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Costunolide

Costunolide Struktur
553-21-9
CAS-Nr.
553-21-9
Englisch Name:
Costunolide
Synonyma:
COSTUNDIDE;costunolid;Costunlide;CUSTUNOLIDE;(3aS,6E,10E,11aR)-6,10-Dimethyl-3-methylene-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-2(3H)-one;Costulide;NSC 106404;costunoide;COSTUNOLIDE;Cosinolactone
CBNumber:
CB1455816
Summenformel:
C15H20O2
Molgewicht:
232.32
MOL-Datei:
553-21-9.mol

Costunolide Eigenschaften

Schmelzpunkt:
106-107 °C
Siedepunkt:
385.4±42.0 °C(Predicted)
Dichte
1.03±0.1 g/cm3(Predicted)
storage temp. 
-20°C
L?slichkeit
DMSO: soluble10mg/mL (clear solution)
Aggregatzustand
powder
Farbe
white to beige
Optische Rotation
[α]/D +110.0 to +130.0°, c =0.5 in chloroform-d
InChI
InChI=1S/C15H20O2/c1-10-5-4-6-11(2)9-14-13(8-7-10)12(3)15(16)17-14/h5,9,13-14H,3-4,6-8H2,1-2H3/b10-5+,11-9+/t13-,14+/m0/s1
InChIKey
HRYLQFBHBWLLLL-GRFSRWIASA-N
SMILES
O1C(=O)C(=C)[C@]2([H])CCC(C)=CCCC(C)=C[C@@]12[H] |t:10,15|
LogP
4.049 (est)
CAS Datenbank
553-21-9(CAS DataBase Reference)
NIST chemische Informationen
Germacra-1(10),4,11(13)-trien-12-oic acid, 6«alpha»-hydroxy-, «gamma»-lactone, (e,e)-(553-21-9)
Sicherheit
  • Risiko- und Sicherheitserkl?rung
  • Gefahreninformationscode (GHS)
Kennzeichnung gef?hrlicher Xi
R-S?tze: 36/37/38
S-S?tze: 26-24/25
WGK Germany  3
HS Code  29322090
Speicherklasse 11 - Combustible Solids
Hazard Classifications Skin Sens. 1
Bildanzeige (GHS) Exclamation Mark (GHS07)
Alarmwort Warnung
Gefahrenhinweise
Code Gefahrenhinweise Gefahrenklasse Abteilung Alarmwort Symbol P-Code
H317 Kann allergische Hautreaktionen verursachen. Sensibilisierung der Haut Kategorie 1A Warnung P261, P272, P280, P302+P352,P333+P313, P321, P363, P501
Sicherheit
P280 Schutzhandschuhe/Schutzkleidung/Augenschutz tragen.
P302+P352 BEI BERüHRUNG MIT DER HAUT: Mit viel Wasser/... (Hersteller kann, falls zweckm??ig, ein Reinigungsmittel angeben oder, wenn Wasser eindeutig ungeeignet ist, ein alternatives Mittel empfehlen) waschen.

Costunolide Chemische Eigenschaften,Einsatz,Produktion Methoden

Beschreibung

Costunolide is a germacranolide sesquiterpene lactone extracted from costus oil. With alantolactone and dehydrocostuslactone, it is a component of lactone mix used to elicit reactions in Compositae-sensitive patients. An erythema-multiform-like occupational contact dermatitis case occurred in a chemistry student after accidental exposure to costus oil (CJ Le Coz & JP Lepoittevin, unpublished results).

Chemische Eigenschaften

White crystalline powder, soluble in chloroform, derived from woodsy, Inula magnifica, Kerria japonica, Malachite.

Verwenden

Costunolide is the oil extracted from Saussurea lappa is used in perfumery and in the Orient for all kinds of diseases.

Definition

ChEBI: Costunolide is a germacranolide with anthelminthic, antiparasitic and antiviral activities. It has a role as an anthelminthic drug, an antiinfective agent, an antineoplastic agent, an antiparasitic agent, an antiviral drug and a metabolite. It is a germacranolide and a heterobicyclic compound.

Allgemeine Beschreibung

Costunolide has anti-ulcer and antipyretic properties. It inhibits the cellular proliferation of melanin, human lamin-B by farnesyl-protein transferase (FPTase) and protein tyrosine phosphatase 1B (hPTP1B). Costunolide has strong larvicidal activity against A.albopictus. It inhibits the expression of inducible nitric oxide synthase and DNA-binding activity of nuclear factor kappa B subunit (NF-κB). It might function as a natural herbicide.

Biologische Aktivit?t

Inhibitor of human telomerase activity (IC 50 = 65 μ M in MCF-7 breast cancer cells). Suppresses proliferation and induces apoptosis in a variety of human tumor cell lines. Selectively blocks endothelial cell proliferation induced by VEGF. Inhibits expression of iNOS and IL-1 β and disrupts NF- κ B activation. Displays anti-inflammatory, antifungal and antiviral properties.

Biochem/physiol Actions

Costunolide is a sesquiterpene lactone originally isolated from plants widely used in many herbal medicines. It has a variety of effects. Costunolide is a potent inducer of apoptosis, a potent anti-cancer agent, has anti-inflammatory, anti-viral, anti-fungal, antimycobacterial activity and has been shown to inhibit telomerase activity.

Kontakt-Allergie

This germacranolide sesquiterpene lactone is extracted from costus oil. With alantolactone and dehydrocostunolide, it is a component of lactone mix used to elicit reactions in patients sensitive to Asteraceae-Compositae. An erythema-multiform-like occupational contact dermatitis case occurred in a chemical student after an accidental exposure to costus oil.

Costunolide Upstream-Materialien And Downstream Produkte

Upstream-Materialien

Downstream Produkte


Costunolide Anbieter Lieferant Produzent Hersteller Vertrieb H?ndler.

Global( 356)Lieferanten
Firmenname Telefon E-Mail Land Produktkatalog Edge Rate
Accendatech Co., Ltd.
+8613132578992
yunhao.liu@accendatech.com China 251 58
Shanghai Zheyan Biotech Co., Ltd.
18017610038
zheyansh@163.com CHINA 3619 58
career henan chemical co
+86-0371-86658258 +8613203830695
sales@coreychem.com China 29815 58
Chengdu Biopurify Phytochemicals Ltd.
+86-28-82633860; +8618080483897
sales@biopurify.com China 3751 58
NanJing Spring & Autumn Biological Engineering CO., LTD.
+8613815430202
sale02@cqherb.com CHINA 376 58
Shanghai Standard Technology Co., Ltd.
18502101150
ft-sales@nature-standard.com CHINA 1923 58
TopScience Biochemical
00852-68527855
info@itopbiochem.com China Hong Kong 902 58
Shaanxi Dideu Medichem Co. Ltd
+86-29-87569266 +86-17392581500
1015@dideu.com China 3991 58
Neostar United (Changzhou) Industrial Co., Ltd.
+86-0519-85551759 +8613506123987
marketing1@neostarunited.com China 8828 58
Wuhan ChemNorm Biotech Co.,Ltd.
+86-27-8439 4403 18971486879
sales@chemnorm.com CHINA 2935 58

553-21-9()Verwandte Suche:


  • (3AS,6E,10E,11AR)-3A,4,5,8,9,11A-HEXAHYDRO-6,10-DIMETHYL-3-METHYLENE-CYCLODECA[B]FURAN-2(3H)-ONE
  • COSTUNOLIDE
  • (e,e)-6-alpha-hydroxygermacra-1(10),4,11(13)-trien-12-oicacidgamma-lactone
  • germacra-1(10),4,11(13)-trien-12-oicacid,6-alpha-hydroxy-,gamma-lactone,(e,
  • Cyclodeca[b]furan-2(3H)-one, 3a,4,5,8,9,11a-hexahydro-6,10-dimethyl-3- methylene-, [3aS-(3aR*,6E,10E,11aS*)]-
  • Cyclodeca[b]furan-2(3H)-one,3a,4,5,8,9,11a-
  • hexahydro-6,10-dimethyl-3-methylene-,(3aS,6E,10E,11aR)-
  • (3aS,6E,10E)-3aβ,4,5,8,9,11aβ-Hexahydro-6,10-dimethyl-3-methylenecyclodeca[b]furan-2(3H)-one
  • (3aS,6E,10E)-3-Methylene-6,10-dimethyl-2,3,3aβ,4,5,8,9,11aα-octahydrocyclodeca[b]furan-2-one
  • Costulide
  • (3aS,6E,10E,11aR)-6,10-Dimethyl-3-methylidene-3a,4,5,8,9,11a-hexahydrocyclodeca[d]furan-2-one
  • NSC 106404
  • Costunolide, froM Auckiandialappa Decne.
  • (3aS,6E,10E,11aR)-6,10-dimethyl-3-methylene-3,3a,4,5,8,9-hexahydrocyclodeca[b]furan-2(11aH)-one
  • Costunolide, >=98%
  • Costundide 553-21-9
  • Costunolide (NSC-106404)
  • Costunolide, 98%, from Saussurea costus (Falc.) Lipsch.
  • Costunolide CRS
  • Cyclodeca[b]furan-2(3H)-one, 3a,4,5,8,9,11a-hexahydro-6,10-dimethyl-3-methylene-, (3aS,6E,10E,11aR)-
  • Costunolide,(S)
  • costunolid
  • Costunlide
  • COSTUNDIDE
  • (3aS,6E,10E,11aR)-6,10-Dimethyl-3-methylene-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-2(3H)-one
  • costunoide
  • Cosinolactone
  • Costus lactone|||NSC 106404|||Costunolid|||(+)-Costunolide
  • Costunolide(AS)
  • (3as,6z,10z,11ar)-6,10-dimethyl-3-methylene-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-2(3h)-one
  • Costunolide (Standard)
  • CUSTUNOLIDE
  • 553-21-9
  • Sesquiterpenoids
  • Inhibitors
  • chemical reagent
  • pharmaceutical intermediate
  • phytochemical
  • reference standards from Chinese medicinal herbs (TCM).
  • standardized herbal extract
  • chiral
  • Miscellaneous Natural Products
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