[5-Ethenyl-3-hydroxy-4-(3-hydroxyprop-1-en-2-yl)-2-(3-methoxy-3-oxoprop-1-en-2-yl)-5-methylcyclohexyl] 2-(acetyloxymethyl)prop-2-enoate

Details

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Internal ID 7f56a937-e262-444f-8e9e-cf9af2ec70dd
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Elemane sesquiterpenoids
IUPAC Name [5-ethenyl-3-hydroxy-4-(3-hydroxyprop-1-en-2-yl)-2-(3-methoxy-3-oxoprop-1-en-2-yl)-5-methylcyclohexyl] 2-(acetyloxymethyl)prop-2-enoate
SMILES (Canonical) CC(=O)OCC(=C)C(=O)OC1CC(C(C(C1C(=C)C(=O)OC)O)C(=C)CO)(C)C=C
SMILES (Isomeric) CC(=O)OCC(=C)C(=O)OC1CC(C(C(C1C(=C)C(=O)OC)O)C(=C)CO)(C)C=C
InChI InChI=1S/C22H30O8/c1-8-22(6)9-16(30-20(26)13(3)11-29-15(5)24)17(14(4)21(27)28-7)19(25)18(22)12(2)10-23/h8,16-19,23,25H,1-4,9-11H2,5-7H3
InChI Key WTUVNSMRGWZWER-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C22H30O8
Molecular Weight 422.50 g/mol
Exact Mass 422.19406791 g/mol
Topological Polar Surface Area (TPSA) 119.00 Ų
XlogP 2.20
Atomic LogP (AlogP) 1.48
H-Bond Acceptor 8
H-Bond Donor 2
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [5-Ethenyl-3-hydroxy-4-(3-hydroxyprop-1-en-2-yl)-2-(3-methoxy-3-oxoprop-1-en-2-yl)-5-methylcyclohexyl] 2-(acetyloxymethyl)prop-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 + 0.9104 91.04%
Caco-2 - 0.7898 78.98%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability + 0.5286 52.86%
Subcellular localzation Mitochondria 0.8303 83.03%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9153 91.53%
OATP1B3 inhibitior + 0.8703 87.03%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.8593 85.93%
BSEP inhibitior + 0.7253 72.53%
P-glycoprotein inhibitior - 0.5465 54.65%
P-glycoprotein substrate + 0.5364 53.64%
CYP3A4 substrate + 0.6706 67.06%
CYP2C9 substrate - 0.8111 81.11%
CYP2D6 substrate - 0.8904 89.04%
CYP3A4 inhibition - 0.7613 76.13%
CYP2C9 inhibition - 0.8695 86.95%
CYP2C19 inhibition - 0.7833 78.33%
CYP2D6 inhibition - 0.9160 91.60%
CYP1A2 inhibition - 0.7748 77.48%
CYP2C8 inhibition - 0.6510 65.10%
CYP inhibitory promiscuity - 0.9383 93.83%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.7383 73.83%
Carcinogenicity (trinary) Non-required 0.6688 66.88%
Eye corrosion - 0.9816 98.16%
Eye irritation - 0.9158 91.58%
Skin irritation - 0.7351 73.51%
Skin corrosion - 0.9751 97.51%
Ames mutagenesis - 0.5544 55.44%
Human Ether-a-go-go-Related Gene inhibition - 0.6393 63.93%
Micronuclear - 0.8200 82.00%
Hepatotoxicity - 0.5644 56.44%
skin sensitisation - 0.7284 72.84%
Respiratory toxicity - 0.5222 52.22%
Reproductive toxicity + 0.5889 58.89%
Mitochondrial toxicity - 0.6125 61.25%
Nephrotoxicity + 0.8115 81.15%
Acute Oral Toxicity (c) III 0.5966 59.66%
Estrogen receptor binding + 0.5833 58.33%
Androgen receptor binding + 0.6135 61.35%
Thyroid receptor binding + 0.5427 54.27%
Glucocorticoid receptor binding + 0.6709 67.09%
Aromatase binding + 0.5617 56.17%
PPAR gamma - 0.5742 57.42%
Honey bee toxicity - 0.5553 55.53%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5700 57.00%
Fish aquatic toxicity + 0.9724 97.24%

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 98.53% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.52% 91.11%
CHEMBL4040 P28482 MAP kinase ERK2 92.85% 83.82%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.14% 94.45%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 91.63% 85.14%
CHEMBL340 P08684 Cytochrome P450 3A4 90.68% 91.19%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 90.50% 91.24%
CHEMBL221 P23219 Cyclooxygenase-1 89.72% 90.17%
CHEMBL3437 Q16853 Amine oxidase, copper containing 89.41% 94.00%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 87.38% 94.33%
CHEMBL3060 Q9Y345 Glycine transporter 2 82.82% 99.17%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 82.47% 95.50%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.90% 100.00%
CHEMBL4482 O96013 Serine/threonine-protein kinase PAK 4 81.59% 95.42%
CHEMBL2581 P07339 Cathepsin D 80.89% 98.95%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 80.75% 96.00%
CHEMBL2413 P32246 C-C chemokine receptor type 1 80.69% 89.50%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 80.60% 95.71%
CHEMBL5028 O14672 ADAM10 80.45% 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.
Onopordum illyricum

Cross-Links

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PubChem 162845615
LOTUS LTS0159162
wikiData Q105312805