Artecanin

Details

• Internal ID: 0ac7987c-c3ab-49ab-bcc8-d4441fdfe09e
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Guaianolides and derivatives
• IUPAC Name: (1S,2R,5S,9S,10S,11R,13S,14R)-2-hydroxy-2,11-dimethyl-6-methylidene-8,12,15-trioxapentacyclo[8.5.0.01,14.05,9.011,13]pentadecan-7-one
• SMILES (Canonical): CC1(CCC2C(C3C14C(O4)C5C3(O5)C)OC(=O)C2=C)O
• SMILES (Isomeric): C[C@]1(CC[C@@H]2[C@@H]([C@@H]3[C@]14[C@H](O4)[C@H]5[C@@]3(O5)C)OC(=O)C2=C)O
• InChI: InChI=1S/C15H18O5/c1-6-7-4-5-13(2,17)15-9(8(7)18-12(6)16)14(3)10(19-14)11(15)20-15/h7-11,17H,1,4-5H2,2-3H3/t7-,8-,9-,10-,11+,13+,14+,15-/m0/s1
• InChI Key: KXLUWEYBZBGJRZ-SSISGLGMSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₅
• Molecular Weight: 278.30 g/mol
• Exact Mass: 278.11542367 g/mol
• Topological Polar Surface Area (TPSA): 71.60 Ų
• XlogP: 0.20

Synonyms

• Chrysartemin B
• 29431-84-3
• UNII-7U3EQ7150L
• 7U3EQ7150L
• CHEBI:2849
• C09302
• 4H-Bisoxireno(1,8a:2,3)azuleno(4,5-b)furan-2(3H)-one, octahydro-6-hydroxy-6,8a-dimethyl-3-methylene-
• (1aS,2R,4aS,7aS,7bS,7cR,8aS,8bR)-2-hydroxy-2,7c-dimethyl-5-methyleneoctahydro-2H-bis(oxireno)[2',3':1,8a;2'',3'':2,3]azuleno[4,5-b]furan-6(5H)-one
• AC1L9CBW
• ARTECANIN, (+)-
• CHEMBL467832
• DTXSID501318578
• J39.139E
• Q27105846
• (1S,2R,5S,9S,10S,11R,13S,14R)-2-hydroxy-2,11-dimethyl-6-methylidene-8,12,15-trioxapentacyclo[8.5.0.01,14.05,9.011,13]pentadecan-7-one
• (3AS,6AS,7A.BETA.,7B.BETA.,8B.BETA.,8C.ALPHA.)-3A,5,6,7A,7B,8A,8B,8C-OCTAHYDRO-6.BETA.-HYDROXY-6,8A.BETA.-DIMETHYL-3-METHYLENE-4H-BISOXIRENO(1,8A:2,3)AZULENO(4,5-B)FURAN-2(3H)-ONE
• (3AS,6R,6AS,7AR,7BS,8AR,8BS,8CS)-6-HYDROXY-6,8A-DIMETHYL-3-METHYLENEOCTAHYDRO-4H-BISOXIRENO(2,3:1,8A)AZULENO(4,5-B)FURAN-2(3H)-ONE
• (3AS,6R,6AS,7AR,7BS,8AR,8BS,8CS)-6-HYDROXY-6,8A-DIMETHYL-3-METHYLIDENEOCTAHYDRO-4H-BISOXIRENO(2,3:1,8A)AZULENO(4,5-B)FURAN-2(3H)-ONE
• 4H-BISOXIRENO(1,8A:2,3)AZULENO(4,5-B)FURAN-2(3H)-ONE, OCTAHYDRO-6-HYDROXY-6,8A-DIMETHYL-3-METHYLENE-, (3AS,6R,6AS,7AR,7BS,8AR,8BS,8CS)-
• 4H-BISOXIRENO(1,8A:2,3)AZULENO(4,5-B)FURAN-2(3H)-ONE, OCTAHYDRO-6-HYDROXY-6,8A-DIMETHYL-3-METHYLENE-, (3AS-(3A.ALPHA.,6.ALPHA.,6AR*,7A.ALPHA.,7B.ALPHA.,8A.ALPHA.,8B.ALPHA.,8C.BETA.))-

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
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.99%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.43%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.56%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.92%	97.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.33%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.97%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.36%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.95%	100.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.85%	97.14%
CHEMBL259	P32245	Melanocortin receptor 4	81.55%	95.38%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	80.64%	93.04%
CHEMBL1902	P62942	FK506-binding protein 1A	80.37%	97.05%

Plants that contains it

• Achillea clavennae
• Achillea clusiana
• Achillea ligustica
• Achillea millefolium
• Ajania fastigiata
• Anthemis anthemiformis
• Artemisia argyi
• Artemisia aschurbajewi
• Artemisia frigida
• Artemisia gilvescens
• Artemisia lucentica
• Artemisia ludoviciana
• Artemisia xanthochroa
• Handelia trichophylla
• Pentzia calva
• Tanacetum macrophyllum
• Tanacetum parthenium

Cross-Links

• PubChem: 442147
• LOTUS: LTS0013522
• wikiData: Q27105846