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Dihydrocostunolide

Base Information Edit
  • Chemical Name:Dihydrocostunolide
  • CAS No.:2225-79-8
  • Molecular Formula:C15H22O2
  • Molecular Weight:234.338
  • Hs Code.:
  • Mol file:2225-79-8.mol
Dihydrocostunolide

Synonyms:Dihydrocostunolide;Germacra-1(10),4-dien-12-oic acid, 6.alpha.-hydroxy-, .gamma.-lactone, (E,E)-(11S)-;Cyclodeca(b)furan-2(3H)-one, 3a,4,5,8,9,11a-hexahydro-3,6,10-trimethyl-, (3S-(3R*,3aR*,6E,10E,11aS*))-;Cyclodeca[b]furan-2(3H)-one, 3a,4,5,8,9,11a-hexahydro-3,6,10-trimethyl-, [3S-(3R*,3aR*,6E,10E,11aR*)]-;2225-79-8;Cyclodeca[b]furan-2(3H)-one, 3a,4,5,8,9,11a-hexahydro-3,6,10-trimethyl-, [3S-(3R*,3aR*,6E,10E,11aS*)]-;Costunolide, dihydro-;OVDMFKGCVWVONO-GYIATTAWSA-N;3,6,10-Trimethyl-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-2(3H)-one #

Suppliers and Price of Dihydrocostunolide
Supply Marketing:Edit
Business phase:
The product has achieved commercial mass production*data from LookChem market partment
Manufacturers and distributors:
  • Manufacture/Brand
  • Chemicals and raw materials
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Total 0 raw suppliers
Chemical Property of Dihydrocostunolide Edit
Chemical Property:
  • Vapor Pressure:1.18E-05mmHg at 25°C 
  • Boiling Point:369.5°Cat760mmHg 
  • Flash Point:154.8°C 
  • Density:0.969g/cm3 
  • XLogP3:2.9
  • Hydrogen Bond Donor Count:0
  • Hydrogen Bond Acceptor Count:2
  • Rotatable Bond Count:0
  • Exact Mass:234.161979940
  • Heavy Atom Count:17
  • Complexity:365
Purity/Quality:
Safty Information:
  • Pictogram(s):  
  • Hazard Codes: 
MSDS Files:

SDS file from LookChem

Useful:
  • Canonical SMILES:CC1C2CCC(=CCCC(=CC2OC1=O)C)C
  • Isomeric SMILES:CC1C2CC/C(=C\CC/C(=C\C2OC1=O)/C)/C
  • General Description (3S,3aS,10E,11aS)-3,6,10-trimethyl-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-2(3H)-one, also known as dihydrocostunolide, is a germacranolide sesquiterpene lactone derived from costunolide. It exhibits biological activity as a germination stimulant for witchweed, showing efficacy across a broad concentration range (10-5 to 10-9 M), likely due to its germacrane skeleton and lactone ring structure. Additionally, its derivatives and synthetic analogs have demonstrated antifungal properties and potential as natural herbicide models, particularly in inhibiting radicle growth in monocotyledons. (3S,3aS,10E,11aS)-3,6,10-trimethyl-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-2(3H)-one's structural features, including the spatial arrangement of the germacrane framework and the lactone moiety, are critical for its bioactivity, making it a promising lead for agrochemical and pharmaceutical applications.
Technology Process of Dihydrocostunolide

There total 15 articles about Dihydrocostunolide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:
Guidance literature:
With hydrogen; palladium on activated charcoal; In methanol; for 2h;
DOI:10.1016/S0040-4039(00)01334-4
Guidance literature:
Multi-step reaction with 9 steps
1: KF2*2H2O / hexamethylphosphoric acid triamide
3: MCPBA
4: OsO4
5: PDC
6: NaBH4
7: 92 percent
8: 66 percent / dimethyl diazomalonate, <(ν-C7H15CO2)2Rh>2
9: 48 percent / TBAO
With sodium tetrahydroborate; osmium(VIII) oxide; dipyridinium dichromate; KF*F(1-); dimethyl diazomalonate; <(ν-C7H15CO2)2Rh>2; 3-chloro-benzenecarboperoxoic acid; In N,N,N,N,N,N-hexamethylphosphoric triamide;
DOI:10.1021/jo00376a110
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