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Costunolide

Costunolide Structure
CAS No.
553-21-9
Chemical Name:
Costunolide
Synonyms
COSTUNDIDE;costunolid;Costunlide;(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;CUSTUNOLIDE;Cosinolactone
CBNumber:
CB1455816
Molecular Formula:
C15H20O2
Molecular Weight:
232.32
MOL File:
553-21-9.mol
Modify Date:
2024/1/4 11:05:11

Costunolide Properties

Melting point 106-107 °C
Boiling point 385.4±42.0 °C(Predicted)
Density 1.03±0.1 g/cm3(Predicted)
storage temp. -20°C
solubility DMSO: soluble10mg/mL (clear solution)
form powder
color white to beige
InChIKey HRYLQFBHBWLLLL-GRFSRWIASA-N
LogP 4.049 (est)
CAS DataBase Reference 553-21-9(CAS DataBase Reference)
NIST Chemistry Reference Germacra-1(10),4,11(13)-trien-12-oic acid, 6«alpha»-hydroxy-, «gamma»-lactone, (e,e)-(553-21-9)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS07
Signal word  Warning
Hazard statements  H317
Precautionary statements  P280-P302+P352
Hazard Codes  Xi
Risk Statements  36/37/38
Safety Statements  26-24/25
WGK Germany  3
HS Code  29322090
NFPA 704
0
2 0

Costunolide price More Price(4)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) SML0417 Costunolide ≥97% (HPLC) 553-21-9 5MG ₹10727.58 2022-06-14 Buy
Sigma-Aldrich(India) SML0417 Costunolide ≥97% (HPLC) 553-21-9 25MG ₹43830.43 2022-06-14 Buy
TCI Chemicals (India) C2921 Costunolide 553-21-9 25MG ₹9000 2022-05-26 Buy
TCI Chemicals (India) C2921 Costunolide 553-21-9 100MG ₹15700 2022-05-26 Buy
Product number Packaging Price Buy
SML0417 5MG ₹10727.58 Buy
SML0417 25MG ₹43830.43 Buy
C2921 25MG ₹9000 Buy
C2921 100MG ₹15700 Buy

Costunolide Chemical Properties,Uses,Production

Description

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dermatitis case occurred in a chemistry student after accidental exposure to costus oil (CJ Le Coz & JP Lepoittevin, unpublished results).

Chemical Properties

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

Uses

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.

General Description

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.

Biological Activity

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.

Contact allergens

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.

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.

Costunolide Preparation Products And Raw materials

Raw materials

Preparation Products

Global( 292)Suppliers
Supplier Tel Country ProdList Advantage Inquiry
CLEARSYNTH LABS LTD. +91-22-45045900 Hyderabad, India 6351 58 Inquiry
A.J Chemicals 91-9810153283 New Delhi, India 6124 58 Inquiry
TCI Chemicals (India) Pvt. Ltd. 1800 425 7889 New Delhi, India 6778 58 Inquiry
career henan chemical co +86-0371-86658258 +8613203830695 China 29888 58 Inquiry
Chengdu Biopurify Phytochemicals Ltd. +8618080483897 China 3777 58 Inquiry
Xi'an Kono chem co., Ltd., 029-86107037 13289246953 China 2995 58 Inquiry
BOC Sciences +1-631-485-4226 United States 19553 58 Inquiry
Chongqing Chemdad Co., Ltd +86-023-6139-8061 +86-86-13650506873 China 39916 58 Inquiry
Shaanxi Dideu Medichem Co. Ltd +86-29-87569266 15319487004 China 4088 58 Inquiry
Neostar United (Changzhou) Industrial Co., Ltd. +86-0519-85551759 +8613506123987 China 9907 58 Inquiry

Costunolide Spectrum

(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*)]- CUSTUNOLIDE 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 553-21-9 Sesquiterpenoids Inhibitors chemical reagent pharmaceutical intermediate phytochemical reference standards from Chinese medicinal herbs (TCM). standardized herbal extract chiral Miscellaneous Natural Products