(5-Acetyloxy-3-hydroxy-7-methyl-4-propan-2-ylcyclodeca-1,7-dien-1-yl)methyl 2-methylbut-2-enoate

Details

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Internal ID 5f2f6c9f-67a3-403d-83e3-fd8cb2744276
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Germacrane sesquiterpenoids
IUPAC Name (5-acetyloxy-3-hydroxy-7-methyl-4-propan-2-ylcyclodeca-1,7-dien-1-yl)methyl 2-methylbut-2-enoate
SMILES (Canonical) CC=C(C)C(=O)OCC1=CC(C(C(CC(=CCC1)C)OC(=O)C)C(C)C)O
SMILES (Isomeric) CC=C(C)C(=O)OCC1=CC(C(C(CC(=CCC1)C)OC(=O)C)C(C)C)O
InChI InChI=1S/C22H34O5/c1-7-16(5)22(25)26-13-18-10-8-9-15(4)11-20(27-17(6)23)21(14(2)3)19(24)12-18/h7,9,12,14,19-21,24H,8,10-11,13H2,1-6H3
InChI Key VGTTVAAIDFWDEA-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C22H34O5
Molecular Weight 378.50 g/mol
Exact Mass 378.24062418 g/mol
Topological Polar Surface Area (TPSA) 72.80 Ų
XlogP 3.50
Atomic LogP (AlogP) 4.12
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 (5-Acetyloxy-3-hydroxy-7-methyl-4-propan-2-ylcyclodeca-1,7-dien-1-yl)methyl 2-methylbut-2-enoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9779 97.79%
Caco-2 + 0.6256 62.56%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.9026 90.26%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9021 90.21%
OATP1B3 inhibitior + 0.9101 91.01%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.6250 62.50%
BSEP inhibitior + 0.8434 84.34%
P-glycoprotein inhibitior - 0.4299 42.99%
P-glycoprotein substrate - 0.6843 68.43%
CYP3A4 substrate + 0.6072 60.72%
CYP2C9 substrate - 0.5918 59.18%
CYP2D6 substrate - 0.8997 89.97%
CYP3A4 inhibition - 0.7072 70.72%
CYP2C9 inhibition - 0.7333 73.33%
CYP2C19 inhibition - 0.7511 75.11%
CYP2D6 inhibition - 0.8611 86.11%
CYP1A2 inhibition + 0.5130 51.30%
CYP2C8 inhibition - 0.6928 69.28%
CYP inhibitory promiscuity - 0.9038 90.38%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.8428 84.28%
Carcinogenicity (trinary) Non-required 0.6731 67.31%
Eye corrosion - 0.9787 97.87%
Eye irritation - 0.9026 90.26%
Skin irritation - 0.6295 62.95%
Skin corrosion - 0.9816 98.16%
Ames mutagenesis - 0.5500 55.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4703 47.03%
Micronuclear - 0.8800 88.00%
Hepatotoxicity + 0.5125 51.25%
skin sensitisation - 0.7459 74.59%
Respiratory toxicity - 0.6333 63.33%
Reproductive toxicity - 0.5053 50.53%
Mitochondrial toxicity - 0.6375 63.75%
Nephrotoxicity + 0.5186 51.86%
Acute Oral Toxicity (c) III 0.5934 59.34%
Estrogen receptor binding + 0.6439 64.39%
Androgen receptor binding - 0.6328 63.28%
Thyroid receptor binding + 0.5175 51.75%
Glucocorticoid receptor binding + 0.6546 65.46%
Aromatase binding - 0.5159 51.59%
PPAR gamma - 0.6603 66.03%
Honey bee toxicity - 0.7460 74.60%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.6406 64.06%
Fish aquatic toxicity + 0.9919 99.19%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.09% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.57% 91.11%
CHEMBL2581 P07339 Cathepsin D 94.50% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.97% 94.45%
CHEMBL253 P34972 Cannabinoid CB2 receptor 91.32% 97.25%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.29% 95.56%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 87.49% 96.47%
CHEMBL3060 Q9Y345 Glycine transporter 2 86.04% 99.17%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 85.43% 98.75%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 84.50% 96.95%
CHEMBL5852 Q96P65 Pyroglutamylated RFamide peptide receptor 84.00% 85.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.35% 95.89%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 83.08% 97.21%
CHEMBL221 P23219 Cyclooxygenase-1 83.05% 90.17%
CHEMBL3401 O75469 Pregnane X receptor 81.06% 94.73%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 81.03% 89.62%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 81.01% 91.24%

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.
Thapsia nitida

Cross-Links

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PubChem 73172948
LOTUS LTS0070582
wikiData Q105286054