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

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 64614455-97d9-47ea-b6d8-4bf3a27bb08c
Taxonomy Lignans, neolignans and related compounds > Lignan glycosides
IUPAC Name (2S,3R,4S,5S,6R)-2-[3-[[(3S,4R,5S)-3-hydroxy-5-(4-hydroxy-3-methoxyphenyl)-4-(hydroxymethyl)oxolan-3-yl]methyl]-5-methoxyphenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES (Canonical) COC1=CC(=CC(=C1)CC2(COC(C2CO)C3=CC(=C(C=C3)O)OC)O)OC4C(C(C(C(O4)CO)O)O)O
SMILES (Isomeric) COC1=CC(=CC(=C1)C[C@]2(CO[C@@H]([C@H]2CO)C3=CC(=C(C=C3)O)OC)O)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O
InChI InChI=1S/C26H34O12/c1-34-15-5-13(6-16(8-15)37-25-23(32)22(31)21(30)20(11-28)38-25)9-26(33)12-36-24(17(26)10-27)14-3-4-18(29)19(7-14)35-2/h3-8,17,20-25,27-33H,9-12H2,1-2H3/t17-,20-,21-,22+,23-,24-,25-,26-/m1/s1
InChI Key ZIJJGIUALSQSIT-VSOAKARQSA-N
Popularity 0 references 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 (2S,3R,4S,5S,6R)-2-[3-[[(3S,4R,5S)-3-hydroxy-5-(4-hydroxy-3-methoxyphenyl)-4-(hydroxymethyl)oxolan-3-yl]methyl]-5-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 - 0.8639 86.39%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.7598 75.98%
OATP2B1 inhibitior - 0.8611 86.11%
OATP1B1 inhibitior + 0.9065 90.65%
OATP1B3 inhibitior + 0.9581 95.81%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior - 0.5962 59.62%
P-glycoprotein inhibitior + 0.5817 58.17%
P-glycoprotein substrate - 0.6405 64.05%
CYP3A4 substrate + 0.6393 63.93%
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 + 0.6512 65.12%
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 - 0.9322 93.22%
Skin irritation - 0.8358 83.58%
Skin corrosion - 0.9513 95.13%
Ames mutagenesis - 0.5600 56.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8213 82.13%
Micronuclear - 0.5100 51.00%
Hepatotoxicity - 0.7875 78.75%
skin sensitisation - 0.8726 87.26%
Respiratory toxicity + 0.5111 51.11%
Reproductive toxicity + 0.6889 68.89%
Mitochondrial toxicity - 0.5000 50.00%
Nephrotoxicity - 0.7482 74.82%
Acute Oral Toxicity (c) III 0.6307 63.07%
Estrogen receptor binding + 0.8126 81.26%
Androgen receptor binding + 0.5394 53.94%
Thyroid receptor binding + 0.5499 54.99%
Glucocorticoid receptor binding + 0.5931 59.31%
Aromatase binding + 0.5751 57.51%
PPAR gamma + 0.6586 65.86%
Honey bee toxicity - 0.8059 80.59%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5700 57.00%
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 99.55% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.70% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.71% 97.09%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 93.42% 94.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.42% 95.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 91.99% 95.89%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 91.61% 99.15%
CHEMBL4208 P20618 Proteasome component C5 89.13% 90.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.59% 94.45%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 87.92% 92.62%
CHEMBL3714130 P46095 G-protein coupled receptor 6 87.43% 97.36%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.33% 86.33%
CHEMBL2581 P07339 Cathepsin D 85.48% 98.95%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.50% 97.14%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 82.82% 85.14%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 82.48% 96.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 82.43% 92.94%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.79% 89.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 81.77% 99.17%

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.
Carex distachya

Cross-Links

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PubChem 25098907
LOTUS LTS0193180
wikiData Q105376393