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(2R,3S,4S,5R,6R)-5-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-6-[[(1S,2R,3R)-7-hydroxy-1-(4-hydroxy-3,5-dimethoxyphenyl)-3-(hydroxymethyl)-6,8-dimethoxy-1,2,3,4-tetrahydronaphthalen-2-yl]methoxy]-2-(hydroxymethyl)oxane-3,4-diol

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 418b2fca-7024-415f-a5da-7f55de4c2ce3
Taxonomy Lignans, neolignans and related compounds > Lignan glycosides
IUPAC Name (2R,3S,4S,5R,6R)-5-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-6-[[(1S,2R,3R)-7-hydroxy-1-(4-hydroxy-3,5-dimethoxyphenyl)-3-(hydroxymethyl)-6,8-dimethoxy-1,2,3,4-tetrahydronaphthalen-2-yl]methoxy]-2-(hydroxymethyl)oxane-3,4-diol
SMILES (Canonical) COC1=CC(=CC(=C1O)OC)C2C(C(CC3=CC(=C(C(=C23)OC)O)OC)CO)COC4C(C(C(C(O4)CO)O)O)OC5C(C(CO5)(CO)O)O
SMILES (Isomeric) COC1=CC(=CC(=C1O)OC)[C@@H]2[C@H]([C@@H](CC3=CC(=C(C(=C23)OC)O)OC)CO)CO[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O[C@H]5[C@@H]([C@](CO5)(CO)O)O
InChI InChI=1S/C33H46O17/c1-43-18-7-15(8-19(44-2)24(18)37)22-17(16(9-34)5-14-6-20(45-3)26(39)28(46-4)23(14)22)11-47-31-29(27(40)25(38)21(10-35)49-31)50-32-30(41)33(42,12-36)13-48-32/h6-8,16-17,21-22,25,27,29-32,34-42H,5,9-13H2,1-4H3/t16-,17-,21+,22+,25+,27-,29+,30-,31+,32-,33+/m0/s1
InChI Key KWFUUYKFLQNWIP-REONQRKLSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C33H46O17
Molecular Weight 714.70 g/mol
Exact Mass 714.27349999 g/mol
Topological Polar Surface Area (TPSA) 256.00 Ų
XlogP -0.80
Atomic LogP (AlogP) -1.67
H-Bond Acceptor 17
H-Bond Donor 9
Rotatable Bonds 13

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2R,3S,4S,5R,6R)-5-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-6-[[(1S,2R,3R)-7-hydroxy-1-(4-hydroxy-3,5-dimethoxyphenyl)-3-(hydroxymethyl)-6,8-dimethoxy-1,2,3,4-tetrahydronaphthalen-2-yl]methoxy]-2-(hydroxymethyl)oxane-3,4-diol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6030 60.30%
Caco-2 - 0.8641 86.41%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.5941 59.41%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8322 83.22%
OATP1B3 inhibitior + 0.9632 96.32%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.6214 62.14%
P-glycoprotein inhibitior + 0.6278 62.78%
P-glycoprotein substrate + 0.5150 51.50%
CYP3A4 substrate + 0.6799 67.99%
CYP2C9 substrate - 0.8016 80.16%
CYP2D6 substrate - 0.7720 77.20%
CYP3A4 inhibition - 0.8924 89.24%
CYP2C9 inhibition - 0.9086 90.86%
CYP2C19 inhibition - 0.8619 86.19%
CYP2D6 inhibition - 0.9139 91.39%
CYP1A2 inhibition - 0.8772 87.72%
CYP2C8 inhibition + 0.6475 64.75%
CYP inhibitory promiscuity - 0.7547 75.47%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5191 51.91%
Eye corrosion - 0.9907 99.07%
Eye irritation - 0.9197 91.97%
Skin irritation - 0.8176 81.76%
Skin corrosion - 0.9477 94.77%
Ames mutagenesis - 0.5454 54.54%
Human Ether-a-go-go-Related Gene inhibition + 0.7884 78.84%
Micronuclear + 0.6259 62.59%
Hepatotoxicity - 0.6750 67.50%
skin sensitisation - 0.8900 89.00%
Respiratory toxicity + 0.7333 73.33%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 0.6250 62.50%
Nephrotoxicity - 0.8897 88.97%
Acute Oral Toxicity (c) III 0.6158 61.58%
Estrogen receptor binding + 0.8109 81.09%
Androgen receptor binding + 0.6963 69.63%
Thyroid receptor binding + 0.5283 52.83%
Glucocorticoid receptor binding + 0.6099 60.99%
Aromatase binding + 0.6460 64.60%
PPAR gamma + 0.7059 70.59%
Honey bee toxicity - 0.7138 71.38%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.7000 70.00%
Fish aquatic toxicity + 0.7959 79.59%

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 99.76% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.22% 96.09%
CHEMBL241 Q14432 Phosphodiesterase 3A 95.13% 92.94%
CHEMBL226 P30542 Adenosine A1 receptor 94.27% 95.93%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.26% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.29% 89.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 89.73% 94.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.27% 94.45%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 87.83% 96.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.06% 86.33%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 86.66% 95.89%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.97% 95.89%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.68% 95.56%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 83.81% 92.62%
CHEMBL2581 P07339 Cathepsin D 83.70% 98.95%
CHEMBL4581 P52732 Kinesin-like protein 1 83.35% 93.18%
CHEMBL3401 O75469 Pregnane X receptor 82.47% 94.73%
CHEMBL4208 P20618 Proteasome component C5 82.05% 90.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 81.67% 99.17%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 81.64% 86.92%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 81.07% 91.03%

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.
Strobilanthes cusia

Cross-Links

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PubChem 11388471
LOTUS LTS0187805
wikiData Q105146911