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Gagunin 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

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Internal ID 9139e7e5-5459-4cd2-a72f-cc8bf7f4f95c
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Pentacarboxylic acids and derivatives
IUPAC Name [(1R,2R,3R,3aR,4S,5aR,6S,7S,8S,10aR,10bS)-7-acetyloxy-3,4,6-tri(butanoyloxy)-8-hydroxy-3a,5a,9-trimethyl-1-propan-2-yl-1,2,3,4,5,6,7,8,10a,10b-decahydrocyclohepta[e]inden-2-yl] 3-methylbutanoate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C39H62O11/c1-12-15-27(41)47-26-20-38(10)25(19-23(8)33(45)35(46-24(9)40)36(38)49-28(42)16-13-2)32-31(22(6)7)34(48-30(44)18-21(4)5)37(39(26,32)11)50-29(43)17-14-3/h19,21-22,25-26,31-37,45H,12-18,20H2,1-11H3/t25-,26+,31-,32+,33+,34-,35+,36-,37+,38-,39+/m1/s1
InChI Key ZKCBSSOAAGTHRO-KONRAZDYSA-N
Popularity 3 references in papers

Physical and Chemical Properties

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Molecular Formula C39H62O11
Molecular Weight 706.90 g/mol
Exact Mass 706.42921279 g/mol
Topological Polar Surface Area (TPSA) 152.00 Ų
XlogP 6.60
Atomic LogP (AlogP) 6.27
H-Bond Acceptor 11
H-Bond Donor 1
Rotatable Bonds 14

Synonyms

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((1R,2R,3R,3aR,4S,5aR,6S,7S,8S,10aR,10bS)-7-acetyloxy-3,4,6-tri(butanoyloxy)-8-hydroxy-3a,5a,9-trimethyl-1-propan-2-yl-1,2,3,4,5,6,7,8,10a,10b-decahydrocyclohepta(e)inden-2-yl) 3-methylbutanoate
(1R,2R,3R,3AR,4S,5ar,6S,7S,8S,10ar,10BS)-7-(acetyloxy)-3,4,6-tris(butanoyloxy)-8-hydroxy-3a,5a,9-trimethyl-1-(propan-2-yl)-1H,2H,3H,3ah,4H,5H,5ah,6H,7H,8H,10ah,10BH-cyclohepta(e)inden-2-yl 3-methylbutanoic acid
(1R,2R,3R,3AR,4S,5ar,6S,7S,8S,10ar,10BS)-7-(acetyloxy)-3,4,6-tris(butanoyloxy)-8-hydroxy-3a,5a,9-trimethyl-1-(propan-2-yl)-1H,2H,3H,3ah,4H,5H,5ah,6H,7H,8H,10ah,10BH-cyclohepta[e]inden-2-yl 3-methylbutanoic acid
[(1R,2R,3R,3aR,4S,5aR,6S,7S,8S,10aR,10bS)-7-acetyloxy-3,4,6-tri(butanoyloxy)-8-hydroxy-3a,5a,9-trimethyl-1-propan-2-yl-1,2,3,4,5,6,7,8,10a,10b-decahydrocyclohepta[e]inden-2-yl] 3-methylbutanoate
RefChem:142103
495413-88-2
CHEMBL508230

2D Structure

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2D Structure of Gagunin A

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9934 99.34%
Caco-2 - 0.8097 80.97%
Blood Brain Barrier + 0.7250 72.50%
Human oral bioavailability - 0.5143 51.43%
Subcellular localzation Mitochondria 0.7181 71.81%
OATP2B1 inhibitior - 0.8619 86.19%
OATP1B1 inhibitior + 0.8326 83.26%
OATP1B3 inhibitior + 0.9063 90.63%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.7000 70.00%
BSEP inhibitior + 0.9415 94.15%
P-glycoprotein inhibitior + 0.8368 83.68%
P-glycoprotein substrate + 0.6455 64.55%
CYP3A4 substrate + 0.6747 67.47%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8465 84.65%
CYP3A4 inhibition - 0.8153 81.53%
CYP2C9 inhibition - 0.7270 72.70%
CYP2C19 inhibition - 0.8127 81.27%
CYP2D6 inhibition - 0.9132 91.32%
CYP1A2 inhibition - 0.8208 82.08%
CYP2C8 inhibition + 0.4797 47.97%
CYP inhibitory promiscuity - 0.9113 91.13%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9100 91.00%
Carcinogenicity (trinary) Non-required 0.6075 60.75%
Eye corrosion - 0.9870 98.70%
Eye irritation - 0.9120 91.20%
Skin irritation + 0.5000 50.00%
Skin corrosion - 0.9306 93.06%
Ames mutagenesis - 0.6500 65.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5700 57.00%
Micronuclear - 0.8400 84.00%
Hepatotoxicity + 0.5125 51.25%
skin sensitisation - 0.6368 63.68%
Respiratory toxicity + 0.5667 56.67%
Reproductive toxicity + 0.7222 72.22%
Mitochondrial toxicity + 0.6625 66.25%
Nephrotoxicity - 0.8085 80.85%
Acute Oral Toxicity (c) III 0.4959 49.59%
Estrogen receptor binding + 0.7474 74.74%
Androgen receptor binding + 0.6407 64.07%
Thyroid receptor binding - 0.5326 53.26%
Glucocorticoid receptor binding + 0.7696 76.96%
Aromatase binding + 0.6996 69.96%
PPAR gamma + 0.7004 70.04%
Honey bee toxicity - 0.7262 72.62%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5300 53.00%
Fish aquatic toxicity + 0.9908 99.08%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 99.08% 96.09%
CHEMBL2581 P07339 Cathepsin D 98.31% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.85% 94.45%
CHEMBL221 P23219 Cyclooxygenase-1 95.33% 90.17%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.21% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.78% 97.25%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 90.31% 85.14%
CHEMBL2996 Q05655 Protein kinase C delta 89.89% 97.79%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.82% 95.56%
CHEMBL3359 P21462 Formyl peptide receptor 1 86.54% 93.56%
CHEMBL5255 O00206 Toll-like receptor 4 85.13% 92.50%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.91% 97.09%
CHEMBL340 P08684 Cytochrome P450 3A4 84.70% 91.19%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 84.43% 92.62%
CHEMBL4227 P25090 Lipoxin A4 receptor 84.27% 100.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 83.43% 99.17%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.16% 99.23%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.88% 89.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.31% 95.89%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 81.68% 96.47%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 81.10% 82.50%
CHEMBL3714130 P46095 G-protein coupled receptor 6 80.01% 97.36%

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 11814527
LOTUS LTS0077769
wikiData Q105378360