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(3R,3aR,5aS,6S,7S,9aR,9bS)-3-[(2R,5S)-5-ethyl-5,6-dimethylhept-6-en-2-yl]-3a,9b-dimethyl-7-prop-1-en-2-ylspiro[1,2,3,4,5,5a,7,8,9,9a-decahydrocyclopenta[a]naphthalene-6,5'-oxolane]-2'-one

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 36e9c2e4-6f35-4136-b25c-715d18169cd9
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (3R,3aR,5aS,6S,7S,9aR,9bS)-3-[(2R,5S)-5-ethyl-5,6-dimethylhept-6-en-2-yl]-3a,9b-dimethyl-7-prop-1-en-2-ylspiro[1,2,3,4,5,5a,7,8,9,9a-decahydrocyclopenta[a]naphthalene-6,5'-oxolane]-2'-one
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C32H52O2/c1-10-29(7,22(4)5)17-13-23(6)25-14-18-31(9)26-12-11-24(21(2)3)32(20-16-28(33)34-32)27(26)15-19-30(25,31)8/h23-27H,2,4,10-20H2,1,3,5-9H3/t23-,24+,25-,26-,27+,29+,30-,31+,32-/m1/s1
InChI Key IRWCFWQGEMPVOL-CYSGFTSISA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C32H52O2
Molecular Weight 468.80 g/mol
Exact Mass 468.396730897 g/mol
Topological Polar Surface Area (TPSA) 26.30 Ų
XlogP 10.90
Atomic LogP (AlogP) 8.91
H-Bond Acceptor 2
H-Bond Donor 0
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3R,3aR,5aS,6S,7S,9aR,9bS)-3-[(2R,5S)-5-ethyl-5,6-dimethylhept-6-en-2-yl]-3a,9b-dimethyl-7-prop-1-en-2-ylspiro[1,2,3,4,5,5a,7,8,9,9a-decahydrocyclopenta[a]naphthalene-6,5'-oxolane]-2'-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 1.0000 100.00%
Caco-2 - 0.5590 55.90%
Blood Brain Barrier + 0.7500 75.00%
Human oral bioavailability + 0.5714 57.14%
Subcellular localzation Plasma membrane 0.4391 43.91%
OATP2B1 inhibitior - 0.7115 71.15%
OATP1B1 inhibitior + 0.8274 82.74%
OATP1B3 inhibitior + 0.9217 92.17%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.6000 60.00%
BSEP inhibitior + 0.8022 80.22%
P-glycoprotein inhibitior + 0.5861 58.61%
P-glycoprotein substrate + 0.5000 50.00%
CYP3A4 substrate + 0.6965 69.65%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8428 84.28%
CYP3A4 inhibition + 0.6392 63.92%
CYP2C9 inhibition - 0.9034 90.34%
CYP2C19 inhibition + 0.7712 77.12%
CYP2D6 inhibition - 0.9391 93.91%
CYP1A2 inhibition + 0.5853 58.53%
CYP2C8 inhibition + 0.4552 45.52%
CYP inhibitory promiscuity - 0.5823 58.23%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5447 54.47%
Eye corrosion - 0.9866 98.66%
Eye irritation - 0.8938 89.38%
Skin irritation - 0.5119 51.19%
Skin corrosion - 0.9471 94.71%
Ames mutagenesis - 0.6900 69.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6845 68.45%
Micronuclear - 0.9300 93.00%
Hepatotoxicity - 0.6500 65.00%
skin sensitisation + 0.5072 50.72%
Respiratory toxicity + 0.6889 68.89%
Reproductive toxicity + 0.7667 76.67%
Mitochondrial toxicity + 0.7500 75.00%
Nephrotoxicity + 0.6121 61.21%
Acute Oral Toxicity (c) III 0.8092 80.92%
Estrogen receptor binding + 0.7134 71.34%
Androgen receptor binding + 0.7691 76.91%
Thyroid receptor binding + 0.6180 61.80%
Glucocorticoid receptor binding + 0.7829 78.29%
Aromatase binding + 0.6930 69.30%
PPAR gamma + 0.5553 55.53%
Honey bee toxicity - 0.7803 78.03%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5100 51.00%
Fish aquatic toxicity + 0.9971 99.71%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 98.96% 97.25%
CHEMBL2581 P07339 Cathepsin D 97.83% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.79% 91.11%
CHEMBL2996 Q05655 Protein kinase C delta 94.49% 97.79%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.28% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.12% 97.09%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 91.11% 93.04%
CHEMBL1994 P08235 Mineralocorticoid receptor 90.32% 100.00%
CHEMBL299 P17252 Protein kinase C alpha 90.27% 98.03%
CHEMBL1966 Q02127 Dihydroorotate dehydrogenase 89.79% 96.09%
CHEMBL218 P21554 Cannabinoid CB1 receptor 89.39% 96.61%
CHEMBL3359 P21462 Formyl peptide receptor 1 88.66% 93.56%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 88.53% 100.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.10% 95.56%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 86.09% 96.38%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.88% 89.00%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 85.44% 90.71%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 85.41% 97.14%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.90% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.51% 95.89%
CHEMBL1871 P10275 Androgen Receptor 83.47% 96.43%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 83.33% 96.77%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 83.27% 92.62%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.25% 99.23%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 82.42% 92.88%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.94% 86.33%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 81.89% 93.00%
CHEMBL3746 P80365 11-beta-hydroxysteroid dehydrogenase 2 80.84% 94.78%
CHEMBL237 P41145 Kappa opioid receptor 80.81% 98.10%
CHEMBL233 P35372 Mu opioid receptor 80.44% 97.93%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 80.09% 89.34%

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.
Sabal palmetto

Cross-Links

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PubChem 162951096
LOTUS LTS0045671
wikiData Q105119256