Cinnamoylechinadiol

Details

• Internal ID: 8d08137c-2282-430c-81c9-bc246a2fa81b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Germacrane sesquiterpenoids
• IUPAC Name: [(1R,2R,3S,4R,6E,10S)-2-hydroxy-6,10-dimethyl-3-propan-2-yl-11-oxabicyclo[8.1.0]undec-6-en-4-yl] (E)-3-phenylprop-2-enoate
• SMILES (Canonical): CC1=CCCC2(C(O2)C(C(C(C1)OC(=O)C=CC3=CC=CC=C3)C(C)C)O)C
• SMILES (Isomeric): C/C/1=C\CC[C@]2([C@H](O2)[C@@H]([C@@H]([C@@H](C1)OC(=O)/C=C/C3=CC=CC=C3)C(C)C)O)C
• InChI: InChI=1S/C24H32O4/c1-16(2)21-19(27-20(25)13-12-18-10-6-5-7-11-18)15-17(3)9-8-14-24(4)23(28-24)22(21)26/h5-7,9-13,16,19,21-23,26H,8,14-15H2,1-4H3/b13-12+,17-9+/t19-,21-,22-,23-,24+/m1/s1
• InChI Key: JBAYXBWJNDAHDZ-DXAOZSIRSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₃₂O₄
• Molecular Weight: 384.50 g/mol
• Exact Mass: 384.23005950 g/mol
• Topological Polar Surface Area (TPSA): 59.10 Ų
• XlogP: 4.60

Synonyms

• MEGxp0_000197
• CHEBI:182125
• AKOS040736440
• NCGC00385049-01
• [(1R,2R,3S,4R,6E,10S)-2-hydroxy-6,10-dimethyl-3-propan-2-yl-11-oxabicyclo[8.1.0]undec-6-en-4-yl] (E)-3-phenylprop-2-enoate
• NCGC00385049-01_C24H32O4_2-Propenoic acid, 3-phenyl-, (1R,2R,3S,4R,6E,10S)-2-hydroxy-6,10-dimethyl-3-(1-methylethyl)-11-oxabicyclo[8.1.0]undec-6-en-4-yl ester, (2E)-

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
CHEMBL221	P23219	Cyclooxygenase-1	97.89%	90.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.89%	91.11%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	97.21%	94.08%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.71%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.01%	95.56%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	95.55%	94.62%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.29%	86.33%
CHEMBL2581	P07339	Cathepsin D	93.73%	98.95%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	93.21%	96.00%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	92.48%	94.23%
CHEMBL5028	O14672	ADAM10	90.05%	97.50%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	88.68%	95.50%
CHEMBL3359	P21462	Formyl peptide receptor 1	88.62%	93.56%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	84.66%	96.47%
CHEMBL3401	O75469	Pregnane X receptor	84.59%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.56%	89.00%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	83.07%	91.71%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.00%	95.89%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.87%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.30%	99.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.19%	97.09%

Plants that contains it

• Echinacea purpurea

Cross-Links

• PubChem: 24039336
• LOTUS: LTS0240316
• wikiData: Q105124190