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[(1S,10S,11R,13S,14R,15S)-14-hydroxy-15-methyl-6-azatetracyclo[8.6.0.01,6.02,13]hexadec-2-en-11-yl] (E)-3-(4-hydroxy-3-methoxyphenyl)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 34c508f3-78ab-4468-82d4-cbd91d4c1e27
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
IUPAC Name [(1S,10S,11R,13S,14R,15S)-14-hydroxy-15-methyl-6-azatetracyclo[8.6.0.01,6.02,13]hexadec-2-en-11-yl] (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate
SMILES (Canonical) CC1CC23C4CCCN2CCC=C3C(C1O)CC4OC(=O)C=CC5=CC(=C(C=C5)O)OC
SMILES (Isomeric) C[C@H]1C[C@@]23[C@@H]4CCCN2CCC=C3[C@@H]([C@@H]1O)C[C@H]4OC(=O)/C=C/C5=CC(=C(C=C5)O)OC
InChI InChI=1S/C26H33NO5/c1-16-15-26-19-5-3-11-27(26)12-4-6-20(26)22(14-18(19)25(16)30)32-24(29)10-8-17-7-9-21(28)23(13-17)31-2/h5,7-10,13,16,18,20,22,25,28,30H,3-4,6,11-12,14-15H2,1-2H3/b10-8+/t16-,18-,20+,22+,25+,26+/m0/s1
InChI Key JUXDPHXWDQRBQF-KPHSPBGUSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C26H33NO5
Molecular Weight 439.50 g/mol
Exact Mass 439.23587315 g/mol
Topological Polar Surface Area (TPSA) 79.20 Ų
XlogP 3.30
Atomic LogP (AlogP) 3.53
H-Bond Acceptor 6
H-Bond Donor 2
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,10S,11R,13S,14R,15S)-14-hydroxy-15-methyl-6-azatetracyclo[8.6.0.01,6.02,13]hexadec-2-en-11-yl] (E)-3-(4-hydroxy-3-methoxyphenyl)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 + 0.9475 94.75%
Caco-2 - 0.6934 69.34%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.7571 75.71%
Subcellular localzation Mitochondria 0.8205 82.05%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9125 91.25%
OATP1B3 inhibitior + 0.9355 93.55%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.6250 62.50%
BSEP inhibitior + 0.8423 84.23%
P-glycoprotein inhibitior + 0.7508 75.08%
P-glycoprotein substrate + 0.5326 53.26%
CYP3A4 substrate + 0.6857 68.57%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7156 71.56%
CYP3A4 inhibition - 0.9142 91.42%
CYP2C9 inhibition - 0.8596 85.96%
CYP2C19 inhibition - 0.8056 80.56%
CYP2D6 inhibition - 0.5801 58.01%
CYP1A2 inhibition - 0.7761 77.61%
CYP2C8 inhibition + 0.7910 79.10%
CYP inhibitory promiscuity - 0.9073 90.73%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9300 93.00%
Carcinogenicity (trinary) Non-required 0.5257 52.57%
Eye corrosion - 0.9890 98.90%
Eye irritation - 0.9708 97.08%
Skin irritation - 0.7522 75.22%
Skin corrosion - 0.9380 93.80%
Ames mutagenesis - 0.7100 71.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6782 67.82%
Micronuclear + 0.5600 56.00%
Hepatotoxicity - 0.5481 54.81%
skin sensitisation - 0.8322 83.22%
Respiratory toxicity + 0.6556 65.56%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.9500 95.00%
Nephrotoxicity - 0.9426 94.26%
Acute Oral Toxicity (c) III 0.5932 59.32%
Estrogen receptor binding + 0.8309 83.09%
Androgen receptor binding + 0.7151 71.51%
Thyroid receptor binding + 0.6165 61.65%
Glucocorticoid receptor binding + 0.7892 78.92%
Aromatase binding + 0.6466 64.66%
PPAR gamma + 0.6059 60.59%
Honey bee toxicity - 0.7761 77.61%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.5445 54.45%
Fish aquatic toxicity + 0.8976 89.76%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.21% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.89% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 96.96% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 95.67% 86.33%
CHEMBL241 Q14432 Phosphodiesterase 3A 95.37% 92.94%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 94.87% 96.00%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 94.31% 89.62%
CHEMBL1806 P11388 DNA topoisomerase II alpha 94.14% 89.00%
CHEMBL5203 P33316 dUTP pyrophosphatase 93.41% 99.18%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 93.17% 91.03%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.96% 97.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.79% 95.89%
CHEMBL4208 P20618 Proteasome component C5 90.57% 90.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 87.24% 85.14%
CHEMBL2535 P11166 Glucose transporter 86.02% 98.75%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 85.60% 94.08%
CHEMBL340 P08684 Cytochrome P450 3A4 85.44% 91.19%
CHEMBL3788 O00444 Serine/threonine-protein kinase PLK4 85.05% 83.65%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 84.97% 94.45%
CHEMBL2146302 O94925 Glutaminase kidney isoform, mitochondrial 84.37% 100.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.37% 100.00%
CHEMBL2581 P07339 Cathepsin D 83.64% 98.95%
CHEMBL2085 P14174 Macrophage migration inhibitory factor 81.59% 80.78%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 81.19% 90.24%
CHEMBL1907599 P05556 Integrin alpha-4/beta-1 81.09% 92.86%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.62% 97.14%

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 11339638
LOTUS LTS0159133
wikiData Q105251882