2-[(1R,3E,7E,10R)-4,8-dimethyl-10-(3-methylbutanoyloxy)cyclodeca-3,7-dien-1-yl]prop-2-enoic acid

Details

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Internal ID 7b8c56c2-2b2d-4d39-a6de-0cf6a84ce629
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Germacrane sesquiterpenoids
IUPAC Name 2-[(1R,3E,7E,10R)-4,8-dimethyl-10-(3-methylbutanoyloxy)cyclodeca-3,7-dien-1-yl]prop-2-enoic acid
SMILES (Canonical) CC1=CCC(C(CC(=CCC1)C)OC(=O)CC(C)C)C(=C)C(=O)O
SMILES (Isomeric) C/C/1=C\C[C@@H]([C@@H](C/C(=C/CC1)/C)OC(=O)CC(C)C)C(=C)C(=O)O
InChI InChI=1S/C20H30O4/c1-13(2)11-19(21)24-18-12-15(4)8-6-7-14(3)9-10-17(18)16(5)20(22)23/h8-9,13,17-18H,5-7,10-12H2,1-4H3,(H,22,23)/b14-9+,15-8+/t17-,18-/m1/s1
InChI Key SVNYSSUCIZGDTL-YTDLGNKISA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C20H30O4
Molecular Weight 334.40 g/mol
Exact Mass 334.21440943 g/mol
Topological Polar Surface Area (TPSA) 63.60 Ų
XlogP 4.00
Atomic LogP (AlogP) 4.67
H-Bond Acceptor 3
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 2-[(1R,3E,7E,10R)-4,8-dimethyl-10-(3-methylbutanoyloxy)cyclodeca-3,7-dien-1-yl]prop-2-enoic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9738 97.38%
Caco-2 + 0.6581 65.81%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.8480 84.80%
OATP2B1 inhibitior - 0.8612 86.12%
OATP1B1 inhibitior + 0.9309 93.09%
OATP1B3 inhibitior + 0.8187 81.87%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 0.6750 67.50%
BSEP inhibitior - 0.6979 69.79%
P-glycoprotein inhibitior - 0.5937 59.37%
P-glycoprotein substrate - 0.7182 71.82%
CYP3A4 substrate + 0.5535 55.35%
CYP2C9 substrate + 0.6165 61.65%
CYP2D6 substrate - 0.9062 90.62%
CYP3A4 inhibition - 0.5121 51.21%
CYP2C9 inhibition - 0.8067 80.67%
CYP2C19 inhibition - 0.7865 78.65%
CYP2D6 inhibition - 0.8861 88.61%
CYP1A2 inhibition - 0.6461 64.61%
CYP2C8 inhibition - 0.7379 73.79%
CYP inhibitory promiscuity - 0.9048 90.48%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.8471 84.71%
Carcinogenicity (trinary) Non-required 0.7411 74.11%
Eye corrosion - 0.9713 97.13%
Eye irritation - 0.8905 89.05%
Skin irritation - 0.5842 58.42%
Skin corrosion - 0.9792 97.92%
Ames mutagenesis - 0.6608 66.08%
Human Ether-a-go-go-Related Gene inhibition + 0.6857 68.57%
Micronuclear - 0.8400 84.00%
Hepatotoxicity + 0.6053 60.53%
skin sensitisation - 0.5838 58.38%
Respiratory toxicity - 0.6111 61.11%
Reproductive toxicity - 0.5053 50.53%
Mitochondrial toxicity + 0.5125 51.25%
Nephrotoxicity + 0.6741 67.41%
Acute Oral Toxicity (c) III 0.6868 68.68%
Estrogen receptor binding - 0.6578 65.78%
Androgen receptor binding - 0.5000 50.00%
Thyroid receptor binding - 0.5352 53.52%
Glucocorticoid receptor binding + 0.6028 60.28%
Aromatase binding - 0.6584 65.84%
PPAR gamma + 0.5678 56.78%
Honey bee toxicity - 0.8645 86.45%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.7255 72.55%
Fish aquatic toxicity + 0.9972 99.72%

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 96.71% 96.09%
CHEMBL2581 P07339 Cathepsin D 95.69% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 91.29% 91.11%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 89.54% 96.47%
CHEMBL221 P23219 Cyclooxygenase-1 87.08% 90.17%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.68% 95.56%
CHEMBL3359 P21462 Formyl peptide receptor 1 85.77% 93.56%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 85.09% 95.89%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 84.13% 94.45%
CHEMBL253 P34972 Cannabinoid CB2 receptor 83.57% 97.25%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 81.50% 96.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.24% 86.33%
CHEMBL3060 Q9Y345 Glycine transporter 2 81.14% 99.17%

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.
Pegolettia senegalensis

Cross-Links

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PubChem 163024303
LOTUS LTS0249708
wikiData Q105262271