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Aurantioemestrin

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 9e7bdbdb-928b-4d01-81ad-80a9eedd2d16
Taxonomy Benzenoids > Benzene and substituted derivatives > Diphenylethers
IUPAC Name [(1S,14S)-5-methyl-3,6-dioxo-4-sulfanylidene-11-oxa-2,5-diazatricyclo[7.5.0.02,7]tetradeca-7,9,12-trien-14-yl] 3-(5-formyl-2-hydroxyphenoxy)-4-methoxybenzoate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C27H20N2O9S/c1-28-24(32)17-10-16-13-36-8-7-20(23(16)29(17)25(33)26(28)39)38-27(34)15-4-6-19(35-2)22(11-15)37-21-9-14(12-30)3-5-18(21)31/h3-13,20,23,31H,1-2H3/t20-,23-/m0/s1
InChI Key WRIFWCQWEAILFB-REWPJTCUSA-N
Popularity 9 references in papers

Physical and Chemical Properties

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Molecular Formula C27H20N2O9S
Molecular Weight 548.50 g/mol
Exact Mass 548.08895139 g/mol
Topological Polar Surface Area (TPSA) 164.00 Ų
XlogP 2.20
Atomic LogP (AlogP) 2.85
H-Bond Acceptor 10
H-Bond Donor 1
Rotatable Bonds 6

Synonyms

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105637-72-7
19666VKA0H
UNII-19666VKA0H
Benzoic acid, 3-(5-formyl-2-hydroxyphenoxy)-4-methoxy-, (5aS,6S)-1,2,3,4,5a,6-hexahydro-2-methyl-1,4-dioxo-3-thioxooxepino(3',4':4,5)pyrrolo(1,2-a)pyrazin-6-yl ester
Benzoic acid, 3-(5-formyl-2-hydroxyphenoxy)-4-methoxy-, 1,2,3,4,5a,6-hexahydro-2-methyl-1,4-dioxo-3-thioxooxepino(3',4':4,5)pyrrolo(1,2-a)pyrazin-6-yl ester, (5as-cis)-
(-)-3-(5-Formyl-2-hydroxyphenyloxy)-4-methoxybenzoic acid (5aS,6S)-1,2,3,4,5a,6-hexahydro-2-methyl-1
[(1S,14S)-5-methyl-3,6-dioxo-4-sulfanylidene-11-oxa-2,5-diazatricyclo[7.5.0.02,7]tetradeca-7,9,12-trien-14-yl] 3-(5-formyl-2-hydroxyphenoxy)-4-methoxybenzoate
NCGC00384899-01

2D Structure

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2D Structure of Aurantioemestrin

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8285 82.85%
Caco-2 - 0.7571 75.71%
Blood Brain Barrier - 0.7000 70.00%
Human oral bioavailability + 0.5286 52.86%
Subcellular localzation Mitochondria 0.4615 46.15%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8505 85.05%
OATP1B3 inhibitior + 0.9316 93.16%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.9644 96.44%
P-glycoprotein inhibitior + 0.8932 89.32%
P-glycoprotein substrate + 0.6360 63.60%
CYP3A4 substrate + 0.6887 68.87%
CYP2C9 substrate - 0.7973 79.73%
CYP2D6 substrate - 0.8226 82.26%
CYP3A4 inhibition - 0.7610 76.10%
CYP2C9 inhibition + 0.5559 55.59%
CYP2C19 inhibition + 0.5635 56.35%
CYP2D6 inhibition - 0.7808 78.08%
CYP1A2 inhibition - 0.5533 55.33%
CYP2C8 inhibition + 0.7950 79.50%
CYP inhibitory promiscuity + 0.5000 50.00%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9100 91.00%
Carcinogenicity (trinary) Non-required 0.4904 49.04%
Eye corrosion - 0.9835 98.35%
Eye irritation - 0.9186 91.86%
Skin irritation - 0.7735 77.35%
Skin corrosion - 0.9290 92.90%
Ames mutagenesis - 0.5200 52.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4222 42.22%
Micronuclear + 0.8400 84.00%
Hepatotoxicity + 0.5500 55.00%
skin sensitisation - 0.8434 84.34%
Respiratory toxicity + 0.7444 74.44%
Reproductive toxicity + 0.8333 83.33%
Mitochondrial toxicity + 0.8500 85.00%
Nephrotoxicity - 0.6911 69.11%
Acute Oral Toxicity (c) III 0.6048 60.48%
Estrogen receptor binding + 0.8125 81.25%
Androgen receptor binding + 0.7144 71.44%
Thyroid receptor binding + 0.6396 63.96%
Glucocorticoid receptor binding + 0.8439 84.39%
Aromatase binding - 0.5835 58.35%
PPAR gamma + 0.7582 75.82%
Honey bee toxicity - 0.7788 77.88%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity + 0.5234 52.34%
Fish aquatic toxicity + 0.9756 97.56%

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
CHEMBL1163101 O75460 Serine/threonine-protein kinase/endoribonuclease IRE1 97.14% 98.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 97.14% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 96.98% 86.33%
CHEMBL2085 P14174 Macrophage migration inhibitory factor 96.54% 80.78%
CHEMBL3194 P02766 Transthyretin 96.04% 90.71%
CHEMBL1951 P21397 Monoamine oxidase A 95.51% 91.49%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 91.89% 96.09%
CHEMBL4208 P20618 Proteasome component C5 91.71% 90.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 91.53% 99.17%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.17% 89.00%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 89.91% 91.11%
CHEMBL2581 P07339 Cathepsin D 89.75% 98.95%
CHEMBL3788 O00444 Serine/threonine-protein kinase PLK4 87.05% 83.65%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.43% 95.89%
CHEMBL340 P08684 Cytochrome P450 3A4 86.28% 91.19%
CHEMBL2535 P11166 Glucose transporter 85.26% 98.75%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 83.79% 97.21%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 83.59% 90.71%
CHEMBL1255126 O15151 Protein Mdm4 83.04% 90.20%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 82.98% 89.62%
CHEMBL3492 P49721 Proteasome Macropain subunit 82.94% 90.24%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 81.95% 96.95%
CHEMBL3891 P07384 Calpain 1 81.01% 93.04%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 80.56% 93.40%

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 21599098
LOTUS LTS0269620
wikiData Q105311312