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(2S,3R,4S,5S,6R)-2-[4-[(2S,3R,4S)-4-[(R)-(3,4-dimethoxyphenyl)-hydroxymethyl]-3-(hydroxymethyl)oxolan-2-yl]-2-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 c42fedde-7b0e-432c-9d14-39ee074934bb
Taxonomy Lignans, neolignans and related compounds > Lignan glycosides
IUPAC Name (2S,3R,4S,5S,6R)-2-[4-[(2S,3R,4S)-4-[(R)-(3,4-dimethoxyphenyl)-hydroxymethyl]-3-(hydroxymethyl)oxolan-2-yl]-2-methoxyphenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES (Canonical) COC1=C(C=C(C=C1)C(C2COC(C2CO)C3=CC(=C(C=C3)OC4C(C(C(C(O4)CO)O)O)O)OC)O)OC
SMILES (Isomeric) COC1=C(C=C(C=C1)[C@@H]([C@@H]2CO[C@@H]([C@H]2CO)C3=CC(=C(C=C3)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)OC)O)OC
InChI InChI=1S/C27H36O12/c1-34-17-6-4-13(8-19(17)35-2)22(30)16-12-37-26(15(16)10-28)14-5-7-18(20(9-14)36-3)38-27-25(33)24(32)23(31)21(11-29)39-27/h4-9,15-16,21-33H,10-12H2,1-3H3/t15-,16+,21+,22-,23+,24-,25+,26+,27+/m0/s1
InChI Key NTFSDDAPJUZHPD-IDXGSDNJSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C27H36O12
Molecular Weight 552.60 g/mol
Exact Mass 552.22067658 g/mol
Topological Polar Surface Area (TPSA) 177.00 Ų
XlogP -0.20
Atomic LogP (AlogP) -0.08
H-Bond Acceptor 12
H-Bond Donor 6
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-[4-[(2S,3R,4S)-4-[(R)-(3,4-dimethoxyphenyl)-hydroxymethyl]-3-(hydroxymethyl)oxolan-2-yl]-2-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 - 0.6987 69.87%
Caco-2 - 0.8273 82.73%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.7910 79.10%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8756 87.56%
OATP1B3 inhibitior + 0.9565 95.65%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior + 0.6861 68.61%
P-glycoprotein inhibitior + 0.6237 62.37%
P-glycoprotein substrate - 0.6404 64.04%
CYP3A4 substrate + 0.5912 59.12%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8038 80.38%
CYP3A4 inhibition - 0.7794 77.94%
CYP2C9 inhibition - 0.8150 81.50%
CYP2C19 inhibition - 0.7592 75.92%
CYP2D6 inhibition - 0.9100 91.00%
CYP1A2 inhibition - 0.8689 86.89%
CYP2C8 inhibition + 0.4482 44.82%
CYP inhibitory promiscuity + 0.5436 54.36%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6147 61.47%
Eye corrosion - 0.9908 99.08%
Eye irritation - 0.9282 92.82%
Skin irritation - 0.8606 86.06%
Skin corrosion - 0.9603 96.03%
Ames mutagenesis - 0.5100 51.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8663 86.63%
Micronuclear + 0.5100 51.00%
Hepatotoxicity - 0.8125 81.25%
skin sensitisation - 0.8923 89.23%
Respiratory toxicity + 0.5222 52.22%
Reproductive toxicity + 0.6333 63.33%
Mitochondrial toxicity + 0.5500 55.00%
Nephrotoxicity - 0.9346 93.46%
Acute Oral Toxicity (c) III 0.6920 69.20%
Estrogen receptor binding + 0.7232 72.32%
Androgen receptor binding + 0.5797 57.97%
Thyroid receptor binding + 0.5943 59.43%
Glucocorticoid receptor binding + 0.6557 65.57%
Aromatase binding + 0.5255 52.55%
PPAR gamma + 0.5910 59.10%
Honey bee toxicity - 0.7691 76.91%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.7400 74.00%
Fish aquatic toxicity + 0.8954 89.54%

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 98.86% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.37% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.68% 85.14%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.30% 97.09%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 92.10% 96.00%
CHEMBL2581 P07339 Cathepsin D 91.54% 98.95%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 90.27% 89.62%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.16% 86.33%
CHEMBL3060 Q9Y345 Glycine transporter 2 88.09% 99.17%
CHEMBL4208 P20618 Proteasome component C5 86.09% 90.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.89% 95.89%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.55% 89.00%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 85.41% 100.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.18% 95.56%
CHEMBL3401 O75469 Pregnane X receptor 84.06% 94.73%
CHEMBL241 Q14432 Phosphodiesterase 3A 82.87% 92.94%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 82.59% 95.89%
CHEMBL3714130 P46095 G-protein coupled receptor 6 81.68% 97.36%
CHEMBL2535 P11166 Glucose transporter 80.86% 98.75%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 80.81% 86.92%

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.
Tinospora sinensis

Cross-Links

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PubChem 101345606
LOTUS LTS0238754
wikiData Q105185424