6,14-Dihydroxy-7-methoxy-13-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,9-dioxatetracyclo[6.6.2.04,16.011,15]hexadeca-1(15),4,6,8(16),11,13-hexaene-3,10-dione

Details

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Internal ID 92409a4e-2d5c-429f-a42c-5178691d9df6
Taxonomy Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
IUPAC Name 6,14-dihydroxy-7-methoxy-13-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,9-dioxatetracyclo[6.6.2.04,16.011,15]hexadeca-1(15),4,6,8(16),11,13-hexaene-3,10-dione
SMILES (Canonical) COC1=C(C=C2C3=C1OC(=O)C4=CC(=C(C(=C43)OC2=O)O)OC5C(C(C(C(O5)CO)O)O)O)O
SMILES (Isomeric) COC1=C(C=C2C3=C1OC(=O)C4=CC(=C(C(=C43)OC2=O)O)OC5C(C(C(C(O5)CO)O)O)O)O
InChI InChI=1S/C21H18O13/c1-30-16-7(23)2-5-11-10-6(20(29)34-18(11)16)3-8(13(25)17(10)33-19(5)28)31-21-15(27)14(26)12(24)9(4-22)32-21/h2-3,9,12,14-15,21-27H,4H2,1H3
InChI Key BBCVPHJIWIMGCN-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C21H18O13
Molecular Weight 478.40 g/mol
Exact Mass 478.07474062 g/mol
Topological Polar Surface Area (TPSA) 202.00 Ų
XlogP -0.40
Atomic LogP (AlogP) -0.91
H-Bond Acceptor 13
H-Bond Donor 6
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 6,14-Dihydroxy-7-methoxy-13-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,9-dioxatetracyclo[6.6.2.04,16.011,15]hexadeca-1(15),4,6,8(16),11,13-hexaene-3,10-dione

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.6646 66.46%
Caco-2 - 0.8853 88.53%
Blood Brain Barrier - 0.8000 80.00%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.4931 49.31%
OATP2B1 inhibitior - 0.5534 55.34%
OATP1B1 inhibitior + 0.8631 86.31%
OATP1B3 inhibitior + 0.9819 98.19%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior - 0.8683 86.83%
P-glycoprotein inhibitior - 0.7034 70.34%
P-glycoprotein substrate - 0.7629 76.29%
CYP3A4 substrate + 0.5694 56.94%
CYP2C9 substrate - 0.8239 82.39%
CYP2D6 substrate - 0.8498 84.98%
CYP3A4 inhibition - 0.9139 91.39%
CYP2C9 inhibition - 0.9155 91.55%
CYP2C19 inhibition - 0.9229 92.29%
CYP2D6 inhibition - 0.9528 95.28%
CYP1A2 inhibition - 0.9085 90.85%
CYP2C8 inhibition - 0.6172 61.72%
CYP inhibitory promiscuity - 0.8980 89.80%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6959 69.59%
Eye corrosion - 0.9895 98.95%
Eye irritation - 0.9140 91.40%
Skin irritation - 0.8333 83.33%
Skin corrosion - 0.9572 95.72%
Ames mutagenesis + 0.5645 56.45%
Human Ether-a-go-go-Related Gene inhibition - 0.4195 41.95%
Micronuclear + 0.6133 61.33%
Hepatotoxicity - 0.6375 63.75%
skin sensitisation - 0.9208 92.08%
Respiratory toxicity + 0.5667 56.67%
Reproductive toxicity + 0.7889 78.89%
Mitochondrial toxicity + 0.5875 58.75%
Nephrotoxicity - 0.9393 93.93%
Acute Oral Toxicity (c) III 0.6568 65.68%
Estrogen receptor binding + 0.8077 80.77%
Androgen receptor binding + 0.5216 52.16%
Thyroid receptor binding - 0.5535 55.35%
Glucocorticoid receptor binding + 0.7592 75.92%
Aromatase binding - 0.4866 48.66%
PPAR gamma + 0.5364 53.64%
Honey bee toxicity - 0.7950 79.50%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.6649 66.49%
Fish aquatic toxicity + 0.7298 72.98%

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%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 96.89% 94.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 93.85% 89.00%
CHEMBL2581 P07339 Cathepsin D 92.12% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.48% 95.56%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 87.29% 96.21%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 86.29% 89.34%
CHEMBL3060 Q9Y345 Glycine transporter 2 86.00% 99.17%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.21% 86.33%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 83.66% 94.45%
CHEMBL3401 O75469 Pregnane X receptor 83.29% 94.73%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 81.29% 85.14%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.40% 95.89%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 80.06% 96.00%

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.
Eucalyptus globulus

Cross-Links

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PubChem 72758544
LOTUS LTS0088069
wikiData Q104922646