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2-(3,4-dimethoxyphenyl)-5-hydroxy-7-[(2S,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-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 b36120ff-9902-480d-8367-30b1ebca351f
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
IUPAC Name 2-(3,4-dimethoxyphenyl)-5-hydroxy-7-[(2S,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one
SMILES (Canonical) COC1=C(C=C(C=C1)C2=C(C(=O)C3=C(C=C(C=C3O2)OC4C(C(C(C(O4)CO)O)O)O)O)OC5C(C(C(C(O5)CO)O)O)O)OC
SMILES (Isomeric) COC1=C(C=C(C=C1)C2=C(C(=O)C3=C(C=C(C=C3O2)O[C@H]4[C@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)O)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)OC
InChI InChI=1S/C29H34O17/c1-40-13-4-3-10(5-14(13)41-2)26-27(46-29-25(39)23(37)20(34)17(9-31)45-29)21(35)18-12(32)6-11(7-15(18)43-26)42-28-24(38)22(36)19(33)16(8-30)44-28/h3-7,16-17,19-20,22-25,28-34,36-39H,8-9H2,1-2H3/t16-,17-,19-,20-,22+,23+,24+,25-,28-,29+/m1/s1
InChI Key OTKMBDUQIZDZPW-AJDNUPHJSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C29H34O17
Molecular Weight 654.60 g/mol
Exact Mass 654.17959961 g/mol
Topological Polar Surface Area (TPSA) 264.00 Ų
XlogP -0.80
Atomic LogP (AlogP) -2.46
H-Bond Acceptor 17
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 2-(3,4-dimethoxyphenyl)-5-hydroxy-7-[(2S,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-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 - 0.5623 56.23%
Caco-2 - 0.9058 90.58%
Blood Brain Barrier - 0.8750 87.50%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.5984 59.84%
OATP2B1 inhibitior - 0.7087 70.87%
OATP1B1 inhibitior + 0.9424 94.24%
OATP1B3 inhibitior + 0.9748 97.48%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.6178 61.78%
P-glycoprotein inhibitior - 0.4365 43.65%
P-glycoprotein substrate - 0.6097 60.97%
CYP3A4 substrate + 0.6298 62.98%
CYP2C9 substrate - 0.8485 84.85%
CYP2D6 substrate - 0.8501 85.01%
CYP3A4 inhibition - 0.9284 92.84%
CYP2C9 inhibition - 0.9208 92.08%
CYP2C19 inhibition - 0.9124 91.24%
CYP2D6 inhibition - 0.9531 95.31%
CYP1A2 inhibition - 0.9232 92.32%
CYP2C8 inhibition + 0.8103 81.03%
CYP inhibitory promiscuity - 0.7113 71.13%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.7032 70.32%
Eye corrosion - 0.9900 99.00%
Eye irritation - 0.9043 90.43%
Skin irritation - 0.8442 84.42%
Skin corrosion - 0.9614 96.14%
Ames mutagenesis - 0.5064 50.64%
Human Ether-a-go-go-Related Gene inhibition + 0.7666 76.66%
Micronuclear + 0.6633 66.33%
Hepatotoxicity - 0.6823 68.23%
skin sensitisation - 0.9340 93.40%
Respiratory toxicity + 0.5444 54.44%
Reproductive toxicity + 0.7556 75.56%
Mitochondrial toxicity - 0.5375 53.75%
Nephrotoxicity - 0.8040 80.40%
Acute Oral Toxicity (c) III 0.7041 70.41%
Estrogen receptor binding + 0.8012 80.12%
Androgen receptor binding + 0.5509 55.09%
Thyroid receptor binding + 0.5244 52.44%
Glucocorticoid receptor binding + 0.6198 61.98%
Aromatase binding + 0.5291 52.91%
PPAR gamma + 0.6845 68.45%
Honey bee toxicity - 0.7719 77.19%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.6549 65.49%
Fish aquatic toxicity + 0.7167 71.67%

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
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.54% 85.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.01% 91.11%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 97.01% 94.00%
CHEMBL2581 P07339 Cathepsin D 95.88% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 95.33% 89.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.14% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.85% 86.33%
CHEMBL3060 Q9Y345 Glycine transporter 2 91.30% 99.17%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 90.62% 96.21%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 90.46% 86.92%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 88.98% 95.78%
CHEMBL220 P22303 Acetylcholinesterase 87.23% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.70% 95.56%
CHEMBL3401 O75469 Pregnane X receptor 86.61% 94.73%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 86.40% 99.15%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.78% 97.09%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 85.32% 96.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 84.41% 92.94%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 83.44% 94.45%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.88% 95.89%
CHEMBL4208 P20618 Proteasome component C5 81.28% 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.
Clinopodium grandiflorum

Cross-Links

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PubChem 163105437
LOTUS LTS0126199
wikiData Q105199674