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Xiamycin methyl ester

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 c4947307-3e7c-450e-8848-53c8690d258f
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
IUPAC Name methyl (16R,17S,18S,21S)-18-hydroxy-17,21-dimethyl-10-azapentacyclo[11.8.0.03,11.04,9.016,21]henicosa-1,3(11),4,6,8,12-hexaene-17-carboxylate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C24H27NO3/c1-23-11-10-21(26)24(2,22(27)28-3)20(23)9-8-14-12-19-16(13-17(14)23)15-6-4-5-7-18(15)25-19/h4-7,12-13,20-21,25-26H,8-11H2,1-3H3/t20-,21+,23-,24+/m1/s1
InChI Key QGSPVLSFRSZVTG-JSRBNTPPSA-N
Popularity 4 references in papers

Physical and Chemical Properties

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Molecular Formula C24H27NO3
Molecular Weight 377.50 g/mol
Exact Mass 377.19909372 g/mol
Topological Polar Surface Area (TPSA) 62.30 Ų
XlogP 5.50
Atomic LogP (AlogP) 4.48
H-Bond Acceptor 3
H-Bond Donor 2
Rotatable Bonds 1

Synonyms

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methyl (16R,17S,18S,21S)-18-hydroxy-17,21-dimethyl-10-azapentacyclo[11.8.0.03,11.04,9.016,21]henicosa-1,3(11),4,6,8,12-hexaene-17-carboxylate
Methyl (16R,17S,18S,21S)-18-hydroxy-17,21-dimethyl-10-azapentacyclo(11.8.0.0,.0,.0,)henicosa-1,3(11),4,6,8,12-hexaene-17-carboxylic acid
methyl (16R,17S,18S,21S)-18-hydroxy-17,21-dimethyl-10-azapentacyclo(11.8.0.03,11.04,9.016,21)henicosa-1,3(11),4,6,8,12-hexaene-17-carboxylate
Methyl (16R,17S,18S,21S)-18-hydroxy-17,21-dimethyl-10-azapentacyclo[11.8.0.0,.0,.0,]henicosa-1,3(11),4,6,8,12-hexaene-17-carboxylic acid
RefChem:195354
CHEMBL1270031
CHEBI:198295
methyl hydroxy(dimethyl)[?]carboxylate
Methyl (3S,4S,4aR,13bS)-3-hydroxy-4,13b-dimethyl-2,3,4,4a,5,6,8,13b-octahydro-1H-naphtho[2,1-b]carbazole-4-carboxylate

2D Structure

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2D Structure of Xiamycin methyl ester

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9960 99.60%
Caco-2 + 0.6041 60.41%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Mitochondria 0.6303 63.03%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9072 90.72%
OATP1B3 inhibitior + 0.9129 91.29%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.6250 62.50%
BSEP inhibitior + 0.9819 98.19%
P-glycoprotein inhibitior + 0.7215 72.15%
P-glycoprotein substrate - 0.5260 52.60%
CYP3A4 substrate + 0.7228 72.28%
CYP2C9 substrate - 0.8038 80.38%
CYP2D6 substrate - 0.7322 73.22%
CYP3A4 inhibition - 0.5766 57.66%
CYP2C9 inhibition - 0.7607 76.07%
CYP2C19 inhibition - 0.6947 69.47%
CYP2D6 inhibition - 0.9207 92.07%
CYP1A2 inhibition + 0.6740 67.40%
CYP2C8 inhibition + 0.6776 67.76%
CYP inhibitory promiscuity - 0.7500 75.00%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9100 91.00%
Carcinogenicity (trinary) Non-required 0.5515 55.15%
Eye corrosion - 0.9944 99.44%
Eye irritation - 0.9703 97.03%
Skin irritation - 0.7417 74.17%
Skin corrosion - 0.9382 93.82%
Ames mutagenesis + 0.5400 54.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8535 85.35%
Micronuclear - 0.6500 65.00%
Hepatotoxicity - 0.7125 71.25%
skin sensitisation - 0.8953 89.53%
Respiratory toxicity + 0.7333 73.33%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.9375 93.75%
Nephrotoxicity - 0.8324 83.24%
Acute Oral Toxicity (c) III 0.4176 41.76%
Estrogen receptor binding + 0.8811 88.11%
Androgen receptor binding + 0.6632 66.32%
Thyroid receptor binding + 0.7625 76.25%
Glucocorticoid receptor binding + 0.8005 80.05%
Aromatase binding + 0.6540 65.40%
PPAR gamma + 0.6423 64.23%
Honey bee toxicity - 0.8029 80.29%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.5200 52.00%
Fish aquatic toxicity + 0.9593 95.93%

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 99.61% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.86% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.24% 94.45%
CHEMBL4040 P28482 MAP kinase ERK2 95.13% 83.82%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.82% 95.56%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 91.00% 94.23%
CHEMBL2581 P07339 Cathepsin D 90.77% 98.95%
CHEMBL2535 P11166 Glucose transporter 90.74% 98.75%
CHEMBL2041 P07949 Tyrosine-protein kinase receptor RET 89.72% 91.79%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.97% 99.23%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.75% 97.09%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 86.32% 94.08%
CHEMBL255 P29275 Adenosine A2b receptor 86.11% 98.59%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 85.81% 94.62%
CHEMBL5028 O14672 ADAM10 85.76% 97.50%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 85.51% 92.62%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 84.79% 93.03%
CHEMBL241 Q14432 Phosphodiesterase 3A 84.14% 92.94%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.47% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.27% 100.00%
CHEMBL340 P08684 Cytochrome P450 3A4 81.66% 91.19%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.52% 89.00%
CHEMBL1951 P21397 Monoamine oxidase A 81.40% 91.49%
CHEMBL3192 Q9BY41 Histone deacetylase 8 80.81% 93.99%
CHEMBL2094127 P06493 Cyclin-dependent kinase 1/cyclin B 80.22% 96.00%

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 50898452
LOTUS LTS0166438
wikiData Q75059163