PlantaeDB Logo
Login Sign-up

Verruculosin A

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

Top
Internal ID afd3d41c-ffea-49eb-9ed4-da43aa27a80d
Taxonomy Organoheterocyclic compounds > Naphthopyrans
IUPAC Name [(2S,3R,13S,14S,22R,24S,28S)-8,18,24-trihydroxy-14-methoxy-10,16,24-trimethyl-6,12,20-trioxo-5,21,25-trioxaoctacyclo[13.10.2.13,7.13,13.02,14.019,27.022,26.011,29]nonacosa-1(26),7,9,11(29),15(27),16,18-heptaen-28-yl] acetate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C32H28O12/c1-10-6-14(35)18-22-16(10)24(36)23-27(42-12(3)33)31(22,9-41-28(18)37)26-25-19-15(8-30(4,39)44-25)43-29(38)17-13(34)7-11(2)21(20(17)19)32(23,26)40-5/h6-7,15,23,26-27,34-35,39H,8-9H2,1-5H3/t15-,23+,26-,27+,30+,31+,32-/m1/s1
InChI Key DEARCXHXCAICCK-HGRCUTOXSA-N
Popularity 2 references in papers

Physical and Chemical Properties

Top
Molecular Formula C32H28O12
Molecular Weight 604.60 g/mol
Exact Mass 604.15807632 g/mol
Topological Polar Surface Area (TPSA) 175.00 Ų
XlogP 2.30
Atomic LogP (AlogP) 2.43
H-Bond Acceptor 12
H-Bond Donor 3
Rotatable Bonds 2

Synonyms

Top
[(2S,3R,13S,14S,22R,24S,28S)-8,18,24-trihydroxy-14-methoxy-10,16,24-trimethyl-6,12,20-trioxo-5,21,25-trioxaoctacyclo[13.10.2.13,7.13,13.02,14.019,27.022,26.011,29]nonacosa-1(26),7,9,11(29),15(27),16,18-heptaen-28-yl] acetate
((2S,3R,13S,14S,22R,24S,28S)-8,18,24-trihydroxy-14-methoxy-10,16,24-trimethyl-6,12,20-trioxo-5,21,25-trioxaoctacyclo(13.10.2.13,7.13,13.02,14.019,27.022,26.011,29)nonacosa-1(26),7,9,11(29),15(27),16,18-heptaen-28-yl) acetate
(2S,3R,13S,14S,22R,24S,28S)-8,18,24-Trihydroxy-14-methoxy-10,16,24-trimethyl-6,12,20-trioxo-5,21,25-trioxaoctacyclo(13.10.2.1,.1,.0,.0,.0,.0,)nonacosa-1(26),7,9,11(29),15(27),16,18-heptaen-28-yl acetic acid
(2S,3R,13S,14S,22R,24S,28S)-8,18,24-Trihydroxy-14-methoxy-10,16,24-trimethyl-6,12,20-trioxo-5,21,25-trioxaoctacyclo[13.10.2.1,.1,.0,.0,.0,.0,]nonacosa-1(26),7,9,11(29),15(27),16,18-heptaen-28-yl acetic acid
RefChem:194043
CHEBI:208879

2D Structure

Top
2D Structure of Verruculosin A

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9858 98.58%
Caco-2 - 0.7269 72.69%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.7371 73.71%
OATP2B1 inhibitior - 0.8525 85.25%
OATP1B1 inhibitior + 0.8630 86.30%
OATP1B3 inhibitior + 0.9297 92.97%
MATE1 inhibitior - 0.8200 82.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior + 0.8157 81.57%
P-glycoprotein inhibitior + 0.7837 78.37%
P-glycoprotein substrate + 0.5955 59.55%
CYP3A4 substrate + 0.7106 71.06%
CYP2C9 substrate - 0.6008 60.08%
CYP2D6 substrate - 0.8697 86.97%
CYP3A4 inhibition - 0.6948 69.48%
CYP2C9 inhibition - 0.6231 62.31%
CYP2C19 inhibition - 0.6215 62.15%
CYP2D6 inhibition - 0.8073 80.73%
CYP1A2 inhibition - 0.6564 65.64%
CYP2C8 inhibition + 0.6465 64.65%
CYP inhibitory promiscuity - 0.7810 78.10%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9513 95.13%
Carcinogenicity (trinary) Non-required 0.4805 48.05%
Eye corrosion - 0.9868 98.68%
Eye irritation - 0.8583 85.83%
Skin irritation - 0.7693 76.93%
Skin corrosion - 0.9471 94.71%
Ames mutagenesis + 0.5500 55.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5992 59.92%
Micronuclear + 0.6174 61.74%
Hepatotoxicity + 0.6045 60.45%
skin sensitisation - 0.7698 76.98%
Respiratory toxicity + 0.6444 64.44%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.7125 71.25%
Nephrotoxicity + 0.8818 88.18%
Acute Oral Toxicity (c) I 0.3416 34.16%
Estrogen receptor binding + 0.7868 78.68%
Androgen receptor binding + 0.7665 76.65%
Thyroid receptor binding + 0.5309 53.09%
Glucocorticoid receptor binding + 0.8147 81.47%
Aromatase binding + 0.7237 72.37%
PPAR gamma + 0.7331 73.31%
Honey bee toxicity - 0.7341 73.41%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5000 50.00%
Fish aquatic toxicity + 0.9706 97.06%

Targets

Top

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 99.23% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.45% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.90% 95.56%
CHEMBL2581 P07339 Cathepsin D 94.46% 98.95%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 93.40% 85.14%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 93.21% 91.07%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 93.14% 99.23%
CHEMBL340 P08684 Cytochrome P450 3A4 91.60% 91.19%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.44% 86.33%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 90.68% 95.50%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 90.58% 99.15%
CHEMBL3401 O75469 Pregnane X receptor 90.23% 94.73%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 89.87% 97.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 86.08% 96.09%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 85.60% 94.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.34% 89.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.99% 97.09%
CHEMBL241 Q14432 Phosphodiesterase 3A 84.58% 92.94%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 83.21% 91.24%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 82.72% 96.95%
CHEMBL2535 P11166 Glucose transporter 82.68% 98.75%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.19% 100.00%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 81.35% 93.40%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.31% 95.89%

Plants that contains it

Top
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

Top
PubChem 146683061
LOTUS LTS0017534
wikiData Q104977019