Catechin 3'-glucoside

Details

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Internal ID 251a0cdc-6ae4-4bd0-906a-b9ea528ddd60
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides
IUPAC Name 2-[4-hydroxy-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-3,4-dihydro-2H-chromene-3,5,7-triol
SMILES (Canonical) C1C(C(OC2=CC(=CC(=C21)O)O)C3=CC(=C(C=C3)O)OC4C(C(C(C(O4)CO)O)O)O)O
SMILES (Isomeric) C1C(C(OC2=CC(=CC(=C21)O)O)C3=CC(=C(C=C3)O)OC4C(C(C(C(O4)CO)O)O)O)O
InChI InChI=1S/C21H24O11/c22-7-16-17(27)18(28)19(29)21(32-16)31-15-3-8(1-2-11(15)24)20-13(26)6-10-12(25)4-9(23)5-14(10)30-20/h1-5,13,16-29H,6-7H2
InChI Key ZZTOVZGFHZQEAT-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C21H24O11
Molecular Weight 452.40 g/mol
Exact Mass 452.13186158 g/mol
Topological Polar Surface Area (TPSA) 190.00 Ų
XlogP -1.40
Atomic LogP (AlogP) -0.98
H-Bond Acceptor 11
H-Bond Donor 8
Rotatable Bonds 4

Synonyms

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CHEBI:191437
2-[4-hydroxy-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-3,4-dihydro-2H-chromene-3,5,7-triol

2D Structure

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2D Structure of Catechin 3'-glucoside

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.5547 55.47%
Caco-2 - 0.9225 92.25%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.8143 81.43%
Subcellular localzation Mitochondria 0.4774 47.74%
OATP2B1 inhibitior - 0.5699 56.99%
OATP1B1 inhibitior + 0.8308 83.08%
OATP1B3 inhibitior + 0.9229 92.29%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior - 0.4766 47.66%
P-glycoprotein inhibitior - 0.7447 74.47%
P-glycoprotein substrate - 0.8694 86.94%
CYP3A4 substrate + 0.5586 55.86%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7447 74.47%
CYP3A4 inhibition - 0.9445 94.45%
CYP2C9 inhibition - 0.9517 95.17%
CYP2C19 inhibition - 0.9182 91.82%
CYP2D6 inhibition - 0.9153 91.53%
CYP1A2 inhibition - 0.9314 93.14%
CYP2C8 inhibition + 0.5644 56.44%
CYP inhibitory promiscuity - 0.8598 85.98%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6637 66.37%
Eye corrosion - 0.9940 99.40%
Eye irritation - 0.8817 88.17%
Skin irritation - 0.8035 80.35%
Skin corrosion - 0.9654 96.54%
Ames mutagenesis - 0.5700 57.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7882 78.82%
Micronuclear + 0.6259 62.59%
Hepatotoxicity - 0.8500 85.00%
skin sensitisation - 0.9033 90.33%
Respiratory toxicity + 0.5111 51.11%
Reproductive toxicity + 0.7333 73.33%
Mitochondrial toxicity + 0.5250 52.50%
Nephrotoxicity - 0.6833 68.33%
Acute Oral Toxicity (c) III 0.4873 48.73%
Estrogen receptor binding + 0.7353 73.53%
Androgen receptor binding + 0.5289 52.89%
Thyroid receptor binding + 0.6767 67.67%
Glucocorticoid receptor binding - 0.4911 49.11%
Aromatase binding + 0.5825 58.25%
PPAR gamma + 0.7402 74.02%
Honey bee toxicity - 0.7964 79.64%
Biodegradation - 0.6750 67.50%
Crustacea aquatic toxicity - 0.6750 67.50%
Fish aquatic toxicity + 0.6895 68.95%

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 99.66% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.41% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.31% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.77% 89.00%
CHEMBL2581 P07339 Cathepsin D 87.51% 98.95%
CHEMBL3401 O75469 Pregnane X receptor 87.49% 94.73%
CHEMBL4208 P20618 Proteasome component C5 87.06% 90.00%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 86.11% 99.15%
CHEMBL1951 P21397 Monoamine oxidase A 86.08% 91.49%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.66% 95.56%
CHEMBL220 P22303 Acetylcholinesterase 85.62% 94.45%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 85.30% 93.40%
CHEMBL3194 P02766 Transthyretin 85.18% 90.71%
CHEMBL3060 Q9Y345 Glycine transporter 2 83.91% 99.17%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.43% 95.89%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 81.90% 94.45%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.56% 86.33%
CHEMBL3004 P33527 Multidrug resistance-associated protein 1 81.30% 96.37%

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.
Potentilla longifolia

Cross-Links

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PubChem 73813317
LOTUS LTS0225509
wikiData Q105387044