4-[(2S,3S,4S,5S)-3,4-dimethoxy-5-(3,4,5-trimethoxyphenyl)oxolan-2-yl]-2,6-dimethoxyphenol

Details

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Internal ID e611fca5-3916-4ff7-8bef-b7be68a02262
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
IUPAC Name 4-[(2S,3S,4S,5S)-3,4-dimethoxy-5-(3,4,5-trimethoxyphenyl)oxolan-2-yl]-2,6-dimethoxyphenol
SMILES (Canonical) COC1C(C(OC1C2=CC(=C(C(=C2)OC)O)OC)C3=CC(=C(C(=C3)OC)OC)OC)OC
SMILES (Isomeric) CO[C@@H]1[C@H]([C@@H](O[C@H]1C2=CC(=C(C(=C2)OC)O)OC)C3=CC(=C(C(=C3)OC)OC)OC)OC
InChI InChI=1S/C23H30O9/c1-25-14-8-12(9-15(26-2)18(14)24)19-22(30-6)23(31-7)20(32-19)13-10-16(27-3)21(29-5)17(11-13)28-4/h8-11,19-20,22-24H,1-7H3/t19-,20-,22-,23-/m0/s1
InChI Key ZEFPDKIBPUPSFT-SQOUVECCSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C23H30O9
Molecular Weight 450.50 g/mol
Exact Mass 450.18898253 g/mol
Topological Polar Surface Area (TPSA) 94.10 Ų
XlogP 2.20
Atomic LogP (AlogP) 3.28
H-Bond Acceptor 9
H-Bond Donor 1
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 4-[(2S,3S,4S,5S)-3,4-dimethoxy-5-(3,4,5-trimethoxyphenyl)oxolan-2-yl]-2,6-dimethoxyphenol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9833 98.33%
Caco-2 + 0.6979 69.79%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.8236 82.36%
OATP2B1 inhibitior - 0.8616 86.16%
OATP1B1 inhibitior + 0.8615 86.15%
OATP1B3 inhibitior + 0.9464 94.64%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.5530 55.30%
P-glycoprotein inhibitior + 0.7331 73.31%
P-glycoprotein substrate - 0.9367 93.67%
CYP3A4 substrate - 0.5339 53.39%
CYP2C9 substrate - 0.8008 80.08%
CYP2D6 substrate + 0.3496 34.96%
CYP3A4 inhibition - 0.6110 61.10%
CYP2C9 inhibition - 0.7193 71.93%
CYP2C19 inhibition + 0.8287 82.87%
CYP2D6 inhibition - 0.8675 86.75%
CYP1A2 inhibition + 0.7316 73.16%
CYP2C8 inhibition + 0.5214 52.14%
CYP inhibitory promiscuity + 0.9290 92.90%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.8608 86.08%
Carcinogenicity (trinary) Danger 0.4016 40.16%
Eye corrosion - 0.9827 98.27%
Eye irritation - 0.8275 82.75%
Skin irritation - 0.8242 82.42%
Skin corrosion - 0.9773 97.73%
Ames mutagenesis - 0.7300 73.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5115 51.15%
Micronuclear + 0.6759 67.59%
Hepatotoxicity - 0.6500 65.00%
skin sensitisation - 0.8896 88.96%
Respiratory toxicity - 0.5667 56.67%
Reproductive toxicity + 0.5778 57.78%
Mitochondrial toxicity - 0.6875 68.75%
Nephrotoxicity - 0.8519 85.19%
Acute Oral Toxicity (c) III 0.6091 60.91%
Estrogen receptor binding + 0.8262 82.62%
Androgen receptor binding + 0.5509 55.09%
Thyroid receptor binding + 0.8121 81.21%
Glucocorticoid receptor binding + 0.6747 67.47%
Aromatase binding + 0.5527 55.27%
PPAR gamma + 0.7393 73.93%
Honey bee toxicity - 0.9103 91.03%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5500 55.00%
Fish aquatic toxicity + 0.9310 93.10%

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 97.82% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.91% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 94.72% 85.14%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.47% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.29% 95.56%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 85.03% 94.00%
CHEMBL3401 O75469 Pregnane X receptor 84.87% 94.73%
CHEMBL3060 Q9Y345 Glycine transporter 2 84.54% 99.17%
CHEMBL241 Q14432 Phosphodiesterase 3A 83.52% 92.94%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.82% 92.62%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.34% 89.00%
CHEMBL4208 P20618 Proteasome component C5 81.02% 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.
Bambusa emeiensis

Cross-Links

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PubChem 162850656
LOTUS LTS0275652
wikiData Q105373184