Methyl oleanolate acetate

Details

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Internal ID ef74ab2f-70ac-40a2-9bf6-fb5a529ce36b
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name methyl (4aS,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-acetyloxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate
SMILES (Canonical) CC(=O)OC1CCC2(C(C1(C)C)CCC3(C2CC=C4C3(CCC5(C4CC(CC5)(C)C)C(=O)OC)C)C)C
SMILES (Isomeric) CC(=O)O[C@H]1CC[C@]2([C@H](C1(C)C)CC[C@@]3([C@@H]2CC=C4[C@]3(CC[C@@]5([C@H]4CC(CC5)(C)C)C(=O)OC)C)C)C
InChI InChI=1S/C33H52O4/c1-21(34)37-26-13-14-30(6)24(29(26,4)5)12-15-32(8)25(30)11-10-22-23-20-28(2,3)16-18-33(23,27(35)36-9)19-17-31(22,32)7/h10,23-26H,11-20H2,1-9H3/t23-,24-,25+,26-,30-,31+,32+,33-/m0/s1
InChI Key VTZCFEUQVQTSSV-LVNUYWAMSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C33H52O4
Molecular Weight 512.80 g/mol
Exact Mass 512.38656014 g/mol
Topological Polar Surface Area (TPSA) 52.60 Ų
XlogP 8.40
Atomic LogP (AlogP) 7.89
H-Bond Acceptor 4
H-Bond Donor 0
Rotatable Bonds 2

Synonyms

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Methyl oleanolate acetate
Methyl (4aS,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-acetyloxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate
CHEMBL2380326
VTZCFEUQVQTSSV-LVNUYWAMSA-N
CS-M1457

2D Structure

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2D Structure of Methyl oleanolate acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9950 99.50%
Caco-2 - 0.6164 61.64%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability + 0.5286 52.86%
Subcellular localzation Mitochondria 0.8614 86.14%
OATP2B1 inhibitior - 0.7209 72.09%
OATP1B1 inhibitior - 0.4939 49.39%
OATP1B3 inhibitior + 0.9218 92.18%
MATE1 inhibitior - 0.8200 82.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior + 0.9041 90.41%
P-glycoprotein inhibitior + 0.7082 70.82%
P-glycoprotein substrate - 0.8453 84.53%
CYP3A4 substrate + 0.6874 68.74%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8603 86.03%
CYP3A4 inhibition - 0.7119 71.19%
CYP2C9 inhibition - 0.8105 81.05%
CYP2C19 inhibition - 0.8417 84.17%
CYP2D6 inhibition - 0.9573 95.73%
CYP1A2 inhibition - 0.8849 88.49%
CYP2C8 inhibition + 0.5000 50.00%
CYP inhibitory promiscuity - 0.9083 90.83%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.8963 89.63%
Carcinogenicity (trinary) Non-required 0.6402 64.02%
Eye corrosion - 0.9919 99.19%
Eye irritation - 0.8972 89.72%
Skin irritation - 0.5869 58.69%
Skin corrosion - 0.9780 97.80%
Ames mutagenesis - 0.8000 80.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7269 72.69%
Micronuclear - 0.5700 57.00%
Hepatotoxicity - 0.8875 88.75%
skin sensitisation - 0.6284 62.84%
Respiratory toxicity - 0.5556 55.56%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity + 0.7375 73.75%
Nephrotoxicity - 0.6015 60.15%
Acute Oral Toxicity (c) III 0.8325 83.25%
Estrogen receptor binding + 0.7726 77.26%
Androgen receptor binding + 0.6965 69.65%
Thyroid receptor binding + 0.6631 66.31%
Glucocorticoid receptor binding + 0.8123 81.23%
Aromatase binding + 0.7309 73.09%
PPAR gamma + 0.7164 71.64%
Honey bee toxicity - 0.7785 77.85%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity + 0.5200 52.00%
Fish aquatic toxicity + 0.9973 99.73%

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 97.25% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.17% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.81% 94.45%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 88.58% 82.69%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.25% 97.09%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 86.97% 95.17%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 86.85% 96.77%
CHEMBL340 P08684 Cytochrome P450 3A4 86.53% 91.19%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.24% 95.89%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 83.38% 85.30%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.33% 95.56%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.93% 100.00%
CHEMBL2581 P07339 Cathepsin D 82.78% 98.95%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 82.71% 94.33%
CHEMBL5028 O14672 ADAM10 80.09% 97.50%

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.
Betula dahurica
Eucalyptus globulus
Guazuma ulmifolia
Guilandina volkensii
Phytolacca dodecandra
Polylepis australis
Primula integrifolia
Radermachera xylocarpa

Cross-Links

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PubChem 10255859
NPASS NPC46912
ChEMBL CHEMBL2380326
LOTUS LTS0019909
wikiData Q105293105