2-[4-[5-(4-Hydroxy-3,5-dimethoxyphenyl)-3,4-bis(hydroxymethyl)oxolan-2-yl]-2,6-dimethoxyphenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol

Details

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Internal ID 719d7903-9208-4191-9414-ce4c28efda19
Taxonomy Lignans, neolignans and related compounds > Lignan glycosides
IUPAC Name 2-[4-[5-(4-hydroxy-3,5-dimethoxyphenyl)-3,4-bis(hydroxymethyl)oxolan-2-yl]-2,6-dimethoxyphenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES (Canonical) COC1=CC(=CC(=C1O)OC)C2C(C(C(O2)C3=CC(=C(C(=C3)OC)OC4C(C(C(C(O4)CO)O)O)O)OC)CO)CO
SMILES (Isomeric) COC1=CC(=CC(=C1O)OC)C2C(C(C(O2)C3=CC(=C(C(=C3)OC)OC4C(C(C(C(O4)CO)O)O)O)OC)CO)CO
InChI InChI=1S/C28H38O14/c1-36-16-5-12(6-17(37-2)21(16)32)25-14(9-29)15(10-30)26(41-25)13-7-18(38-3)27(19(8-13)39-4)42-28-24(35)23(34)22(33)20(11-31)40-28/h5-8,14-15,20,22-26,28-35H,9-11H2,1-4H3
InChI Key JNTVMSUGCQQJNZ-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C28H38O14
Molecular Weight 598.60 g/mol
Exact Mass 598.22615588 g/mol
Topological Polar Surface Area (TPSA) 206.00 Ų
XlogP -0.60
Atomic LogP (AlogP) -0.37
H-Bond Acceptor 14
H-Bond Donor 7
Rotatable Bonds 11

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 2-[4-[5-(4-Hydroxy-3,5-dimethoxyphenyl)-3,4-bis(hydroxymethyl)oxolan-2-yl]-2,6-dimethoxyphenoxy]-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 - 0.7259 72.59%
Caco-2 - 0.8669 86.69%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Mitochondria 0.7518 75.18%
OATP2B1 inhibitior - 0.8621 86.21%
OATP1B1 inhibitior + 0.8237 82.37%
OATP1B3 inhibitior + 0.9561 95.61%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior - 0.4840 48.40%
P-glycoprotein inhibitior - 0.4400 44.00%
P-glycoprotein substrate - 0.8888 88.88%
CYP3A4 substrate + 0.5412 54.12%
CYP2C9 substrate - 0.7985 79.85%
CYP2D6 substrate - 0.8058 80.58%
CYP3A4 inhibition - 0.7613 76.13%
CYP2C9 inhibition - 0.8110 81.10%
CYP2C19 inhibition - 0.7727 77.27%
CYP2D6 inhibition - 0.9094 90.94%
CYP1A2 inhibition - 0.8775 87.75%
CYP2C8 inhibition + 0.5190 51.90%
CYP inhibitory promiscuity + 0.6154 61.54%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5575 55.75%
Eye corrosion - 0.9909 99.09%
Eye irritation - 0.9177 91.77%
Skin irritation - 0.8580 85.80%
Skin corrosion - 0.9569 95.69%
Ames mutagenesis - 0.6200 62.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3865 38.65%
Micronuclear + 0.5659 56.59%
Hepatotoxicity - 0.8375 83.75%
skin sensitisation - 0.8936 89.36%
Respiratory toxicity - 0.5778 57.78%
Reproductive toxicity + 0.6556 65.56%
Mitochondrial toxicity + 0.5375 53.75%
Nephrotoxicity - 0.8929 89.29%
Acute Oral Toxicity (c) III 0.7375 73.75%
Estrogen receptor binding + 0.7769 77.69%
Androgen receptor binding + 0.6286 62.86%
Thyroid receptor binding + 0.6087 60.87%
Glucocorticoid receptor binding + 0.6072 60.72%
Aromatase binding + 0.5194 51.94%
PPAR gamma + 0.6595 65.95%
Honey bee toxicity - 0.8417 84.17%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.7700 77.00%
Fish aquatic toxicity + 0.8288 82.88%

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 99.42% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 98.14% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.22% 96.09%
CHEMBL3060 Q9Y345 Glycine transporter 2 91.03% 99.17%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.92% 86.33%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 87.86% 96.00%
CHEMBL3401 O75469 Pregnane X receptor 87.34% 94.73%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.14% 89.00%
CHEMBL2581 P07339 Cathepsin D 84.09% 98.95%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 83.74% 95.89%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 83.21% 86.92%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.27% 94.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 80.59% 97.09%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.53% 92.62%

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.
Anchusa strigosa
Phagnalon rupestre
Salacia chinensis

Cross-Links

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PubChem 163070129
LOTUS LTS0137609
wikiData Q105132120