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[(3S,4R,5R)-3,4-dihydroxy-5-[[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[3-(2-hydroxy-4,5-dimethoxyphenyl)-5,6-dimethoxy-4-oxochromen-7-yl]oxyoxan-2-yl]methoxy]oxolan-3-yl]methyl (E)-3-(4-hydroxyphenyl)prop-2-enoate

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 6e286a26-d720-48ff-81e3-1faee3bb0bac
Taxonomy Phenylpropanoids and polyketides > Isoflavonoids > Isoflavonoid O-glycosides
IUPAC Name [(3S,4R,5R)-3,4-dihydroxy-5-[[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[3-(2-hydroxy-4,5-dimethoxyphenyl)-5,6-dimethoxy-4-oxochromen-7-yl]oxyoxan-2-yl]methoxy]oxolan-3-yl]methyl (E)-3-(4-hydroxyphenyl)prop-2-enoate
SMILES (Canonical) COC1=C(C=C(C(=C1)C2=COC3=CC(=C(C(=C3C2=O)OC)OC)OC4C(C(C(C(O4)COC5C(C(CO5)(COC(=O)C=CC6=CC=C(C=C6)O)O)O)O)O)O)O)OC
SMILES (Isomeric) COC1=C(C=C(C(=C1)C2=COC3=CC(=C(C(=C3C2=O)OC)OC)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO[C@H]5[C@@H]([C@](CO5)(COC(=O)/C=C/C6=CC=C(C=C6)O)O)O)O)O)O)O)OC
InChI InChI=1S/C39H42O19/c1-49-23-11-20(22(41)12-24(23)50-2)21-14-53-25-13-26(34(51-3)35(52-4)29(25)30(21)43)57-37-33(46)32(45)31(44)27(58-37)15-54-38-36(47)39(48,17-56-38)16-55-28(42)10-7-18-5-8-19(40)9-6-18/h5-14,27,31-33,36-38,40-41,44-48H,15-17H2,1-4H3/b10-7+/t27-,31-,32+,33-,36+,37-,38-,39-/m1/s1
InChI Key SLCQCZUULPPJKX-VFLINKHKSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C39H42O19
Molecular Weight 814.70 g/mol
Exact Mass 814.23202911 g/mol
Topological Polar Surface Area (TPSA) 268.00 Ų
XlogP 0.50
Atomic LogP (AlogP) 0.81
H-Bond Acceptor 19
H-Bond Donor 7
Rotatable Bonds 14

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(3S,4R,5R)-3,4-dihydroxy-5-[[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[3-(2-hydroxy-4,5-dimethoxyphenyl)-5,6-dimethoxy-4-oxochromen-7-yl]oxyoxan-2-yl]methoxy]oxolan-3-yl]methyl (E)-3-(4-hydroxyphenyl)prop-2-enoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7594 75.94%
Caco-2 - 0.8690 86.90%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.6549 65.49%
OATP2B1 inhibitior - 0.7127 71.27%
OATP1B1 inhibitior + 0.8494 84.94%
OATP1B3 inhibitior + 0.9471 94.71%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.8634 86.34%
P-glycoprotein inhibitior + 0.7313 73.13%
P-glycoprotein substrate + 0.6932 69.32%
CYP3A4 substrate + 0.7156 71.56%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8622 86.22%
CYP3A4 inhibition - 0.9190 91.90%
CYP2C9 inhibition - 0.8660 86.60%
CYP2C19 inhibition - 0.8604 86.04%
CYP2D6 inhibition - 0.9286 92.86%
CYP1A2 inhibition - 0.9188 91.88%
CYP2C8 inhibition + 0.8311 83.11%
CYP inhibitory promiscuity - 0.8308 83.08%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5312 53.12%
Eye corrosion - 0.9901 99.01%
Eye irritation - 0.9087 90.87%
Skin irritation - 0.8165 81.65%
Skin corrosion - 0.9437 94.37%
Ames mutagenesis - 0.5200 52.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7273 72.73%
Micronuclear + 0.6274 62.74%
Hepatotoxicity - 0.5968 59.68%
skin sensitisation - 0.8340 83.40%
Respiratory toxicity + 0.5778 57.78%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.7500 75.00%
Nephrotoxicity - 0.7963 79.63%
Acute Oral Toxicity (c) III 0.4069 40.69%
Estrogen receptor binding + 0.8581 85.81%
Androgen receptor binding + 0.7071 70.71%
Thyroid receptor binding + 0.5617 56.17%
Glucocorticoid receptor binding + 0.7434 74.34%
Aromatase binding + 0.6573 65.73%
PPAR gamma + 0.7500 75.00%
Honey bee toxicity - 0.7181 71.81%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5100 51.00%
Fish aquatic toxicity + 0.9634 96.34%

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 99.79% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 98.44% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 97.76% 89.00%
CHEMBL4302 P08183 P-glycoprotein 1 97.17% 92.98%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.77% 95.56%
CHEMBL1937 Q92769 Histone deacetylase 2 94.78% 94.75%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 94.14% 96.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.14% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.54% 97.09%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 91.20% 89.62%
CHEMBL3060 Q9Y345 Glycine transporter 2 90.98% 99.17%
CHEMBL2581 P07339 Cathepsin D 90.97% 98.95%
CHEMBL2535 P11166 Glucose transporter 89.84% 98.75%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.80% 99.23%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 85.59% 95.83%
CHEMBL4208 P20618 Proteasome component C5 85.52% 90.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 85.47% 94.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 81.88% 94.45%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.26% 95.89%
CHEMBL226 P30542 Adenosine A1 receptor 80.00% 95.93%

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.
Glycosmis pentaphylla

Cross-Links

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PubChem 11636411
LOTUS LTS0075516
wikiData Q105255205