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5,7-dihydroxy-2-(4-hydroxyphenyl)-8-[(2S,3R,4R,5S,6S)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxymethyl]oxan-2-yl]chromen-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 059b1496-f787-440c-892e-3748494a8937
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid C-glycosides > Flavonoid 8-C-glycosides
IUPAC Name 5,7-dihydroxy-2-(4-hydroxyphenyl)-8-[(2S,3R,4R,5S,6S)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxymethyl]oxan-2-yl]chromen-4-one
SMILES (Canonical) C1=CC(=CC=C1C2=CC(=O)C3=C(O2)C(=C(C=C3O)O)C4C(C(C(C(O4)COC5C(C(C(C(O5)COC6C(C(C(C(O6)CO)O)O)O)O)O)O)O)O)O)O
SMILES (Isomeric) C1=CC(=CC=C1C2=CC(=O)C3=C(O2)C(=C(C=C3O)O)[C@H]4[C@@H]([C@H]([C@@H]([C@@H](O4)CO[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)O)O)O)O)O)O)O
InChI InChI=1S/C33H40O20/c34-7-16-21(39)25(43)28(46)32(52-16)49-9-18-23(41)26(44)29(47)33(53-18)48-8-17-22(40)24(42)27(45)31(51-17)20-13(37)5-12(36)19-14(38)6-15(50-30(19)20)10-1-3-11(35)4-2-10/h1-6,16-18,21-29,31-37,39-47H,7-9H2/t16-,17+,18-,21-,22-,23-,24+,25+,26+,27-,28-,29-,31+,32-,33-/m1/s1
InChI Key SENLEPNWTIXIKP-NTLIXQIDSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C33H40O20
Molecular Weight 756.70 g/mol
Exact Mass 756.21129366 g/mol
Topological Polar Surface Area (TPSA) 335.00 Ų
XlogP -4.10
Atomic LogP (AlogP) -4.26
H-Bond Acceptor 20
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 5,7-dihydroxy-2-(4-hydroxyphenyl)-8-[(2S,3R,4R,5S,6S)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxymethyl]oxan-2-yl]chromen-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 - 0.5736 57.36%
Caco-2 - 0.9041 90.41%
Blood Brain Barrier - 0.7500 75.00%
Human oral bioavailability - 0.8571 85.71%
Subcellular localzation Mitochondria 0.5848 58.48%
OATP2B1 inhibitior - 0.7130 71.30%
OATP1B1 inhibitior + 0.8601 86.01%
OATP1B3 inhibitior + 0.9434 94.34%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior + 0.6807 68.07%
P-glycoprotein inhibitior - 0.4370 43.70%
P-glycoprotein substrate - 0.7306 73.06%
CYP3A4 substrate + 0.6115 61.15%
CYP2C9 substrate - 0.6643 66.43%
CYP2D6 substrate - 0.8569 85.69%
CYP3A4 inhibition - 0.9390 93.90%
CYP2C9 inhibition - 0.9315 93.15%
CYP2C19 inhibition - 0.9047 90.47%
CYP2D6 inhibition - 0.9458 94.58%
CYP1A2 inhibition - 0.9180 91.80%
CYP2C8 inhibition + 0.7374 73.74%
CYP inhibitory promiscuity - 0.7526 75.26%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6848 68.48%
Eye corrosion - 0.9930 99.30%
Eye irritation - 0.9016 90.16%
Skin irritation - 0.8255 82.55%
Skin corrosion - 0.9691 96.91%
Ames mutagenesis + 0.5699 56.99%
Human Ether-a-go-go-Related Gene inhibition - 0.4463 44.63%
Micronuclear + 0.6433 64.33%
Hepatotoxicity - 0.8696 86.96%
skin sensitisation - 0.9132 91.32%
Respiratory toxicity + 0.5778 57.78%
Reproductive toxicity + 0.7111 71.11%
Mitochondrial toxicity + 0.5500 55.00%
Nephrotoxicity - 0.6630 66.30%
Acute Oral Toxicity (c) IV 0.4763 47.63%
Estrogen receptor binding + 0.7914 79.14%
Androgen receptor binding + 0.7117 71.17%
Thyroid receptor binding + 0.5139 51.39%
Glucocorticoid receptor binding - 0.5000 50.00%
Aromatase binding + 0.6138 61.38%
PPAR gamma + 0.7337 73.37%
Honey bee toxicity - 0.7091 70.91%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.6100 61.00%
Fish aquatic toxicity + 0.7958 79.58%

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 99.32% 91.11%
CHEMBL2581 P07339 Cathepsin D 96.85% 98.95%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 95.03% 94.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 93.79% 89.00%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 91.93% 99.15%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 90.60% 86.92%
CHEMBL3401 O75469 Pregnane X receptor 89.65% 94.73%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.14% 86.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.63% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.48% 95.56%
CHEMBL3060 Q9Y345 Glycine transporter 2 86.44% 99.17%
CHEMBL242 Q92731 Estrogen receptor beta 85.98% 98.35%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 84.98% 91.71%
CHEMBL3194 P02766 Transthyretin 84.83% 90.71%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 84.35% 96.21%
CHEMBL5284 Q96RR4 CaM-kinase kinase beta 82.03% 89.23%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 81.81% 95.83%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 81.01% 94.45%

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.
Piper marginatum

Cross-Links

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PubChem 162860713
LOTUS LTS0214807
wikiData Q105251363