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(2S)-2-[4-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-3-methoxyphenyl]-5-hydroxy-7-[(1R,2R,3S,4R,5R)-2,3,4-trihydroxy-5-(hydroxymethyl)cyclohexyl]oxy-2,3-dihydrochromen-4-one

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 b16ab1ee-5210-4870-85e7-c2db2c80421a
Taxonomy Phenylpropanoids and polyketides > Flavonoids > O-methylated flavonoids > 3-O-methylated flavonoids
IUPAC Name (2S)-2-[4-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-3-methoxyphenyl]-5-hydroxy-7-[(1R,2R,3S,4R,5R)-2,3,4-trihydroxy-5-(hydroxymethyl)cyclohexyl]oxy-2,3-dihydrochromen-4-one
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C28H34O14/c1-38-19-4-12(2-3-17(19)42-27-26(36)28(37,10-30)11-39-27)18-8-16(32)22-15(31)6-14(7-20(22)41-18)40-21-5-13(9-29)23(33)25(35)24(21)34/h2-4,6-7,13,18,21,23-27,29-31,33-37H,5,8-11H2,1H3/t13-,18+,21-,23-,24+,25+,26+,27+,28-/m1/s1
InChI Key MRDLWNHNBKSFOI-ZUWOHXSMSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C28H34O14
Molecular Weight 594.60 g/mol
Exact Mass 594.19485575 g/mol
Topological Polar Surface Area (TPSA) 225.00 Ų
XlogP -0.30
Atomic LogP (AlogP) -1.23
H-Bond Acceptor 14
H-Bond Donor 8
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S)-2-[4-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-3-methoxyphenyl]-5-hydroxy-7-[(1R,2R,3S,4R,5R)-2,3,4-trihydroxy-5-(hydroxymethyl)cyclohexyl]oxy-2,3-dihydrochromen-4-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6754 67.54%
Caco-2 - 0.8904 89.04%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.8286 82.86%
Subcellular localzation Mitochondria 0.6254 62.54%
OATP2B1 inhibitior - 0.8542 85.42%
OATP1B1 inhibitior + 0.9011 90.11%
OATP1B3 inhibitior + 0.9655 96.55%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.7366 73.66%
P-glycoprotein inhibitior + 0.5857 58.57%
P-glycoprotein substrate + 0.5573 55.73%
CYP3A4 substrate + 0.6968 69.68%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8489 84.89%
CYP3A4 inhibition - 0.8418 84.18%
CYP2C9 inhibition - 0.8860 88.60%
CYP2C19 inhibition - 0.8296 82.96%
CYP2D6 inhibition - 0.9113 91.13%
CYP1A2 inhibition - 0.9060 90.60%
CYP2C8 inhibition + 0.7000 70.00%
CYP inhibitory promiscuity - 0.7811 78.11%
UGT catelyzed - 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5250 52.50%
Eye corrosion - 0.9912 99.12%
Eye irritation - 0.9240 92.40%
Skin irritation - 0.8131 81.31%
Skin corrosion - 0.9457 94.57%
Ames mutagenesis + 0.5100 51.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7551 75.51%
Micronuclear + 0.6733 67.33%
Hepatotoxicity - 0.5875 58.75%
skin sensitisation - 0.8821 88.21%
Respiratory toxicity - 0.5000 50.00%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.6875 68.75%
Nephrotoxicity + 0.6548 65.48%
Acute Oral Toxicity (c) III 0.6985 69.85%
Estrogen receptor binding + 0.8315 83.15%
Androgen receptor binding + 0.5258 52.58%
Thyroid receptor binding + 0.5164 51.64%
Glucocorticoid receptor binding + 0.5993 59.93%
Aromatase binding + 0.6147 61.47%
PPAR gamma + 0.7120 71.20%
Honey bee toxicity - 0.6558 65.58%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.6600 66.00%
Fish aquatic toxicity + 0.6644 66.44%

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 99.39% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 98.09% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.58% 94.45%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 95.57% 94.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.42% 95.56%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.26% 96.09%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 94.65% 86.92%
CHEMBL1806 P11388 DNA topoisomerase II alpha 93.79% 89.00%
CHEMBL2581 P07339 Cathepsin D 93.66% 98.95%
CHEMBL4208 P20618 Proteasome component C5 93.18% 90.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 92.05% 95.89%
CHEMBL241 Q14432 Phosphodiesterase 3A 90.11% 92.94%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 88.98% 99.23%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.86% 86.33%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 87.75% 97.14%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 87.24% 96.21%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 86.95% 85.14%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 85.95% 91.07%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 85.03% 90.71%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 83.60% 97.33%
CHEMBL2243 O00519 Anandamide amidohydrolase 82.34% 97.53%
CHEMBL3060 Q9Y345 Glycine transporter 2 82.34% 99.17%
CHEMBL2535 P11166 Glucose transporter 82.25% 98.75%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.92% 100.00%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 81.82% 96.95%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 81.52% 92.88%
CHEMBL4302 P08183 P-glycoprotein 1 81.35% 92.98%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 81.28% 96.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.80% 95.89%

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.
Viscum coloratum

Cross-Links

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PubChem 162934172
LOTUS LTS0025574
wikiData Q105170498