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(1S,6R,8R,11R,23S,24R,25S)-16,23-dihydroxy-4-methyl-7,10-dioxa-4,14-diazaheptacyclo[12.6.5.01,25.06,8.06,23.011,24.015,20]pentacosa-15(20),16,18-triene-13,21-dione

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 a2e772c9-8c71-438f-90d7-0e628d592fbe
Taxonomy Organoheterocyclic compounds > Indoles and derivatives > Carbazoles
IUPAC Name (1S,6R,8R,11R,23S,24R,25S)-16,23-dihydroxy-4-methyl-7,10-dioxa-4,14-diazaheptacyclo[12.6.5.01,25.06,8.06,23.011,24.015,20]pentacosa-15(20),16,18-triene-13,21-dione
SMILES (Canonical) CN1CCC23C4C5C(CC(=O)N4C6=C2C=CC=C6O)OCC7C(C1)(C5(CC3=O)O)O7
SMILES (Isomeric) CN1CC[C@@]23[C@@H]4[C@@H]5[C@@H](CC(=O)N4C6=C2C=CC=C6O)OC[C@@H]7[C@](C1)([C@@]5(CC3=O)O)O7
InChI InChI=1S/C22H24N2O6/c1-23-6-5-20-11-3-2-4-12(25)18(11)24-16(27)7-13-17(19(20)24)21(28,8-14(20)26)22(10-23)15(30-22)9-29-13/h2-4,13,15,17,19,25,28H,5-10H2,1H3/t13-,15-,17+,19+,20-,21+,22-/m1/s1
InChI Key QNRVWPGBSWVCOC-GDYXFZRLSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C22H24N2O6
Molecular Weight 412.40 g/mol
Exact Mass 412.16343649 g/mol
Topological Polar Surface Area (TPSA) 103.00 Ų
XlogP -1.40
Atomic LogP (AlogP) -0.06
H-Bond Acceptor 7
H-Bond Donor 2
Rotatable Bonds 0

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1S,6R,8R,11R,23S,24R,25S)-16,23-dihydroxy-4-methyl-7,10-dioxa-4,14-diazaheptacyclo[12.6.5.01,25.06,8.06,23.011,24.015,20]pentacosa-15(20),16,18-triene-13,21-dione

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9549 95.49%
Caco-2 + 0.6379 63.79%
Blood Brain Barrier + 0.7500 75.00%
Human oral bioavailability + 0.5143 51.43%
Subcellular localzation Mitochondria 0.4438 44.38%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9191 91.91%
OATP1B3 inhibitior + 0.9424 94.24%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior - 0.6529 65.29%
P-glycoprotein inhibitior - 0.6330 63.30%
P-glycoprotein substrate + 0.6693 66.93%
CYP3A4 substrate + 0.6890 68.90%
CYP2C9 substrate - 0.6181 61.81%
CYP2D6 substrate - 0.6866 68.66%
CYP3A4 inhibition - 0.9528 95.28%
CYP2C9 inhibition - 0.8181 81.81%
CYP2C19 inhibition - 0.7696 76.96%
CYP2D6 inhibition - 0.7920 79.20%
CYP1A2 inhibition - 0.9054 90.54%
CYP2C8 inhibition - 0.6386 63.86%
CYP inhibitory promiscuity - 0.9772 97.72%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.5770 57.70%
Eye corrosion - 0.9859 98.59%
Eye irritation - 0.9768 97.68%
Skin irritation - 0.7886 78.86%
Skin corrosion - 0.9339 93.39%
Ames mutagenesis - 0.5700 57.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5822 58.22%
Micronuclear + 0.7800 78.00%
Hepatotoxicity - 0.5296 52.96%
skin sensitisation - 0.8447 84.47%
Respiratory toxicity + 0.8667 86.67%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.9500 95.00%
Nephrotoxicity + 0.5700 57.00%
Acute Oral Toxicity (c) III 0.6117 61.17%
Estrogen receptor binding + 0.7365 73.65%
Androgen receptor binding + 0.7342 73.42%
Thyroid receptor binding - 0.5000 50.00%
Glucocorticoid receptor binding + 0.7033 70.33%
Aromatase binding + 0.6657 66.57%
PPAR gamma + 0.5224 52.24%
Honey bee toxicity - 0.8455 84.55%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.5600 56.00%
Fish aquatic toxicity + 0.6811 68.11%

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
CHEMBL204 P00734 Thrombin 97.38% 96.01%
CHEMBL2581 P07339 Cathepsin D 97.05% 98.95%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.32% 85.14%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.87% 95.56%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.43% 96.09%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 94.94% 93.40%
CHEMBL1937 Q92769 Histone deacetylase 2 92.27% 94.75%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 91.77% 99.23%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.16% 86.33%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 89.38% 93.03%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 88.86% 90.71%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 88.82% 91.11%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 88.42% 100.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 87.92% 94.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.11% 95.89%
CHEMBL2553 Q15418 Ribosomal protein S6 kinase alpha 1 85.11% 85.11%
CHEMBL2095226 P05556 Integrin alpha-5/beta-1 82.38% 96.39%
CHEMBL5409 Q8TDU6 G-protein coupled bile acid receptor 1 82.21% 93.65%
CHEMBL2107 P61073 C-X-C chemokine receptor type 4 82.00% 93.10%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.05% 100.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 80.19% 97.25%

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.
Strychnos icaja

Cross-Links

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PubChem 162953011
LOTUS LTS0219018
wikiData Q105224625