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(E)-4-[(1R,2S,4S,11R,12S,13R,16S,18S,19S,22S)-4-[(E)-3-carboxybut-2-enyl]-19-hydroxy-3,7,15-trioxo-11,22-dipentyl-5,10,17,21-tetraoxaheptacyclo[11.7.2.02,8.02,12.04,6.014,20.016,18]docosa-8,14(20)-dien-16-yl]-2-methylbut-2-enoic acid

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 3ac48a97-efed-4b91-be84-c1f99a2c5b8d
Taxonomy Organoheterocyclic compounds > Naphthopyrans
IUPAC Name (E)-4-[(1R,2S,4S,11R,12S,13R,16S,18S,19S,22S)-4-[(E)-3-carboxybut-2-enyl]-19-hydroxy-3,7,15-trioxo-11,22-dipentyl-5,10,17,21-tetraoxaheptacyclo[11.7.2.02,8.02,12.04,6.014,20.016,18]docosa-8,14(20)-dien-16-yl]-2-methylbut-2-enoic acid
SMILES (Canonical) CCCCCC1C2C3C(OC=C4C3(C(O1)C5=C2C(=O)C6(C(C5O)O6)CC=C(C)C(=O)O)C(=O)C7(C(C4=O)O7)CC=C(C)C(=O)O)CCCCC
SMILES (Isomeric) CCCCC[C@H]1[C@@H]2[C@@H]3[C@H](OC=C4[C@@]3([C@H](O1)C5=C2C(=O)[C@@]6([C@H]([C@H]5O)O6)C/C=C(\C)/C(=O)O)C(=O)[C@@]7(C(C4=O)O7)C/C=C(\C)/C(=O)O)CCCCC
InChI InChI=1S/C38H46O12/c1-5-7-9-11-21-23-24-25(28(40)32-36(49-32,29(24)41)15-13-18(3)33(42)43)30(48-21)38-20(17-47-22(26(23)38)12-10-8-6-2)27(39)31-37(50-31,35(38)46)16-14-19(4)34(44)45/h13-14,17,21-23,26,28,30-32,40H,5-12,15-16H2,1-4H3,(H,42,43)(H,44,45)/b18-13+,19-14+/t21-,22+,23-,26-,28-,30+,31?,32-,36+,37-,38+/m0/s1
InChI Key MKZGIRYQFQIPRY-VDGFRIINSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C38H46O12
Molecular Weight 694.80 g/mol
Exact Mass 694.29892690 g/mol
Topological Polar Surface Area (TPSA) 190.00 Ų
XlogP 3.00
Atomic LogP (AlogP) 3.94
H-Bond Acceptor 10
H-Bond Donor 3
Rotatable Bonds 14

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (E)-4-[(1R,2S,4S,11R,12S,13R,16S,18S,19S,22S)-4-[(E)-3-carboxybut-2-enyl]-19-hydroxy-3,7,15-trioxo-11,22-dipentyl-5,10,17,21-tetraoxaheptacyclo[11.7.2.02,8.02,12.04,6.014,20.016,18]docosa-8,14(20)-dien-16-yl]-2-methylbut-2-enoic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9468 94.68%
Caco-2 - 0.8371 83.71%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.6962 69.62%
OATP2B1 inhibitior - 0.8587 85.87%
OATP1B1 inhibitior + 0.7562 75.62%
OATP1B3 inhibitior + 0.9554 95.54%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.6750 67.50%
BSEP inhibitior + 0.8975 89.75%
P-glycoprotein inhibitior + 0.7892 78.92%
P-glycoprotein substrate + 0.6354 63.54%
CYP3A4 substrate + 0.6629 66.29%
CYP2C9 substrate - 0.8046 80.46%
CYP2D6 substrate - 0.8871 88.71%
CYP3A4 inhibition - 0.6740 67.40%
CYP2C9 inhibition - 0.8769 87.69%
CYP2C19 inhibition - 0.8909 89.09%
CYP2D6 inhibition - 0.9266 92.66%
CYP1A2 inhibition - 0.7563 75.63%
CYP2C8 inhibition + 0.7014 70.14%
CYP inhibitory promiscuity - 0.8886 88.86%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.4628 46.28%
Eye corrosion - 0.9895 98.95%
Eye irritation - 0.9125 91.25%
Skin irritation + 0.5333 53.33%
Skin corrosion - 0.8987 89.87%
Ames mutagenesis - 0.5600 56.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5226 52.26%
Micronuclear - 0.6300 63.00%
Hepatotoxicity + 0.5488 54.88%
skin sensitisation - 0.8064 80.64%
Respiratory toxicity + 0.6778 67.78%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.7625 76.25%
Nephrotoxicity + 0.7437 74.37%
Acute Oral Toxicity (c) III 0.5678 56.78%
Estrogen receptor binding + 0.8393 83.93%
Androgen receptor binding + 0.7652 76.52%
Thyroid receptor binding - 0.5000 50.00%
Glucocorticoid receptor binding + 0.7792 77.92%
Aromatase binding + 0.6589 65.89%
PPAR gamma + 0.7009 70.09%
Honey bee toxicity - 0.8169 81.69%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.6005 60.05%
Fish aquatic toxicity + 0.9791 97.91%

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
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.35% 94.45%
CHEMBL3401 O75469 Pregnane X receptor 94.90% 94.73%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.89% 86.33%
CHEMBL221 P23219 Cyclooxygenase-1 91.71% 90.17%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.72% 96.09%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 90.31% 96.90%
CHEMBL3060 Q9Y345 Glycine transporter 2 86.93% 99.17%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.16% 95.56%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 84.70% 91.24%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 84.51% 91.11%
CHEMBL2581 P07339 Cathepsin D 84.45% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.15% 89.00%
CHEMBL340 P08684 Cytochrome P450 3A4 84.00% 91.19%
CHEMBL4769 O95749 Geranylgeranyl pyrophosphate synthetase 80.93% 92.08%

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 139585436
LOTUS LTS0190735
wikiData Q105166343