[(2R,3R,4R,5S,6S)-2-[[(2R,3S,4S,5R,6S)-6-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxochromen-3-yl]oxy-3,4-dihydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]methoxy]-5-hydroxy-6-methyl-4-[(2R,3S,4R,5S)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-3-yl] (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate

Details

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Internal ID b8115d0a-66fc-4e0d-aa86-e04536fd003d
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
IUPAC Name [(2R,3R,4R,5S,6S)-2-[[(2R,3S,4S,5R,6S)-6-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxochromen-3-yl]oxy-3,4-dihydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]methoxy]-5-hydroxy-6-methyl-4-[(2R,3S,4R,5S)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-3-yl] (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate
SMILES (Canonical) CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=C(OC4=CC(=CC(=C4C3=O)O)O)C5=CC(=C(C=C5)O)O)OC6C(C(C(C(O6)CO)O)O)O)O)O)OC(=O)C=CC7=CC(=C(C=C7)O)O)OC8C(C(C(CO8)O)O)O)O
SMILES (Isomeric) C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)OC[C@@H]2[C@H]([C@@H]([C@H]([C@@H](O2)OC3=C(OC4=CC(=CC(=C4C3=O)O)O)C5=CC(=C(C=C5)O)O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)O)O)OC(=O)/C=C/C7=CC(=C(C=C7)O)O)O[C@@H]8[C@H]([C@@H]([C@H](CO8)O)O)O)O
InChI InChI=1S/C47H54O28/c1-15-30(57)40(73-44-37(64)31(58)24(55)13-66-44)43(72-28(56)7-3-16-2-5-19(50)21(52)8-16)46(68-15)67-14-27-33(60)36(63)42(75-45-38(65)35(62)32(59)26(12-48)70-45)47(71-27)74-41-34(61)29-23(54)10-18(49)11-25(29)69-39(41)17-4-6-20(51)22(53)9-17/h2-11,15,24,26-27,30-33,35-38,40,42-55,57-60,62-65H,12-14H2,1H3/b7-3+/t15-,24-,26+,27+,30-,31+,32+,33+,35-,36-,37-,38+,40+,42+,43+,44+,45-,46+,47-/m0/s1
InChI Key NQVFCVWIKQENNO-KHFDIGGDSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C47H54O28
Molecular Weight 1066.90 g/mol
Exact Mass 1066.28016106 g/mol
Topological Polar Surface Area (TPSA) 450.00 Ų
XlogP -2.50
Atomic LogP (AlogP) -3.72
H-Bond Acceptor 28
H-Bond Donor 16
Rotatable Bonds 14

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2R,3R,4R,5S,6S)-2-[[(2R,3S,4S,5R,6S)-6-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxochromen-3-yl]oxy-3,4-dihydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]methoxy]-5-hydroxy-6-methyl-4-[(2R,3S,4R,5S)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-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 - 0.4591 45.91%
Caco-2 - 0.8745 87.45%
Blood Brain Barrier - 0.7000 70.00%
Human oral bioavailability - 0.8143 81.43%
Subcellular localzation Mitochondria 0.5182 51.82%
OATP2B1 inhibitior - 0.8601 86.01%
OATP1B1 inhibitior + 0.8544 85.44%
OATP1B3 inhibitior + 0.9758 97.58%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.5650 56.50%
P-glycoprotein inhibitior + 0.7076 70.76%
P-glycoprotein substrate + 0.7214 72.14%
CYP3A4 substrate + 0.7252 72.52%
CYP2C9 substrate - 0.8179 81.79%
CYP2D6 substrate - 0.8736 87.36%
CYP3A4 inhibition - 0.9339 93.39%
CYP2C9 inhibition - 0.9253 92.53%
CYP2C19 inhibition - 0.9260 92.60%
CYP2D6 inhibition - 0.9416 94.16%
CYP1A2 inhibition - 0.9232 92.32%
CYP2C8 inhibition + 0.8750 87.50%
CYP inhibitory promiscuity - 0.8663 86.63%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6631 66.31%
Eye corrosion - 0.9929 99.29%
Eye irritation - 0.9009 90.09%
Skin irritation - 0.8349 83.49%
Skin corrosion - 0.9506 95.06%
Ames mutagenesis - 0.5337 53.37%
Human Ether-a-go-go-Related Gene inhibition + 0.7356 73.56%
Micronuclear + 0.6333 63.33%
Hepatotoxicity - 0.5351 53.51%
skin sensitisation - 0.8873 88.73%
Respiratory toxicity + 0.6333 63.33%
Reproductive toxicity + 0.8556 85.56%
Mitochondrial toxicity + 0.6500 65.00%
Nephrotoxicity - 0.9858 98.58%
Acute Oral Toxicity (c) III 0.5849 58.49%
Estrogen receptor binding + 0.7626 76.26%
Androgen receptor binding + 0.5815 58.15%
Thyroid receptor binding + 0.5442 54.42%
Glucocorticoid receptor binding + 0.6013 60.13%
Aromatase binding + 0.5730 57.30%
PPAR gamma + 0.7717 77.17%
Honey bee toxicity - 0.6605 66.05%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.5100 51.00%
Fish aquatic toxicity + 0.9058 90.58%

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 99.95% 91.11%
CHEMBL1951 P21397 Monoamine oxidase A 99.75% 91.49%
CHEMBL1806 P11388 DNA topoisomerase II alpha 99.36% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 98.57% 86.33%
CHEMBL2581 P07339 Cathepsin D 97.38% 98.95%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 94.09% 96.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.64% 97.09%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.63% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.09% 95.56%
CHEMBL3060 Q9Y345 Glycine transporter 2 91.64% 99.17%
CHEMBL2085 P14174 Macrophage migration inhibitory factor 90.47% 80.78%
CHEMBL3401 O75469 Pregnane X receptor 89.92% 94.73%
CHEMBL3194 P02766 Transthyretin 89.85% 90.71%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 89.33% 99.15%
CHEMBL226 P30542 Adenosine A1 receptor 88.74% 95.93%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.21% 94.45%
CHEMBL4208 P20618 Proteasome component C5 86.33% 90.00%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 85.86% 95.50%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 85.55% 95.83%
CHEMBL2345 P51812 Ribosomal protein S6 kinase alpha 3 84.56% 95.64%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 84.26% 86.92%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 82.72% 94.80%
CHEMBL3714130 P46095 G-protein coupled receptor 6 82.61% 97.36%
CHEMBL5678 P34947 G protein-coupled receptor kinase 5 81.96% 88.00%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 80.50% 91.71%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 80.49% 85.14%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 80.02% 95.78%

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.
Delphinium gracile

Cross-Links

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PubChem 163191957
LOTUS LTS0140575
wikiData Q105184141