20-Hydroxy-7,8,14,15,19,19-hexamethyl-12-(2-methylbut-2-enoyloxy)-3-oxo-21-oxahexacyclo[18.2.2.01,18.02,15.05,14.06,11]tetracos-4-ene-11-carboxylic acid

Details

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Internal ID 0dcfea1e-84b0-4f5b-bdbd-e18015812258
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name 20-hydroxy-7,8,14,15,19,19-hexamethyl-12-(2-methylbut-2-enoyloxy)-3-oxo-21-oxahexacyclo[18.2.2.01,18.02,15.05,14.06,11]tetracos-4-ene-11-carboxylic acid
SMILES (Canonical) CC=C(C)C(=O)OC1CC2(C(=CC(=O)C3C2(CCC4C35CCC(C4(C)C)(OC5)O)C)C6C1(CCC(C6C)C)C(=O)O)C
SMILES (Isomeric) CC=C(C)C(=O)OC1CC2(C(=CC(=O)C3C2(CCC4C35CCC(C4(C)C)(OC5)O)C)C6C1(CCC(C6C)C)C(=O)O)C
InChI InChI=1S/C35H50O7/c1-9-19(2)28(37)42-25-17-32(8)22(26-21(4)20(3)10-13-34(25,26)29(38)39)16-23(36)27-31(32,7)12-11-24-30(5,6)35(40)15-14-33(24,27)18-41-35/h9,16,20-21,24-27,40H,10-15,17-18H2,1-8H3,(H,38,39)
InChI Key RIFGKKAKYIDYED-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C35H50O7
Molecular Weight 582.80 g/mol
Exact Mass 582.35565393 g/mol
Topological Polar Surface Area (TPSA) 110.00 Ų
XlogP 5.90
Atomic LogP (AlogP) 6.09
H-Bond Acceptor 6
H-Bond Donor 2
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 20-Hydroxy-7,8,14,15,19,19-hexamethyl-12-(2-methylbut-2-enoyloxy)-3-oxo-21-oxahexacyclo[18.2.2.01,18.02,15.05,14.06,11]tetracos-4-ene-11-carboxylic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9788 97.88%
Caco-2 - 0.7228 72.28%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.5286 52.86%
Subcellular localzation Mitochondria 0.9030 90.30%
OATP2B1 inhibitior - 0.8597 85.97%
OATP1B1 inhibitior + 0.7566 75.66%
OATP1B3 inhibitior + 0.8777 87.77%
MATE1 inhibitior - 0.7200 72.00%
OCT2 inhibitior - 0.5683 56.83%
BSEP inhibitior + 0.9870 98.70%
P-glycoprotein inhibitior + 0.7866 78.66%
P-glycoprotein substrate + 0.5292 52.92%
CYP3A4 substrate + 0.7053 70.53%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8917 89.17%
CYP3A4 inhibition - 0.7090 70.90%
CYP2C9 inhibition - 0.8284 82.84%
CYP2C19 inhibition - 0.9082 90.82%
CYP2D6 inhibition - 0.9448 94.48%
CYP1A2 inhibition - 0.6231 62.31%
CYP2C8 inhibition + 0.6847 68.47%
CYP inhibitory promiscuity - 0.9476 94.76%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.6441 64.41%
Eye corrosion - 0.9909 99.09%
Eye irritation - 0.9252 92.52%
Skin irritation - 0.5313 53.13%
Skin corrosion - 0.9470 94.70%
Ames mutagenesis - 0.6815 68.15%
Human Ether-a-go-go-Related Gene inhibition - 0.4495 44.95%
Micronuclear - 0.7200 72.00%
Hepatotoxicity - 0.5092 50.92%
skin sensitisation - 0.8250 82.50%
Respiratory toxicity + 0.5889 58.89%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.6750 67.50%
Nephrotoxicity + 0.5213 52.13%
Acute Oral Toxicity (c) III 0.5564 55.64%
Estrogen receptor binding + 0.7615 76.15%
Androgen receptor binding + 0.7566 75.66%
Thyroid receptor binding + 0.5872 58.72%
Glucocorticoid receptor binding + 0.8606 86.06%
Aromatase binding + 0.7995 79.95%
PPAR gamma + 0.7143 71.43%
Honey bee toxicity - 0.7635 76.35%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity - 0.5300 53.00%
Fish aquatic toxicity + 0.9890 98.90%

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 97.40% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.81% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.48% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.56% 95.56%
CHEMBL3746 P80365 11-beta-hydroxysteroid dehydrogenase 2 90.66% 94.78%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 90.61% 93.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 89.80% 99.23%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.58% 89.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 85.73% 91.07%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 85.55% 82.69%
CHEMBL241 Q14432 Phosphodiesterase 3A 85.47% 92.94%
CHEMBL340 P08684 Cytochrome P450 3A4 85.25% 91.19%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.74% 95.89%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 84.41% 97.14%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.08% 86.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.52% 97.09%
CHEMBL2581 P07339 Cathepsin D 82.95% 98.95%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.47% 100.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.34% 100.00%

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.
Lantana camara

Cross-Links

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PubChem 162851353
LOTUS LTS0183301
wikiData Q105236813