Costunolide

Product Name: Costunolide
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;CUSTUNOLIDE;COSTUNOLIDE;Cosinolactone
CBNumber: CB1455816
Molecular Formula: C15H20O2
Formula Weight: 232.32
MOL File: 553-21-9.mol

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Costunolide Property

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
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 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)

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Safety

Hazard Codes: Xi
Risk Statements: 36/37/38
Safety Statements: 26-24/25
WGK Germany: 3
HS Code: 29322090

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H317May cause an allergic skin reaction

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: SML0417
Product name: Costunolide
Purity: ≥97% (HPLC)
Packaging: 5mg
Price: $116
Updated: 2024/03/01

Sigma-Aldrich

Product number: SML0417
Product name: Costunolide
Purity: ≥97% (HPLC)
Packaging: 25mg
Price: $458
Updated: 2024/03/01

TCI Chemical

Product number: C2921
Product name: Costunolide
Purity: >95.0%(HPLC)
Packaging: 25mg
Price: $135
Updated: 2024/03/01

TCI Chemical

Product number: C2921
Product name: Costunolide
Purity: >95.0%(HPLC)
Packaging: 100mg
Price: $370
Updated: 2024/03/01

Cayman Chemical

Product number: 14743
Product name: Costunolide
Purity: ≥98%
Packaging: 1mg
Price: $29
Updated: 2024/03/01

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Costunolide Chemical Properties,Usage,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.

Uses

(+)-Costunolide is an inhibitor of osteoclast differentiation, acting as an anti-inflammatory and anti-oxidant agent. It is a sesquiterpene lactone which mediates apoptosis.

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

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View Lastest Price from Costunolide manufacturers

Shanghai Standard Technology Co., Ltd.

Product: Costunolide 553-21-9
Price: US $0.00/mg
Min. Order: 5mg
Purity: ≥98%(HPLC)
Supply Ability: 10 g
Release date: 2019-10-12

Shanghai Standard Technology Co., Ltd.

Product: Costunolide 553-21-9
Price: US $0.00/mg
Min. Order: 5mg
Purity: Analytical Standard
Supply Ability: 10 g
Release date: 2019-10-12

NanJing Spring & Autumn Biological Engineering CO., LTD.

Product: Costundide 553-21-9 553-21-9
Price: US $25.00/mg
Min. Order: 20mg
Purity: ≥98%
Supply Ability: 1000.00 kgs
Release date: 2019-07-15

553-21-9, CostunolideRelated Search:

Dimethyl sebacate N,N-Dimethylformamide Dimethyl sulfide Dacthal Dimethyl sulfoxide Dimethyl sulfate Dimethyl fumarate D-(+)-Glucono-1,5-lactone Spironolactone Dimethyl carbonate ETHANE Dimethyl ether (3aS)-3aβ,4,5,7,8,9,9aβ,9bα-Octahydro-9β-hydroxy-6,9-dimethyl-3-methyleneazuleno[4,5-b]furan-2(3H)-one Costuslactone Tulipalin A Allyl methacrylate 6-decenoic acid CROTYL METHACRYLATE

Costundide 553-21-9

(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

costunolid

germacra-1(10),4,11(13)-trien-12-oicacid,6-alpha-hydroxy-,gamma-lactone,(e,

Costunolide (NSC-106404)

Costunolide, 98%, from Saussurea costus (Falc.) Lipsch.

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

Costunlide

(3aS,6E,10E,11aR)-6,10-Dimethyl-3-methylidene-3a,4,5,8,9,11a-hexahydrocyclodeca[d]furan-2-one

COSTUNDIDE

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%

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)

(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)

553-21-9

Sesquiterpenoids

Inhibitors

chemical reagent

pharmaceutical intermediate

phytochemical

reference standards from Chinese medicinal herbs (TCM).

standardized herbal extract

chiral

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