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[(3Z,3aS,5aR,6S,7S,9aR,9bS)-3-[(7S)-7-hydroxy-6,10-dimethylundeca-3,5,9-trien-2-ylidene]-6-(hydroxymethyl)-3a,6,9a-trimethyl-2-oxo-1,4,5,5a,7,8,9,9b-octahydrocyclopenta[a]naphthalen-7-yl] acetate

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 568c037c-f58f-4639-91d2-a9d97182f9d7
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name [(3Z,3aS,5aR,6S,7S,9aR,9bS)-3-[(7S)-7-hydroxy-6,10-dimethylundeca-3,5,9-trien-2-ylidene]-6-(hydroxymethyl)-3a,6,9a-trimethyl-2-oxo-1,4,5,5a,7,8,9,9b-octahydrocyclopenta[a]naphthalen-7-yl] acetate
SMILES (Canonical) CC(=CCC(C(=CC=CC(=C1C(=O)CC2C1(CCC3C2(CCC(C3(C)CO)OC(=O)C)C)C)C)C)O)C
SMILES (Isomeric) CC(=CC[C@@H](C(=CC=C/C(=C/1\C(=O)C[C@@H]2[C@@]1(CC[C@@H]3[C@@]2(CC[C@@H]([C@]3(C)CO)OC(=O)C)C)C)/C)C)O)C
InChI InChI=1S/C32H48O5/c1-20(2)12-13-24(35)21(3)10-9-11-22(4)29-25(36)18-27-30(6)17-15-28(37-23(5)34)32(8,19-33)26(30)14-16-31(27,29)7/h9-12,24,26-28,33,35H,13-19H2,1-8H3/b11-9?,21-10?,29-22+/t24-,26+,27-,28-,30-,31-,32+/m0/s1
InChI Key QDIPGNADJXRSEJ-AKFJSLEYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C32H48O5
Molecular Weight 512.70 g/mol
Exact Mass 512.35017463 g/mol
Topological Polar Surface Area (TPSA) 83.80 Ų
XlogP 6.90
Atomic LogP (AlogP) 6.26
H-Bond Acceptor 5
H-Bond Donor 2
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(3Z,3aS,5aR,6S,7S,9aR,9bS)-3-[(7S)-7-hydroxy-6,10-dimethylundeca-3,5,9-trien-2-ylidene]-6-(hydroxymethyl)-3a,6,9a-trimethyl-2-oxo-1,4,5,5a,7,8,9,9b-octahydrocyclopenta[a]naphthalen-7-yl] acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9872 98.72%
Caco-2 - 0.6853 68.53%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.8474 84.74%
OATP2B1 inhibitior - 0.8574 85.74%
OATP1B1 inhibitior + 0.8300 83.00%
OATP1B3 inhibitior + 0.8562 85.62%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.5635 56.35%
BSEP inhibitior + 0.9683 96.83%
P-glycoprotein inhibitior + 0.7550 75.50%
P-glycoprotein substrate - 0.5886 58.86%
CYP3A4 substrate + 0.7158 71.58%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9122 91.22%
CYP3A4 inhibition - 0.7811 78.11%
CYP2C9 inhibition - 0.8191 81.91%
CYP2C19 inhibition - 0.9390 93.90%
CYP2D6 inhibition - 0.9407 94.07%
CYP1A2 inhibition - 0.8264 82.64%
CYP2C8 inhibition + 0.4913 49.13%
CYP inhibitory promiscuity - 0.8300 83.00%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6536 65.36%
Eye corrosion - 0.9938 99.38%
Eye irritation - 0.9382 93.82%
Skin irritation + 0.6458 64.58%
Skin corrosion - 0.9644 96.44%
Ames mutagenesis - 0.6800 68.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8015 80.15%
Micronuclear - 0.7900 79.00%
Hepatotoxicity - 0.6697 66.97%
skin sensitisation - 0.8684 86.84%
Respiratory toxicity - 0.5444 54.44%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.9125 91.25%
Nephrotoxicity + 0.6349 63.49%
Acute Oral Toxicity (c) I 0.4947 49.47%
Estrogen receptor binding + 0.8264 82.64%
Androgen receptor binding + 0.5847 58.47%
Thyroid receptor binding + 0.6335 63.35%
Glucocorticoid receptor binding + 0.8186 81.86%
Aromatase binding + 0.7882 78.82%
PPAR gamma + 0.6519 65.19%
Honey bee toxicity - 0.7326 73.26%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.6900 69.00%
Fish aquatic toxicity + 0.9935 99.35%

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
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.83% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.54% 91.11%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 91.79% 91.24%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.84% 96.09%
CHEMBL2581 P07339 Cathepsin D 90.67% 98.95%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 89.85% 85.14%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 89.49% 91.07%
CHEMBL299 P17252 Protein kinase C alpha 89.02% 98.03%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.64% 95.89%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 87.79% 82.69%
CHEMBL340 P08684 Cytochrome P450 3A4 86.63% 91.19%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.40% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.46% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.55% 95.56%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 83.34% 92.62%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 83.11% 95.89%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.99% 86.33%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 82.65% 95.71%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.14% 89.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 81.92% 99.17%
CHEMBL4040 P28482 MAP kinase ERK2 81.46% 83.82%
CHEMBL253 P34972 Cannabinoid CB2 receptor 81.29% 97.25%
CHEMBL237 P41145 Kappa opioid receptor 80.81% 98.10%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 80.04% 89.05%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 163019852
LOTUS LTS0257098
wikiData Q105218832