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Wilforine

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 2d0eee18-14e4-4e0c-9252-04f30f9ca41a
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
IUPAC Name [20,22,23,25-tetraacetyloxy-21-(acetyloxymethyl)-26-hydroxy-3,15,26-trimethyl-6,16-dioxo-2,5,17-trioxa-11-azapentacyclo[16.7.1.01,21.03,24.07,12]hexacosa-7(12),8,10-trien-19-yl] benzoate
SMILES (Canonical) CC1CCC2=C(C=CC=N2)C(=O)OCC3(C4C(C(C5(C(C(C(C(C5(C4OC(=O)C)O3)(C)O)OC1=O)OC(=O)C6=CC=CC=C6)OC(=O)C)COC(=O)C)OC(=O)C)OC(=O)C)C
SMILES (Isomeric) CC1CCC2=C(C=CC=N2)C(=O)OCC3(C4C(C(C5(C(C(C(C(C5(C4OC(=O)C)O3)(C)O)OC1=O)OC(=O)C6=CC=CC=C6)OC(=O)C)COC(=O)C)OC(=O)C)OC(=O)C)C
InChI InChI=1S/C43H49NO18/c1-21-16-17-29-28(15-12-18-44-29)39(52)55-19-40(7)30-31(56-23(3)46)35(58-25(5)48)42(20-54-22(2)45)36(59-26(6)49)32(60-38(51)27-13-10-9-11-14-27)34(61-37(21)50)41(8,53)43(42,62-40)33(30)57-24(4)47/h9-15,18,21,30-36,53H,16-17,19-20H2,1-8H3
InChI Key ZOCKGJZEUVPPPI-UHFFFAOYSA-N
Popularity 17 references in papers

Physical and Chemical Properties

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Molecular Formula C43H49NO18
Molecular Weight 867.80 g/mol
Exact Mass 867.29496371 g/mol
Topological Polar Surface Area (TPSA) 253.00 Ų
XlogP 2.20
Atomic LogP (AlogP) 2.16
H-Bond Acceptor 19
H-Bond Donor 1
Rotatable Bonds 8

Synonyms

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26-Deoxywilfordine
11088-09-8
[20,22,23,25-tetraacetyloxy-21-(acetyloxymethyl)-26-hydroxy-3,15,26-trimethyl-6,16-dioxo-2,5,17-trioxa-11-azapentacyclo[16.7.1.01,21.03,24.07,12]hexacosa-7(12),8,10-trien-19-yl] benzoate
ZOCKGJZEUVPPPI-UHFFFAOYSA-N
DTXSID201019937
BCP26009
HY-N0899
CS-3765
AC-34427
MS-31603
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of Wilforine

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8766 87.66%
Caco-2 - 0.8423 84.23%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Mitochondria 0.6200 62.00%
OATP2B1 inhibitior - 0.5810 58.10%
OATP1B1 inhibitior + 0.8405 84.05%
OATP1B3 inhibitior + 0.9111 91.11%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.5500 55.00%
BSEP inhibitior + 0.9867 98.67%
P-glycoprotein inhibitior + 0.8464 84.64%
P-glycoprotein substrate + 0.6961 69.61%
CYP3A4 substrate + 0.7149 71.49%
CYP2C9 substrate - 0.6048 60.48%
CYP2D6 substrate - 0.8826 88.26%
CYP3A4 inhibition - 0.8451 84.51%
CYP2C9 inhibition - 0.7636 76.36%
CYP2C19 inhibition - 0.7663 76.63%
CYP2D6 inhibition - 0.9475 94.75%
CYP1A2 inhibition - 0.6664 66.64%
CYP2C8 inhibition + 0.7986 79.86%
CYP inhibitory promiscuity - 0.7114 71.14%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9300 93.00%
Carcinogenicity (trinary) Non-required 0.5304 53.04%
Eye corrosion - 0.9905 99.05%
Eye irritation - 0.9050 90.50%
Skin irritation - 0.8061 80.61%
Skin corrosion - 0.9374 93.74%
Ames mutagenesis - 0.6670 66.70%
Human Ether-a-go-go-Related Gene inhibition + 0.7103 71.03%
Micronuclear - 0.6400 64.00%
Hepatotoxicity + 0.5625 56.25%
skin sensitisation - 0.8814 88.14%
Respiratory toxicity + 0.7222 72.22%
Reproductive toxicity + 0.8444 84.44%
Mitochondrial toxicity + 0.8000 80.00%
Nephrotoxicity + 0.7120 71.20%
Acute Oral Toxicity (c) III 0.5474 54.74%
Estrogen receptor binding + 0.8064 80.64%
Androgen receptor binding + 0.7556 75.56%
Thyroid receptor binding + 0.6332 63.32%
Glucocorticoid receptor binding + 0.7305 73.05%
Aromatase binding + 0.6191 61.91%
PPAR gamma + 0.7680 76.80%
Honey bee toxicity - 0.7553 75.53%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.6000 60.00%
Fish aquatic toxicity + 0.8119 81.19%

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
CHEMBL1293249 Q13887 Kruppel-like factor 5 97.87% 86.33%
CHEMBL1951 P21397 Monoamine oxidase A 97.56% 91.49%
CHEMBL2581 P07339 Cathepsin D 97.36% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.20% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.09% 85.14%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 93.82% 81.11%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 93.64% 82.69%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 93.56% 99.23%
CHEMBL221 P23219 Cyclooxygenase-1 89.46% 90.17%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 89.22% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 88.63% 97.25%
CHEMBL2094127 P06493 Cyclin-dependent kinase 1/cyclin B 88.52% 96.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.38% 95.56%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 88.20% 95.17%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 87.47% 93.00%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 86.26% 83.00%
CHEMBL5028 O14672 ADAM10 85.54% 97.50%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.30% 89.00%
CHEMBL1293294 P51151 Ras-related protein Rab-9A 84.84% 87.67%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 83.39% 94.00%
CHEMBL2535 P11166 Glucose transporter 82.86% 98.75%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 82.67% 94.62%
CHEMBL2378 P30307 Dual specificity phosphatase Cdc25C 81.98% 96.67%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.55% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.62% 100.00%

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.
Peritassa campestris
Tripterygium wilfordii

Cross-Links

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PubChem 601100
LOTUS LTS0162968
wikiData Q104202620