(2R,3R,4R,5R,6S)-2-[[(2R,3R,4R)-2-(4-hydroxy-3,5-dimethoxyphenyl)-4-[(4-hydroxy-3,5-dimethoxyphenyl)methyl]oxolan-3-yl]methoxy]-6-methyloxane-3,4,5-triol

Details

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Internal ID 1c920b59-a147-49d6-9a73-fe0a5ba2af4c
Taxonomy Lignans, neolignans and related compounds > Lignan glycosides
IUPAC Name (2R,3R,4R,5R,6S)-2-[[(2R,3R,4R)-2-(4-hydroxy-3,5-dimethoxyphenyl)-4-[(4-hydroxy-3,5-dimethoxyphenyl)methyl]oxolan-3-yl]methoxy]-6-methyloxane-3,4,5-triol
SMILES (Canonical) CC1C(C(C(C(O1)OCC2C(COC2C3=CC(=C(C(=C3)OC)O)OC)CC4=CC(=C(C(=C4)OC)O)OC)O)O)O
SMILES (Isomeric) C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)OC[C@H]2[C@H](CO[C@H]2C3=CC(=C(C(=C3)OC)O)OC)CC4=CC(=C(C(=C4)OC)O)OC)O)O)O
InChI InChI=1S/C28H38O12/c1-13-22(29)25(32)26(33)28(40-13)39-12-17-16(6-14-7-18(34-2)23(30)19(8-14)35-3)11-38-27(17)15-9-20(36-4)24(31)21(10-15)37-5/h7-10,13,16-17,22,25-33H,6,11-12H2,1-5H3/t13-,16-,17-,22-,25+,26+,27-,28+/m0/s1
InChI Key NLPORPFCUJMKCV-FXCRCATJSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C28H38O12
Molecular Weight 566.60 g/mol
Exact Mass 566.23632664 g/mol
Topological Polar Surface Area (TPSA) 166.00 Ų
XlogP 1.20
Atomic LogP (AlogP) 1.52
H-Bond Acceptor 12
H-Bond Donor 5
Rotatable Bonds 10

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-[[(2R,3R,4R)-2-(4-hydroxy-3,5-dimethoxyphenyl)-4-[(4-hydroxy-3,5-dimethoxyphenyl)methyl]oxolan-3-yl]methoxy]-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 - 0.6640 66.40%
Caco-2 - 0.8014 80.14%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.8200 82.00%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8307 83.07%
OATP1B3 inhibitior + 0.9344 93.44%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior + 0.5602 56.02%
P-glycoprotein inhibitior + 0.5868 58.68%
P-glycoprotein substrate + 0.5449 54.49%
CYP3A4 substrate + 0.6374 63.74%
CYP2C9 substrate - 0.8035 80.35%
CYP2D6 substrate - 0.7860 78.60%
CYP3A4 inhibition - 0.5459 54.59%
CYP2C9 inhibition - 0.6042 60.42%
CYP2C19 inhibition - 0.5233 52.33%
CYP2D6 inhibition - 0.8499 84.99%
CYP1A2 inhibition - 0.7710 77.10%
CYP2C8 inhibition + 0.6595 65.95%
CYP inhibitory promiscuity + 0.8315 83.15%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5950 59.50%
Eye corrosion - 0.9890 98.90%
Eye irritation - 0.9300 93.00%
Skin irritation - 0.8535 85.35%
Skin corrosion - 0.9557 95.57%
Ames mutagenesis - 0.5100 51.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6996 69.96%
Micronuclear + 0.6074 60.74%
Hepatotoxicity - 0.6875 68.75%
skin sensitisation - 0.8735 87.35%
Respiratory toxicity + 0.5222 52.22%
Reproductive toxicity + 0.6000 60.00%
Mitochondrial toxicity + 0.5250 52.50%
Nephrotoxicity - 0.9356 93.56%
Acute Oral Toxicity (c) III 0.6846 68.46%
Estrogen receptor binding + 0.7371 73.71%
Androgen receptor binding + 0.5751 57.51%
Thyroid receptor binding + 0.5926 59.26%
Glucocorticoid receptor binding + 0.5754 57.54%
Aromatase binding - 0.4945 49.45%
PPAR gamma + 0.5984 59.84%
Honey bee toxicity - 0.8224 82.24%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.6200 62.00%
Fish aquatic toxicity + 0.9662 96.62%

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 99.59% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.78% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 98.05% 85.14%
CHEMBL2581 P07339 Cathepsin D 95.38% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.24% 86.33%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 92.63% 95.89%
CHEMBL3714130 P46095 G-protein coupled receptor 6 91.88% 97.36%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 89.27% 92.62%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.78% 89.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 88.73% 92.94%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.59% 97.09%
CHEMBL3060 Q9Y345 Glycine transporter 2 86.80% 99.17%
CHEMBL3401 O75469 Pregnane X receptor 84.51% 94.73%
CHEMBL218 P21554 Cannabinoid CB1 receptor 83.51% 96.61%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.59% 94.00%
CHEMBL4208 P20618 Proteasome component C5 82.12% 90.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.13% 95.89%
CHEMBL4145 Q9UKV0 Histone deacetylase 9 80.67% 85.49%

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.
Chaenomeles sinensis

Cross-Links

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PubChem 122179014
LOTUS LTS0019472
wikiData Q105181504