(2R,13bS)-12-hydroxy-2-methoxy-1,2,8,9-tetrahydroindolo[7a,1-a]isoquinolin-6-one

Details

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Internal ID fcf29a04-e818-4ea1-966d-3f231e43de16
Taxonomy Alkaloids and derivatives > Erythrina alkaloids > Erythrinanes
IUPAC Name (2R,13bS)-12-hydroxy-2-methoxy-1,2,8,9-tetrahydroindolo[7a,1-a]isoquinolin-6-one
SMILES (Canonical) COC1CC23C(=CC(=O)N2CCC4=C3C=C(C=C4)O)C=C1
SMILES (Isomeric) CO[C@@H]1C[C@@]23C(=CC(=O)N2CCC4=C3C=C(C=C4)O)C=C1
InChI InChI=1S/C17H17NO3/c1-21-14-5-3-12-8-16(20)18-7-6-11-2-4-13(19)9-15(11)17(12,18)10-14/h2-5,8-9,14,19H,6-7,10H2,1H3/t14-,17-/m0/s1
InChI Key KKTCVWIYZRRGNW-YOEHRIQHSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C17H17NO3
Molecular Weight 283.32 g/mol
Exact Mass 283.12084340 g/mol
Topological Polar Surface Area (TPSA) 49.80 Ų
XlogP 1.20
Atomic LogP (AlogP) 1.89
H-Bond Acceptor 3
H-Bond Donor 1
Rotatable Bonds 1

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2R,13bS)-12-hydroxy-2-methoxy-1,2,8,9-tetrahydroindolo[7a,1-a]isoquinolin-6-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9973 99.73%
Caco-2 + 0.8833 88.33%
Blood Brain Barrier + 0.8067 80.67%
Human oral bioavailability - 0.5429 54.29%
Subcellular localzation Mitochondria 0.8699 86.99%
OATP2B1 inhibitior - 0.8565 85.65%
OATP1B1 inhibitior + 0.8649 86.49%
OATP1B3 inhibitior + 0.9535 95.35%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior + 0.5678 56.78%
BSEP inhibitior + 0.7918 79.18%
P-glycoprotein inhibitior - 0.8513 85.13%
P-glycoprotein substrate + 0.5476 54.76%
CYP3A4 substrate + 0.6423 64.23%
CYP2C9 substrate - 0.6039 60.39%
CYP2D6 substrate - 0.8423 84.23%
CYP3A4 inhibition - 0.7354 73.54%
CYP2C9 inhibition - 0.7804 78.04%
CYP2C19 inhibition - 0.7198 71.98%
CYP2D6 inhibition - 0.7261 72.61%
CYP1A2 inhibition - 0.6593 65.93%
CYP2C8 inhibition - 0.7879 78.79%
CYP inhibitory promiscuity - 0.6479 64.79%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9200 92.00%
Carcinogenicity (trinary) Non-required 0.5827 58.27%
Eye corrosion - 0.9886 98.86%
Eye irritation - 0.8198 81.98%
Skin irritation - 0.7805 78.05%
Skin corrosion - 0.9362 93.62%
Ames mutagenesis - 0.5700 57.00%
Human Ether-a-go-go-Related Gene inhibition - 0.7282 72.82%
Micronuclear + 0.6200 62.00%
Hepatotoxicity - 0.6205 62.05%
skin sensitisation - 0.8465 84.65%
Respiratory toxicity + 0.7889 78.89%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.9500 95.00%
Nephrotoxicity - 0.8000 80.00%
Acute Oral Toxicity (c) III 0.5425 54.25%
Estrogen receptor binding + 0.6899 68.99%
Androgen receptor binding + 0.7589 75.89%
Thyroid receptor binding + 0.5737 57.37%
Glucocorticoid receptor binding + 0.7434 74.34%
Aromatase binding + 0.5365 53.65%
PPAR gamma - 0.5123 51.23%
Honey bee toxicity - 0.8611 86.11%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.5900 59.00%
Fish aquatic toxicity + 0.8173 81.73%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.16% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 95.89% 85.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.49% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.37% 95.56%
CHEMBL241 Q14432 Phosphodiesterase 3A 89.38% 92.94%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.04% 86.33%
CHEMBL217 P14416 Dopamine D2 receptor 88.96% 95.62%
CHEMBL2581 P07339 Cathepsin D 88.37% 98.95%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 87.86% 94.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.45% 94.45%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 87.19% 93.40%
CHEMBL4940 P07195 L-lactate dehydrogenase B chain 86.37% 95.53%
CHEMBL4208 P20618 Proteasome component C5 85.61% 90.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 85.23% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.44% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.44% 95.89%
CHEMBL340 P08684 Cytochrome P450 3A4 82.87% 91.19%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 82.60% 90.71%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 81.89% 82.38%
CHEMBL5852 Q96P65 Pyroglutamylated RFamide peptide receptor 80.63% 85.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 80.40% 91.07%
CHEMBL3137262 O60341 LSD1/CoREST complex 80.35% 97.09%

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.
Cocculus laurifolius

Cross-Links

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PubChem 154496358
LOTUS LTS0245887
wikiData Q105142363