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(2R,3R,4S,5S,6R)-2-[[(2R,3R,4S)-3,7-dihydroxy-2-(4-hydroxyphenyl)-5-methoxy-8-(3-methylbut-2-enyl)-3,4-dihydro-2H-chromen-4-yl]oxy]-6-[[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]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 9487698b-59f9-4ff5-b6c7-74b492c3ffaf
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides
IUPAC Name (2R,3R,4S,5S,6R)-2-[[(2R,3R,4S)-3,7-dihydroxy-2-(4-hydroxyphenyl)-5-methoxy-8-(3-methylbut-2-enyl)-3,4-dihydro-2H-chromen-4-yl]oxy]-6-[[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxane-3,4,5-triol
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C32H42O15/c1-13(2)4-9-16-17(34)10-19(42-3)21-29(16)46-28(14-5-7-15(33)8-6-14)27(41)30(21)47-32-26(40)24(38)23(37)20(45-32)12-44-31-25(39)22(36)18(35)11-43-31/h4-8,10,18,20,22-28,30-41H,9,11-12H2,1-3H3/t18-,20-,22+,23-,24+,25-,26-,27-,28-,30+,31+,32+/m1/s1
InChI Key SGQQCSHVXAXBTJ-ZVQKGNERSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C32H42O15
Molecular Weight 666.70 g/mol
Exact Mass 666.25237063 g/mol
Topological Polar Surface Area (TPSA) 237.00 Ų
XlogP -0.80
Atomic LogP (AlogP) -0.57
H-Bond Acceptor 15
H-Bond Donor 9
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2R,3R,4S,5S,6R)-2-[[(2R,3R,4S)-3,7-dihydroxy-2-(4-hydroxyphenyl)-5-methoxy-8-(3-methylbut-2-enyl)-3,4-dihydro-2H-chromen-4-yl]oxy]-6-[[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]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 + 0.8314 83.14%
Caco-2 - 0.8812 88.12%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.6341 63.41%
OATP2B1 inhibitior - 0.8623 86.23%
OATP1B1 inhibitior + 0.8253 82.53%
OATP1B3 inhibitior + 0.9487 94.87%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.8502 85.02%
P-glycoprotein inhibitior - 0.5152 51.52%
P-glycoprotein substrate + 0.5424 54.24%
CYP3A4 substrate + 0.6765 67.65%
CYP2C9 substrate - 0.8054 80.54%
CYP2D6 substrate - 0.7549 75.49%
CYP3A4 inhibition - 0.9600 96.00%
CYP2C9 inhibition - 0.7800 78.00%
CYP2C19 inhibition - 0.6490 64.90%
CYP2D6 inhibition - 0.7839 78.39%
CYP1A2 inhibition - 0.7271 72.71%
CYP2C8 inhibition + 0.6945 69.45%
CYP inhibitory promiscuity - 0.7446 74.46%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.7080 70.80%
Eye corrosion - 0.9892 98.92%
Eye irritation - 0.9146 91.46%
Skin irritation - 0.8122 81.22%
Skin corrosion - 0.9474 94.74%
Ames mutagenesis + 0.6400 64.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8639 86.39%
Micronuclear - 0.5100 51.00%
Hepatotoxicity - 0.6717 67.17%
skin sensitisation - 0.8489 84.89%
Respiratory toxicity + 0.5444 54.44%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.5375 53.75%
Nephrotoxicity - 0.9099 90.99%
Acute Oral Toxicity (c) III 0.5868 58.68%
Estrogen receptor binding + 0.8197 81.97%
Androgen receptor binding + 0.6349 63.49%
Thyroid receptor binding + 0.5639 56.39%
Glucocorticoid receptor binding + 0.5519 55.19%
Aromatase binding + 0.5360 53.60%
PPAR gamma + 0.7039 70.39%
Honey bee toxicity - 0.6883 68.83%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5900 59.00%
Fish aquatic toxicity + 0.9731 97.31%

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 99.71% 91.11%
CHEMBL1951 P21397 Monoamine oxidase A 96.64% 91.49%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.99% 96.09%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 93.81% 89.62%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.58% 97.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 92.39% 85.14%
CHEMBL3401 O75469 Pregnane X receptor 92.28% 94.73%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.59% 86.33%
CHEMBL4208 P20618 Proteasome component C5 88.19% 90.00%
CHEMBL2535 P11166 Glucose transporter 87.90% 98.75%
CHEMBL3060 Q9Y345 Glycine transporter 2 87.83% 99.17%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.58% 95.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.49% 95.89%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 87.42% 94.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.05% 94.45%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 84.96% 96.00%
CHEMBL5852 Q96P65 Pyroglutamylated RFamide peptide receptor 83.57% 85.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.44% 89.00%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 82.77% 97.21%
CHEMBL226 P30542 Adenosine A1 receptor 81.29% 95.93%
CHEMBL2581 P07339 Cathepsin D 80.76% 98.95%

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.
Marshallia mohrii

Cross-Links

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PubChem 162875379
LOTUS LTS0161779
wikiData Q105252534