Costunolide

Details

• Internal ID: 0b0f0d90-f4c2-435d-bf14-97c6b3cc4e59
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: (3aS,6E,10E,11aR)-6,10-dimethyl-3-methylidene-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-2-one
• SMILES (Canonical): CC1=CCCC(=CC2C(CC1)C(=C)C(=O)O2)C
• SMILES (Isomeric): C/C/1=C\CC/C(=C/[C@@H]2[C@@H](CC1)C(=C)C(=O)O2)/C
• 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
• InChI Key: HRYLQFBHBWLLLL-AHNJNIBGSA-N
• Popularity: 199 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₂
• Molecular Weight: 232.32 g/mol
• Exact Mass: 232.146329876 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 2.10

Synonyms

• 553-21-9
• (+)-costunolide
• Costunlide
• Costunolid
• Costus lactone
• CHEMBL86416
• CHEBI:3900
• (3aS,6E,10E,11aR)-6,10-dimethyl-3-methylene-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-2(3H)-one
• NSC 106404
• (10S,1R)-3,7-dimethyl-11-methylene-13-oxabicyclo[8.3.0]trideca-2,6-dien-12-one
• (E,E)-germacra-1(10),4,11(13)-trien-12-oic acid, 6-alpha-hydroxy-gamma-lactone
• (3aS,6E,10E)-3-Methylene-6,10-dimethyl-2,3,3abeta,4,5,8,9,11aalpha-octahydrocyclodeca[b]furan-2-one
• (3aS,6E,10E,11aR)-3a,4,5,8,9,11a-Hexahydro-6,10-dimethyl-3-methylene-cyclodeca[b]furan-2(3H)-one
• (3aS,6E,10E,11aR)-6,10-dimethyl-3-methylidene-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-2(3H)-one
• (E,E)-6-alpha-Hydroxygermacra-1(10),4,11(13)-trien-12-oic acid gamma-lactone
• melampolide
• NSC106404
• Costunolide,(S)
• SCHEMBL92714
• Costunolide, >=97% (HPLC)
• HMS3269I17
• HMS3413B19
• HMS3677B19
• (3aS,6E,10E,11aR)-6,10-dimethyl-3-methylene-3,3a,4,5,8,9-hexahydrocyclodeca[b]furan-2(11aH)-one
• EX-A5462
• HY-N0036
• BDBM50411242
• MFCD00210262
• AKOS015840065
• AKOS015969714
• CS-1487
• NCGC00381718-02
• (3aS,6E,10E,11aR)-6,10-dimethyl-3-methylidene-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-2-one
• AC-28334
• AS-17708
• C2921
• C09382
• Q5175227
• BRD-K26833429-001-01-0
• (3aS,6E,10E,11aR)-6,10-dimethyl-3-methylene-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-2-one
• Cyclodeca[b]furan-2(3H)-one, 3a,4,5,8,9,11a-hexahydro-6,10-dimethyl-3-methylene-, (3aS,6E,10E,11aR)-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
No predicted properties yet!

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.19%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.99%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.87%	91.11%
CHEMBL2581	P07339	Cathepsin D	86.88%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.88%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.63%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.61%	99.23%

Plants that contains it

• Ainsliaea uniflora
• Anthemis melampodina
• Aristolochia griffithii
• Artemisia douglasiana
• Artemisia umbelliformis
• Artemisia verlotiorum
• Asteraceae
• Aucklandia costus
• Bidens subalternans
• Cassinia subtropica
• Cladrastis kentukea
• Commiphora myrrha
• Conocephalum japonicum
• Coreocarpus arizonicus
• Cosmos pringlei
• Critonia morifolia
• Cyrtocymura cincta
• Dolomiaea souliei
• Eremanthus erythropappus
• Eriocephalus kingesii
• Frullania californica
• Frullania lobulata
• Frullania nisquallensis
• Frullania tamarisci
• Gonospermum ferulaceum
• Hirtellina fruticosa
• Inula helenium
• Inulanthera dregeana
• Lactuca sativa
• Laurus nobilis
• Laurus novocanariensis
• Lepidaploa leptoclada
• Liabum bourgeaui
• Magnolia champaca
• Magnolia denudata
• Magnolia garrettii
• Magnolia grandiflora
• Magnolia nilagirica
• Magnolia salicifolia
• Magnolia sieboldii
• Magnolia virginiana
• Moquiniastrum polymorphum subsp. polymorphum
• Oxylobus arbutifolius
• Podachaenium eminens
• Rudbeckia subtomentosa
• Salmea scandens
• Stevia chamaedrys
• Stevia yaconensis
• Tamarix senegalensis
• Ursinia cakilefolia
• Wiesnerella denudata
• Zea mays

Cross-Links

• PubChem: 5281437
• NPASS: NPC269206
• ChEMBL: CHEMBL86416
• LOTUS: LTS0056969
• wikiData: Q5175227