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(2S,3R,11bS)-3-ethyl-2-[[(1R)-6-hydroxy-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indol-1-yl]methyl]-9-methoxy-2,3,4,6,7,11b-hexahydro-1H-benzo[a]quinolizin-10-ol

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 914895f8-1b03-4b9d-8af1-b9c6d7986af8
Taxonomy Alkaloids and derivatives > Harmala alkaloids
IUPAC Name (2S,3R,11bS)-3-ethyl-2-[[(1R)-6-hydroxy-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indol-1-yl]methyl]-9-methoxy-2,3,4,6,7,11b-hexahydro-1H-benzo[a]quinolizin-10-ol
SMILES (Canonical) CCC1CN2CCC3=CC(=C(C=C3C2CC1CC4C5=C(CCN4)C6=C(N5)C=CC(=C6)O)O)OC
SMILES (Isomeric) CC[C@H]1CN2CCC3=CC(=C(C=C3[C@@H]2C[C@@H]1C[C@@H]4C5=C(CCN4)C6=C(N5)C=CC(=C6)O)O)OC
InChI InChI=1S/C28H35N3O3/c1-3-16-15-31-9-7-17-12-27(34-2)26(33)14-21(17)25(31)11-18(16)10-24-28-20(6-8-29-24)22-13-19(32)4-5-23(22)30-28/h4-5,12-14,16,18,24-25,29-30,32-33H,3,6-11,15H2,1-2H3/t16-,18-,24+,25-/m0/s1
InChI Key BOVGMNHHFSGIRN-UNZKAFMDSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C28H35N3O3
Molecular Weight 461.60 g/mol
Exact Mass 461.26784199 g/mol
Topological Polar Surface Area (TPSA) 80.80 Ų
XlogP 4.30
Atomic LogP (AlogP) 4.81
H-Bond Acceptor 5
H-Bond Donor 4
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,3R,11bS)-3-ethyl-2-[[(1R)-6-hydroxy-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indol-1-yl]methyl]-9-methoxy-2,3,4,6,7,11b-hexahydro-1H-benzo[a]quinolizin-10-ol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9771 97.71%
Caco-2 - 0.6455 64.55%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability - 0.8286 82.86%
Subcellular localzation Mitochondria 0.4705 47.05%
OATP2B1 inhibitior - 0.8561 85.61%
OATP1B1 inhibitior + 0.8567 85.67%
OATP1B3 inhibitior + 0.9339 93.39%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior + 0.9820 98.20%
P-glycoprotein inhibitior + 0.6979 69.79%
P-glycoprotein substrate + 0.9242 92.42%
CYP3A4 substrate + 0.6912 69.12%
CYP2C9 substrate - 0.8037 80.37%
CYP2D6 substrate + 0.6979 69.79%
CYP3A4 inhibition - 0.8568 85.68%
CYP2C9 inhibition - 0.9203 92.03%
CYP2C19 inhibition - 0.8710 87.10%
CYP2D6 inhibition + 0.8820 88.20%
CYP1A2 inhibition - 0.8657 86.57%
CYP2C8 inhibition + 0.6897 68.97%
CYP inhibitory promiscuity - 0.8342 83.42%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.7002 70.02%
Eye corrosion - 0.9887 98.87%
Eye irritation - 0.9846 98.46%
Skin irritation - 0.7311 73.11%
Skin corrosion - 0.9286 92.86%
Ames mutagenesis - 0.7000 70.00%
Human Ether-a-go-go-Related Gene inhibition + 0.9481 94.81%
Micronuclear + 0.6500 65.00%
Hepatotoxicity - 0.7000 70.00%
skin sensitisation - 0.8770 87.70%
Respiratory toxicity + 0.8111 81.11%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.9625 96.25%
Nephrotoxicity - 0.7490 74.90%
Acute Oral Toxicity (c) III 0.5875 58.75%
Estrogen receptor binding + 0.8361 83.61%
Androgen receptor binding + 0.8073 80.73%
Thyroid receptor binding + 0.6705 67.05%
Glucocorticoid receptor binding + 0.6898 68.98%
Aromatase binding + 0.5781 57.81%
PPAR gamma - 0.5535 55.35%
Honey bee toxicity - 0.7754 77.54%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.5351 53.51%
Fish aquatic toxicity - 0.3614 36.14%

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 99.39% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.97% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.68% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 98.03% 85.14%
CHEMBL241 Q14432 Phosphodiesterase 3A 97.70% 92.94%
CHEMBL3192 Q9BY41 Histone deacetylase 8 94.61% 93.99%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.70% 97.09%
CHEMBL2535 P11166 Glucose transporter 93.65% 98.75%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 93.51% 89.62%
CHEMBL2581 P07339 Cathepsin D 92.41% 98.95%
CHEMBL217 P14416 Dopamine D2 receptor 92.21% 95.62%
CHEMBL2041 P07949 Tyrosine-protein kinase receptor RET 89.62% 91.79%
CHEMBL213 P08588 Beta-1 adrenergic receptor 89.45% 95.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.33% 95.89%
CHEMBL3060 Q9Y345 Glycine transporter 2 89.08% 99.17%
CHEMBL3438 Q05513 Protein kinase C zeta 88.16% 88.48%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.96% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.39% 95.56%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 86.05% 91.71%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 85.69% 95.89%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 85.12% 82.38%
CHEMBL1991 O14920 Inhibitor of nuclear factor kappa B kinase beta subunit 85.04% 97.15%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 84.41% 94.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.85% 92.62%
CHEMBL5747 Q92793 CREB-binding protein 81.04% 95.12%
CHEMBL255 P29275 Adenosine A2b receptor 80.41% 98.59%

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 21636211
LOTUS LTS0234198
wikiData Q104940740