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Hamigeran A ethyl 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 3b85a29c-521e-4cbc-b82e-9db3e402bbb0
Taxonomy Benzenoids > Naphthalenes > Naphthalenecarboxylic acids and derivatives > Naphthalenecarboxylic acids
IUPAC Name ethyl (1R,3aR,4R,9bR)-7-bromo-4,6-dihydroxy-3a,8-dimethyl-5-oxo-1-propan-2-yl-1,2,3,9b-tetrahydrocyclopenta[a]naphthalene-4-carboxylate
SMILES (Canonical) CCOC(=O)C1(C(=O)C2=C(C=C(C(=C2O)Br)C)C3C1(CCC3C(C)C)C)O
SMILES (Isomeric) CCOC(=O)[C@@]1(C(=O)C2=C(C=C(C(=C2O)Br)C)[C@@H]3[C@]1(CC[C@@H]3C(C)C)C)O
InChI InChI=1S/C21H27BrO5/c1-6-27-19(25)21(26)18(24)14-13(9-11(4)16(22)17(14)23)15-12(10(2)3)7-8-20(15,21)5/h9-10,12,15,23,26H,6-8H2,1-5H3/t12-,15-,20-,21-/m1/s1
InChI Key NPRIGBNLHQGNEN-SFHVWHCOSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C21H27BrO5
Molecular Weight 439.30 g/mol
Exact Mass 438.10419 g/mol
Topological Polar Surface Area (TPSA) 83.80 Ų
XlogP 5.30
Atomic LogP (AlogP) 4.11
H-Bond Acceptor 5
H-Bond Donor 2
Rotatable Bonds 3

Synonyms

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ethyl (1R,3aR,4R,9bR)-7-bromo-4,6-dihydroxy-3a,8-dimethyl-5-oxo-1-propan-2-yl-1,2,3,9b-tetrahydrocyclopenta[a]naphthalene-4-carboxylate
Ethyl (1R,3ar,4R,9BR)-7-bromo-4,6-dihydroxy-3a,8-dimethyl-5-oxo-1-(propan-2-yl)-1H,2H,3H,3ah,4H,5H,9BH-cyclopenta(a)naphthalene-4-carboxylic acid
Ethyl (1R,3ar,4R,9BR)-7-bromo-4,6-dihydroxy-3a,8-dimethyl-5-oxo-1-(propan-2-yl)-1H,2H,3H,3ah,4H,5H,9BH-cyclopenta[a]naphthalene-4-carboxylic acid
ethyl (1R,3aR,4R,9bR)-7-bromo-4,6-dihydroxy-3a,8-dimethyl-5-oxo-1-propan-2-yl-1,2,3,9b-tetrahydrocyclopenta(a)naphthalene-4-carboxylate
RefChem:145153
CHEBI:199741

2D Structure

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2D Structure of Hamigeran A ethyl ester

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9908 99.08%
Caco-2 + 0.6663 66.63%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability - 0.5429 54.29%
Subcellular localzation Mitochondria 0.7603 76.03%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8526 85.26%
OATP1B3 inhibitior + 0.8498 84.98%
MATE1 inhibitior - 0.8200 82.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior - 0.5000 50.00%
P-glycoprotein inhibitior - 0.8101 81.01%
P-glycoprotein substrate - 0.7110 71.10%
CYP3A4 substrate + 0.6770 67.70%
CYP2C9 substrate - 0.7985 79.85%
CYP2D6 substrate - 0.8603 86.03%
CYP3A4 inhibition - 0.9082 90.82%
CYP2C9 inhibition + 0.6598 65.98%
CYP2C19 inhibition - 0.7789 77.89%
CYP2D6 inhibition - 0.9028 90.28%
CYP1A2 inhibition + 0.5430 54.30%
CYP2C8 inhibition + 0.6148 61.48%
CYP inhibitory promiscuity - 0.5498 54.98%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.8770 87.70%
Carcinogenicity (trinary) Non-required 0.4976 49.76%
Eye corrosion - 0.9891 98.91%
Eye irritation - 0.8620 86.20%
Skin irritation - 0.6884 68.84%
Skin corrosion - 0.9339 93.39%
Ames mutagenesis - 0.7600 76.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5588 55.88%
Micronuclear - 0.7700 77.00%
Hepatotoxicity + 0.5324 53.24%
skin sensitisation - 0.8582 85.82%
Respiratory toxicity + 0.7222 72.22%
Reproductive toxicity + 0.8222 82.22%
Mitochondrial toxicity + 0.7125 71.25%
Nephrotoxicity - 0.8825 88.25%
Acute Oral Toxicity (c) III 0.5801 58.01%
Estrogen receptor binding + 0.6929 69.29%
Androgen receptor binding + 0.7958 79.58%
Thyroid receptor binding + 0.6629 66.29%
Glucocorticoid receptor binding + 0.8466 84.66%
Aromatase binding + 0.6566 65.66%
PPAR gamma + 0.5183 51.83%
Honey bee toxicity - 0.8811 88.11%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity - 0.6500 65.00%
Fish aquatic toxicity + 1.0000 100.00%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.87% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.79% 94.45%
CHEMBL2581 P07339 Cathepsin D 97.09% 98.95%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 96.18% 95.17%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.49% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.33% 97.25%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 92.36% 96.38%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.59% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.73% 95.56%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 88.66% 91.07%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.63% 95.89%
CHEMBL1937 Q92769 Histone deacetylase 2 88.35% 94.75%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 88.20% 90.71%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 88.17% 93.00%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 87.71% 93.03%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 86.53% 96.21%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 86.34% 92.62%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 84.31% 94.00%
CHEMBL5966 P55899 IgG receptor FcRn large subunit p51 83.65% 90.93%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.96% 89.00%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 82.60% 90.24%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.12% 100.00%
CHEMBL1871 P10275 Androgen Receptor 80.71% 96.43%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 80.39% 96.47%
CHEMBL1293249 Q13887 Kruppel-like factor 5 80.27% 86.33%

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 72722781
LOTUS LTS0138548
wikiData Q75067654