5'-Methoxycastavinol

Details

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Internal ID 0b225859-886f-4c71-8f45-dc68cd1f39c0
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavans > Catechins > Epigallocatechins
IUPAC Name 1-[3,5-dihydroxy-9-(4-hydroxy-3,5-dimethoxyphenyl)-11-methyl-12-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-8,10-dioxatricyclo[7.2.1.02,7]dodeca-2,4,6-trien-11-yl]ethanone
SMILES (Canonical) CC(=O)C1(C2C(C(O1)(OC3=CC(=CC(=C23)O)O)C4=CC(=C(C(=C4)OC)O)OC)OC5C(C(C(C(O5)CO)O)O)O)C
SMILES (Isomeric) CC(=O)C1(C2C(C(O1)(OC3=CC(=CC(=C23)O)O)C4=CC(=C(C(=C4)OC)O)OC)OC5C(C(C(C(O5)CO)O)O)O)C
InChI InChI=1S/C27H32O14/c1-10(29)26(2)19-18-13(31)7-12(30)8-14(18)40-27(41-26,11-5-15(36-3)20(32)16(6-11)37-4)24(19)39-25-23(35)22(34)21(33)17(9-28)38-25/h5-8,17,19,21-25,28,30-35H,9H2,1-4H3
InChI Key DHJQGIFMZKHMDS-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C27H32O14
Molecular Weight 580.50 g/mol
Exact Mass 580.17920569 g/mol
Topological Polar Surface Area (TPSA) 214.00 Ų
XlogP -0.60
Atomic LogP (AlogP) -0.29
H-Bond Acceptor 14
H-Bond Donor 7
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 5'-Methoxycastavinol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6667 66.67%
Caco-2 - 0.8360 83.60%
Blood Brain Barrier - 0.7500 75.00%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.6449 64.49%
OATP2B1 inhibitior - 0.7150 71.50%
OATP1B1 inhibitior + 0.8336 83.36%
OATP1B3 inhibitior + 0.9391 93.91%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior + 0.8825 88.25%
P-glycoprotein inhibitior - 0.4395 43.95%
P-glycoprotein substrate - 0.6274 62.74%
CYP3A4 substrate + 0.6702 67.02%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8327 83.27%
CYP3A4 inhibition - 0.7725 77.25%
CYP2C9 inhibition - 0.8879 88.79%
CYP2C19 inhibition - 0.8056 80.56%
CYP2D6 inhibition - 0.9335 93.35%
CYP1A2 inhibition - 0.8870 88.70%
CYP2C8 inhibition + 0.6941 69.41%
CYP inhibitory promiscuity - 0.6674 66.74%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5906 59.06%
Eye corrosion - 0.9892 98.92%
Eye irritation - 0.8896 88.96%
Skin irritation - 0.8135 81.35%
Skin corrosion - 0.9445 94.45%
Ames mutagenesis + 0.5009 50.09%
Human Ether-a-go-go-Related Gene inhibition + 0.6588 65.88%
Micronuclear + 0.6533 65.33%
Hepatotoxicity - 0.7250 72.50%
skin sensitisation - 0.8941 89.41%
Respiratory toxicity - 0.5667 56.67%
Reproductive toxicity + 0.8556 85.56%
Mitochondrial toxicity + 0.6375 63.75%
Nephrotoxicity + 0.6306 63.06%
Acute Oral Toxicity (c) III 0.5677 56.77%
Estrogen receptor binding + 0.7376 73.76%
Androgen receptor binding + 0.6887 68.87%
Thyroid receptor binding + 0.5702 57.02%
Glucocorticoid receptor binding + 0.6826 68.26%
Aromatase binding + 0.6373 63.73%
PPAR gamma + 0.7053 70.53%
Honey bee toxicity - 0.7300 73.00%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.6355 63.55%
Fish aquatic toxicity + 0.8358 83.58%

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 99.66% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.47% 96.09%
CHEMBL2581 P07339 Cathepsin D 91.34% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.82% 86.33%
CHEMBL4208 P20618 Proteasome component C5 90.55% 90.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 90.11% 94.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 89.09% 99.17%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.78% 89.00%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 85.72% 96.00%
CHEMBL3401 O75469 Pregnane X receptor 85.04% 94.73%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 84.85% 92.62%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 83.76% 94.45%
CHEMBL3286 P00749 Urokinase-type plasminogen activator 81.67% 97.88%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.84% 97.14%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 80.25% 91.07%
CHEMBL3194 P02766 Transthyretin 80.19% 90.71%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 80.14% 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.
Vitis vinifera

Cross-Links

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PubChem 131750913
LOTUS LTS0101043
wikiData Q104980226