(2S,4S,6R)-2-[(1S)-1-hydroxy-2-(4-hydroxyphenyl)ethyl]-6-(4-hydroxy-3-methoxyphenyl)oxan-4-ol

Details

Top
Internal ID 570e649e-0b57-4f1c-82a6-1d2716cde64a
Taxonomy Phenylpropanoids and polyketides > Diarylheptanoids > Linear diarylheptanoids
IUPAC Name (2S,4S,6R)-2-[(1S)-1-hydroxy-2-(4-hydroxyphenyl)ethyl]-6-(4-hydroxy-3-methoxyphenyl)oxan-4-ol
SMILES (Canonical) COC1=C(C=CC(=C1)C2CC(CC(O2)C(CC3=CC=C(C=C3)O)O)O)O
SMILES (Isomeric) COC1=C(C=CC(=C1)[C@H]2C[C@@H](C[C@H](O2)[C@H](CC3=CC=C(C=C3)O)O)O)O
InChI InChI=1S/C20H24O6/c1-25-19-9-13(4-7-16(19)23)18-10-15(22)11-20(26-18)17(24)8-12-2-5-14(21)6-3-12/h2-7,9,15,17-18,20-24H,8,10-11H2,1H3/t15-,17-,18+,20-/m0/s1
InChI Key UKFYIKOSRJMAAB-BOLBYERCSA-N
Popularity 3 references in papers

Physical and Chemical Properties

Top
Molecular Formula C20H24O6
Molecular Weight 360.40 g/mol
Exact Mass 360.15728848 g/mol
Topological Polar Surface Area (TPSA) 99.40 Ų
XlogP 2.10
Atomic LogP (AlogP) 2.29
H-Bond Acceptor 6
H-Bond Donor 4
Rotatable Bonds 5

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of (2S,4S,6R)-2-[(1S)-1-hydroxy-2-(4-hydroxyphenyl)ethyl]-6-(4-hydroxy-3-methoxyphenyl)oxan-4-ol

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9488 94.88%
Caco-2 - 0.7314 73.14%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.8286 82.86%
Subcellular localzation Mitochondria 0.8594 85.94%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8847 88.47%
OATP1B3 inhibitior + 0.9083 90.83%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior - 0.5000 50.00%
P-glycoprotein inhibitior - 0.6707 67.07%
P-glycoprotein substrate - 0.6213 62.13%
CYP3A4 substrate + 0.5671 56.71%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate + 0.4800 48.00%
CYP3A4 inhibition - 0.9239 92.39%
CYP2C9 inhibition - 0.7778 77.78%
CYP2C19 inhibition + 0.6136 61.36%
CYP2D6 inhibition - 0.8373 83.73%
CYP1A2 inhibition - 0.7810 78.10%
CYP2C8 inhibition + 0.6997 69.97%
CYP inhibitory promiscuity + 0.5110 51.10%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9000 90.00%
Carcinogenicity (trinary) Non-required 0.6236 62.36%
Eye corrosion - 0.9842 98.42%
Eye irritation - 0.8596 85.96%
Skin irritation - 0.7781 77.81%
Skin corrosion - 0.9439 94.39%
Ames mutagenesis - 0.6900 69.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7716 77.16%
Micronuclear + 0.6159 61.59%
Hepatotoxicity - 0.6500 65.00%
skin sensitisation - 0.8787 87.87%
Respiratory toxicity + 0.6000 60.00%
Reproductive toxicity + 0.7000 70.00%
Mitochondrial toxicity - 0.5625 56.25%
Nephrotoxicity - 0.7802 78.02%
Acute Oral Toxicity (c) III 0.6768 67.68%
Estrogen receptor binding + 0.6883 68.83%
Androgen receptor binding + 0.5515 55.15%
Thyroid receptor binding + 0.5490 54.90%
Glucocorticoid receptor binding - 0.4820 48.20%
Aromatase binding - 0.5447 54.47%
PPAR gamma + 0.5456 54.56%
Honey bee toxicity - 0.8102 81.02%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5400 54.00%
Fish aquatic toxicity + 0.8605 86.05%

Targets

Top

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.93% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.94% 91.11%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 95.07% 96.95%
CHEMBL2581 P07339 Cathepsin D 94.65% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.41% 97.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 93.63% 95.89%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.25% 94.45%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 91.21% 97.21%
CHEMBL3060 Q9Y345 Glycine transporter 2 89.84% 99.17%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 89.77% 95.89%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 89.74% 85.14%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 88.93% 94.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.05% 86.33%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 86.88% 97.14%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 85.57% 90.71%
CHEMBL2535 P11166 Glucose transporter 85.29% 98.75%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.16% 95.56%
CHEMBL3438 Q05513 Protein kinase C zeta 85.06% 88.48%
CHEMBL4208 P20618 Proteasome component C5 84.67% 90.00%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 83.94% 99.15%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 83.37% 92.62%
CHEMBL1255126 O15151 Protein Mdm4 81.68% 90.20%
CHEMBL242 Q92731 Estrogen receptor beta 81.03% 98.35%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.86% 89.00%

Plants that contains it

Top
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.
Alnus hirsuta
Juglans mandshurica
Rhoiptelea chiliantha

Cross-Links

Top
PubChem 46184734
LOTUS LTS0212642
wikiData Q105274514