PlantaeDB Logo
Login Sign-up

Penicianstinoid 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 1c3bb2c3-64c4-48c6-8a6f-2365d6ad9402
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Pentacarboxylic acids and derivatives
IUPAC Name [(1S,2S,3R,5R,7R,8S,9R,12R,13R)-8-acetyloxy-2,2',2',9,13-pentamethyl-6-methylidene-6',11,15,16-tetraoxospiro[10,14,17-trioxapentacyclo[7.6.1.17,12.01,12.02,7]heptadecane-5,3'-pyran]-3-yl] (E)-2-methylbut-2-enoate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C31H34O12/c1-10-14(2)20(34)40-18-13-28(12-11-19(33)41-25(28,6)7)15(3)30-22(39-17(5)32)26(8)21(35)29(27(18,30)9)23(36)38-16(4)31(29,43-30)24(37)42-26/h10-12,16,18,22H,3,13H2,1-2,4-9H3/b14-10+/t16-,18-,22-,26+,27-,28+,29+,30+,31-/m1/s1
InChI Key HOIMYOAUXAXUMU-QGZNTYMISA-N
Popularity 2 references in papers

Physical and Chemical Properties

Top
Molecular Formula C31H34O12
Molecular Weight 598.60 g/mol
Exact Mass 598.20502652 g/mol
Topological Polar Surface Area (TPSA) 158.00 Ų
XlogP 2.20
Atomic LogP (AlogP) 1.98
H-Bond Acceptor 12
H-Bond Donor 0
Rotatable Bonds 3

Synonyms

Top
[(1S,2S,3R,5R,7R,8S,9R,12R,13R)-8-acetyloxy-2,2',2',9,13-pentamethyl-6-methylidene-6',11,15,16-tetraoxospiro[10,14,17-trioxapentacyclo[7.6.1.17,12.01,12.02,7]heptadecane-5,3'-pyran]-3-yl] (E)-2-methylbut-2-enoate
((1S,2S,3R,5R,7R,8S,9R,12R,13R)-8-acetyloxy-2,2',2',9,13-pentamethyl-6-methylidene-6',11,15,16-tetraoxospiro(10,14,17-trioxapentacyclo(7.6.1.17,12.01,12.02,7)heptadecane-5,3'-pyran)-3-yl) (E)-2-methylbut-2-enoate
(1S,2S,3R,5R,7R,8S,9R,12R,13R)-8-(Acetyloxy)-2,2',2',9,13-pentamethyl-6-methylidene-6',11,15,16-tetraoxo-2',6'-dihydro-10,14,17-trioxaspiro(pentacyclo(7.6.1.1,.0,.0,)heptadecane-5,3'-pyran)-3-yl (2E)-2-methylbut-2-enoic acid
(1S,2S,3R,5R,7R,8S,9R,12R,13R)-8-(Acetyloxy)-2,2',2',9,13-pentamethyl-6-methylidene-6',11,15,16-tetraoxo-2',6'-dihydro-10,14,17-trioxaspiro[pentacyclo[7.6.1.1,.0,.0,]heptadecane-5,3'-pyran]-3-yl (2E)-2-methylbut-2-enoic acid
RefChem:170823
CHEBI:223636

2D Structure

Top
2D Structure of Penicianstinoid A

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9875 98.75%
Caco-2 - 0.7367 73.67%
Blood Brain Barrier + 0.7500 75.00%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.6838 68.38%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8281 82.81%
OATP1B3 inhibitior + 0.7980 79.80%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.6470 64.70%
P-glycoprotein inhibitior + 0.8504 85.04%
P-glycoprotein substrate + 0.5510 55.10%
CYP3A4 substrate + 0.7014 70.14%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8917 89.17%
CYP3A4 inhibition + 0.6438 64.38%
CYP2C9 inhibition - 0.9257 92.57%
CYP2C19 inhibition - 0.7608 76.08%
CYP2D6 inhibition - 0.9209 92.09%
CYP1A2 inhibition - 0.8365 83.65%
CYP2C8 inhibition + 0.5247 52.47%
CYP inhibitory promiscuity - 0.7198 71.98%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5028 50.28%
Eye corrosion - 0.9771 97.71%
Eye irritation - 0.8648 86.48%
Skin irritation - 0.6516 65.16%
Skin corrosion - 0.8837 88.37%
Ames mutagenesis + 0.5800 58.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5860 58.60%
Micronuclear - 0.5541 55.41%
Hepatotoxicity + 0.6324 63.24%
skin sensitisation - 0.6119 61.19%
Respiratory toxicity - 0.5444 54.44%
Reproductive toxicity + 0.7444 74.44%
Mitochondrial toxicity + 0.5750 57.50%
Nephrotoxicity + 0.7341 73.41%
Acute Oral Toxicity (c) III 0.5079 50.79%
Estrogen receptor binding + 0.7450 74.50%
Androgen receptor binding + 0.7639 76.39%
Thyroid receptor binding + 0.6493 64.93%
Glucocorticoid receptor binding + 0.6857 68.57%
Aromatase binding + 0.6448 64.48%
PPAR gamma + 0.7080 70.80%
Honey bee toxicity - 0.6969 69.69%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.6000 60.00%
Fish aquatic toxicity + 0.9805 98.05%

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
CHEMBL1806 P11388 DNA topoisomerase II alpha 94.14% 89.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 93.96% 99.23%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.91% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.64% 95.56%
CHEMBL340 P08684 Cytochrome P450 3A4 91.37% 91.19%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.71% 94.45%
CHEMBL5852 Q96P65 Pyroglutamylated RFamide peptide receptor 89.56% 85.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 87.35% 96.09%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 86.15% 97.14%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.03% 86.33%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 84.34% 94.80%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 83.49% 91.07%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 83.45% 91.24%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.84% 95.89%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 82.21% 93.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.55% 100.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 81.34% 99.17%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.02% 94.00%
CHEMBL2581 P07339 Cathepsin D 80.59% 98.95%

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 145720892
LOTUS LTS0109309
wikiData Q105109900