Oxygenated xanthohumol

Details

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Internal ID fa870a57-dd21-4a7f-8459-dcc794b45764
Taxonomy Phenylpropanoids and polyketides > Linear 1,3-diarylpropanoids > Chalcones and dihydrochalcones > 3-prenylated chalcones
IUPAC Name (E)-1-[2,4-dihydroxy-3-(2-hydroxy-3-methoxy-3-methylbutyl)-6-methoxyphenyl]-3-(4-hydroxyphenyl)prop-2-en-1-one
SMILES (Canonical) CC(C)(C(CC1=C(C(=C(C=C1O)OC)C(=O)C=CC2=CC=C(C=C2)O)O)O)OC
SMILES (Isomeric) CC(C)(C(CC1=C(C(=C(C=C1O)OC)C(=O)/C=C/C2=CC=C(C=C2)O)O)O)OC
InChI InChI=1S/C22H26O7/c1-22(2,29-4)19(26)11-15-17(25)12-18(28-3)20(21(15)27)16(24)10-7-13-5-8-14(23)9-6-13/h5-10,12,19,23,25-27H,11H2,1-4H3/b10-7+
InChI Key YXGBQKBRCDLZMP-JXMROGBWSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C22H26O7
Molecular Weight 402.40 g/mol
Exact Mass 402.16785316 g/mol
Topological Polar Surface Area (TPSA) 116.00 Ų
XlogP 3.30

Synonyms

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CHEBI:66333
CHEMBL481442
Q27134881
(2E)-1-[2,4-dihydroxy-3-(2-hydroxy-3-methoxy-3-methylbutyl)-6-methoxyphenyl]-3-(4-hydroxyphenyl)prop-2-en-1-one
(E)-1-[2,4-dihydroxy-3-(2-hydroxy-3-methoxy-3-methylbutyl)-6-methoxyphenyl]-3-(4-hydroxyphenyl)prop-2-en-1-one
rac-1-[2,4-Dihydroxy-3-(2-hydroxy-3-methoxy-3-methylbutyl)-6-methoxyphenyl]-3-(4-hydroxyphenyl)propenone

2D Structure

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2D Structure of Oxygenated xanthohumol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
No predicted properties yet!

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
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 96.57% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.93% 86.33%
CHEMBL2581 P07339 Cathepsin D 94.87% 98.95%
CHEMBL3194 P02766 Transthyretin 93.94% 90.71%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 93.77% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.77% 96.09%
CHEMBL3060 Q9Y345 Glycine transporter 2 92.91% 99.17%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 92.83% 89.62%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.01% 95.56%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 90.78% 96.00%
CHEMBL3192 Q9BY41 Histone deacetylase 8 88.14% 93.99%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.85% 89.00%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 86.64% 95.50%
CHEMBL4208 P20618 Proteasome component C5 86.57% 90.00%
CHEMBL2535 P11166 Glucose transporter 86.19% 98.75%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 85.44% 94.45%
CHEMBL3401 O75469 Pregnane X receptor 85.38% 94.73%
CHEMBL1907591 P30926 Neuronal acetylcholine receptor; alpha4/beta4 84.00% 100.00%
CHEMBL2413 P32246 C-C chemokine receptor type 1 82.75% 89.50%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 82.56% 96.95%
CHEMBL5966 P55899 IgG receptor FcRn large subunit p51 82.28% 90.93%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 80.18% 91.71%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
Humulus lupulus

Cross-Links

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PubChem 11258152
NPASS NPC316769
ChEMBL CHEMBL481442
LOTUS LTS0149206
wikiData Q27134881