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[(1S,2S,4R,8R,9S,10Z,12R)-12-hydroxy-1,5,11-trimethyl-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 1264ce64-d596-4f83-9d42-631710f80497
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
IUPAC Name [(1S,2S,4R,8R,9S,10Z,12R)-12-hydroxy-1,5,11-trimethyl-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)C)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)/C)O)C)OC(=O)/C=C/C4=CN(C=N4)C)C(C)C
InChI InChI=1S/C27H36N2O4/c1-17(2)21-9-7-18(3)22-14-24(32-25(30)10-8-20-15-29(6)16-28-20)26(5)11-12-27(31,33-26)19(4)13-23(21)22/h7-8,10-13,15-17,21-24,31H,9,14H2,1-6H3/b10-8+,19-13-/t21-,22+,23-,24+,26+,27-/m1/s1
InChI Key NQSCDPXIHHPPLC-MDNOMFLVSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C27H36N2O4
Molecular Weight 452.60 g/mol
Exact Mass 452.26750763 g/mol
Topological Polar Surface Area (TPSA) 73.60 Ų
XlogP 3.30
Atomic LogP (AlogP) 4.58
H-Bond Acceptor 6
H-Bond Donor 1
Rotatable Bonds 4

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-1,5,11-trimethyl-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 + 0.9713 97.13%
Caco-2 - 0.6654 66.54%
Blood Brain Barrier + 0.7250 72.50%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.3889 38.89%
OATP2B1 inhibitior - 0.8587 85.87%
OATP1B1 inhibitior + 0.8714 87.14%
OATP1B3 inhibitior + 0.9203 92.03%
MATE1 inhibitior - 0.8200 82.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.9568 95.68%
P-glycoprotein inhibitior + 0.7652 76.52%
P-glycoprotein substrate + 0.5645 56.45%
CYP3A4 substrate + 0.6935 69.35%
CYP2C9 substrate - 0.6119 61.19%
CYP2D6 substrate - 0.8887 88.87%
CYP3A4 inhibition - 0.6255 62.55%
CYP2C9 inhibition - 0.7240 72.40%
CYP2C19 inhibition - 0.6641 66.41%
CYP2D6 inhibition - 0.8070 80.70%
CYP1A2 inhibition - 0.5957 59.57%
CYP2C8 inhibition + 0.6330 63.30%
CYP inhibitory promiscuity - 0.5701 57.01%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.8300 83.00%
Carcinogenicity (trinary) Non-required 0.4302 43.02%
Eye corrosion - 0.9841 98.41%
Eye irritation - 0.9626 96.26%
Skin irritation - 0.7572 75.72%
Skin corrosion - 0.9289 92.89%
Ames mutagenesis - 0.5200 52.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7020 70.20%
Micronuclear + 0.7200 72.00%
Hepatotoxicity + 0.5125 51.25%
skin sensitisation - 0.8341 83.41%
Respiratory toxicity + 0.7778 77.78%
Reproductive toxicity + 0.7556 75.56%
Mitochondrial toxicity + 0.8250 82.50%
Nephrotoxicity - 0.7636 76.36%
Acute Oral Toxicity (c) III 0.5961 59.61%
Estrogen receptor binding + 0.8048 80.48%
Androgen receptor binding + 0.6248 62.48%
Thyroid receptor binding + 0.7074 70.74%
Glucocorticoid receptor binding + 0.7751 77.51%
Aromatase binding + 0.6303 63.03%
PPAR gamma + 0.7097 70.97%
Honey bee toxicity - 0.8054 80.54%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.5600 56.00%
Fish aquatic toxicity + 0.8623 86.23%

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 98.32% 96.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 94.91% 89.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.06% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.82% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.23% 86.33%
CHEMBL4208 P20618 Proteasome component C5 90.57% 90.00%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 87.53% 100.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 87.10% 85.14%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.93% 97.09%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 86.82% 97.21%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 86.09% 94.00%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 85.72% 96.77%
CHEMBL2581 P07339 Cathepsin D 85.02% 98.95%
CHEMBL1937 Q92769 Histone deacetylase 2 84.35% 94.75%
CHEMBL3359 P21462 Formyl peptide receptor 1 84.29% 93.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.86% 95.89%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 83.08% 95.89%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.95% 99.23%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 82.19% 91.11%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 82.18% 95.50%
CHEMBL253 P34972 Cannabinoid CB2 receptor 80.64% 97.25%
CHEMBL284 P27487 Dipeptidyl peptidase IV 80.00% 95.69%

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.
There are no matching plants.

Cross-Links

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PubChem 15515759
LOTUS LTS0057064
wikiData Q105184060