2-[[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3,4-dihydro-2H-chromen-3-yl]oxy]-2-(4-hydroxyphenyl)-3,4-dihydrochromene-3,4,5,7-tetrol

Details

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Internal ID b99b3009-d8ab-408f-a954-6a2ef77081c0
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavans > Catechins
IUPAC Name 2-[[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3,4-dihydro-2H-chromen-3-yl]oxy]-2-(4-hydroxyphenyl)-3,4-dihydrochromene-3,4,5,7-tetrol
SMILES (Canonical) C1C(C(OC2=CC(=CC(=C21)O)O)C3=CC(=C(C=C3)O)O)OC4(C(C(C5=C(C=C(C=C5O4)O)O)O)O)C6=CC=C(C=C6)O
SMILES (Isomeric) C1C(C(OC2=CC(=CC(=C21)O)O)C3=CC(=C(C=C3)O)O)OC4(C(C(C5=C(C=C(C=C5O4)O)O)O)O)C6=CC=C(C=C6)O
InChI InChI=1S/C30H26O12/c31-15-4-2-14(3-5-15)30(29(39)27(38)26-22(37)9-17(33)11-24(26)41-30)42-25-12-18-20(35)8-16(32)10-23(18)40-28(25)13-1-6-19(34)21(36)7-13/h1-11,25,27-29,31-39H,12H2
InChI Key TXLFUHUBGBCKNS-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C30H26O12
Molecular Weight 578.50 g/mol
Exact Mass 578.14242626 g/mol
Topological Polar Surface Area (TPSA) 210.00 Ų
XlogP 2.30
Atomic LogP (AlogP) 3.03
H-Bond Acceptor 12
H-Bond Donor 9
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 2-[[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3,4-dihydro-2H-chromen-3-yl]oxy]-2-(4-hydroxyphenyl)-3,4-dihydrochromene-3,4,5,7-tetrol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6195 61.95%
Caco-2 - 0.8923 89.23%
Blood Brain Barrier - 0.7000 70.00%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.6048 60.48%
OATP2B1 inhibitior - 0.5698 56.98%
OATP1B1 inhibitior + 0.8013 80.13%
OATP1B3 inhibitior + 0.7934 79.34%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.8494 84.94%
P-glycoprotein inhibitior + 0.6275 62.75%
P-glycoprotein substrate - 0.8747 87.47%
CYP3A4 substrate + 0.6460 64.60%
CYP2C9 substrate - 0.8042 80.42%
CYP2D6 substrate + 0.3605 36.05%
CYP3A4 inhibition - 0.8413 84.13%
CYP2C9 inhibition - 0.6236 62.36%
CYP2C19 inhibition + 0.5937 59.37%
CYP2D6 inhibition - 0.9414 94.14%
CYP1A2 inhibition - 0.9306 93.06%
CYP2C8 inhibition + 0.7961 79.61%
CYP inhibitory promiscuity - 0.8410 84.10%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5788 57.88%
Eye corrosion - 0.9896 98.96%
Eye irritation - 0.7768 77.68%
Skin irritation - 0.6807 68.07%
Skin corrosion - 0.9407 94.07%
Ames mutagenesis + 0.6100 61.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8616 86.16%
Micronuclear + 0.7759 77.59%
Hepatotoxicity - 0.8750 87.50%
skin sensitisation - 0.8483 84.83%
Respiratory toxicity + 0.5778 57.78%
Reproductive toxicity + 0.7333 73.33%
Mitochondrial toxicity + 0.5625 56.25%
Nephrotoxicity + 0.4948 49.48%
Acute Oral Toxicity (c) IV 0.4169 41.69%
Estrogen receptor binding + 0.7862 78.62%
Androgen receptor binding + 0.8019 80.19%
Thyroid receptor binding + 0.6825 68.25%
Glucocorticoid receptor binding + 0.7273 72.73%
Aromatase binding + 0.5662 56.62%
PPAR gamma + 0.7214 72.14%
Honey bee toxicity - 0.7162 71.62%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity + 0.5900 59.00%
Fish aquatic toxicity + 0.8672 86.72%

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 99.59% 91.11%
CHEMBL1951 P21397 Monoamine oxidase A 95.85% 91.49%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.72% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.58% 97.09%
CHEMBL233 P35372 Mu opioid receptor 91.11% 97.93%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 89.83% 93.40%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 89.63% 94.62%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 87.75% 99.15%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.20% 86.33%
CHEMBL3194 P02766 Transthyretin 86.76% 90.71%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 86.30% 94.45%
CHEMBL2581 P07339 Cathepsin D 85.44% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.05% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.85% 95.56%
CHEMBL236 P41143 Delta opioid receptor 84.64% 99.35%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.58% 95.89%
CHEMBL2535 P11166 Glucose transporter 83.11% 98.75%
CHEMBL4208 P20618 Proteasome component C5 81.87% 90.00%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 81.05% 95.78%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 81.00% 97.33%
CHEMBL2095226 P05556 Integrin alpha-5/beta-1 80.76% 96.39%

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.
Peltophorum pterocarpum
Taxus cuspidata

Cross-Links

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PubChem 102115502
LOTUS LTS0115494
wikiData Q104397920