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[(1R)-3-[(1Z,3E,5E,7E,9E,11E,13E,15E,17E)-18-[(4R)-4-heptanoyloxy-2,5,5-trimethyl-3-oxocyclopenten-1-yl]-3,7,12,16-tetramethyloctadeca-1,3,5,7,9,11,13,15,17-nonaenyl]-2,2,4-trimethyl-5-oxocyclopent-3-en-1-yl] heptanoate

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 d4378d19-4e4f-4b4f-b579-c7905cb1b9a1
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name [(1R)-3-[(1Z,3E,5E,7E,9E,11E,13E,15E,17E)-18-[(4R)-4-heptanoyloxy-2,5,5-trimethyl-3-oxocyclopenten-1-yl]-3,7,12,16-tetramethyloctadeca-1,3,5,7,9,11,13,15,17-nonaenyl]-2,2,4-trimethyl-5-oxocyclopent-3-en-1-yl] heptanoate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C52H72O6/c1-13-15-17-19-31-45(53)57-49-47(55)41(7)43(51(49,9)10)35-33-39(5)29-23-27-37(3)25-21-22-26-38(4)28-24-30-40(6)34-36-44-42(8)48(56)50(52(44,11)12)58-46(54)32-20-18-16-14-2/h21-30,33-36,49-50H,13-20,31-32H2,1-12H3/b22-21+,27-23+,28-24+,35-33-,36-34+,37-25+,38-26+,39-29+,40-30+/t49-,50-/m0/s1
InChI Key OHWSQSXJBLKDMQ-CRQDQDEISA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C52H72O6
Molecular Weight 793.10 g/mol
Exact Mass 792.53289001 g/mol
Topological Polar Surface Area (TPSA) 86.70 Ų
XlogP 15.60
Atomic LogP (AlogP) 13.17
H-Bond Acceptor 6
H-Bond Donor 0
Rotatable Bonds 22

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1R)-3-[(1Z,3E,5E,7E,9E,11E,13E,15E,17E)-18-[(4R)-4-heptanoyloxy-2,5,5-trimethyl-3-oxocyclopenten-1-yl]-3,7,12,16-tetramethyloctadeca-1,3,5,7,9,11,13,15,17-nonaenyl]-2,2,4-trimethyl-5-oxocyclopent-3-en-1-yl] heptanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9911 99.11%
Caco-2 - 0.8431 84.31%
Blood Brain Barrier + 0.8000 80.00%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.8124 81.24%
OATP2B1 inhibitior + 0.7104 71.04%
OATP1B1 inhibitior + 0.7746 77.46%
OATP1B3 inhibitior + 0.9313 93.13%
MATE1 inhibitior - 0.6800 68.00%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior + 0.9972 99.72%
P-glycoprotein inhibitior + 0.8033 80.33%
P-glycoprotein substrate - 0.6151 61.51%
CYP3A4 substrate + 0.6381 63.81%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9059 90.59%
CYP3A4 inhibition - 0.7812 78.12%
CYP2C9 inhibition - 0.8479 84.79%
CYP2C19 inhibition - 0.7293 72.93%
CYP2D6 inhibition - 0.9065 90.65%
CYP1A2 inhibition - 0.9039 90.39%
CYP2C8 inhibition - 0.6475 64.75%
CYP inhibitory promiscuity - 0.8584 85.84%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.8523 85.23%
Carcinogenicity (trinary) Non-required 0.5990 59.90%
Eye corrosion - 0.9774 97.74%
Eye irritation - 0.9028 90.28%
Skin irritation - 0.5938 59.38%
Skin corrosion - 0.9841 98.41%
Ames mutagenesis - 0.8800 88.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8657 86.57%
Micronuclear - 0.7900 79.00%
Hepatotoxicity + 0.5422 54.22%
skin sensitisation - 0.5577 55.77%
Respiratory toxicity - 0.5889 58.89%
Reproductive toxicity - 0.5000 50.00%
Mitochondrial toxicity - 0.7500 75.00%
Nephrotoxicity + 0.7585 75.85%
Acute Oral Toxicity (c) III 0.5263 52.63%
Estrogen receptor binding + 0.8338 83.38%
Androgen receptor binding + 0.7600 76.00%
Thyroid receptor binding + 0.6241 62.41%
Glucocorticoid receptor binding + 0.7704 77.04%
Aromatase binding - 0.4915 49.15%
PPAR gamma + 0.7475 74.75%
Honey bee toxicity - 0.8834 88.34%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.8063 80.63%
Fish aquatic toxicity + 0.9958 99.58%

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
CHEMBL230 P35354 Cyclooxygenase-2 97.49% 89.63%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.20% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.25% 96.09%
CHEMBL2581 P07339 Cathepsin D 93.94% 98.95%
CHEMBL3060 Q9Y345 Glycine transporter 2 93.40% 99.17%
CHEMBL2996 Q05655 Protein kinase C delta 92.27% 97.79%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.89% 86.33%
CHEMBL5255 O00206 Toll-like receptor 4 89.73% 92.50%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 86.35% 100.00%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 86.11% 95.50%
CHEMBL2265 P23141 Acyl coenzyme A:cholesterol acyltransferase 85.98% 85.94%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 85.23% 96.95%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 84.37% 91.71%
CHEMBL4769 O95749 Geranylgeranyl pyrophosphate synthetase 84.10% 92.08%
CHEMBL299 P17252 Protein kinase C alpha 84.02% 98.03%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.46% 99.23%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.15% 100.00%
CHEMBL4040 P28482 MAP kinase ERK2 82.77% 83.82%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 82.36% 89.34%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 82.24% 96.47%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 82.15% 94.33%
CHEMBL3524 P56524 Histone deacetylase 4 82.01% 92.97%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 81.41% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 80.94% 95.56%

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 163061006
LOTUS LTS0023402
wikiData Q105192348