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5,7-Dihydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-1-benzopyran-3-yl 6-deoxyhexopyranosyl-(1->2)-[6-deoxyhexopyranosyl-(1->6)]hexopyranoside

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 59ec5569-47f4-40ff-b70b-b706c9d79e1d
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
IUPAC Name 3-[4,5-dihydroxy-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy-6-[[(4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxy-5,7-dihydroxy-2-(4-hydroxyphenyl)chromen-4-one
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)OC6C(C(C(C(O6)C)O)O)O)O)O)O)O)O
SMILES (Isomeric) C[C@H]1[C@@H]([C@H](C(C(O1)OCC2C(C(C(C(O2)OC3=C(OC4=CC(=CC(=C4C3=O)O)O)C5=CC=C(C=C5)O)OC6C(C(C(C(O6)C)O)O)O)O)O)O)O)O
InChI InChI=1S/C33H40O19/c1-10-19(37)23(41)26(44)31(47-10)46-9-17-21(39)25(43)30(52-32-27(45)24(42)20(38)11(2)48-32)33(50-17)51-29-22(40)18-15(36)7-14(35)8-16(18)49-28(29)12-3-5-13(34)6-4-12/h3-8,10-11,17,19-21,23-27,30-39,41-45H,9H2,1-2H3/t10-,11?,17?,19-,20?,21?,23+,24?,25?,26?,27?,30?,31?,32?,33?/m0/s1
InChI Key WRXVPTMENPZUIZ-BRKOFTMQSA-N
Popularity 5 references in papers

Physical and Chemical Properties

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Molecular Formula C33H40O19
Molecular Weight 740.70 g/mol
Exact Mass 740.21637904 g/mol
Topological Polar Surface Area (TPSA) 304.00 Ų
XlogP -2.00
Atomic LogP (AlogP) -2.54
H-Bond Acceptor 19
H-Bond Donor 11
Rotatable Bonds 8

Synonyms

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MLS000563044
CHEMBL1454324
DTXSID80971204
HMS2268K14
SMR001215819
3-[4,5-Dihydroxy-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy-6-[[(4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxy-5,7-dihydroxy-2-(4-hydroxyphenyl)chromen-4-one

2D Structure

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2D Structure of 5,7-Dihydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-1-benzopyran-3-yl 6-deoxyhexopyranosyl-(1->2)-[6-deoxyhexopyranosyl-(1->6)]hexopyranoside

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.4659 46.59%
Caco-2 - 0.9147 91.47%
Blood Brain Barrier - 0.9000 90.00%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.7552 75.52%
OATP2B1 inhibitior - 0.7109 71.09%
OATP1B1 inhibitior + 0.8773 87.73%
OATP1B3 inhibitior + 0.9107 91.07%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior + 0.8185 81.85%
P-glycoprotein inhibitior - 0.5475 54.75%
P-glycoprotein substrate + 0.5973 59.73%
CYP3A4 substrate + 0.6598 65.98%
CYP2C9 substrate - 0.7354 73.54%
CYP2D6 substrate - 0.8607 86.07%
CYP3A4 inhibition - 0.8904 89.04%
CYP2C9 inhibition - 0.9134 91.34%
CYP2C19 inhibition - 0.9158 91.58%
CYP2D6 inhibition - 0.9500 95.00%
CYP1A2 inhibition - 0.8713 87.13%
CYP2C8 inhibition + 0.8284 82.84%
CYP inhibitory promiscuity - 0.6602 66.02%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.7067 70.67%
Eye corrosion - 0.9921 99.21%
Eye irritation - 0.9113 91.13%
Skin irritation - 0.8277 82.77%
Skin corrosion - 0.9610 96.10%
Ames mutagenesis + 0.5200 52.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6452 64.52%
Micronuclear + 0.7292 72.92%
Hepatotoxicity - 0.5625 56.25%
skin sensitisation - 0.9381 93.81%
Respiratory toxicity + 0.5222 52.22%
Reproductive toxicity + 0.7778 77.78%
Mitochondrial toxicity - 0.6500 65.00%
Nephrotoxicity - 0.9021 90.21%
Acute Oral Toxicity (c) III 0.6245 62.45%
Estrogen receptor binding + 0.8180 81.80%
Androgen receptor binding + 0.6465 64.65%
Thyroid receptor binding + 0.5491 54.91%
Glucocorticoid receptor binding + 0.5541 55.41%
Aromatase binding + 0.5933 59.33%
PPAR gamma + 0.7325 73.25%
Honey bee toxicity - 0.7412 74.12%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.5050 50.50%
Fish aquatic toxicity + 0.9179 91.79%

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%
CHEMBL1951 P21397 Monoamine oxidase A 98.24% 91.49%
CHEMBL1806 P11388 DNA topoisomerase II alpha 97.80% 89.00%
CHEMBL2581 P07339 Cathepsin D 97.63% 98.95%
CHEMBL2345 P51812 Ribosomal protein S6 kinase alpha 3 95.39% 95.64%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 95.23% 94.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 95.15% 86.33%
CHEMBL3401 O75469 Pregnane X receptor 94.25% 94.73%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 88.60% 96.09%
CHEMBL3060 Q9Y345 Glycine transporter 2 87.58% 99.17%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.67% 95.56%
CHEMBL3194 P02766 Transthyretin 85.61% 90.71%
CHEMBL3714130 P46095 G-protein coupled receptor 6 85.00% 97.36%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 84.38% 99.15%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 83.26% 95.78%
CHEMBL242 Q92731 Estrogen receptor beta 82.41% 98.35%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.23% 95.89%
CHEMBL4208 P20618 Proteasome component C5 81.08% 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.
Onobrychis viciifolia

Cross-Links

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PubChem 24978604
NPASS NPC11432
ChEMBL CHEMBL1454324