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ailanthone

Product Name: ailanthone
CAS No.: 981-15-7
Chemical Name: ailanthone
Synonyms: ailanthone;Δ13-Dehydrochaparrinone;Ailanthone, 10 mM in DMSO;13,21-Didehydrochaparrinone;2H-1,11c-(Epoxymethano)phenanthro[10,1-bc]pyran-5,10(3H,6aH);(1beta,11alpha,12alpha)-1,11,12-trihydroxy-11,20-epoxypicras...;11β,20-Epoxy-1β,11,12α-trihydroxypicrasa-3,13(21)-diene-2,16-dione;(1β,11β,12α)-11,20-Epoxy-1,11,12-trihydroxypicrasa-3,13(21)-diene-2,16-dione;Picrasa-3,13(21)-diene-2,16-dione,11,20-epoxy-1,11,12-trihydroxy-, (1b,11b,12a)-;Picrasa-3,13(21)-diene-2,16-dione, 11,20-epoxy-1,11,12-trihydroxy-, (1β,11β,12α)-
CBNumber: CB71327541
Molecular Formula: C20H24O7
Formula Weight: 376.4
MOL File: 981-15-7.mol

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ailanthone Property

Melting point:: 235-237 °C
Boiling point:: 641.0±55.0 °C(Predicted)
Density: 1.47
storage temp.: Sealed in dry,Store in freezer, under -20°C
solubility: DMSO:100.0(Max Conc. mg/mL);265.67(Max Conc. mM)
form: A crystalline solid
pka: 11.85±0.70(Predicted)
color: White to off-white
InChIKey: WBBVXGHSWZIJST-BIKIFPNSNA-N
SMILES: [C@]123CO[C@@]4(O)[C@H](O)C(=C)C1CC(=O)O[C@]2([H])C[C@@]1([H])C(C)=CC(=O)[C@@H](O)[C@]1(C)[C@]34[H] |&1:0,3,5,14,17,24,26,28,r|
LogP: -0.760 (est)

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word: Danger
Hazard statements: H300Fatal if swallowed

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: SML2143
Product name: Ailanthone
Purity: ≥98% (HPLC)
Packaging: 5MG
Price: $143.15
Updated: 2025/07/31

Sigma-Aldrich

Product number: SML2143
Product name: Ailanthone
Purity: ≥98% (HPLC)
Packaging: 25MG
Price: $597
Updated: 2025/07/31

Cayman Chemical

Product number: 29194
Product name: Ailanthone
Packaging: 5mg
Price: $116
Updated: 2024/03/01

Cayman Chemical

Product number: 29194
Product name: Ailanthone
Packaging: 25mg
Price: $485
Updated: 2024/03/01

Cayman Chemical

Product number: 29194
Product name: Ailanthone
Packaging: 1mg
Price: $37
Updated: 2024/03/01

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ailanthone Chemical Properties,Usage,Production

Description

Ailanthone is a quassinoid that has been found in Ailanthus and has diverse biological activities. It is active against the P. falciparum strains HB-3 and Dd-2 in vitro (IC₅₀s = 0.003 and 0.037 μg/ml, respectively). Ailanthone is phytotoxic, inhibiting radish seed germination by 88% when used at a concentration of 1 mM. It inhibits dihydrotestosterone-induced androgen receptor transcriptional activity (IC₅₀ = 69 nM in a reporter assay), as well as the growth and colony formation of LNCaP and 22RV1 androgen receptor-expressing cells, but not androgen receptor-negative PC3 and DU145 cells, when used at a concentration of 0.1 μM. Ailanthone (2 mg/kg) reduces tumor volume in 22Rv1, LNCaP, and VCaP castration-resistant prostate cancer (CRPC) mouse xenograft models.

Uses

Ailanthone has potent antineoplastic activity against anti-hepatocellular carcinoma (HCC) and has been shown to inhibit Huh7 cancer cell growth through cell cycle arrest and apoptosis in vitro and in vivo.

Definition

ChEBI: Ailanthone is a triterpenoid.

in vivo

Not only i.p. administration but also p.o. administration of Ailanthone has excellent efficiency for blocking the growth of CRPC xenografts. In pharmacokinetic studies, Ailanthone exhibits good solubility in water and good bioavailability (>20%). In addition, Ailanthone effectively suppresses CRPC tumour growth, despite not reaching a steady state of plasma drug concentration during the course of treatment^[1].

References

[1] ADEWOLE L OKUNADE. Antiplasmodial activity of extracts and quassinoids isolated from seedlings of Ailanthus altissima (Simaroubaceae).[J]. Phytotherapy Research, 2003, 17 6: 675-677. DOI: 10.1002/ptr.1336
[2] VINCENZO DE FEO. Isolation of Phytotoxic Compounds from Tree-of-Heaven (Ailanthus altissima Swingle)[J]. Journal of Agricultural and Food Chemistry, 2003, 51 5: 1177-1180. DOI: 10.1021/jf020686+
[3] YUNDONG HE. Ailanthone targets p23 to overcome MDV3100 resistance in castration-resistant prostate cancer[J]. Nature Communications, 2016, 7 1. DOI: 10.1038/ncomms13122

ailanthone Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from ailanthone manufacturers

Career Henan Chemical Co

Product: ailanthone 981-15-7
Price: US $9.80/KG
Min. Order: 1KG
Purity: ≥98%
Supply Ability: 20 tons
Release date: 2020-01-10

981-15-7, ailanthoneRelated Search:

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11β,20-Epoxy-1β,11,12α-trihydroxypicrasa-3,13(21)-diene-2,16-dione

13,21-Didehydrochaparrinone

ailanthone

Picrasa-3,13(21)-diene-2,16-dione,11,20-epoxy-1,11,12-trihydroxy-, (1b,11b,12a)-

(1β,11β,12α)-11,20-Epoxy-1,11,12-trihydroxypicrasa-3,13(21)-diene-2,16-dione

Δ13-Dehydrochaparrinone

Picrasa-3,13(21)-diene-2,16-dione, 11,20-epoxy-1,11,12-trihydroxy-, (1β,11β,12α)-

(1beta,11alpha,12alpha)-1,11,12-trihydroxy-11,20-epoxypicras...

2H-1,11c-(Epoxymethano)phenanthro[10,1-bc]pyran-5,10(3H,6aH)

(1R,2R,3aS,3a1S,6aR,7aS,11S,11aS,11bR)-1,2,11-Trihydroxy-8,11a-dimethyl-3-methylene-2,3,3a,4,7,7a,11,11a-octahydro-1H-1,3a1-(epoxymethano)dibenzo[de,g]chromene-5,10(6aH,11bH)-dione

Ailanthone, 10 mM in DMSO

981-15-7

Diterpenoids