5'-Prenylxanthohumol

Details

• Internal ID: 0c0c14bd-74e0-48f5-869a-1e0fcba2be1b
• Taxonomy: Phenylpropanoids and polyketides > Linear 1,3-diarylpropanoids > Chalcones and dihydrochalcones > 3-prenylated chalcones
• IUPAC Name: (E)-1-[2,4-dihydroxy-6-methoxy-3,5-bis(3-methylbut-2-enyl)phenyl]-3-(4-hydroxyphenyl)prop-2-en-1-one
• SMILES (Canonical): CC(=CCC1=C(C(=C(C(=C1O)C(=O)C=CC2=CC=C(C=C2)O)OC)CC=C(C)C)O)C
• SMILES (Isomeric): CC(=CCC1=C(C(=C(C(=C1O)C(=O)/C=C/C2=CC=C(C=C2)O)OC)CC=C(C)C)O)C
• InChI: InChI=1S/C26H30O5/c1-16(2)6-13-20-24(29)21(14-7-17(3)4)26(31-5)23(25(20)30)22(28)15-10-18-8-11-19(27)12-9-18/h6-12,15,27,29-30H,13-14H2,1-5H3/b15-10+
• InChI Key: HOTYOZVURUOVTK-XNTDXEJSSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₃₀O₅
• Molecular Weight: 422.50 g/mol
• Exact Mass: 422.20932405 g/mol
• Topological Polar Surface Area (TPSA): 87.00 Ų
• XlogP: 7.00

Synonyms

• 3',5'-Diprenyl-4,2',4'-trihydroxy-6-methoxychalcone
• 2',4,4'-Trihydroxy-6'-methoxy-3',5'-diprenylchalcone
• SCHEMBL143839
• CHEMBL471777
• CHEBI:172663
• DTXSID401315133
• LMPK12120296
• 1-(2-Allyl-4-pentenoyl)-3-cyclohexyl-Urea
• 6'-Methoxy-2',4',4-trihydroxy-3',5'-diprenylchalcone
• (E)-1-[2,4-dihydroxy-6-methoxy-3,5-bis(3-methylbut-2-enyl)phenyl]-3-(4-hydroxyphenyl)prop-2-en-1-one
• 189299-04-5

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	97.47%	91.11%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	93.06%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.40%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.89%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.61%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.27%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.53%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	86.13%	94.73%
CHEMBL2581	P07339	Cathepsin D	85.84%	98.95%
CHEMBL3194	P02766	Transthyretin	83.68%	90.71%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.10%	95.50%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	82.49%	91.71%

Plants that contains it

• Alkanna cappadocica
• Artemisia rupestris subsp. rupestris
• Atalantia racemosa
• Buddleja cordata
• Crambe tatarica
• Diospyros eriantha
• Fritillaria monantha
• Garcinia xanthochymus
• Hoffmannia strigillosa
• Humulus lupulus
• Millettia erythrocalyx
• Myrsine lancifolia
• Ononis vaginalis
• Pteris semipinnata
• Salvia hispanica
• Scorzonera pseudodivaricata
• Stenocereus griseus
• Syncarpia hillii

Cross-Links

• PubChem: 23250008
• NPASS: NPC1486
• ChEMBL: CHEMBL471777
• LOTUS: LTS0033787
• wikiData: Q105292763