1-[2,4-Dihydroxy-3-[1-(4-hydroxyphenyl)prop-2-enyl]-6-methoxyphenyl]-3-(4-methoxyphenyl)propan-1-one

Details

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Internal ID 2ee61798-cf1c-43b4-8b80-2f0a39a1384e
Taxonomy Phenylpropanoids and polyketides > Diarylheptanoids > Linear diarylheptanoids > Curcuminoids
IUPAC Name 1-[2,4-dihydroxy-3-[1-(4-hydroxyphenyl)prop-2-enyl]-6-methoxyphenyl]-3-(4-methoxyphenyl)propan-1-one
SMILES (Canonical) COC1=CC=C(C=C1)CCC(=O)C2=C(C=C(C(=C2O)C(C=C)C3=CC=C(C=C3)O)O)OC
SMILES (Isomeric) COC1=CC=C(C=C1)CCC(=O)C2=C(C=C(C(=C2O)C(C=C)C3=CC=C(C=C3)O)O)OC
InChI InChI=1S/C26H26O6/c1-4-20(17-8-10-18(27)11-9-17)24-22(29)15-23(32-3)25(26(24)30)21(28)14-7-16-5-12-19(31-2)13-6-16/h4-6,8-13,15,20,27,29-30H,1,7,14H2,2-3H3
InChI Key MRZMRKHXPCRTSJ-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C26H26O6
Molecular Weight 434.50 g/mol
Exact Mass 434.17293854 g/mol
Topological Polar Surface Area (TPSA) 96.20 Ų
XlogP 5.40
Atomic LogP (AlogP) 4.95
H-Bond Acceptor 6
H-Bond Donor 3
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 1-[2,4-Dihydroxy-3-[1-(4-hydroxyphenyl)prop-2-enyl]-6-methoxyphenyl]-3-(4-methoxyphenyl)propan-1-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9410 94.10%
Caco-2 - 0.6598 65.98%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.8664 86.64%
OATP2B1 inhibitior - 0.5799 57.99%
OATP1B1 inhibitior + 0.8393 83.93%
OATP1B3 inhibitior + 0.9638 96.38%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.9338 93.38%
BSEP inhibitior + 0.8704 87.04%
P-glycoprotein inhibitior + 0.8648 86.48%
P-glycoprotein substrate + 0.5591 55.91%
CYP3A4 substrate + 0.6005 60.05%
CYP2C9 substrate - 0.8093 80.93%
CYP2D6 substrate - 0.7795 77.95%
CYP3A4 inhibition + 0.9121 91.21%
CYP2C9 inhibition + 0.7507 75.07%
CYP2C19 inhibition + 0.9322 93.22%
CYP2D6 inhibition - 0.6604 66.04%
CYP1A2 inhibition + 0.9209 92.09%
CYP2C8 inhibition + 0.7580 75.80%
CYP inhibitory promiscuity + 0.8490 84.90%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.8116 81.16%
Carcinogenicity (trinary) Non-required 0.7760 77.60%
Eye corrosion - 0.9784 97.84%
Eye irritation - 0.7515 75.15%
Skin irritation - 0.7906 79.06%
Skin corrosion - 0.8736 87.36%
Ames mutagenesis - 0.5400 54.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6992 69.92%
Micronuclear - 0.5982 59.82%
Hepatotoxicity - 0.6000 60.00%
skin sensitisation - 0.7933 79.33%
Respiratory toxicity - 0.5778 57.78%
Reproductive toxicity + 0.5889 58.89%
Mitochondrial toxicity - 0.5875 58.75%
Nephrotoxicity - 0.8221 82.21%
Acute Oral Toxicity (c) III 0.6549 65.49%
Estrogen receptor binding + 0.8724 87.24%
Androgen receptor binding + 0.8090 80.90%
Thyroid receptor binding + 0.6734 67.34%
Glucocorticoid receptor binding + 0.8126 81.26%
Aromatase binding + 0.5573 55.73%
PPAR gamma + 0.6458 64.58%
Honey bee toxicity - 0.7302 73.02%
Biodegradation - 0.9500 95.00%
Crustacea aquatic toxicity - 0.5600 56.00%
Fish aquatic toxicity + 0.9780 97.80%

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 98.78% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.69% 96.09%
CHEMBL4208 P20618 Proteasome component C5 97.69% 90.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 96.91% 99.17%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.43% 86.33%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.02% 94.45%
CHEMBL2581 P07339 Cathepsin D 93.42% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.65% 95.56%
CHEMBL1255126 O15151 Protein Mdm4 90.12% 90.20%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 89.66% 95.50%
CHEMBL2535 P11166 Glucose transporter 89.04% 98.75%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 87.06% 95.89%
CHEMBL1907 P15144 Aminopeptidase N 85.83% 93.31%
CHEMBL3492 P49721 Proteasome Macropain subunit 84.75% 90.24%
CHEMBL3437 Q16853 Amine oxidase, copper containing 82.33% 94.00%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 82.14% 90.71%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.64% 95.89%
CHEMBL3194 P02766 Transthyretin 81.51% 90.71%
CHEMBL3401 O75469 Pregnane X receptor 81.44% 94.73%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 80.82% 86.92%
CHEMBL5852 Q96P65 Pyroglutamylated RFamide peptide receptor 80.59% 85.00%

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.
Iryanthera laevis

Cross-Links

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PubChem 13915682
LOTUS LTS0170303
wikiData Q104396892