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[(2R,3S,4S,5S,6R)-6-(acetyloxymethyl)-2-[(2S,3S,4S,5S,6S)-4,5-dihydroxy-2-[5-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-4-oxochromen-7-yl]oxy-6-(hydroxymethyl)oxan-3-yl]oxy-4,5-dihydroxyoxan-3-yl] (E)-3-(3,4-dihydroxyphenyl)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 76ecc034-9f31-48e1-964e-cd712056a026
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
IUPAC Name [(2R,3S,4S,5S,6R)-6-(acetyloxymethyl)-2-[(2S,3S,4S,5S,6S)-4,5-dihydroxy-2-[5-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-4-oxochromen-7-yl]oxy-6-(hydroxymethyl)oxan-3-yl]oxy-4,5-dihydroxyoxan-3-yl] (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C39H40O20/c1-16(41)53-15-29-33(49)35(51)36(58-30(47)8-4-17-3-6-20(42)22(44)9-17)39(57-29)59-37-34(50)32(48)28(14-40)56-38(37)54-19-11-23(45)31-24(46)13-25(55-27(31)12-19)18-5-7-21(43)26(10-18)52-2/h3-13,28-29,32-40,42-45,48-51H,14-15H2,1-2H3/b8-4+/t28-,29+,32+,33+,34-,35-,36-,37-,38+,39+/m0/s1
InChI Key RQZVPWREYYDWOS-IIDRBORKSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C39H40O20
Molecular Weight 828.70 g/mol
Exact Mass 828.21129366 g/mol
Topological Polar Surface Area (TPSA) 307.00 Ų
XlogP 1.20
Atomic LogP (AlogP) 0.13
H-Bond Acceptor 20
H-Bond Donor 9
Rotatable Bonds 12

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2R,3S,4S,5S,6R)-6-(acetyloxymethyl)-2-[(2S,3S,4S,5S,6S)-4,5-dihydroxy-2-[5-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-4-oxochromen-7-yl]oxy-6-(hydroxymethyl)oxan-3-yl]oxy-4,5-dihydroxyoxan-3-yl] (E)-3-(3,4-dihydroxyphenyl)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 + 0.5970 59.70%
Caco-2 - 0.8879 88.79%
Blood Brain Barrier - 0.8250 82.50%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.4989 49.89%
OATP2B1 inhibitior - 0.5724 57.24%
OATP1B1 inhibitior + 0.8784 87.84%
OATP1B3 inhibitior + 0.9769 97.69%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.8472 84.72%
P-glycoprotein inhibitior + 0.6895 68.95%
P-glycoprotein substrate + 0.6023 60.23%
CYP3A4 substrate + 0.6937 69.37%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8691 86.91%
CYP3A4 inhibition - 0.9250 92.50%
CYP2C9 inhibition - 0.9018 90.18%
CYP2C19 inhibition - 0.8998 89.98%
CYP2D6 inhibition - 0.9386 93.86%
CYP1A2 inhibition - 0.9236 92.36%
CYP2C8 inhibition + 0.8428 84.28%
CYP inhibitory promiscuity - 0.7954 79.54%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.7245 72.45%
Eye corrosion - 0.9900 99.00%
Eye irritation - 0.9095 90.95%
Skin irritation - 0.8311 83.11%
Skin corrosion - 0.9494 94.94%
Ames mutagenesis - 0.6000 60.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7529 75.29%
Micronuclear + 0.5533 55.33%
Hepatotoxicity - 0.7625 76.25%
skin sensitisation - 0.8971 89.71%
Respiratory toxicity + 0.5889 58.89%
Reproductive toxicity + 0.8000 80.00%
Mitochondrial toxicity + 0.6000 60.00%
Nephrotoxicity - 0.9604 96.04%
Acute Oral Toxicity (c) III 0.6221 62.21%
Estrogen receptor binding + 0.8201 82.01%
Androgen receptor binding + 0.6774 67.74%
Thyroid receptor binding + 0.5400 54.00%
Glucocorticoid receptor binding + 0.6526 65.26%
Aromatase binding + 0.5630 56.30%
PPAR gamma + 0.7487 74.87%
Honey bee toxicity - 0.6175 61.75%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5800 58.00%
Fish aquatic toxicity + 0.9427 94.27%

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 99.80% 91.11%
CHEMBL1951 P21397 Monoamine oxidase A 99.48% 91.49%
CHEMBL1806 P11388 DNA topoisomerase II alpha 98.43% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 97.23% 86.33%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.54% 85.14%
CHEMBL3194 P02766 Transthyretin 95.57% 90.71%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 95.36% 96.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.76% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.65% 96.09%
CHEMBL2581 P07339 Cathepsin D 91.96% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.32% 95.56%
CHEMBL3060 Q9Y345 Glycine transporter 2 90.94% 99.17%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 90.18% 86.92%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 90.12% 95.50%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 90.10% 99.15%
CHEMBL3401 O75469 Pregnane X receptor 89.66% 94.73%
CHEMBL3922 P50579 Methionine aminopeptidase 2 87.37% 97.28%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.04% 97.09%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 87.00% 94.00%
CHEMBL2085 P14174 Macrophage migration inhibitory factor 85.12% 80.78%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 84.71% 95.78%
CHEMBL340 P08684 Cytochrome P450 3A4 84.21% 91.19%
CHEMBL3714130 P46095 G-protein coupled receptor 6 83.81% 97.36%
CHEMBL5255 O00206 Toll-like receptor 4 81.82% 92.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.46% 95.89%
CHEMBL3438 Q05513 Protein kinase C zeta 81.40% 88.48%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 81.19% 94.33%

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.
Sideritis ozturkii

Cross-Links

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PubChem 163185854
LOTUS LTS0110503
wikiData Q105243849