Titrotundine

Details

• Internal ID: 9c8811a1-7bc2-4172-99bd-d4f4fb75c9ea
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: (1-hydroxy-2,11-dimethyl-7-methylidene-6-oxo-5,14-dioxatricyclo[9.2.1.04,8]tetradecan-9-yl) 2-methylpropanoate
• SMILES (Canonical): CC1CC2C(C(CC3(CCC1(O3)O)C)OC(=O)C(C)C)C(=C)C(=O)O2
• SMILES (Isomeric): CC1CC2C(C(CC3(CCC1(O3)O)C)OC(=O)C(C)C)C(=C)C(=O)O2
• InChI: InChI=1S/C19H28O6/c1-10(2)16(20)24-14-9-18(5)6-7-19(22,25-18)11(3)8-13-15(14)12(4)17(21)23-13/h10-11,13-15,22H,4,6-9H2,1-3,5H3
• InChI Key: VKWNXJLVNFOOOS-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₈O₆
• Molecular Weight: 352.40 g/mol
• Exact Mass: 352.18858861 g/mol
• Topological Polar Surface Area (TPSA): 82.10 Ų
• XlogP: 2.80

Synonyms

• 56377-67-4
• Titrotundine
• Tagitinin D
• NSC 249959
• Tirotundine
• (1-hydroxy-2,11-dimethyl-7-methylidene-6-oxo-5,14-dioxatricyclo[9.2.1.04,8]tetradecan-9-yl) 2-methylpropanoate
• TAGITININ-D
• DTXSID20971809
• HY-N1147
• NSC249959
• NSC291858
• AKOS040762432
• NSC-249959
• NSC-291858
• 9-hydroxy-6,10-dimethyl-3-methylidene-2-oxododecahydro-6,9-epoxycyclodeca[b]furan-4-yl 2-methylpropanoate
• CS-0016438
• Propanoic acid, dodecahydro-9-hydroxy-6,10-dimethyl-3-methylene-2-oxo-6,9-epoxycyclodeca[b]furan-4-yl ester, [3aS-(3aR*,4R*,6R*,9R*,10R*,11aS*)]-
• Propanoic acid, dodecahydro-9-hydroxy-6,10-dimethyl-3-methylene-2-oxo-6,9-epoxycyclodeca[b]furan-4-yl ester, [3aS-(3aR*,4S*,6R*,9S*,10R*,11aS*)]-

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
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.63%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.96%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.88%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.29%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.55%	99.23%
CHEMBL299	P17252	Protein kinase C alpha	88.39%	98.03%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	88.28%	85.30%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.13%	85.14%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	88.09%	91.07%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.49%	95.56%
CHEMBL2996	Q05655	Protein kinase C delta	86.20%	97.79%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	85.31%	95.50%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	85.07%	95.71%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.80%	97.09%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	84.73%	94.08%
CHEMBL340	P08684	Cytochrome P450 3A4	84.67%	91.19%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	84.61%	82.69%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.00%	86.33%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	83.84%	95.71%
CHEMBL221	P23219	Cyclooxygenase-1	82.86%	90.17%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.52%	97.14%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	80.47%	96.77%

Plants that contains it

• Helianthus niveus
• Heliomeris longifolia
• Tithonia diversifolia
• Tithonia rotundifolia

Cross-Links

• PubChem: 324884
• LOTUS: LTS0046882
• wikiData: Q72509146