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2-[[(10S,11R,12R,13R,15R)-3,4,5,11,12,21,22,23-octahydroxy-8,18-dioxo-9,14,17-trioxatetracyclo[17.4.0.02,7.010,15]tricosa-1(23),2,4,6,19,21-hexaen-13-yl]oxymethyl]prop-2-enenitrile

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

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Internal ID e9abe500-5f7c-4119-9ef4-77885254da61
Taxonomy Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
IUPAC Name 2-[[(10S,11R,12R,13R,15R)-3,4,5,11,12,21,22,23-octahydroxy-8,18-dioxo-9,14,17-trioxatetracyclo[17.4.0.02,7.010,15]tricosa-1(23),2,4,6,19,21-hexaen-13-yl]oxymethyl]prop-2-enenitrile
SMILES (Canonical) C=C(COC1C(C(C2C(O1)COC(=O)C3=CC(=C(C(=C3C4=C(C(=C(C=C4C(=O)O2)O)O)O)O)O)O)O)O)C#N
SMILES (Isomeric) C=C(CO[C@H]1[C@@H]([C@H]([C@H]2[C@H](O1)COC(=O)C3=CC(=C(C(=C3C4=C(C(=C(C=C4C(=O)O2)O)O)O)O)O)O)O)O)C#N
InChI InChI=1S/C24H21NO14/c1-7(4-25)5-37-24-20(33)19(32)21-12(38-24)6-36-22(34)8-2-10(26)15(28)17(30)13(8)14-9(23(35)39-21)3-11(27)16(29)18(14)31/h2-3,12,19-21,24,26-33H,1,5-6H2/t12-,19-,20-,21-,24-/m1/s1
InChI Key ZJHZNSIMBWLMLH-ZNNNZWKYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C24H21NO14
Molecular Weight 547.40 g/mol
Exact Mass 547.09620434 g/mol
Topological Polar Surface Area (TPSA) 257.00 Ų
XlogP -0.40
Atomic LogP (AlogP) -0.17
H-Bond Acceptor 15
H-Bond Donor 8
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 2-[[(10S,11R,12R,13R,15R)-3,4,5,11,12,21,22,23-octahydroxy-8,18-dioxo-9,14,17-trioxatetracyclo[17.4.0.02,7.010,15]tricosa-1(23),2,4,6,19,21-hexaen-13-yl]oxymethyl]prop-2-enenitrile

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.5674 56.74%
Caco-2 - 0.8863 88.63%
Blood Brain Barrier - 0.7000 70.00%
Human oral bioavailability + 0.5143 51.43%
Subcellular localzation Mitochondria 0.6010 60.10%
OATP2B1 inhibitior - 0.5610 56.10%
OATP1B1 inhibitior + 0.8366 83.66%
OATP1B3 inhibitior + 0.9518 95.18%
MATE1 inhibitior - 0.8200 82.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior - 0.5273 52.73%
P-glycoprotein inhibitior - 0.4911 49.11%
P-glycoprotein substrate - 0.7096 70.96%
CYP3A4 substrate + 0.6296 62.96%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8524 85.24%
CYP3A4 inhibition - 0.6460 64.60%
CYP2C9 inhibition - 0.6350 63.50%
CYP2C19 inhibition - 0.7077 70.77%
CYP2D6 inhibition - 0.8636 86.36%
CYP1A2 inhibition - 0.7495 74.95%
CYP2C8 inhibition + 0.6008 60.08%
CYP inhibitory promiscuity - 0.6280 62.80%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6584 65.84%
Eye corrosion - 0.9872 98.72%
Eye irritation - 0.8554 85.54%
Skin irritation - 0.8089 80.89%
Skin corrosion - 0.9460 94.60%
Ames mutagenesis + 0.6400 64.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3726 37.26%
Micronuclear + 0.6474 64.74%
Hepatotoxicity - 0.6250 62.50%
skin sensitisation - 0.7653 76.53%
Respiratory toxicity + 0.6667 66.67%
Reproductive toxicity + 0.7778 77.78%
Mitochondrial toxicity + 0.7000 70.00%
Nephrotoxicity + 0.4725 47.25%
Acute Oral Toxicity (c) III 0.4607 46.07%
Estrogen receptor binding + 0.7326 73.26%
Androgen receptor binding + 0.6575 65.75%
Thyroid receptor binding - 0.5418 54.18%
Glucocorticoid receptor binding + 0.5601 56.01%
Aromatase binding + 0.5453 54.53%
PPAR gamma + 0.6799 67.99%
Honey bee toxicity - 0.7219 72.19%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5500 55.00%
Fish aquatic toxicity + 0.9642 96.42%

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 99.32% 91.11%
CHEMBL230 P35354 Cyclooxygenase-2 94.54% 89.63%
CHEMBL1951 P21397 Monoamine oxidase A 93.39% 91.49%
CHEMBL2581 P07339 Cathepsin D 92.97% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.18% 89.00%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 90.31% 96.38%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 90.21% 86.92%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 88.57% 94.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 88.03% 96.09%
CHEMBL3401 O75469 Pregnane X receptor 87.78% 94.73%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.75% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.35% 86.33%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.96% 95.89%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 86.69% 99.15%
CHEMBL3060 Q9Y345 Glycine transporter 2 84.26% 99.17%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.95% 97.09%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 83.19% 96.95%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 82.80% 96.21%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.72% 100.00%
CHEMBL3004 P33527 Multidrug resistance-associated protein 1 80.34% 96.37%

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.
Vernicia fordii

Cross-Links

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PubChem 102268767
LOTUS LTS0024770
wikiData Q105377908