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2-(3,4-Dihydroxyphenyl)-5-hydroxy-7-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-[3,4,5-trihydroxy-6-[[3,4,5-trihydroxy-6-(hydroxymethyl)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 bb7eeba2-af38-44d9-8bc9-1db913111ea7
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
IUPAC Name 2-(3,4-dihydroxyphenyl)-5-hydroxy-7-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-[3,4,5-trihydroxy-6-[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one
SMILES (Canonical) C1=CC(=C(C=C1C2=C(C(=O)C3=C(C=C(C=C3O2)OC4C(C(C(C(O4)CO)O)O)O)O)OC5C(C(C(C(O5)COC6C(C(C(C(O6)CO)O)O)O)O)O)O)O)O
SMILES (Isomeric) C1=CC(=C(C=C1C2=C(C(=O)C3=C(C=C(C=C3O2)OC4C(C(C(C(O4)CO)O)O)O)O)OC5C(C(C(C(O5)COC6C(C(C(C(O6)CO)O)O)O)O)O)O)O)O
InChI InChI=1S/C33H40O22/c34-6-15-19(39)23(43)26(46)31(52-15)49-8-17-21(41)25(45)28(48)33(54-17)55-30-22(42)18-13(38)4-10(50-32-27(47)24(44)20(40)16(7-35)53-32)5-14(18)51-29(30)9-1-2-11(36)12(37)3-9/h1-5,15-17,19-21,23-28,31-41,43-48H,6-8H2
InChI Key YPWUHQOSVLBEID-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C33H40O22
Molecular Weight 788.70 g/mol
Exact Mass 788.20112290 g/mol
Topological Polar Surface Area (TPSA) 365.00 Ų
XlogP -3.60
Atomic LogP (AlogP) -5.24
H-Bond Acceptor 22
H-Bond Donor 14
Rotatable Bonds 10

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 2-(3,4-Dihydroxyphenyl)-5-hydroxy-7-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-[3,4,5-trihydroxy-6-[[3,4,5-trihydroxy-6-(hydroxymethyl)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 - 0.5736 57.36%
Caco-2 - 0.9088 90.88%
Blood Brain Barrier - 0.7500 75.00%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.5848 58.48%
OATP2B1 inhibitior - 0.5707 57.07%
OATP1B1 inhibitior + 0.9379 93.79%
OATP1B3 inhibitior + 0.9434 94.34%
MATE1 inhibitior - 0.7800 78.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior + 0.7271 72.71%
P-glycoprotein inhibitior + 0.5903 59.03%
P-glycoprotein substrate - 0.6969 69.69%
CYP3A4 substrate + 0.6263 62.63%
CYP2C9 substrate - 0.6709 67.09%
CYP2D6 substrate - 0.8582 85.82%
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 + 0.8247 82.47%
CYP inhibitory promiscuity - 0.7526 75.26%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6848 68.48%
Eye corrosion - 0.9930 99.30%
Eye irritation - 0.8989 89.89%
Skin irritation - 0.8255 82.55%
Skin corrosion - 0.9691 96.91%
Ames mutagenesis + 0.6736 67.36%
Human Ether-a-go-go-Related Gene inhibition + 0.7726 77.26%
Micronuclear + 0.6433 64.33%
Hepatotoxicity - 0.6571 65.71%
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 - 0.7861 78.61%
Acute Oral Toxicity (c) IV 0.4763 47.63%
Estrogen receptor binding + 0.7864 78.64%
Androgen receptor binding + 0.6188 61.88%
Thyroid receptor binding - 0.4874 48.74%
Glucocorticoid receptor binding - 0.6182 61.82%
Aromatase binding + 0.5494 54.94%
PPAR gamma + 0.7213 72.13%
Honey bee toxicity - 0.7196 71.96%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5750 57.50%
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 99.64% 91.11%
CHEMBL1951 P21397 Monoamine oxidase A 96.75% 91.49%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 95.94% 99.15%
CHEMBL1806 P11388 DNA topoisomerase II alpha 95.82% 89.00%
CHEMBL2581 P07339 Cathepsin D 94.56% 98.95%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 93.61% 94.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.34% 97.09%
CHEMBL3401 O75469 Pregnane X receptor 91.04% 94.73%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 89.84% 86.92%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.55% 86.33%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.31% 94.45%
CHEMBL3060 Q9Y345 Glycine transporter 2 88.24% 99.17%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 86.85% 95.78%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 86.45% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 85.96% 96.09%
CHEMBL3194 P02766 Transthyretin 85.68% 90.71%
CHEMBL2345 P51812 Ribosomal protein S6 kinase alpha 3 84.08% 95.64%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 82.17% 95.56%

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.
Tribulus terrestris

Cross-Links

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PubChem 74978170
LOTUS LTS0065318
wikiData Q105352036