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(4R,4aS,7aR,12bS)-6-[(2S,4R,7aR,12bS)-7,9-dimethoxy-3-methyl-2,4,7a,13-tetrahydro-1H-4,12-methanobenzouro[3,2-e]isoquinolin-2-yl]-4a,9-dihydroxy-3-methyl-2,4,7a,13-tetrahydro-1H-4,12-methanobenzouro[3,2-e]isoquinolin-7-one

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 da5cb581-1d9c-4695-88c2-de6739ae6728
Taxonomy Alkaloids and derivatives > Morphinans
IUPAC Name (4R,4aS,7aR,12bS)-6-[(2S,4R,7aR,12bS)-7,9-dimethoxy-3-methyl-2,4,7a,13-tetrahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-2-yl]-4a,9-dihydroxy-3-methyl-2,4,7a,13-tetrahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7-one
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C36H36N2O7/c1-37-12-11-35-28-18-5-8-23(39)30(28)44-33(35)29(40)19(15-36(35,41)26(37)14-18)22-16-34-20-7-10-25(43-4)32(34)45-31-24(42-3)9-6-17(27(31)34)13-21(20)38(22)2/h5-10,15,21-22,26,32-33,39,41H,11-14,16H2,1-4H3/t21-,22+,26-,32+,33+,34+,35+,36-/m1/s1
InChI Key JQGBUIZIHWUPHT-CSVNJIPGSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C36H36N2O7
Molecular Weight 608.70 g/mol
Exact Mass 608.25225149 g/mol
Topological Polar Surface Area (TPSA) 101.00 Ų
XlogP 2.60
Atomic LogP (AlogP) 2.70
H-Bond Acceptor 9
H-Bond Donor 2
Rotatable Bonds 3

Synonyms

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CHEBI:191570
(4R,4aS,7aR,12bS)-6-[(2S,4R,7aR,12bS)-7,9-dimethoxy-3-methyl-2,4,7a,13-tetrahydro-1H-4,12-methanobenzouro[3,2-e]isoquinolin-2-yl]-4a,9-dihydroxy-3-methyl-2,4,7a,13-tetrahydro-1H-4,12-methanobenzouro[3,2-e]isoquinolin-7-one

2D Structure

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2D Structure of (4R,4aS,7aR,12bS)-6-[(2S,4R,7aR,12bS)-7,9-dimethoxy-3-methyl-2,4,7a,13-tetrahydro-1H-4,12-methanobenzouro[3,2-e]isoquinolin-2-yl]-4a,9-dihydroxy-3-methyl-2,4,7a,13-tetrahydro-1H-4,12-methanobenzouro[3,2-e]isoquinolin-7-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9600 96.00%
Caco-2 - 0.7270 72.70%
Blood Brain Barrier + 0.7000 70.00%
Human oral bioavailability - 0.9000 90.00%
Subcellular localzation Mitochondria 0.7519 75.19%
OATP2B1 inhibitior - 0.7133 71.33%
OATP1B1 inhibitior + 0.8825 88.25%
OATP1B3 inhibitior + 0.9297 92.97%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior + 0.9788 97.88%
P-glycoprotein inhibitior + 0.8663 86.63%
P-glycoprotein substrate + 0.7288 72.88%
CYP3A4 substrate + 0.7149 71.49%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate + 0.3634 36.34%
CYP3A4 inhibition - 0.8916 89.16%
CYP2C9 inhibition - 0.8334 83.34%
CYP2C19 inhibition - 0.8871 88.71%
CYP2D6 inhibition - 0.8301 83.01%
CYP1A2 inhibition - 0.8719 87.19%
CYP2C8 inhibition - 0.6183 61.83%
CYP inhibitory promiscuity - 0.8285 82.85%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.5381 53.81%
Eye corrosion - 0.9870 98.70%
Eye irritation - 0.9333 93.33%
Skin irritation - 0.7680 76.80%
Skin corrosion - 0.9391 93.91%
Ames mutagenesis - 0.6554 65.54%
Human Ether-a-go-go-Related Gene inhibition - 0.4560 45.60%
Micronuclear + 0.6900 69.00%
Hepatotoxicity - 0.7580 75.80%
skin sensitisation - 0.8433 84.33%
Respiratory toxicity + 0.9444 94.44%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.9375 93.75%
Nephrotoxicity - 0.7683 76.83%
Acute Oral Toxicity (c) III 0.4533 45.33%
Estrogen receptor binding + 0.8402 84.02%
Androgen receptor binding + 0.7128 71.28%
Thyroid receptor binding + 0.6212 62.12%
Glucocorticoid receptor binding + 0.8497 84.97%
Aromatase binding + 0.6451 64.51%
PPAR gamma + 0.7589 75.89%
Honey bee toxicity - 0.6945 69.45%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity + 0.5300 53.00%
Fish aquatic toxicity + 0.9836 98.36%

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 99.14% 96.09%
CHEMBL4040 P28482 MAP kinase ERK2 98.82% 83.82%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.04% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 97.39% 95.56%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 95.13% 85.14%
CHEMBL217 P14416 Dopamine D2 receptor 94.28% 95.62%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 93.29% 99.23%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.25% 95.89%
CHEMBL236 P41143 Delta opioid receptor 89.34% 99.35%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 89.32% 91.11%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 89.12% 94.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.69% 86.33%
CHEMBL233 P35372 Mu opioid receptor 87.33% 97.93%
CHEMBL299 P17252 Protein kinase C alpha 85.16% 98.03%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 84.90% 93.40%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 84.60% 99.15%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 82.96% 97.14%
CHEMBL3137262 O60341 LSD1/CoREST complex 82.13% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.70% 89.00%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 81.29% 91.03%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 80.85% 100.00%
CHEMBL4895 P30530 Tyrosine-protein kinase receptor UFO 80.68% 90.95%
CHEMBL1902 P62942 FK506-binding protein 1A 80.60% 97.05%

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.
Papaver somniferum

Cross-Links

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PubChem 14106343
LOTUS LTS0215373
wikiData Q76423590