(1S,19R,21S,22R,23R)-6,7,8,11,12,13,21,22,23-nonahydroxy-2,17,20-trioxatetracyclo[17.3.1.04,9.010,15]tricosa-4,6,8,10,12,14-hexaene-3,16-dione

Details

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Internal ID 7636f1b2-78f5-4f9a-a845-bad2d2325bf2
Taxonomy Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
IUPAC Name (1S,19R,21S,22R,23R)-6,7,8,11,12,13,21,22,23-nonahydroxy-2,17,20-trioxatetracyclo[17.3.1.04,9.010,15]tricosa-4,6,8,10,12,14-hexaene-3,16-dione
SMILES (Canonical) C1C2C(C(C(C(O2)O)O)OC(=O)C3=CC(=C(C(=C3C4=C(C(=C(C=C4C(=O)O1)O)O)O)O)O)O)O
SMILES (Isomeric) C1[C@@H]2[C@H]([C@@H]([C@H]([C@H](O2)O)O)OC(=O)C3=CC(=C(C(=C3C4=C(C(=C(C=C4C(=O)O1)O)O)O)O)O)O)O
InChI InChI=1S/C20H18O14/c21-6-1-4-9(14(26)11(6)23)10-5(2-7(22)12(24)15(10)27)19(30)34-17-13(25)8(3-32-18(4)29)33-20(31)16(17)28/h1-2,8,13,16-17,20-28,31H,3H2/t8-,13-,16-,17+,20+/m1/s1
InChI Key ZPGCONCPIPNNOE-SRJQKIQLSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C20H18O14
Molecular Weight 482.30 g/mol
Exact Mass 482.06965524 g/mol
Topological Polar Surface Area (TPSA) 244.00 Ų
XlogP -1.10
Atomic LogP (AlogP) -1.28
H-Bond Acceptor 14
H-Bond Donor 9
Rotatable Bonds 0

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1S,19R,21S,22R,23R)-6,7,8,11,12,13,21,22,23-nonahydroxy-2,17,20-trioxatetracyclo[17.3.1.04,9.010,15]tricosa-4,6,8,10,12,14-hexaene-3,16-dione

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.5525 55.25%
Caco-2 - 0.9172 91.72%
Blood Brain Barrier - 0.7250 72.50%
Human oral bioavailability + 0.5571 55.71%
Subcellular localzation Mitochondria 0.5538 55.38%
OATP2B1 inhibitior + 0.5820 58.20%
OATP1B1 inhibitior + 0.8117 81.17%
OATP1B3 inhibitior + 0.9695 96.95%
MATE1 inhibitior - 0.7600 76.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior - 0.8150 81.50%
P-glycoprotein inhibitior - 0.7442 74.42%
P-glycoprotein substrate - 0.8785 87.85%
CYP3A4 substrate + 0.5339 53.39%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8410 84.10%
CYP3A4 inhibition - 0.9265 92.65%
CYP2C9 inhibition - 0.8849 88.49%
CYP2C19 inhibition - 0.9022 90.22%
CYP2D6 inhibition - 0.9487 94.87%
CYP1A2 inhibition - 0.8955 89.55%
CYP2C8 inhibition - 0.7785 77.85%
CYP inhibitory promiscuity - 0.9736 97.36%
UGT catelyzed - 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.7029 70.29%
Eye corrosion - 0.9927 99.27%
Eye irritation - 0.6677 66.77%
Skin irritation - 0.7492 74.92%
Skin corrosion - 0.9445 94.45%
Ames mutagenesis + 0.5400 54.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5953 59.53%
Micronuclear + 0.7533 75.33%
Hepatotoxicity - 0.5823 58.23%
skin sensitisation - 0.8607 86.07%
Respiratory toxicity + 0.6222 62.22%
Reproductive toxicity + 0.8000 80.00%
Mitochondrial toxicity + 0.6625 66.25%
Nephrotoxicity - 0.6810 68.10%
Acute Oral Toxicity (c) IV 0.3565 35.65%
Estrogen receptor binding + 0.7097 70.97%
Androgen receptor binding + 0.6061 60.61%
Thyroid receptor binding - 0.6097 60.97%
Glucocorticoid receptor binding + 0.5380 53.80%
Aromatase binding - 0.6024 60.24%
PPAR gamma + 0.5967 59.67%
Honey bee toxicity - 0.7961 79.61%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity + 0.5400 54.00%
Fish aquatic toxicity + 0.8866 88.66%

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 98.97% 91.11%
CHEMBL1806 P11388 DNA topoisomerase II alpha 92.47% 89.00%
CHEMBL1951 P21397 Monoamine oxidase A 92.05% 91.49%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.79% 95.56%
CHEMBL2581 P07339 Cathepsin D 88.25% 98.95%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 85.71% 94.00%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 84.97% 99.15%
CHEMBL3401 O75469 Pregnane X receptor 84.84% 94.73%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.81% 100.00%
CHEMBL2094127 P06493 Cyclin-dependent kinase 1/cyclin B 84.10% 96.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.76% 99.23%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 82.64% 96.21%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.06% 95.89%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 81.24% 90.71%

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.
Macaranga sinensis

Cross-Links

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PubChem 163019720
LOTUS LTS0204368
wikiData Q105380886