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(2R,3R,4R,5R,6S)-2-[(2S,3R)-3-hydroxy-2-[2-hydroxy-4-(3-hydroxypropyl)phenoxy]-3-(4-hydroxy-3-methoxyphenyl)propoxy]-6-methyloxane-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 03005ef6-b89f-4a00-a905-989cd4de21a1
Taxonomy Lignans, neolignans and related compounds > Lignan glycosides
IUPAC Name (2R,3R,4R,5R,6S)-2-[(2S,3R)-3-hydroxy-2-[2-hydroxy-4-(3-hydroxypropyl)phenoxy]-3-(4-hydroxy-3-methoxyphenyl)propoxy]-6-methyloxane-3,4,5-triol
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C25H34O11/c1-13-21(29)23(31)24(32)25(35-13)34-12-20(22(30)15-6-7-16(27)19(11-15)33-2)36-18-8-5-14(4-3-9-26)10-17(18)28/h5-8,10-11,13,20-32H,3-4,9,12H2,1-2H3/t13-,20-,21-,22+,23+,24+,25+/m0/s1
InChI Key HHQSHDYKTHGSMG-LJYVUQGISA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C25H34O11
Molecular Weight 510.50 g/mol
Exact Mass 510.21011190 g/mol
Topological Polar Surface Area (TPSA) 179.00 Ų
XlogP 0.20
Atomic LogP (AlogP) 0.36
H-Bond Acceptor 11
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 (2R,3R,4R,5R,6S)-2-[(2S,3R)-3-hydroxy-2-[2-hydroxy-4-(3-hydroxypropyl)phenoxy]-3-(4-hydroxy-3-methoxyphenyl)propoxy]-6-methyloxane-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 - 0.7908 79.08%
Caco-2 - 0.8705 87.05%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.6748 67.48%
OATP2B1 inhibitior - 0.8578 85.78%
OATP1B1 inhibitior + 0.8679 86.79%
OATP1B3 inhibitior + 0.9530 95.30%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior - 0.5708 57.08%
P-glycoprotein inhibitior - 0.5478 54.78%
P-glycoprotein substrate + 0.6351 63.51%
CYP3A4 substrate + 0.6220 62.20%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7853 78.53%
CYP3A4 inhibition - 0.9196 91.96%
CYP2C9 inhibition - 0.8320 83.20%
CYP2C19 inhibition - 0.9069 90.69%
CYP2D6 inhibition - 0.9132 91.32%
CYP1A2 inhibition - 0.8452 84.52%
CYP2C8 inhibition + 0.6614 66.14%
CYP inhibitory promiscuity - 0.8645 86.45%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.7258 72.58%
Eye corrosion - 0.9909 99.09%
Eye irritation - 0.9280 92.80%
Skin irritation - 0.8304 83.04%
Skin corrosion - 0.9518 95.18%
Ames mutagenesis - 0.6700 67.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8022 80.22%
Micronuclear - 0.6541 65.41%
Hepatotoxicity - 0.7321 73.21%
skin sensitisation - 0.8811 88.11%
Respiratory toxicity + 0.6778 67.78%
Reproductive toxicity + 0.5778 57.78%
Mitochondrial toxicity - 0.5000 50.00%
Nephrotoxicity - 0.9281 92.81%
Acute Oral Toxicity (c) III 0.8103 81.03%
Estrogen receptor binding + 0.7469 74.69%
Androgen receptor binding - 0.6100 61.00%
Thyroid receptor binding + 0.5761 57.61%
Glucocorticoid receptor binding + 0.5461 54.61%
Aromatase binding - 0.5447 54.47%
PPAR gamma - 0.4881 48.81%
Honey bee toxicity - 0.8152 81.52%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity - 0.7400 74.00%
Fish aquatic toxicity - 0.6355 63.55%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 99.40% 96.09%
CHEMBL2581 P07339 Cathepsin D 97.43% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.47% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 95.27% 86.33%
CHEMBL3060 Q9Y345 Glycine transporter 2 93.79% 99.17%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 92.80% 86.92%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 92.04% 95.89%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.37% 95.89%
CHEMBL3714130 P46095 G-protein coupled receptor 6 88.48% 97.36%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 86.55% 96.00%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 85.95% 90.71%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.85% 89.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 85.63% 85.14%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 84.82% 94.00%
CHEMBL1163125 O60885 Bromodomain-containing protein 4 84.32% 97.31%
CHEMBL4208 P20618 Proteasome component C5 84.21% 90.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 84.12% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.01% 95.56%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 83.83% 100.00%
CHEMBL2535 P11166 Glucose transporter 83.38% 98.75%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 83.07% 89.62%
CHEMBL1255126 O15151 Protein Mdm4 82.87% 90.20%
CHEMBL3401 O75469 Pregnane X receptor 82.76% 94.73%
CHEMBL5555 O00767 Acyl-CoA desaturase 82.45% 97.50%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 80.80% 95.17%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 80.31% 99.15%

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.
Pinus massoniana

Cross-Links

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PubChem 163186676
LOTUS LTS0010300
wikiData Q105028484