(9R,10R,11R)-11-hydroxy-3,4,5,19-tetramethoxy-9,10-dimethyl-15,17-dioxatetracyclo[10.7.0.02,7.014,18]nonadeca-1(19),2(7),3,5,12,14(18)-hexaene-6-carboxylic acid

Details

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Internal ID 01098e56-36a2-4de4-aa55-5dcf0d85070f
Taxonomy Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
IUPAC Name (9R,10R,11R)-11-hydroxy-3,4,5,19-tetramethoxy-9,10-dimethyl-15,17-dioxatetracyclo[10.7.0.02,7.014,18]nonadeca-1(19),2(7),3,5,12,14(18)-hexaene-6-carboxylic acid
SMILES (Canonical) CC1CC2=C(C3=C(C4=C(C=C3C(C1C)O)OCO4)OC)C(=C(C(=C2C(=O)O)OC)OC)OC
SMILES (Isomeric) C[C@@H]1CC2=C(C3=C(C4=C(C=C3[C@@H]([C@@H]1C)O)OCO4)OC)C(=C(C(=C2C(=O)O)OC)OC)OC
InChI InChI=1S/C24H28O9/c1-10-7-12-15(21(29-4)23(31-6)22(30-5)17(12)24(26)27)16-13(18(25)11(10)2)8-14-19(20(16)28-3)33-9-32-14/h8,10-11,18,25H,7,9H2,1-6H3,(H,26,27)/t10-,11-,18-/m1/s1
InChI Key TZBMJQDKFVLNJT-PJYBLOJUSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C24H28O9
Molecular Weight 460.50 g/mol
Exact Mass 460.17333247 g/mol
Topological Polar Surface Area (TPSA) 113.00 Ų
XlogP 3.50
Atomic LogP (AlogP) 3.68
H-Bond Acceptor 8
H-Bond Donor 2
Rotatable Bonds 5

Synonyms

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hydroxy-tetramethoxy-dimethyl-[?]carboxylic acid

2D Structure

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2D Structure of (9R,10R,11R)-11-hydroxy-3,4,5,19-tetramethoxy-9,10-dimethyl-15,17-dioxatetracyclo[10.7.0.02,7.014,18]nonadeca-1(19),2(7),3,5,12,14(18)-hexaene-6-carboxylic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9679 96.79%
Caco-2 + 0.6482 64.82%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.5286 52.86%
Subcellular localzation Mitochondria 0.6552 65.52%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8861 88.61%
OATP1B3 inhibitior + 0.8935 89.35%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 1.0000 100.00%
BSEP inhibitior + 0.9170 91.70%
P-glycoprotein inhibitior + 0.5835 58.35%
P-glycoprotein substrate - 0.8497 84.97%
CYP3A4 substrate + 0.5638 56.38%
CYP2C9 substrate - 0.5898 58.98%
CYP2D6 substrate - 0.8651 86.51%
CYP3A4 inhibition + 0.5508 55.08%
CYP2C9 inhibition + 0.7447 74.47%
CYP2C19 inhibition + 0.6439 64.39%
CYP2D6 inhibition + 0.5000 50.00%
CYP1A2 inhibition - 0.6350 63.50%
CYP2C8 inhibition - 0.5949 59.49%
CYP inhibitory promiscuity + 0.7036 70.36%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.4748 47.48%
Eye corrosion - 0.9896 98.96%
Eye irritation - 0.8318 83.18%
Skin irritation - 0.7723 77.23%
Skin corrosion - 0.9620 96.20%
Ames mutagenesis + 0.5364 53.64%
Human Ether-a-go-go-Related Gene inhibition - 0.7210 72.10%
Micronuclear + 0.5774 57.74%
Hepatotoxicity + 0.5375 53.75%
skin sensitisation - 0.8040 80.40%
Respiratory toxicity + 0.5222 52.22%
Reproductive toxicity + 0.7667 76.67%
Mitochondrial toxicity + 0.7500 75.00%
Nephrotoxicity - 0.7355 73.55%
Acute Oral Toxicity (c) III 0.5657 56.57%
Estrogen receptor binding + 0.8722 87.22%
Androgen receptor binding - 0.5000 50.00%
Thyroid receptor binding + 0.6164 61.64%
Glucocorticoid receptor binding + 0.8620 86.20%
Aromatase binding - 0.5256 52.56%
PPAR gamma + 0.8010 80.10%
Honey bee toxicity - 0.8294 82.94%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.7000 70.00%
Fish aquatic toxicity + 0.9874 98.74%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.03% 96.09%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 96.15% 96.77%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.73% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.06% 86.33%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 90.29% 94.80%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 89.17% 85.14%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.15% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.18% 95.56%
CHEMBL253 P34972 Cannabinoid CB2 receptor 84.40% 97.25%
CHEMBL340 P08684 Cytochrome P450 3A4 83.81% 91.19%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.77% 89.00%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 82.57% 96.95%
CHEMBL3060 Q9Y345 Glycine transporter 2 81.33% 99.17%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 81.19% 97.21%
CHEMBL2535 P11166 Glucose transporter 81.19% 98.75%
CHEMBL4225 P49760 Dual specificity protein kinase CLK2 81.14% 80.96%
CHEMBL2581 P07339 Cathepsin D 81.04% 98.95%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.04% 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.
Schisandra neglecta

Cross-Links

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PubChem 71726086
NPASS NPC471180
ChEMBL CHEMBL2386329
LOTUS LTS0103321
wikiData Q105267926