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[(1S,4R,9R,10R,13R,14R)-14-hydroxy-5,5,9-trimethyl-14-tetracyclo[11.2.1.01,10.04,9]hexadecanyl]methyl 8-methoxy-6-nitronaphtho[1,2-e][1,3]benzodioxole-5-carboxylate

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 1e034495-b211-4f2b-bb8b-376156c33d52
Taxonomy Benzenoids > Phenanthrenes and derivatives > Aristolochic acids and derivatives
IUPAC Name [(1S,4R,9R,10R,13R,14R)-14-hydroxy-5,5,9-trimethyl-14-tetracyclo[11.2.1.01,10.04,9]hexadecanyl]methyl 8-methoxy-6-nitronaphtho[1,2-e][1,3]benzodioxole-5-carboxylate
SMILES (Canonical) CC1(CCCC2(C1CCC34C2CCC(C3)C(C4)(COC(=O)C5=CC6=C(C7=C8C=CC=C(C8=CC(=C57)[N+](=O)[O-])OC)OCO6)O)C)C
SMILES (Isomeric) C[C@@]12CCCC([C@H]1CC[C@]34[C@H]2CC[C@H](C3)[C@](C4)(COC(=O)C5=CC6=C(C7=C8C=CC=C(C8=CC(=C57)[N+](=O)[O-])OC)OCO6)O)(C)C
InChI InChI=1S/C37H43NO8/c1-34(2)12-6-13-35(3)28(34)11-14-36-17-21(9-10-29(35)36)37(40,18-36)19-44-33(39)24-16-27-32(46-20-45-27)31-22-7-5-8-26(43-4)23(22)15-25(30(24)31)38(41)42/h5,7-8,15-16,21,28-29,40H,6,9-14,17-20H2,1-4H3/t21-,28-,29+,35-,36+,37+/m1/s1
InChI Key KJRNIPCHVAAIKZ-ITGUHTALSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C37H43NO8
Molecular Weight 629.70 g/mol
Exact Mass 629.29886733 g/mol
Topological Polar Surface Area (TPSA) 120.00 Ų
XlogP 9.20
Atomic LogP (AlogP) 7.96
H-Bond Acceptor 8
H-Bond Donor 1
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,4R,9R,10R,13R,14R)-14-hydroxy-5,5,9-trimethyl-14-tetracyclo[11.2.1.01,10.04,9]hexadecanyl]methyl 8-methoxy-6-nitronaphtho[1,2-e][1,3]benzodioxole-5-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9265 92.65%
Caco-2 - 0.8061 80.61%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability + 0.6000 60.00%
Subcellular localzation Mitochondria 0.5016 50.16%
OATP2B1 inhibitior + 0.5640 56.40%
OATP1B1 inhibitior + 0.8691 86.91%
OATP1B3 inhibitior + 0.9278 92.78%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.6000 60.00%
BSEP inhibitior + 0.9848 98.48%
P-glycoprotein inhibitior + 0.7650 76.50%
P-glycoprotein substrate + 0.6648 66.48%
CYP3A4 substrate + 0.7485 74.85%
CYP2C9 substrate - 0.5996 59.96%
CYP2D6 substrate - 0.8478 84.78%
CYP3A4 inhibition + 0.6216 62.16%
CYP2C9 inhibition - 0.6724 67.24%
CYP2C19 inhibition - 0.5775 57.75%
CYP2D6 inhibition - 0.8293 82.93%
CYP1A2 inhibition - 0.6197 61.97%
CYP2C8 inhibition + 0.8466 84.66%
CYP inhibitory promiscuity - 0.5815 58.15%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.7400 74.00%
Carcinogenicity (trinary) Non-required 0.5122 51.22%
Eye corrosion - 0.9797 97.97%
Eye irritation - 0.9269 92.69%
Skin irritation - 0.7777 77.77%
Skin corrosion - 0.9257 92.57%
Ames mutagenesis + 0.6000 60.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6535 65.35%
Micronuclear + 0.8900 89.00%
Hepatotoxicity - 0.5679 56.79%
skin sensitisation - 0.8396 83.96%
Respiratory toxicity + 0.6222 62.22%
Reproductive toxicity + 0.7111 71.11%
Mitochondrial toxicity + 0.7000 70.00%
Nephrotoxicity - 0.7281 72.81%
Acute Oral Toxicity (c) III 0.5533 55.33%
Estrogen receptor binding + 0.8222 82.22%
Androgen receptor binding + 0.7471 74.71%
Thyroid receptor binding + 0.5857 58.57%
Glucocorticoid receptor binding + 0.7825 78.25%
Aromatase binding + 0.7415 74.15%
PPAR gamma + 0.6711 67.11%
Honey bee toxicity - 0.7278 72.78%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5955 59.55%
Fish aquatic toxicity + 0.9943 99.43%

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
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 98.44% 96.77%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.24% 94.45%
CHEMBL1293249 Q13887 Kruppel-like factor 5 98.19% 86.33%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.10% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.96% 91.11%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 96.68% 92.62%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 95.94% 94.80%
CHEMBL2581 P07339 Cathepsin D 95.30% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.68% 95.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 92.41% 95.89%
CHEMBL2535 P11166 Glucose transporter 92.31% 98.75%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.92% 97.09%
CHEMBL240 Q12809 HERG 90.84% 89.76%
CHEMBL3192 Q9BY41 Histone deacetylase 8 88.01% 93.99%
CHEMBL253 P34972 Cannabinoid CB2 receptor 87.95% 97.25%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 87.67% 95.17%
CHEMBL5028 O14672 ADAM10 87.44% 97.50%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.18% 89.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.86% 100.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 85.83% 94.00%
CHEMBL1741221 Q9Y4P1 Cysteine protease ATG4B 84.02% 87.50%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.77% 97.14%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 83.29% 96.21%
CHEMBL1255126 O15151 Protein Mdm4 82.69% 90.20%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 82.03% 96.00%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 81.42% 95.71%
CHEMBL6007 O75762 Transient receptor potential cation channel subfamily A member 1 81.20% 92.17%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 80.79% 95.50%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 80.75% 94.33%

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.
Aristolochia pubescens

Cross-Links

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PubChem 101260745
LOTUS LTS0129853
wikiData Q105141936