Leptocarpin

Details

• Internal ID: a42cd77a-2147-4b46-86a5-231f677fce77
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: [(1R,2R,4R,6R,8S,9E,11R)-8-hydroxy-4,9-dimethyl-14-methylidene-13-oxo-5,12-dioxatricyclo[9.3.0.04,6]tetradec-9-en-2-yl] (Z)-2-methylbut-2-enoate
• SMILES (Canonical): CC=C(C)C(=O)OC1CC2(C(O2)CC(C(=CC3C1C(=C)C(=O)O3)C)O)C
• SMILES (Isomeric): C/C=C(/C)\C(=O)O[C@@H]1C[C@@]2([C@H](O2)C[C@@H](/C(=C/[C@@H]3[C@@H]1C(=C)C(=O)O3)/C)O)C
• InChI: InChI=1S/C20H26O6/c1-6-10(2)18(22)25-15-9-20(5)16(26-20)8-13(21)11(3)7-14-17(15)12(4)19(23)24-14/h6-7,13-17,21H,4,8-9H2,1-3,5H3/b10-6-,11-7+/t13-,14+,15+,16+,17-,20+/m0/s1
• InChI Key: DZTWAOVNNLDWNH-OUWGJGOXSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₆O₆
• Molecular Weight: 362.40 g/mol
• Exact Mass: 362.17293854 g/mol
• Topological Polar Surface Area (TPSA): 85.40 Ų
• XlogP: 1.90

Synonyms

• 73522-63-1
• [(1R,2R,4R,6R,8S,9E,11R)-8-hydroxy-4,9-dimethyl-14-methylidene-13-oxo-5,12-dioxatricyclo[9.3.0.04,6]tetradec-9-en-2-yl] (Z)-2-methylbut-2-enoate
• (1aR-(1aR*,3S*,4Z,5aR*,8aR*,9R*(Z),10aR*))-1a,2,3,5a,7,8,8a,9,10,10a-Decahydro-3-hydroxy-4,10a-dimethyl-8-methylene-7-oxooxireno(5,6)cyclodeca(1,2-b)furan-9-yl 2-methyl-2-butanoate
• 2-Butanoic acid, 2-methyl-, 1a,2,3,5a,7,8,8a,9,10,10a-decahydro-3-hydroxy-4,10a-dimethyl-8-methylene-7-oxooxireno(5,6)cyclodeca(1,2-b)furan-9-yl ester, (1aR-(1aR*,3S*,4Z,5aR*,8aR*,9R*(Z),10aR*))-

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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.04%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.24%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.27%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.06%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.97%	89.00%
CHEMBL221	P23219	Cyclooxygenase-1	90.04%	90.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.25%	99.23%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	87.05%	91.07%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	86.27%	95.50%
CHEMBL230	P35354	Cyclooxygenase-2	84.59%	89.63%
CHEMBL340	P08684	Cytochrome P450 3A4	84.45%	91.19%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.57%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.38%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	82.91%	94.73%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.90%	100.00%

Plants that contains it

• Aldama atacamensis
• Aldama robusta
• Bahiopsis laciniata
• Calea divaricata
• Dendroviguiera puruana
• Dendroviguiera quinqueradiata
• Dendroviguiera sylvatica
• Helianthus annuus
• Helianthus simulans
• Heliomeris multiflora
• Leptocarpha rivularis
• Tithonia pedunculata
• Tithonia rotundifolia

Cross-Links

• PubChem: 6438714
• LOTUS: LTS0136255
• wikiData: Q105104703