PlantaeDB Logo
Login Sign-up

3-[(3S,3aS,5aR,6S,7R,9R,9aR)-9-[(2R)-2-hydroxy-3-methylbutanoyl]oxy-7-(2-hydroxypropan-2-yl)-3a,6,9a-trimethyl-3-[(3S,5S)-5-(2-methylprop-1-enyl)oxolan-3-yl]-2,3,4,5,5a,7,8,9-octahydrocyclopenta[a]naphthalen-6-yl]propanoic acid

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 b18e6444-245b-4d69-b335-e6463cd35131
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
IUPAC Name 3-[(3S,3aS,5aR,6S,7R,9R,9aR)-9-[(2R)-2-hydroxy-3-methylbutanoyl]oxy-7-(2-hydroxypropan-2-yl)-3a,6,9a-trimethyl-3-[(3S,5S)-5-(2-methylprop-1-enyl)oxolan-3-yl]-2,3,4,5,5a,7,8,9-octahydrocyclopenta[a]naphthalen-6-yl]propanoic acid
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C35H56O7/c1-20(2)16-23-17-22(19-41-23)24-10-11-25-33(24,7)14-12-26-34(8,15-13-29(36)37)27(32(5,6)40)18-28(35(25,26)9)42-31(39)30(38)21(3)4/h11,16,21-24,26-28,30,38,40H,10,12-15,17-19H2,1-9H3,(H,36,37)/t22-,23-,24+,26-,27+,28-,30-,33+,34+,35+/m1/s1
InChI Key DDEKDHXQVXNARU-RKSSRAOKSA-N
Popularity 2 references in papers

Physical and Chemical Properties

Top
Molecular Formula C35H56O7
Molecular Weight 588.80 g/mol
Exact Mass 588.40260412 g/mol
Topological Polar Surface Area (TPSA) 113.00 Ų
XlogP 6.50
Atomic LogP (AlogP) 6.32
H-Bond Acceptor 6
H-Bond Donor 3
Rotatable Bonds 9

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of 3-[(3S,3aS,5aR,6S,7R,9R,9aR)-9-[(2R)-2-hydroxy-3-methylbutanoyl]oxy-7-(2-hydroxypropan-2-yl)-3a,6,9a-trimethyl-3-[(3S,5S)-5-(2-methylprop-1-enyl)oxolan-3-yl]-2,3,4,5,5a,7,8,9-octahydrocyclopenta[a]naphthalen-6-yl]propanoic acid

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9920 99.20%
Caco-2 - 0.7769 77.69%
Blood Brain Barrier + 0.7250 72.50%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.9054 90.54%
OATP2B1 inhibitior - 0.8587 85.87%
OATP1B1 inhibitior + 0.8431 84.31%
OATP1B3 inhibitior + 0.9261 92.61%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7157 71.57%
BSEP inhibitior + 0.8912 89.12%
P-glycoprotein inhibitior + 0.7149 71.49%
P-glycoprotein substrate + 0.6494 64.94%
CYP3A4 substrate + 0.7244 72.44%
CYP2C9 substrate - 0.8125 81.25%
CYP2D6 substrate - 0.8700 87.00%
CYP3A4 inhibition + 0.5093 50.93%
CYP2C9 inhibition - 0.6697 66.97%
CYP2C19 inhibition - 0.8793 87.93%
CYP2D6 inhibition - 0.9203 92.03%
CYP1A2 inhibition - 0.8676 86.76%
CYP2C8 inhibition + 0.7036 70.36%
CYP inhibitory promiscuity - 0.7509 75.09%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5355 53.55%
Eye corrosion - 0.9912 99.12%
Eye irritation - 0.9294 92.94%
Skin irritation + 0.5483 54.83%
Skin corrosion - 0.9437 94.37%
Ames mutagenesis - 0.6300 63.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3793 37.93%
Micronuclear - 0.7300 73.00%
Hepatotoxicity - 0.5351 53.51%
skin sensitisation - 0.9021 90.21%
Respiratory toxicity + 0.6778 67.78%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.8000 80.00%
Nephrotoxicity - 0.9191 91.91%
Acute Oral Toxicity (c) III 0.5101 51.01%
Estrogen receptor binding + 0.7233 72.33%
Androgen receptor binding + 0.6915 69.15%
Thyroid receptor binding - 0.5166 51.66%
Glucocorticoid receptor binding + 0.7867 78.67%
Aromatase binding + 0.7190 71.90%
PPAR gamma + 0.6653 66.53%
Honey bee toxicity - 0.6326 63.26%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity - 0.6800 68.00%
Fish aquatic toxicity + 0.9958 99.58%

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
CHEMBL4040 P28482 MAP kinase ERK2 99.98% 83.82%
CHEMBL253 P34972 Cannabinoid CB2 receptor 99.18% 97.25%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.25% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.22% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.19% 91.11%
CHEMBL2581 P07339 Cathepsin D 96.00% 98.95%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 91.83% 85.14%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 91.58% 89.05%
CHEMBL5028 O14672 ADAM10 91.37% 97.50%
CHEMBL4227 P25090 Lipoxin A4 receptor 89.75% 100.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.66% 89.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 89.51% 91.07%
CHEMBL3359 P21462 Formyl peptide receptor 1 88.38% 93.56%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 88.29% 97.21%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 86.02% 94.23%
CHEMBL340 P08684 Cytochrome P450 3A4 85.43% 91.19%
CHEMBL2179 P04062 Beta-glucocerebrosidase 85.41% 85.31%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 84.61% 97.14%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 84.39% 94.62%
CHEMBL211 P08172 Muscarinic acetylcholine receptor M2 83.68% 94.97%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.63% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.09% 95.56%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 83.00% 95.89%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.82% 86.33%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 82.12% 96.77%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.72% 100.00%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 80.22% 94.08%

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.
Aglaia argentea

Cross-Links

Top
PubChem 163103806
LOTUS LTS0189203
wikiData Q104976279