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Verrillin

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 17182eae-5cdb-444f-a4fc-81aebc1f6768
Taxonomy Lipids and lipid-like molecules > Fatty Acyls > Eicosanoids > Prostaglandins and related compounds
IUPAC Name (1S,4S,5S,8S,9S,11R,12R,15S,17R,18S,20S)-4,17-dihydroxy-3,8,17-trimethyl-6,14,19,21-tetraoxahexacyclo[9.7.1.11,4.112,15.05,9.018,20]henicos-2-ene-7,13-dione
SMILES (Canonical) CC1C2CC3C4C5C(CC(C5C6(O3)C=C(C(C2OC1=O)(O6)O)C)(C)O)OC4=O
SMILES (Isomeric) C[C@H]1[C@@H]2C[C@@H]3[C@H]4[C@H]5[C@H](C[C@@]([C@H]5[C@]6(O3)C=C([C@@]([C@H]2OC1=O)(O6)O)C)(C)O)OC4=O
InChI InChI=1S/C20H24O8/c1-7-5-19-14-12-11(6-18(14,3)23)25-17(22)13(12)10(27-19)4-9-8(2)16(21)26-15(9)20(7,24)28-19/h5,8-15,23-24H,4,6H2,1-3H3/t8-,9-,10+,11-,12+,13-,14-,15-,18+,19-,20-/m0/s1
InChI Key YJMXTIIUVZBPPQ-CRVPYZTRSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C20H24O8
Molecular Weight 392.40 g/mol
Exact Mass 392.14711772 g/mol
Topological Polar Surface Area (TPSA) 112.00 Ų
XlogP -0.30
Atomic LogP (AlogP) 0.26
H-Bond Acceptor 8
H-Bond Donor 2
Rotatable Bonds 0

Synonyms

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(1S,4S,5S,8S,9S,11R,12R,15S,17R,18S,20S)-4,17-dihydroxy-3,8,17-trimethyl-6,14,19,21-tetraoxahexacyclo[9.7.1.11,4.112,15.05,9.018,20]henicos-2-ene-7,13-dione

2D Structure

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2D Structure of Verrillin

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9666 96.66%
Caco-2 - 0.6456 64.56%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability - 0.5000 50.00%
Subcellular localzation Mitochondria 0.6344 63.44%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8868 88.68%
OATP1B3 inhibitior + 0.9555 95.55%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior - 0.7450 74.50%
P-glycoprotein inhibitior - 0.7044 70.44%
P-glycoprotein substrate - 0.5157 51.57%
CYP3A4 substrate + 0.6528 65.28%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8709 87.09%
CYP3A4 inhibition - 0.8384 83.84%
CYP2C9 inhibition - 0.9398 93.98%
CYP2C19 inhibition - 0.9379 93.79%
CYP2D6 inhibition - 0.9424 94.24%
CYP1A2 inhibition - 0.8851 88.51%
CYP2C8 inhibition - 0.7130 71.30%
CYP inhibitory promiscuity - 0.9503 95.03%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Danger 0.4062 40.62%
Eye corrosion - 0.9840 98.40%
Eye irritation - 0.9481 94.81%
Skin irritation + 0.5536 55.36%
Skin corrosion - 0.8249 82.49%
Ames mutagenesis + 0.5100 51.00%
Human Ether-a-go-go-Related Gene inhibition - 0.7579 75.79%
Micronuclear - 0.6100 61.00%
Hepatotoxicity + 0.5360 53.60%
skin sensitisation - 0.7699 76.99%
Respiratory toxicity + 0.6889 68.89%
Reproductive toxicity + 0.7778 77.78%
Mitochondrial toxicity + 0.9125 91.25%
Nephrotoxicity + 0.8524 85.24%
Acute Oral Toxicity (c) I 0.4601 46.01%
Estrogen receptor binding + 0.8847 88.47%
Androgen receptor binding + 0.6965 69.65%
Thyroid receptor binding + 0.6674 66.74%
Glucocorticoid receptor binding + 0.7551 75.51%
Aromatase binding + 0.6281 62.81%
PPAR gamma + 0.6995 69.95%
Honey bee toxicity - 0.7985 79.85%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.5600 56.00%
Fish aquatic toxicity + 0.8686 86.86%

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
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 92.59% 85.14%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.56% 95.56%
CHEMBL230 P35354 Cyclooxygenase-2 91.78% 89.63%
CHEMBL221 P23219 Cyclooxygenase-1 88.46% 90.17%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 88.38% 96.09%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 87.73% 94.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.47% 99.23%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 87.40% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.05% 97.09%
CHEMBL1937 Q92769 Histone deacetylase 2 85.79% 94.75%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.72% 100.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.03% 86.33%
CHEMBL4803 P29474 Nitric-oxide synthase, endothelial 83.62% 86.00%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 83.26% 93.03%
CHEMBL253 P34972 Cannabinoid CB2 receptor 81.46% 97.25%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 80.30% 93.40%
CHEMBL3864 Q06124 Protein-tyrosine phosphatase 2C 80.25% 94.42%

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.
There are no matching plants.

Cross-Links

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PubChem 10810506
LOTUS LTS0063389
wikiData Q105349365