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2-[5-[(1R,5S,6R)-6-(2,4-dihydroxybenzoyl)-5-(2,4-dihydroxyphenyl)-3-methylcyclohex-2-en-1-yl]-2-hydroxyphenyl]-3,7-dihydroxychromen-4-one

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

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Internal ID 4a20df19-da46-4c30-a700-afd68fa8b21c
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavones > 3-prenylated flavones
IUPAC Name 2-[5-[(1R,5S,6R)-6-(2,4-dihydroxybenzoyl)-5-(2,4-dihydroxyphenyl)-3-methylcyclohex-2-en-1-yl]-2-hydroxyphenyl]-3,7-dihydroxychromen-4-one
SMILES (Canonical) CC1=CC(C(C(C1)C2=C(C=C(C=C2)O)O)C(=O)C3=C(C=C(C=C3)O)O)C4=CC(=C(C=C4)O)C5=C(C(=O)C6=C(O5)C=C(C=C6)O)O
SMILES (Isomeric) CC1=C[C@H]([C@@H]([C@H](C1)C2=C(C=C(C=C2)O)O)C(=O)C3=C(C=C(C=C3)O)O)C4=CC(=C(C=C4)O)C5=C(C(=O)C6=C(O5)C=C(C=C6)O)O
InChI InChI=1S/C35H28O10/c1-16-10-24(17-2-9-27(39)26(12-17)35-34(44)33(43)23-8-5-20(38)15-30(23)45-35)31(32(42)22-7-4-19(37)14-29(22)41)25(11-16)21-6-3-18(36)13-28(21)40/h2-10,12-15,24-25,31,36-41,44H,11H2,1H3/t24-,25+,31-/m0/s1
InChI Key XXKLIKWVWNGEAC-NTWBYJAHSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C35H28O10
Molecular Weight 608.60 g/mol
Exact Mass 608.16824709 g/mol
Topological Polar Surface Area (TPSA) 185.00 Ų
XlogP 5.40
Atomic LogP (AlogP) 6.12
H-Bond Acceptor 10
H-Bond Donor 7
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 2-[5-[(1R,5S,6R)-6-(2,4-dihydroxybenzoyl)-5-(2,4-dihydroxyphenyl)-3-methylcyclohex-2-en-1-yl]-2-hydroxyphenyl]-3,7-dihydroxychromen-4-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9444 94.44%
Caco-2 - 0.8861 88.61%
Blood Brain Barrier - 0.7879 78.79%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.5968 59.68%
OATP2B1 inhibitior + 0.5722 57.22%
OATP1B1 inhibitior + 0.8507 85.07%
OATP1B3 inhibitior + 0.9660 96.60%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior + 0.9533 95.33%
P-glycoprotein inhibitior + 0.6851 68.51%
P-glycoprotein substrate + 0.7402 74.02%
CYP3A4 substrate + 0.6873 68.73%
CYP2C9 substrate + 0.6467 64.67%
CYP2D6 substrate - 0.8364 83.64%
CYP3A4 inhibition - 0.5369 53.69%
CYP2C9 inhibition + 0.9348 93.48%
CYP2C19 inhibition + 0.7115 71.15%
CYP2D6 inhibition - 0.7948 79.48%
CYP1A2 inhibition + 0.8323 83.23%
CYP2C8 inhibition + 0.7862 78.62%
CYP inhibitory promiscuity + 0.8687 86.87%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5469 54.69%
Eye corrosion - 0.9917 99.17%
Eye irritation - 0.8965 89.65%
Skin irritation - 0.6150 61.50%
Skin corrosion - 0.8956 89.56%
Ames mutagenesis - 0.5600 56.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8887 88.87%
Micronuclear + 0.7800 78.00%
Hepatotoxicity + 0.5500 55.00%
skin sensitisation - 0.7808 78.08%
Respiratory toxicity + 0.7778 77.78%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.7500 75.00%
Nephrotoxicity - 0.8421 84.21%
Acute Oral Toxicity (c) I 0.3715 37.15%
Estrogen receptor binding + 0.8064 80.64%
Androgen receptor binding + 0.8662 86.62%
Thyroid receptor binding + 0.5316 53.16%
Glucocorticoid receptor binding + 0.7260 72.60%
Aromatase binding - 0.6287 62.87%
PPAR gamma + 0.7419 74.19%
Honey bee toxicity - 0.8397 83.97%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity - 0.5900 59.00%
Fish aquatic toxicity + 0.9907 99.07%

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 99.43% 91.11%
CHEMBL2581 P07339 Cathepsin D 98.06% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 97.49% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 96.31% 95.56%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 94.16% 99.23%
CHEMBL1951 P21397 Monoamine oxidase A 93.77% 91.49%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 91.85% 90.71%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.02% 97.09%
CHEMBL217 P14416 Dopamine D2 receptor 89.88% 95.62%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 89.65% 99.15%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 88.07% 94.00%
CHEMBL3864 Q06124 Protein-tyrosine phosphatase 2C 87.23% 94.42%
CHEMBL5409 Q8TDU6 G-protein coupled bile acid receptor 1 85.79% 93.65%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.54% 95.89%
CHEMBL2535 P11166 Glucose transporter 85.17% 98.75%
CHEMBL2553 Q15418 Ribosomal protein S6 kinase alpha 1 84.13% 85.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 83.24% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.42% 86.33%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 82.32% 85.14%
CHEMBL3194 P02766 Transthyretin 82.25% 90.71%
CHEMBL4530 P00488 Coagulation factor XIII 82.14% 96.00%
CHEMBL3359 P21462 Formyl peptide receptor 1 81.50% 93.56%
CHEMBL5852 Q96P65 Pyroglutamylated RFamide peptide receptor 81.46% 85.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.42% 100.00%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 80.80% 95.58%
CHEMBL5966 P55899 IgG receptor FcRn large subunit p51 80.55% 90.93%

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.
Morus macroura

Cross-Links

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PubChem 163106659
LOTUS LTS0115267
wikiData Q105344061