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[(1S,2S,4R,8R,9S,10Z,12R)-12-hydroxy-11-(hydroxymethyl)-1,5-dimethyl-8-propan-2-yl-15-oxatricyclo[10.2.1.04,9]pentadeca-5,10,13-trien-2-yl] (E)-3-(1-methylimidazol-4-yl)prop-2-enoate

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

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Internal ID 0ea42d98-1a10-41c4-981a-97d405319d4f
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
IUPAC Name [(1S,2S,4R,8R,9S,10Z,12R)-12-hydroxy-11-(hydroxymethyl)-1,5-dimethyl-8-propan-2-yl-15-oxatricyclo[10.2.1.04,9]pentadeca-5,10,13-trien-2-yl] (E)-3-(1-methylimidazol-4-yl)prop-2-enoate
SMILES (Canonical) CC1=CCC(C2C1CC(C3(C=CC(O3)(C(=C2)CO)O)C)OC(=O)C=CC4=CN(C=N4)C)C(C)C
SMILES (Isomeric) CC1=CC[C@@H]([C@@H]/2[C@H]1C[C@@H]([C@@]3(C=C[C@@](O3)(/C(=C2)/CO)O)C)OC(=O)/C=C/C4=CN(C=N4)C)C(C)C
InChI InChI=1S/C27H36N2O5/c1-17(2)21-8-6-18(3)22-13-24(33-25(31)9-7-20-14-29(5)16-28-20)26(4)10-11-27(32,34-26)19(15-30)12-23(21)22/h6-7,9-12,14,16-17,21-24,30,32H,8,13,15H2,1-5H3/b9-7+,19-12-/t21-,22+,23-,24+,26+,27-/m1/s1
InChI Key MMOHACKIWUXFNF-IDDQVFIJSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C27H36N2O5
Molecular Weight 468.60 g/mol
Exact Mass 468.26242225 g/mol
Topological Polar Surface Area (TPSA) 93.80 Ų
XlogP 2.60
Atomic LogP (AlogP) 3.56
H-Bond Acceptor 7
H-Bond Donor 2
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,2S,4R,8R,9S,10Z,12R)-12-hydroxy-11-(hydroxymethyl)-1,5-dimethyl-8-propan-2-yl-15-oxatricyclo[10.2.1.04,9]pentadeca-5,10,13-trien-2-yl] (E)-3-(1-methylimidazol-4-yl)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 + 0.9425 94.25%
Caco-2 - 0.7100 71.00%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Lysosomes 0.3711 37.11%
OATP2B1 inhibitior - 0.8566 85.66%
OATP1B1 inhibitior + 0.8585 85.85%
OATP1B3 inhibitior + 0.9203 92.03%
MATE1 inhibitior - 0.8412 84.12%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.9802 98.02%
P-glycoprotein inhibitior + 0.7628 76.28%
P-glycoprotein substrate + 0.6012 60.12%
CYP3A4 substrate + 0.6953 69.53%
CYP2C9 substrate - 0.8044 80.44%
CYP2D6 substrate - 0.8867 88.67%
CYP3A4 inhibition - 0.8795 87.95%
CYP2C9 inhibition - 0.7908 79.08%
CYP2C19 inhibition - 0.7654 76.54%
CYP2D6 inhibition - 0.8777 87.77%
CYP1A2 inhibition - 0.6893 68.93%
CYP2C8 inhibition + 0.6315 63.15%
CYP inhibitory promiscuity - 0.5874 58.74%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.8900 89.00%
Carcinogenicity (trinary) Non-required 0.5127 51.27%
Eye corrosion - 0.9843 98.43%
Eye irritation - 0.9632 96.32%
Skin irritation - 0.7677 76.77%
Skin corrosion - 0.9323 93.23%
Ames mutagenesis - 0.5200 52.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7305 73.05%
Micronuclear + 0.7400 74.00%
Hepatotoxicity + 0.5027 50.27%
skin sensitisation - 0.8368 83.68%
Respiratory toxicity + 0.8000 80.00%
Reproductive toxicity + 0.8222 82.22%
Mitochondrial toxicity + 0.8500 85.00%
Nephrotoxicity - 0.8127 81.27%
Acute Oral Toxicity (c) III 0.5956 59.56%
Estrogen receptor binding + 0.8104 81.04%
Androgen receptor binding + 0.6510 65.10%
Thyroid receptor binding + 0.7109 71.09%
Glucocorticoid receptor binding + 0.7851 78.51%
Aromatase binding + 0.6490 64.90%
PPAR gamma + 0.7210 72.10%
Honey bee toxicity - 0.7817 78.17%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.6200 62.00%
Fish aquatic toxicity + 0.7434 74.34%

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 99.07% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.14% 94.45%
CHEMBL1806 P11388 DNA topoisomerase II alpha 94.18% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.19% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.80% 86.33%
CHEMBL4208 P20618 Proteasome component C5 90.46% 90.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.87% 97.09%
CHEMBL1937 Q92769 Histone deacetylase 2 89.43% 94.75%
CHEMBL2581 P07339 Cathepsin D 89.06% 98.95%
CHEMBL253 P34972 Cannabinoid CB2 receptor 87.79% 97.25%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 87.25% 96.77%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 86.54% 91.11%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 86.47% 94.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 85.92% 85.14%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 85.56% 100.00%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 84.88% 96.95%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 84.35% 97.21%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.98% 95.89%
CHEMBL3192 Q9BY41 Histone deacetylase 8 81.53% 93.99%
CHEMBL3359 P21462 Formyl peptide receptor 1 81.20% 93.56%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 81.04% 91.07%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.94% 95.89%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 10766689
LOTUS LTS0229723
wikiData Q105167936