7-hydroxy-6,14-dimethoxy-13-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-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 107979cf-b792-4a45-87f1-24ffba87e7f6
Taxonomy Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
IUPAC Name 7-hydroxy-6,14-dimethoxy-13-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-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) CC1C(C(C(C(O1)OC2=C(C3=C4C(=C2)C(=O)OC5=C4C(=CC(=C5O)OC)C(=O)O3)OC)O)O)O
SMILES (Isomeric) C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)OC2=C(C3=C4C(=C2)C(=O)OC5=C4C(=CC(=C5O)OC)C(=O)O3)OC)O)O)O
InChI InChI=1S/C22H20O12/c1-6-13(23)15(25)16(26)22(31-6)32-10-5-8-12-11-7(21(28)34-19(12)17(10)30-3)4-9(29-2)14(24)18(11)33-20(8)27/h4-6,13,15-16,22-26H,1-3H3/t6-,13-,15+,16+,22-/m0/s1
InChI Key PBBNQHBZSUCLLZ-ZJUJOLHASA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C22H20O12
Molecular Weight 476.40 g/mol
Exact Mass 476.09547607 g/mol
Topological Polar Surface Area (TPSA) 170.00 Ų
XlogP 0.50
Atomic LogP (AlogP) 0.42
H-Bond Acceptor 12
H-Bond Donor 4
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 7-hydroxy-6,14-dimethoxy-13-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-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 + 0.6382 63.82%
Caco-2 - 0.7358 73.58%
Blood Brain Barrier - 0.8500 85.00%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.5340 53.40%
OATP2B1 inhibitior - 0.7076 70.76%
OATP1B1 inhibitior + 0.8974 89.74%
OATP1B3 inhibitior + 0.9076 90.76%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.5707 57.07%
P-glycoprotein inhibitior - 0.5302 53.02%
P-glycoprotein substrate - 0.6576 65.76%
CYP3A4 substrate + 0.5621 56.21%
CYP2C9 substrate - 0.8338 83.38%
CYP2D6 substrate - 0.8543 85.43%
CYP3A4 inhibition - 0.8815 88.15%
CYP2C9 inhibition - 0.9851 98.51%
CYP2C19 inhibition - 0.9648 96.48%
CYP2D6 inhibition - 0.9347 93.47%
CYP1A2 inhibition - 0.7603 76.03%
CYP2C8 inhibition + 0.4626 46.26%
CYP inhibitory promiscuity - 0.8763 87.63%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5648 56.48%
Eye corrosion - 0.9858 98.58%
Eye irritation - 0.9187 91.87%
Skin irritation - 0.7478 74.78%
Skin corrosion - 0.9465 94.65%
Ames mutagenesis + 0.5299 52.99%
Human Ether-a-go-go-Related Gene inhibition - 0.5899 58.99%
Micronuclear + 0.8600 86.00%
Hepatotoxicity - 0.5875 58.75%
skin sensitisation - 0.9179 91.79%
Respiratory toxicity + 0.5333 53.33%
Reproductive toxicity + 0.7778 77.78%
Mitochondrial toxicity + 0.6500 65.00%
Nephrotoxicity - 0.9416 94.16%
Acute Oral Toxicity (c) III 0.4594 45.94%
Estrogen receptor binding + 0.7822 78.22%
Androgen receptor binding - 0.5531 55.31%
Thyroid receptor binding - 0.5000 50.00%
Glucocorticoid receptor binding + 0.7798 77.98%
Aromatase binding + 0.5772 57.72%
PPAR gamma + 0.6976 69.76%
Honey bee toxicity - 0.8249 82.49%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5449 54.49%
Fish aquatic toxicity + 0.9276 92.76%

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 99.56% 91.11%
CHEMBL1806 P11388 DNA topoisomerase II alpha 96.05% 89.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 95.35% 94.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.87% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.76% 86.33%
CHEMBL2581 P07339 Cathepsin D 85.89% 98.95%
CHEMBL2535 P11166 Glucose transporter 84.82% 98.75%
CHEMBL241 Q14432 Phosphodiesterase 3A 84.57% 92.94%
CHEMBL3714130 P46095 G-protein coupled receptor 6 83.95% 97.36%
CHEMBL3060 Q9Y345 Glycine transporter 2 83.39% 99.17%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.84% 99.23%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.35% 92.62%

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.
Punica granatum

Cross-Links

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PubChem 162978332
LOTUS LTS0044400
wikiData Q105205031