3-[2,5-dihydroxy-3-[(E)-1-hydroxy-3-(4-hydroxyphenyl)prop-2-enylidene]-4,6-dioxo-5-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]cyclohexen-1-yl]-3-(4-hydroxyphenyl)propanoic acid

Details

• Internal ID: 520fc47d-e21a-40bf-925b-367dabfc14ef
• Taxonomy: Phenylpropanoids and polyketides > Diarylheptanoids > Linear diarylheptanoids > Curcuminoids
• IUPAC Name: 3-[2,5-dihydroxy-3-[(E)-1-hydroxy-3-(4-hydroxyphenyl)prop-2-enylidene]-4,6-dioxo-5-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]cyclohexen-1-yl]-3-(4-hydroxyphenyl)propanoic acid
• SMILES (Canonical): C1=CC(=CC=C1C=CC(=C2C(=C(C(=O)C(C2=O)(C3C(C(C(C(O3)CO)O)O)O)O)C(CC(=O)O)C4=CC=C(C=C4)O)O)O)O
• SMILES (Isomeric): C1=CC(=CC=C1/C=C/C(=C2C(=C(C(=O)C(C2=O)([C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)O)C(CC(=O)O)C4=CC=C(C=C4)O)O)O)O
• InChI: InChI=1S/C30H30O14/c31-12-19-23(37)25(39)26(40)29(44-19)30(43)27(41)21(17(11-20(35)36)14-4-8-16(33)9-5-14)24(38)22(28(30)42)18(34)10-3-13-1-6-15(32)7-2-13/h1-10,17,19,23,25-26,29,31-34,37-40,43H,11-12H2,(H,35,36)/b10-3+,22-18?/t17?,19-,23-,25+,26-,29-,30?/m1/s1
• InChI Key: UCXUCVMTWJPTSS-KGDKVMLCSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₃₀O₁₄
• Molecular Weight: 614.50 g/mol
• Exact Mass: 614.16355563 g/mol
• Topological Polar Surface Area (TPSA): 263.00 Ų
• XlogP: -0.10

Synonyms

There are no found synonyms.

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	99.25%	91.11%
CHEMBL2581	P07339	Cathepsin D	93.06%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.97%	96.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	92.85%	96.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.41%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.95%	97.09%
CHEMBL242	Q92731	Estrogen receptor beta	89.69%	98.35%
CHEMBL4040	P28482	MAP kinase ERK2	89.06%	83.82%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.87%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.76%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.05%	95.56%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	86.81%	89.67%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	86.49%	94.23%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	84.17%	94.62%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	83.61%	85.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.88%	99.17%
CHEMBL3194	P02766	Transthyretin	82.86%	90.71%
CHEMBL226	P30542	Adenosine A1 receptor	82.58%	95.93%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	81.62%	91.71%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	81.38%	86.92%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	80.72%	90.93%
CHEMBL221	P23219	Cyclooxygenase-1	80.04%	90.17%

Plants that contains it

• Carthamus tinctorius

Cross-Links

• PubChem: 101616857
• LOTUS: LTS0236401
• wikiData: Q104402615