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(2S,3R,4S,5S,6R)-2-[[(6R,7R,8S)-8-(4-hydroxy-3,5-dimethoxyphenyl)-6,7-bis(hydroxymethyl)-1,3-dimethoxy-5,6,7,8-tetrahydronaphthalen-2-yl]oxy]-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 c10dd396-5516-470f-969c-7d3593c0f4fb
Taxonomy Lignans, neolignans and related compounds > Lignan glycosides
IUPAC Name (2S,3R,4S,5S,6R)-2-[[(6R,7R,8S)-8-(4-hydroxy-3,5-dimethoxyphenyl)-6,7-bis(hydroxymethyl)-1,3-dimethoxy-5,6,7,8-tetrahydronaphthalen-2-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES (Canonical) COC1=CC(=CC(=C1O)OC)C2C(C(CC3=CC(=C(C(=C23)OC)OC4C(C(C(C(O4)CO)O)O)O)OC)CO)CO
SMILES (Isomeric) COC1=CC(=CC(=C1O)OC)[C@@H]2[C@H]([C@@H](CC3=CC(=C(C(=C23)OC)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)OC)CO)CO
InChI InChI=1S/C28H38O13/c1-36-16-6-13(7-17(37-2)22(16)32)20-15(10-30)14(9-29)5-12-8-18(38-3)26(27(39-4)21(12)20)41-28-25(35)24(34)23(33)19(11-31)40-28/h6-8,14-15,19-20,23-25,28-35H,5,9-11H2,1-4H3/t14-,15-,19+,20+,23+,24-,25+,28-/m0/s1
InChI Key TYCVVKGFKLGEKY-SAVNYADSSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C28H38O13
Molecular Weight 582.60 g/mol
Exact Mass 582.23124126 g/mol
Topological Polar Surface Area (TPSA) 197.00 Ų
XlogP 0.20
Atomic LogP (AlogP) -0.49
H-Bond Acceptor 13
H-Bond Donor 7
Rotatable Bonds 10

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-[[(6R,7R,8S)-8-(4-hydroxy-3,5-dimethoxyphenyl)-6,7-bis(hydroxymethyl)-1,3-dimethoxy-5,6,7,8-tetrahydronaphthalen-2-yl]oxy]-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 - 0.5464 54.64%
Caco-2 - 0.8350 83.50%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.5429 54.29%
Subcellular localzation Mitochondria 0.5820 58.20%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8478 84.78%
OATP1B3 inhibitior + 0.9597 95.97%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior + 0.6553 65.53%
P-glycoprotein inhibitior - 0.4782 47.82%
P-glycoprotein substrate - 0.7209 72.09%
CYP3A4 substrate + 0.6112 61.12%
CYP2C9 substrate - 0.8002 80.02%
CYP2D6 substrate - 0.7492 74.92%
CYP3A4 inhibition - 0.9149 91.49%
CYP2C9 inhibition - 0.8886 88.86%
CYP2C19 inhibition - 0.8106 81.06%
CYP2D6 inhibition - 0.9246 92.46%
CYP1A2 inhibition - 0.7947 79.47%
CYP2C8 inhibition + 0.5767 57.67%
CYP inhibitory promiscuity - 0.6489 64.89%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6531 65.31%
Eye corrosion - 0.9899 98.99%
Eye irritation - 0.9276 92.76%
Skin irritation - 0.8512 85.12%
Skin corrosion - 0.9600 96.00%
Ames mutagenesis - 0.6254 62.54%
Human Ether-a-go-go-Related Gene inhibition + 0.7320 73.20%
Micronuclear + 0.6059 60.59%
Hepatotoxicity - 0.8000 80.00%
skin sensitisation - 0.9256 92.56%
Respiratory toxicity + 0.6333 63.33%
Reproductive toxicity + 0.7000 70.00%
Mitochondrial toxicity + 0.5250 52.50%
Nephrotoxicity - 0.9225 92.25%
Acute Oral Toxicity (c) III 0.6648 66.48%
Estrogen receptor binding + 0.7978 79.78%
Androgen receptor binding + 0.6499 64.99%
Thyroid receptor binding + 0.5628 56.28%
Glucocorticoid receptor binding + 0.6057 60.57%
Aromatase binding + 0.5460 54.60%
PPAR gamma + 0.6323 63.23%
Honey bee toxicity - 0.7868 78.68%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.7500 75.00%
Fish aquatic toxicity + 0.8364 83.64%

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 99.49% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.40% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 93.68% 85.14%
CHEMBL3060 Q9Y345 Glycine transporter 2 92.74% 99.17%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.75% 97.09%
CHEMBL241 Q14432 Phosphodiesterase 3A 89.43% 92.94%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.22% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.77% 89.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 88.45% 95.89%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.51% 95.89%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 85.19% 92.62%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 84.99% 96.00%
CHEMBL2581 P07339 Cathepsin D 84.97% 98.95%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 84.92% 89.62%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 83.43% 94.00%
CHEMBL3401 O75469 Pregnane X receptor 82.20% 94.73%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 81.60% 95.56%
CHEMBL4208 P20618 Proteasome component C5 80.37% 90.00%

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.
Antidesma membranaceum

Cross-Links

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PubChem 21605931
LOTUS LTS0184852
wikiData Q104665466