[(2R,3S,4R,5R)-6-[[4-(3,5-dihydroxybenzoyl)-3-hydroxy-5-methylphenyl]methyl]-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl] benzoate

Details

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Internal ID 11d9cbf7-18c2-4f99-8d46-c7b0482ca546
Taxonomy Benzenoids > Benzene and substituted derivatives > Benzophenones
IUPAC Name [(2R,3S,4R,5R)-6-[[4-(3,5-dihydroxybenzoyl)-3-hydroxy-5-methylphenyl]methyl]-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl] benzoate
SMILES (Canonical) CC1=CC(=CC(=C1C(=O)C2=CC(=CC(=C2)O)O)O)CC3C(C(C(C(O3)CO)OC(=O)C4=CC=CC=C4)O)O
SMILES (Isomeric) CC1=CC(=CC(=C1C(=O)C2=CC(=CC(=C2)O)O)O)CC3[C@@H]([C@H]([C@@H]([C@H](O3)CO)OC(=O)C4=CC=CC=C4)O)O
InChI InChI=1S/C28H28O10/c1-14-7-15(8-20(32)23(14)24(33)17-10-18(30)12-19(31)11-17)9-21-25(34)26(35)27(22(13-29)37-21)38-28(36)16-5-3-2-4-6-16/h2-8,10-12,21-22,25-27,29-32,34-35H,9,13H2,1H3/t21?,22-,25+,26-,27-/m1/s1
InChI Key QRHKNTQBIRFSIV-FHOXIRBYSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C28H28O10
Molecular Weight 524.50 g/mol
Exact Mass 524.16824709 g/mol
Topological Polar Surface Area (TPSA) 174.00 Ų
XlogP 2.80
Atomic LogP (AlogP) 1.59
H-Bond Acceptor 10
H-Bond Donor 6
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2R,3S,4R,5R)-6-[[4-(3,5-dihydroxybenzoyl)-3-hydroxy-5-methylphenyl]methyl]-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl] benzoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.7799 77.99%
Caco-2 - 0.8510 85.10%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.7587 75.87%
OATP2B1 inhibitior - 0.7021 70.21%
OATP1B1 inhibitior + 0.8334 83.34%
OATP1B3 inhibitior + 0.9146 91.46%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.5750 57.50%
BSEP inhibitior + 0.8478 84.78%
P-glycoprotein inhibitior + 0.5942 59.42%
P-glycoprotein substrate - 0.7863 78.63%
CYP3A4 substrate + 0.6079 60.79%
CYP2C9 substrate - 0.8044 80.44%
CYP2D6 substrate - 0.8500 85.00%
CYP3A4 inhibition - 0.8557 85.57%
CYP2C9 inhibition - 0.8136 81.36%
CYP2C19 inhibition - 0.8963 89.63%
CYP2D6 inhibition - 0.9552 95.52%
CYP1A2 inhibition - 0.8569 85.69%
CYP2C8 inhibition + 0.7239 72.39%
CYP inhibitory promiscuity - 0.8501 85.01%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.7711 77.11%
Eye corrosion - 0.9940 99.40%
Eye irritation - 0.9156 91.56%
Skin irritation - 0.8599 85.99%
Skin corrosion - 0.9610 96.10%
Ames mutagenesis - 0.6200 62.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7753 77.53%
Micronuclear - 0.5500 55.00%
Hepatotoxicity - 0.6035 60.35%
skin sensitisation - 0.8825 88.25%
Respiratory toxicity + 0.5111 51.11%
Reproductive toxicity + 0.5778 57.78%
Mitochondrial toxicity - 0.5375 53.75%
Nephrotoxicity - 0.6490 64.90%
Acute Oral Toxicity (c) III 0.7200 72.00%
Estrogen receptor binding + 0.7586 75.86%
Androgen receptor binding + 0.6451 64.51%
Thyroid receptor binding - 0.5056 50.56%
Glucocorticoid receptor binding + 0.7210 72.10%
Aromatase binding - 0.5151 51.51%
PPAR gamma + 0.6324 63.24%
Honey bee toxicity - 0.8681 86.81%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5400 54.00%
Fish aquatic toxicity + 0.9226 92.26%

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
CHEMBL3401 O75469 Pregnane X receptor 95.47% 94.73%
CHEMBL2581 P07339 Cathepsin D 95.07% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.16% 86.33%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.51% 96.09%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 92.32% 96.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 91.78% 91.11%
CHEMBL3060 Q9Y345 Glycine transporter 2 91.05% 99.17%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.49% 95.56%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 89.03% 95.50%
CHEMBL221 P23219 Cyclooxygenase-1 86.85% 90.17%
CHEMBL3194 P02766 Transthyretin 85.95% 90.71%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 84.36% 95.89%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 84.13% 94.00%
CHEMBL4208 P20618 Proteasome component C5 83.92% 90.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.78% 89.00%
CHEMBL245 P20309 Muscarinic acetylcholine receptor M3 81.70% 97.53%

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.
Hypericum humifusum

Cross-Links

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PubChem 163020467
LOTUS LTS0201135
wikiData Q105226321