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Helicusin E

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 4e35123d-e820-445e-8da5-5bb98900893d
Taxonomy Organoheterocyclic compounds > Azaphilones
IUPAC Name (E)-5-[(7S)-5-chloro-3-(3,4-dihydroxy-3,5-dimethylhept-1-enyl)-7-methyl-6,8-dioxoisochromen-7-yl]oxy-3-methyl-5-oxopent-3-enoic acid
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C25H29ClO9/c1-6-14(3)21(30)24(4,33)8-7-15-11-16-17(12-34-15)22(31)25(5,23(32)20(16)26)35-19(29)10-13(2)9-18(27)28/h7-8,10-12,14,21,30,33H,6,9H2,1-5H3,(H,27,28)/b8-7?,13-10+/t14?,21?,24?,25-/m0/s1
InChI Key KRQJBTNVZHCANM-NVYBTJKXSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C25H29ClO9
Molecular Weight 508.90 g/mol
Exact Mass 508.1500102 g/mol
Topological Polar Surface Area (TPSA) 147.00 Ų
XlogP 2.80
Atomic LogP (AlogP) 2.87
H-Bond Acceptor 8
H-Bond Donor 3
Rotatable Bonds 9

Synonyms

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(E)-5-[(7S)-5-chloro-3-(3,4-dihydroxy-3,5-dimethylhept-1-enyl)-7-methyl-6,8-dioxoisochromen-7-yl]oxy-3-methyl-5-oxopent-3-enoic acid
(3E)-5-(((7S)-5-chloro-3-(3,4-dihydroxy-3,5-dimethylhept-1-en-1-yl)-7-methyl-6,8-dioxo-7,8-dihydro-6H-isochromen-7-yl)oxy)-3-methyl-5-oxopent-3-enoate
(3E)-5-{[(7S)-5-chloro-3-(3,4-dihydroxy-3,5-dimethylhept-1-en-1-yl)-7-methyl-6,8-dioxo-7,8-dihydro-6H-isochromen-7-yl]oxy}-3-methyl-5-oxopent-3-enoate
(E)-5-((7S)-5-chloro-3-((E)-3,4-dihydroxy-3,5-dimethylhept-1-enyl)-7-methyl-6,8-dioxoisochromen-7-yl)oxy-3-methyl-5-oxopent-3-enoic acid
(E)-5-((7S)-5-chloro-3-(3,4-dihydroxy-3,5-dimethylhept-1-enyl)-7-methyl-6,8-dioxoisochromen-7-yl)oxy-3-methyl-5-oxopent-3-enoic acid
(E)-5-[(7S)-5-chloro-3-[(E)-3,4-dihydroxy-3,5-dimethylhept-1-enyl]-7-methyl-6,8-dioxoisochromen-7-yl]oxy-3-methyl-5-oxopent-3-enoic acid
RefChem:145487
CHEBI:219705

2D Structure

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2D Structure of Helicusin E

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9644 96.44%
Caco-2 - 0.7762 77.62%
Blood Brain Barrier + 0.6750 67.50%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.6227 62.27%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7647 76.47%
OATP1B3 inhibitior + 0.8475 84.75%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.8815 88.15%
P-glycoprotein inhibitior + 0.6760 67.60%
P-glycoprotein substrate + 0.5861 58.61%
CYP3A4 substrate + 0.6942 69.42%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8962 89.62%
CYP3A4 inhibition + 0.5000 50.00%
CYP2C9 inhibition - 0.7948 79.48%
CYP2C19 inhibition - 0.7811 78.11%
CYP2D6 inhibition - 0.8868 88.68%
CYP1A2 inhibition - 0.8607 86.07%
CYP2C8 inhibition + 0.5381 53.81%
CYP inhibitory promiscuity - 0.8445 84.45%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.8800 88.00%
Carcinogenicity (trinary) Danger 0.4599 45.99%
Eye corrosion - 0.9870 98.70%
Eye irritation - 0.9583 95.83%
Skin irritation - 0.5720 57.20%
Skin corrosion - 0.9105 91.05%
Ames mutagenesis - 0.6400 64.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7023 70.23%
Micronuclear - 0.6100 61.00%
Hepatotoxicity + 0.6478 64.78%
skin sensitisation - 0.8136 81.36%
Respiratory toxicity + 0.6778 67.78%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.7750 77.50%
Nephrotoxicity + 0.5173 51.73%
Acute Oral Toxicity (c) III 0.5772 57.72%
Estrogen receptor binding + 0.6877 68.77%
Androgen receptor binding + 0.7826 78.26%
Thyroid receptor binding + 0.6404 64.04%
Glucocorticoid receptor binding + 0.7077 70.77%
Aromatase binding + 0.6430 64.30%
PPAR gamma + 0.6718 67.18%
Honey bee toxicity - 0.7927 79.27%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5967 59.67%
Fish aquatic toxicity + 0.9800 98.00%

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
CHEMBL2581 P07339 Cathepsin D 99.15% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.90% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.68% 94.45%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 96.44% 89.34%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.32% 86.33%
CHEMBL3401 O75469 Pregnane X receptor 93.70% 94.73%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 89.91% 92.88%
CHEMBL221 P23219 Cyclooxygenase-1 89.82% 90.17%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 89.53% 96.09%
CHEMBL218 P21554 Cannabinoid CB1 receptor 88.14% 96.61%
CHEMBL3976 Q9UHL4 Dipeptidyl peptidase II 88.06% 92.29%
CHEMBL236 P41143 Delta opioid receptor 86.80% 99.35%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.67% 95.56%
CHEMBL2413 P32246 C-C chemokine receptor type 1 86.64% 89.50%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 86.30% 85.14%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 86.13% 96.00%
CHEMBL5957 P21589 5'-nucleotidase 85.41% 97.78%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 84.65% 86.92%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 83.26% 91.07%
CHEMBL3060 Q9Y345 Glycine transporter 2 82.89% 99.17%
CHEMBL3776 Q14790 Caspase-8 82.23% 97.06%
CHEMBL3359 P21462 Formyl peptide receptor 1 82.14% 93.56%
CHEMBL340 P08684 Cytochrome P450 3A4 80.41% 91.19%

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 139586303
LOTUS LTS0124716
wikiData Q77503647