2-[4-[4-Hydroxy-4-[(4-hydroxy-3-methoxyphenyl)methyl]-3-(hydroxymethyl)oxolan-2-yl]-2-methoxyphenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol

Details

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Internal ID b840c0a5-f8d3-43ad-9949-bff44e2b47f0
Taxonomy Lignans, neolignans and related compounds > Lignan glycosides
IUPAC Name 2-[4-[4-hydroxy-4-[(4-hydroxy-3-methoxyphenyl)methyl]-3-(hydroxymethyl)oxolan-2-yl]-2-methoxyphenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES (Canonical) COC1=C(C=CC(=C1)CC2(COC(C2CO)C3=CC(=C(C=C3)OC4C(C(C(C(O4)CO)O)O)O)OC)O)O
SMILES (Isomeric) COC1=C(C=CC(=C1)CC2(COC(C2CO)C3=CC(=C(C=C3)OC4C(C(C(C(O4)CO)O)O)O)OC)O)O
InChI InChI=1S/C26H34O12/c1-34-18-7-13(3-5-16(18)29)9-26(33)12-36-24(15(26)10-27)14-4-6-17(19(8-14)35-2)37-25-23(32)22(31)21(30)20(11-28)38-25/h3-8,15,20-25,27-33H,9-12H2,1-2H3
InChI Key OXHVZEZYYQQCRJ-UHFFFAOYSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C26H34O12
Molecular Weight 538.50 g/mol
Exact Mass 538.20502652 g/mol
Topological Polar Surface Area (TPSA) 188.00 Ų
XlogP 0.10
Atomic LogP (AlogP) -0.76
H-Bond Acceptor 12
H-Bond Donor 7
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 2-[4-[4-Hydroxy-4-[(4-hydroxy-3-methoxyphenyl)methyl]-3-(hydroxymethyl)oxolan-2-yl]-2-methoxyphenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.6242 62.42%
Caco-2 - 0.8390 83.90%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.7598 75.98%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8855 88.55%
OATP1B3 inhibitior + 0.9581 95.81%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior - 0.5973 59.73%
P-glycoprotein inhibitior + 0.5996 59.96%
P-glycoprotein substrate - 0.6211 62.11%
CYP3A4 substrate + 0.6476 64.76%
CYP2C9 substrate - 0.8016 80.16%
CYP2D6 substrate - 0.8024 80.24%
CYP3A4 inhibition - 0.8694 86.94%
CYP2C9 inhibition - 0.8774 87.74%
CYP2C19 inhibition - 0.8248 82.48%
CYP2D6 inhibition - 0.9072 90.72%
CYP1A2 inhibition - 0.8866 88.66%
CYP2C8 inhibition + 0.7612 76.12%
CYP inhibitory promiscuity - 0.7682 76.82%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5977 59.77%
Eye corrosion - 0.9913 99.13%
Eye irritation - 0.9303 93.03%
Skin irritation - 0.8358 83.58%
Skin corrosion - 0.9513 95.13%
Ames mutagenesis - 0.6000 60.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7844 78.44%
Micronuclear - 0.5100 51.00%
Hepatotoxicity - 0.7375 73.75%
skin sensitisation - 0.8726 87.26%
Respiratory toxicity + 0.5333 53.33%
Reproductive toxicity + 0.6889 68.89%
Mitochondrial toxicity - 0.5000 50.00%
Nephrotoxicity - 0.8155 81.55%
Acute Oral Toxicity (c) III 0.6307 63.07%
Estrogen receptor binding + 0.7558 75.58%
Androgen receptor binding + 0.5754 57.54%
Thyroid receptor binding + 0.5803 58.03%
Glucocorticoid receptor binding + 0.5546 55.46%
Aromatase binding + 0.5605 56.05%
PPAR gamma + 0.6387 63.87%
Honey bee toxicity - 0.7960 79.60%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.5800 58.00%
Fish aquatic toxicity + 0.8469 84.69%

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 99.16% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.12% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.84% 97.09%
CHEMBL2581 P07339 Cathepsin D 92.02% 98.95%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 91.66% 85.14%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 91.64% 94.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.71% 95.89%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.63% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.59% 95.56%
CHEMBL241 Q14432 Phosphodiesterase 3A 88.88% 92.94%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.62% 94.45%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 87.53% 92.62%
CHEMBL3060 Q9Y345 Glycine transporter 2 86.72% 99.17%
CHEMBL2535 P11166 Glucose transporter 85.60% 98.75%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.46% 89.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.52% 97.14%
CHEMBL5555 O00767 Acyl-CoA desaturase 81.87% 97.50%
CHEMBL4145 Q9UKV0 Histone deacetylase 9 81.48% 85.49%

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.
Cerbera manghas
Eucommia ulmoides
Osmanthus fragrans
Stereospermum cylindricum

Cross-Links

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PubChem 14033812
LOTUS LTS0258998
wikiData Q105202716