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[(2S,4R,5R,6S,9S,12S,13R,16S,18R)-16-hydroxy-2,6,13,17,17-pentamethyl-6-(4-methylpentyl)-8-oxo-7-oxapentacyclo[10.8.0.02,9.05,9.013,18]icos-1(20)-en-4-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 d01019bc-4775-4fcf-9917-8d1c192985f4
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name [(2S,4R,5R,6S,9S,12S,13R,16S,18R)-16-hydroxy-2,6,13,17,17-pentamethyl-6-(4-methylpentyl)-8-oxo-7-oxapentacyclo[10.8.0.02,9.05,9.013,18]icos-1(20)-en-4-yl] acetate
SMILES (Canonical) CC(C)CCCC1(C2C(CC3(C2(CCC4C3=CCC5C4(CCC(C5(C)C)O)C)C(=O)O1)C)OC(=O)C)C
SMILES (Isomeric) CC(C)CCC[C@]1([C@H]2[C@@H](C[C@@]3([C@@]2(CC[C@@H]4C3=CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)O)C)C(=O)O1)C)OC(=O)C)C
InChI InChI=1S/C32H50O5/c1-19(2)10-9-15-31(8)26-23(36-20(3)33)18-30(7)22-11-12-24-28(4,5)25(34)14-16-29(24,6)21(22)13-17-32(26,30)27(35)37-31/h11,19,21,23-26,34H,9-10,12-18H2,1-8H3/t21-,23-,24+,25+,26-,29-,30+,31+,32-/m1/s1
InChI Key WKDBZTLJGGVOGW-WDPAYILQSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C32H50O5
Molecular Weight 514.70 g/mol
Exact Mass 514.36582469 g/mol
Topological Polar Surface Area (TPSA) 72.80 Ų
XlogP 6.60
Atomic LogP (AlogP) 6.62
H-Bond Acceptor 5
H-Bond Donor 1
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2S,4R,5R,6S,9S,12S,13R,16S,18R)-16-hydroxy-2,6,13,17,17-pentamethyl-6-(4-methylpentyl)-8-oxo-7-oxapentacyclo[10.8.0.02,9.05,9.013,18]icos-1(20)-en-4-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 + 0.9938 99.38%
Caco-2 - 0.5660 56.60%
Blood Brain Barrier + 0.8000 80.00%
Human oral bioavailability - 0.5429 54.29%
Subcellular localzation Mitochondria 0.8322 83.22%
OATP2B1 inhibitior - 0.7186 71.86%
OATP1B1 inhibitior + 0.8860 88.60%
OATP1B3 inhibitior - 0.2702 27.02%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.6282 62.82%
BSEP inhibitior + 0.9169 91.69%
P-glycoprotein inhibitior + 0.6670 66.70%
P-glycoprotein substrate + 0.5146 51.46%
CYP3A4 substrate + 0.7179 71.79%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8485 84.85%
CYP3A4 inhibition + 0.5832 58.32%
CYP2C9 inhibition - 0.6675 66.75%
CYP2C19 inhibition - 0.8001 80.01%
CYP2D6 inhibition - 0.9507 95.07%
CYP1A2 inhibition - 0.7311 73.11%
CYP2C8 inhibition - 0.6192 61.92%
CYP inhibitory promiscuity - 0.8190 81.90%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5901 59.01%
Eye corrosion - 0.9916 99.16%
Eye irritation - 0.9037 90.37%
Skin irritation + 0.6177 61.77%
Skin corrosion - 0.9240 92.40%
Ames mutagenesis - 0.6237 62.37%
Human Ether-a-go-go-Related Gene inhibition - 0.4136 41.36%
Micronuclear - 0.7100 71.00%
Hepatotoxicity - 0.5501 55.01%
skin sensitisation - 0.8222 82.22%
Respiratory toxicity + 0.5778 57.78%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.9375 93.75%
Nephrotoxicity - 0.6533 65.33%
Acute Oral Toxicity (c) I 0.4931 49.31%
Estrogen receptor binding + 0.7426 74.26%
Androgen receptor binding + 0.7326 73.26%
Thyroid receptor binding + 0.6178 61.78%
Glucocorticoid receptor binding + 0.7898 78.98%
Aromatase binding + 0.6555 65.55%
PPAR gamma + 0.6198 61.98%
Honey bee toxicity - 0.8077 80.77%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5150 51.50%
Fish aquatic toxicity + 0.9961 99.61%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.47% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.95% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.43% 94.45%
CHEMBL2581 P07339 Cathepsin D 95.92% 98.95%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 92.80% 82.69%
CHEMBL1937 Q92769 Histone deacetylase 2 90.02% 94.75%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 89.20% 95.89%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.19% 97.09%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 88.90% 96.77%
CHEMBL253 P34972 Cannabinoid CB2 receptor 88.14% 97.25%
CHEMBL5103 Q969S8 Histone deacetylase 10 87.88% 90.08%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.81% 95.89%
CHEMBL2179 P04062 Beta-glucocerebrosidase 87.20% 85.31%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.68% 95.56%
CHEMBL221 P23219 Cyclooxygenase-1 86.44% 90.17%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 86.12% 96.38%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.78% 100.00%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 84.30% 89.67%
CHEMBL340 P08684 Cytochrome P450 3A4 82.49% 91.19%
CHEMBL2782 P35610 Acyl coenzyme A:cholesterol acyltransferase 1 82.36% 91.65%
CHEMBL3359 P21462 Formyl peptide receptor 1 82.00% 93.56%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 81.87% 94.33%
CHEMBL3922 P50579 Methionine aminopeptidase 2 80.13% 97.28%
CHEMBL1293249 Q13887 Kruppel-like factor 5 80.11% 86.33%

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 23247458
LOTUS LTS0103829
wikiData Q105307239