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2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-[(3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxymethyl]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 d8a088c6-4505-4256-9d35-1f827ddce78f
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
IUPAC Name 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-[(3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one
SMILES (Canonical) CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OCC3C(C(C(C(O3)OC4=C(OC5=CC(=CC(=C5C4=O)O)O)C6=CC(=C(C=C6)O)O)O)O)O)O)O)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)OC[C@@H]3[C@H]([C@@H]([C@H](C(O3)OC4=C(OC5=CC(=CC(=C5C4=O)O)O)C6=CC(=C(C=C6)O)O)O)O)O)O)O)O)O)O)O
InChI InChI=1S/C33H40O21/c1-9-19(38)23(42)26(45)31(50-9)48-7-16-20(39)24(43)27(46)32(52-16)49-8-17-21(40)25(44)28(47)33(53-17)54-30-22(41)18-14(37)5-11(34)6-15(18)51-29(30)10-2-3-12(35)13(36)4-10/h2-6,9,16-17,19-21,23-28,31-40,42-47H,7-8H2,1H3/t9-,16+,17+,19-,20+,21+,23+,24-,25-,26+,27+,28+,31+,32+,33?/m0/s1
InChI Key SYFFHZSTXDTJOS-OQNXJHIZSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C33H40O21
Molecular Weight 772.70 g/mol
Exact Mass 772.20620828 g/mol
Topological Polar Surface Area (TPSA) 345.00 Ų
XlogP -3.40
Atomic LogP (AlogP) -3.86
H-Bond Acceptor 21
H-Bond Donor 13
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-dihydroxyphenyl)-5,7-dihydroxy-3-[(3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxymethyl]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 - 0.5000 50.00%
Caco-2 - 0.8950 89.50%
Blood Brain Barrier - 0.8250 82.50%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.7307 73.07%
OATP2B1 inhibitior - 0.8529 85.29%
OATP1B1 inhibitior + 0.9131 91.31%
OATP1B3 inhibitior + 0.9430 94.30%
MATE1 inhibitior - 0.7800 78.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior - 0.7021 70.21%
P-glycoprotein inhibitior + 0.5848 58.48%
P-glycoprotein substrate - 0.5071 50.71%
CYP3A4 substrate + 0.6398 63.98%
CYP2C9 substrate - 0.7038 70.38%
CYP2D6 substrate - 0.8611 86.11%
CYP3A4 inhibition - 0.9512 95.12%
CYP2C9 inhibition - 0.8983 89.83%
CYP2C19 inhibition - 0.8740 87.40%
CYP2D6 inhibition - 0.9543 95.43%
CYP1A2 inhibition - 0.8815 88.15%
CYP2C8 inhibition + 0.8751 87.51%
CYP inhibitory promiscuity - 0.6644 66.44%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6387 63.87%
Eye corrosion - 0.9924 99.24%
Eye irritation - 0.9035 90.35%
Skin irritation - 0.8310 83.10%
Skin corrosion - 0.9605 96.05%
Ames mutagenesis + 0.5500 55.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3675 36.75%
Micronuclear + 0.7033 70.33%
Hepatotoxicity + 0.6625 66.25%
skin sensitisation - 0.9276 92.76%
Respiratory toxicity + 0.5556 55.56%
Reproductive toxicity + 0.7556 75.56%
Mitochondrial toxicity - 0.5500 55.00%
Nephrotoxicity - 0.9054 90.54%
Acute Oral Toxicity (c) III 0.5910 59.10%
Estrogen receptor binding + 0.7886 78.86%
Androgen receptor binding + 0.6204 62.04%
Thyroid receptor binding + 0.5169 51.69%
Glucocorticoid receptor binding + 0.6243 62.43%
Aromatase binding + 0.5806 58.06%
PPAR gamma + 0.7212 72.12%
Honey bee toxicity - 0.7731 77.31%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5450 54.50%
Fish aquatic toxicity + 0.8824 88.24%

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 99.56% 91.11%
CHEMBL1951 P21397 Monoamine oxidase A 98.83% 91.49%
CHEMBL1806 P11388 DNA topoisomerase II alpha 97.65% 89.00%
CHEMBL2581 P07339 Cathepsin D 97.61% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 95.54% 86.33%
CHEMBL3401 O75469 Pregnane X receptor 94.10% 94.73%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 93.12% 94.00%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 91.47% 99.15%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 91.08% 96.09%
CHEMBL2345 P51812 Ribosomal protein S6 kinase alpha 3 90.74% 95.64%
CHEMBL3060 Q9Y345 Glycine transporter 2 88.29% 99.17%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.03% 95.56%
CHEMBL3194 P02766 Transthyretin 84.94% 90.71%
CHEMBL2085 P14174 Macrophage migration inhibitory factor 83.66% 80.78%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 81.66% 95.78%
CHEMBL4208 P20618 Proteasome component C5 81.49% 90.00%
CHEMBL5409 Q8TDU6 G-protein coupled bile acid receptor 1 80.91% 93.65%
CHEMBL3714130 P46095 G-protein coupled receptor 6 80.66% 97.36%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.13% 99.23%

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.
Capparis spinosa

Cross-Links

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PubChem 163090030
LOTUS LTS0237102
wikiData Q105263543