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(4aR,6aS,12aS,12bR,12cS)-8-hydroxy-15-methyl-4a,5,12,12a,12b,12c-hexahydro-11H-6a,4-(ethanoiminomethano)-1-oxa-10b-azacyclohepta[1,2,3-cd]fluoranthene-6,11(2H)-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 d667ba00-d0c9-4de1-8995-f09fdb3de397
Taxonomy Organoheterocyclic compounds > Indoles and derivatives > Carbazoles
IUPAC Name (1S,10S,22R,23R,24S)-17-hydroxy-4-methyl-9-oxa-4,13-diazahexacyclo[11.6.5.01,24.06,22.010,23.014,19]tetracosa-6,14(19),15,17-tetraene-12,20-dione
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C22H24N2O4/c1-23-6-5-22-15-8-13(25)2-3-16(15)24-19(27)10-17-20(21(22)24)14(9-18(22)26)12(11-23)4-7-28-17/h2-4,8,14,17,20-21,25H,5-7,9-11H2,1H3/t14-,17-,20-,21-,22+/m0/s1
InChI Key JQLLSZXDWJGHSJ-ZXXLSYNSSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C22H24N2O4
Molecular Weight 380.40 g/mol
Exact Mass 380.17360725 g/mol
Topological Polar Surface Area (TPSA) 70.10 Ų
XlogP -0.10
Atomic LogP (AlogP) 1.61
H-Bond Acceptor 5
H-Bond Donor 1
Rotatable Bonds 0

Synonyms

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CHEBI:132699
10-hydroxy-19-methyl-16,19-seco-strychnidine-10,16-dione
(4aR,6aS,12aS,12bR,12cS)-8-hydroxy-15-methyl-4a,5,12,12a,12b,12c-hexahydro-11H-6a,4-(ethanoiminomethano)-1-oxa-10b-azacyclohepta[1,2,3-cd]fluoranthene-6,11(2H)-dione

2D Structure

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2D Structure of (4aR,6aS,12aS,12bR,12cS)-8-hydroxy-15-methyl-4a,5,12,12a,12b,12c-hexahydro-11H-6a,4-(ethanoiminomethano)-1-oxa-10b-azacyclohepta[1,2,3-cd]fluoranthene-6,11(2H)-dione

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9896 98.96%
Caco-2 + 0.8808 88.08%
Blood Brain Barrier + 0.7500 75.00%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.7070 70.70%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8786 87.86%
OATP1B3 inhibitior + 0.9469 94.69%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 0.6750 67.50%
BSEP inhibitior - 0.5476 54.76%
P-glycoprotein inhibitior - 0.5775 57.75%
P-glycoprotein substrate + 0.5682 56.82%
CYP3A4 substrate + 0.6578 65.78%
CYP2C9 substrate - 0.6087 60.87%
CYP2D6 substrate + 0.3545 35.45%
CYP3A4 inhibition - 0.9295 92.95%
CYP2C9 inhibition - 0.9092 90.92%
CYP2C19 inhibition - 0.8726 87.26%
CYP2D6 inhibition - 0.9331 93.31%
CYP1A2 inhibition - 0.8824 88.24%
CYP2C8 inhibition + 0.4496 44.96%
CYP inhibitory promiscuity - 0.9696 96.96%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.8800 88.00%
Carcinogenicity (trinary) Non-required 0.5376 53.76%
Eye corrosion - 0.9851 98.51%
Eye irritation - 0.9798 97.98%
Skin irritation - 0.7857 78.57%
Skin corrosion - 0.9306 93.06%
Ames mutagenesis - 0.7000 70.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6862 68.62%
Micronuclear + 0.7400 74.00%
Hepatotoxicity + 0.5385 53.85%
skin sensitisation - 0.8459 84.59%
Respiratory toxicity + 0.8444 84.44%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity + 0.8625 86.25%
Nephrotoxicity + 0.7220 72.20%
Acute Oral Toxicity (c) III 0.4959 49.59%
Estrogen receptor binding + 0.5724 57.24%
Androgen receptor binding + 0.7261 72.61%
Thyroid receptor binding - 0.5741 57.41%
Glucocorticoid receptor binding + 0.6706 67.06%
Aromatase binding + 0.5259 52.59%
PPAR gamma - 0.5000 50.00%
Honey bee toxicity - 0.8926 89.26%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.5900 59.00%
Fish aquatic toxicity + 0.9362 93.62%

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
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 97.94% 90.71%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.04% 96.09%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 95.37% 93.40%
CHEMBL204 P00734 Thrombin 95.36% 96.01%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.01% 86.33%
CHEMBL2581 P07339 Cathepsin D 93.21% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.39% 95.56%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 91.70% 94.00%
CHEMBL2107 P61073 C-X-C chemokine receptor type 4 90.16% 93.10%
CHEMBL217 P14416 Dopamine D2 receptor 89.15% 95.62%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.25% 99.23%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 86.72% 100.00%
CHEMBL2553 Q15418 Ribosomal protein S6 kinase alpha 1 86.37% 85.11%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 85.64% 91.11%
CHEMBL5409 Q8TDU6 G-protein coupled bile acid receptor 1 85.26% 93.65%
CHEMBL4940 P07195 L-lactate dehydrogenase B chain 84.44% 95.53%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 82.91% 85.14%
CHEMBL4208 P20618 Proteasome component C5 82.81% 90.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.53% 95.89%
CHEMBL2095226 P05556 Integrin alpha-5/beta-1 82.36% 96.39%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 81.59% 90.24%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 81.15% 97.33%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 80.76% 94.45%
CHEMBL4829 O00763 Acetyl-CoA carboxylase 2 80.30% 98.00%

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 57412271
NPASS NPC255624