PlantaeDB Logo
Login Sign-up

Methyl 3-acetyloxy-3-[9-acetyloxy-3-[5-hydroxy-6-(2-hydroxypropan-2-yl)oxan-3-yl]-3a,6,9a-trimethyl-7-prop-1-en-2-yl-2,3,4,5,5a,7,8,9-octahydrocyclopenta[a]naphthalen-6-yl]propanoate

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 e91d0efa-6c91-4745-a737-3d441cba372a
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
IUPAC Name methyl 3-acetyloxy-3-[9-acetyloxy-3-[5-hydroxy-6-(2-hydroxypropan-2-yl)oxan-3-yl]-3a,6,9a-trimethyl-7-prop-1-en-2-yl-2,3,4,5,5a,7,8,9-octahydrocyclopenta[a]naphthalen-6-yl]propanoate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C35H54O9/c1-19(2)24-16-28(43-20(3)36)35(9)26-12-11-23(22-15-25(38)31(42-18-22)32(5,6)40)33(26,7)14-13-27(35)34(24,8)29(44-21(4)37)17-30(39)41-10/h12,22-25,27-29,31,38,40H,1,11,13-18H2,2-10H3
InChI Key GTTYAWQXJCCLMS-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C35H54O9
Molecular Weight 618.80 g/mol
Exact Mass 618.37678330 g/mol
Topological Polar Surface Area (TPSA) 129.00 Ų
XlogP 5.50
Atomic LogP (AlogP) 4.92
H-Bond Acceptor 9
H-Bond Donor 2
Rotatable Bonds 8

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of Methyl 3-acetyloxy-3-[9-acetyloxy-3-[5-hydroxy-6-(2-hydroxypropan-2-yl)oxan-3-yl]-3a,6,9a-trimethyl-7-prop-1-en-2-yl-2,3,4,5,5a,7,8,9-octahydrocyclopenta[a]naphthalen-6-yl]propanoate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9395 93.95%
Caco-2 - 0.7953 79.53%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.8256 82.56%
OATP2B1 inhibitior - 0.8601 86.01%
OATP1B1 inhibitior + 0.8426 84.26%
OATP1B3 inhibitior + 0.9279 92.79%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.7542 75.42%
BSEP inhibitior + 0.7590 75.90%
P-glycoprotein inhibitior + 0.7402 74.02%
P-glycoprotein substrate + 0.6605 66.05%
CYP3A4 substrate + 0.7481 74.81%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8607 86.07%
CYP3A4 inhibition - 0.6058 60.58%
CYP2C9 inhibition - 0.8072 80.72%
CYP2C19 inhibition - 0.8815 88.15%
CYP2D6 inhibition - 0.9336 93.36%
CYP1A2 inhibition - 0.8473 84.73%
CYP2C8 inhibition + 0.7125 71.25%
CYP inhibitory promiscuity - 0.8581 85.81%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.6491 64.91%
Eye corrosion - 0.9882 98.82%
Eye irritation - 0.9133 91.33%
Skin irritation + 0.5000 50.00%
Skin corrosion - 0.9379 93.79%
Ames mutagenesis - 0.6300 63.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4842 48.42%
Micronuclear - 0.7100 71.00%
Hepatotoxicity - 0.6321 63.21%
skin sensitisation - 0.8853 88.53%
Respiratory toxicity + 0.5222 52.22%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.8250 82.50%
Nephrotoxicity + 0.5280 52.80%
Acute Oral Toxicity (c) I 0.5712 57.12%
Estrogen receptor binding + 0.7325 73.25%
Androgen receptor binding + 0.7133 71.33%
Thyroid receptor binding - 0.5000 50.00%
Glucocorticoid receptor binding + 0.7389 73.89%
Aromatase binding + 0.6501 65.01%
PPAR gamma + 0.6990 69.90%
Honey bee toxicity - 0.6297 62.97%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity + 0.6400 64.00%
Fish aquatic toxicity + 0.9861 98.61%

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 99.64% 83.82%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.18% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.57% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.83% 96.09%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 96.72% 97.21%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.57% 85.14%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.02% 94.45%
CHEMBL5028 O14672 ADAM10 90.63% 97.50%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 90.54% 96.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.73% 97.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.61% 100.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 88.54% 91.07%
CHEMBL340 P08684 Cytochrome P450 3A4 88.49% 91.19%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 88.35% 82.69%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.39% 89.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 87.16% 100.00%
CHEMBL2581 P07339 Cathepsin D 86.27% 98.95%
CHEMBL3359 P21462 Formyl peptide receptor 1 85.78% 93.56%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 85.40% 92.62%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 85.16% 96.77%
CHEMBL1871 P10275 Androgen Receptor 84.97% 96.43%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 84.72% 97.14%
CHEMBL211 P08172 Muscarinic acetylcholine receptor M2 84.23% 94.97%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 83.83% 95.71%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 82.79% 94.33%
CHEMBL3922 P50579 Methionine aminopeptidase 2 82.78% 97.28%
CHEMBL3401 O75469 Pregnane X receptor 81.09% 94.73%

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.
Trichilia elegans

Cross-Links

Top
PubChem 162904004
LOTUS LTS0033594
wikiData Q105019471