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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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Costunolide Suppliers

Nanjing Spring & Autumn Biological Engineering Co., Ltd.
Tel
025-84430028 13815430202
Email
sale02@cqherb.com
Country
China
ProdList
281
Advantage
59
Huzhou ZhanShu Biotechnology Co.,Ltd
Tel
0572-8889530 18167260939
Email
zsubio@163.com
Country
China
ProdList
360
Advantage
58
Chengdu Push Bio-Technology Co., Ltd.
Tel
028-85370565-229 18080489829
Email
3004654993@qq.com
Country
China
ProdList
8908
Advantage
60
J & K SCIENTIFIC LTD.
Tel
010-82848833 400-666-7788
Fax
86-10-82849933
Email
jkinfo@jkchemical.com
Country
China
ProdList
94657
Advantage
76
3B Pharmachem (Wuhan) International Co.,Ltd.
Tel
821-50328103-801 18930552037
Fax
86-21-50328109
Email
3bsc@sina.com
Country
China
ProdList
15839
Advantage
69
Chembest Research Laboratories Limited
Tel
+86-21-20908456
Fax
021-58180499
Email
sales@BioChemBest.com
Country
China
ProdList
6005
Advantage
61
Beijing HwrkChemical Technology Co., Ltd
Tel
010-89508211 18501085097
Fax
010-89508210
Email
sales.bj@hwrkchemical.com
Country
China
ProdList
8418
Advantage
55
Capot Chemical Co., Ltd
Tel
+86 (0) 571 85 58 67 18
Fax
0086-571-85864795
Email
sales@capotchem.com
Country
China
ProdList
18207
Advantage
66
China DongFan Chemical Co.,LTD
Tel
86-0571-85151182
Fax
86-0571-85151182
Country
China
ProdList
5691
Advantage
66
Shandong Xiya Chemical Co., Ltd
Tel
4009903999 13355009207
Fax
0539-6365991
Email
3007715519@qq.com
Country
China
ProdList
18738
Advantage
57
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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:


  • 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
  • Miscellaneous Natural Products