan-2(3H)-one,decahydro-3,6,9-;Costus lactone, dehydro-;tris(methylene)-,(3aS,6aR,9aR,9bS)- |
| CAS: | 477-43-0 |
| MF: | C15H18O2 |
| MW: | 230.3 |
| EINECS: | 225-472-7 |
| Product Categories: | Sesquiterpenoids;Inhibitors;chemical reagent;pharmaceutical intermediate;phytochemical;reference standards from Chinese medicinal herbs (TCM).;standardized herbal extract;Heterocycles |
| Mol File: | 477-43-0.mol |
Dehydrocostus lactone Chemical Properties
| Melting point | 57.0 to 61.0 °C |
| Boiling point | 140-143 °C(Press: 0.5 Torr) |
| density | 1.09 |
| storage temp. | Sealed in dry,Store in freezer, under -20°C |
| solubility | Chloroform (Slightly), Ethyl Acetate (Slightly) |
| form | Solid |
| color | White to Off-White |
| Odor | nutty |
| Optical Rotation | [α]/D -14.0±3.0°, c = 1 in chloroform |
| λmax | 206nm(MeOH)(lit.) |
| InChI | InChI=1S/C15H18O2/c1-8-4-7-12-10(3)15(16)17-14(12)13-9(2)5-6-11(8)13/h11-14H,1-7H2/t11-,12-,13-,14-/m0/s1 |
| InChIKey | NETSQGRTUNRXEO-XUXIUFHCSA-N |
| SMILES | O1C(=O)C(=C)[C@]2([H])CCC(=C)[C@@]3([H])[C@@]([H])([C@@]12[H])C(=C)CC3 |
| LogP | 1.480 (est) |
| CAS DataBase Reference | 477-43-0(CAS DataBase Reference) |
Safety Information
| Safety Statements | 24/25 |
| WGK Germany | WGK 3 |
| HS Code | 29322090 |
| Storage Class | 11 - Combustible Solids |
| Hazard Classifications | Skin Sens. 1 |
| Description | A guaianolide sesquiterpene lactone extracted fromcostus oil. Dehydrocostuslactone is one of the componentsof lactone-mix, with costunolide and alantolactone,used to detect Compositae-sensitive patients. |
| Description | Dehydrocostus lactone is a natural sesquiterpene first isolated from costus root, which is used in traditional medicine. Dehydrocostus lactone has diverse anti-cancer properties in cells and animal models, causing cell cycle arrest, inducing apoptosis, diminishing multidrug resistance, and suppressing angiogenesis in cancer cells. It also has anti-inflammatory actions in cells, including the inhibition of signaling through STAT1 and STAT3. |
| Chemical Properties | Soluble in ethyl acetate, acetone, DMSO and other solvents, insoluble in water. Derived from Chuanmuxiang [Vladimiria souliei(Franch.)Ling], family Asteraceae. |
| Uses | Dehydrocostus lactone is the oil extracted from Saussurea lappa is used in perfumery and in the Orient for all kinds of diseases. |
| Uses | Dehydrocostus Lactone is a compound known to be a growth regulator in plants. Known to affect cell viability and cell cycle distribution it may be useful in the application towards drug-resistant tumors. |
| Definition | ChEBI: An organic heterotricyclic compound and guaianolide sesquiterpene lactone that is acrylic acid which is substituted at position 2 by a 4-hydroxy-3,8-bis(methylene)decahydoazulen-5-yl group and in which the hydroxy group and the carboxy group have undergoneformal condensation to afford the corresponding gamma-lactone. |
| Contact allergens | A guaianolide sesquiterpene lactone extracted from costus oil. It is one of the components of Lactone mix, with costunolide and alantolactone, used to detect Compositae-sensitive patients. |
| References | [1] MADAN MOHAN PANDEY Ajay K S R Subha Rastogi. Saussurea costus: Botanical, chemical and pharmacological review of an ayurvedic medicinal plant[J]. Journal of ethnopharmacology, 2007, 110 3: Pages 379-390. DOI: 10.1016/j.jep.2006.12.033 [2] CHIH-YA WANG. Dehydrocostuslactone suppresses angiogenesis in vitro and in vivo through inhibition of Akt/GSK-3β and mTOR signaling pathways.[J]. PLoS ONE, 2012: e31195. DOI: 10.1371/journal.pone.0031195 [3] BIRGIT LOHBERGER. Sesquiterpene lactones downregulate G2/M cell cycle regulator proteins and affect the invasive potential of human soft tissue sarcoma cells.[J]. PLoS ONE, 2013: e66300. DOI: 10.1371/journal.pone.0066300 [4] XUEJING LIN Changqing S Zhangxiao Peng. Potential anti-cancer activities and mechanisms of costunolide and dehydrocostuslactone.[J]. International Journal of Molecular Sciences, 2015, 16 5: 10888-10906. DOI: 10.3390/ijms160510888 [5] ELENA BUTTURINI. Two naturally occurring terpenes, dehydrocostuslactone and costunolide, decrease intracellular GSH content and inhibit STAT3 activation.[J]. PLoS ONE, 2011: e20174. DOI: 10.1371/journal.pone.0020174 [6] CLAUDIA SCARPONI. Inhibition of inflammatory and proliferative responses of human keratinocytes exposed to the sesquiterpene lactones dehydrocostuslactone and costunolide.[J]. ACS Applied Bio Materials, 2014: e107904. DOI: 10.1371/journal.pone.0107904 |
Dehydrocostus lactone Preparation Products And Raw materials
