1-[5,7-dihydroxy-2-(4-hydroxyphenyl)-3-[3-(4-hydroxyphenyl)prop-2-enyl]-3,4-dihydro-2H-chromen-8-yl]-3-(4-methoxyphenyl)propan-1-one

Details

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Internal ID 26f7fc91-ba5b-484e-956e-470cfa6f54be
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Hydroxyflavonoids > 7-hydroxyflavonoids
IUPAC Name 1-[5,7-dihydroxy-2-(4-hydroxyphenyl)-3-[3-(4-hydroxyphenyl)prop-2-enyl]-3,4-dihydro-2H-chromen-8-yl]-3-(4-methoxyphenyl)propan-1-one
SMILES (Canonical) COC1=CC=C(C=C1)CCC(=O)C2=C(C=C(C3=C2OC(C(C3)CC=CC4=CC=C(C=C4)O)C5=CC=C(C=C5)O)O)O
SMILES (Isomeric) COC1=CC=C(C=C1)CCC(=O)C2=C(C=C(C3=C2OC(C(C3)CC=CC4=CC=C(C=C4)O)C5=CC=C(C=C5)O)O)O
InChI InChI=1S/C34H32O7/c1-40-27-16-7-22(8-17-27)9-18-29(37)32-31(39)20-30(38)28-19-24(4-2-3-21-5-12-25(35)13-6-21)33(41-34(28)32)23-10-14-26(36)15-11-23/h2-3,5-8,10-17,20,24,33,35-36,38-39H,4,9,18-19H2,1H3
InChI Key MVIWTYPPWJVLDO-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C34H32O7
Molecular Weight 552.60 g/mol
Exact Mass 552.21480336 g/mol
Topological Polar Surface Area (TPSA) 116.00 Ų
XlogP 7.00
Atomic LogP (AlogP) 6.73
H-Bond Acceptor 7
H-Bond Donor 4
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 1-[5,7-dihydroxy-2-(4-hydroxyphenyl)-3-[3-(4-hydroxyphenyl)prop-2-enyl]-3,4-dihydro-2H-chromen-8-yl]-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 + 0.9301 93.01%
Caco-2 - 0.8591 85.91%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.8714 87.14%
Subcellular localzation Mitochondria 0.7811 78.11%
OATP2B1 inhibitior - 0.5744 57.44%
OATP1B1 inhibitior + 0.7923 79.23%
OATP1B3 inhibitior + 0.9452 94.52%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.9334 93.34%
P-glycoprotein inhibitior + 0.9027 90.27%
P-glycoprotein substrate - 0.5591 55.91%
CYP3A4 substrate + 0.6616 66.16%
CYP2C9 substrate - 0.8028 80.28%
CYP2D6 substrate - 0.7872 78.72%
CYP3A4 inhibition + 0.7256 72.56%
CYP2C9 inhibition + 0.7503 75.03%
CYP2C19 inhibition + 0.8497 84.97%
CYP2D6 inhibition - 0.6263 62.63%
CYP1A2 inhibition + 0.8684 86.84%
CYP2C8 inhibition + 0.8252 82.52%
CYP inhibitory promiscuity + 0.8934 89.34%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.5637 56.37%
Eye corrosion - 0.9869 98.69%
Eye irritation - 0.8785 87.85%
Skin irritation - 0.7540 75.40%
Skin corrosion - 0.9334 93.34%
Ames mutagenesis - 0.6454 64.54%
Human Ether-a-go-go-Related Gene inhibition + 0.9031 90.31%
Micronuclear + 0.5859 58.59%
Hepatotoxicity - 0.7000 70.00%
skin sensitisation - 0.8791 87.91%
Respiratory toxicity + 0.5222 52.22%
Reproductive toxicity + 0.8556 85.56%
Mitochondrial toxicity + 0.7250 72.50%
Nephrotoxicity - 0.8680 86.80%
Acute Oral Toxicity (c) I 0.3543 35.43%
Estrogen receptor binding + 0.8542 85.42%
Androgen receptor binding + 0.8578 85.78%
Thyroid receptor binding + 0.6357 63.57%
Glucocorticoid receptor binding + 0.7292 72.92%
Aromatase binding - 0.6255 62.55%
PPAR gamma + 0.6152 61.52%
Honey bee toxicity - 0.7528 75.28%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity + 0.6200 62.00%
Fish aquatic toxicity + 0.8586 85.86%

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 99.46% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.58% 96.09%
CHEMBL233 P35372 Mu opioid receptor 98.13% 97.93%
CHEMBL3060 Q9Y345 Glycine transporter 2 95.81% 99.17%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.66% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.00% 97.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.20% 86.33%
CHEMBL2581 P07339 Cathepsin D 93.53% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.06% 94.45%
CHEMBL2535 P11166 Glucose transporter 91.87% 98.75%
CHEMBL4208 P20618 Proteasome component C5 91.50% 90.00%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 90.14% 95.50%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 89.55% 96.00%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 88.89% 96.95%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.82% 95.89%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 86.39% 91.71%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 85.80% 92.62%
CHEMBL1966 Q02127 Dihydroorotate dehydrogenase 85.49% 96.09%
CHEMBL3401 O75469 Pregnane X receptor 84.49% 94.73%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.66% 89.00%
CHEMBL2243 O00519 Anandamide amidohydrolase 83.28% 97.53%
CHEMBL3194 P02766 Transthyretin 81.63% 90.71%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.19% 95.89%
CHEMBL3820 P35557 Hexokinase type IV 81.19% 91.96%

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 162964777
LOTUS LTS0207600
wikiData Q105173061