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(4R,4aR,7S,7aR,12bS)-11-[(4R,4aR,7S,7aR,12bS)-7,9-dihydroxy-3-methyl-2,4,4a,7,7a,13-hexahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-11-yl]-3-methyl-2,4,4a,7,7a,13-hexahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinoline-7,9-diol

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 2b229297-99db-495b-bf41-0927704db663
Taxonomy Alkaloids and derivatives > Morphinans
IUPAC Name (4R,4aR,7S,7aR,12bS)-11-[(4R,4aR,7S,7aR,12bS)-7,9-dihydroxy-3-methyl-2,4,4a,7,7a,13-hexahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-11-yl]-3-methyl-2,4,4a,7,7a,13-hexahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinoline-7,9-diol
SMILES (Canonical) CN1CCC23C4C1CC5=C2C(=C(C=C5C6=CC(=C7C8=C6CC9C1C8(CCN9C)C(O7)C(C=C1)O)O)O)OC3C(C=C4)O
SMILES (Isomeric) CN1CC[C@]23[C@@H]4[C@H]1CC5=C2C(=C(C=C5C6=CC(=C7C8=C6C[C@@H]9[C@H]1[C@]8(CCN9C)[C@@H](O7)[C@H](C=C1)O)O)O)O[C@H]3[C@H](C=C4)O
InChI InChI=1S/C34H36N2O6/c1-35-9-7-33-19-3-5-23(37)31(33)41-29-25(39)13-15(17(27(29)33)11-21(19)35)16-14-26(40)30-28-18(16)12-22-20-4-6-24(38)32(42-30)34(20,28)8-10-36(22)2/h3-6,13-14,19-24,31-32,37-40H,7-12H2,1-2H3/t19-,20-,21+,22+,23-,24-,31-,32-,33-,34-/m0/s1
InChI Key CPYIEKQJQMBWIB-SQILNHJXSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C34H36N2O6
Molecular Weight 568.70 g/mol
Exact Mass 568.25733687 g/mol
Topological Polar Surface Area (TPSA) 106.00 Ų
XlogP 2.80
Atomic LogP (AlogP) 2.38
H-Bond Acceptor 8
H-Bond Donor 4
Rotatable Bonds 1

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (4R,4aR,7S,7aR,12bS)-11-[(4R,4aR,7S,7aR,12bS)-7,9-dihydroxy-3-methyl-2,4,4a,7,7a,13-hexahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-11-yl]-3-methyl-2,4,4a,7,7a,13-hexahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinoline-7,9-diol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9400 94.00%
Caco-2 - 0.7703 77.03%
Blood Brain Barrier + 0.8750 87.50%
Human oral bioavailability - 0.7571 75.71%
Subcellular localzation Mitochondria 0.5316 53.16%
OATP2B1 inhibitior - 0.8604 86.04%
OATP1B1 inhibitior + 0.9242 92.42%
OATP1B3 inhibitior + 0.9476 94.76%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7000 70.00%
BSEP inhibitior + 0.9466 94.66%
P-glycoprotein inhibitior + 0.7787 77.87%
P-glycoprotein substrate + 0.7749 77.49%
CYP3A4 substrate + 0.6966 69.66%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate + 0.6725 67.25%
CYP3A4 inhibition - 0.9050 90.50%
CYP2C9 inhibition - 0.9000 90.00%
CYP2C19 inhibition - 0.8637 86.37%
CYP2D6 inhibition - 0.8546 85.46%
CYP1A2 inhibition - 0.7749 77.49%
CYP2C8 inhibition - 0.9391 93.91%
CYP inhibitory promiscuity - 0.7764 77.64%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6688 66.88%
Eye corrosion - 0.9904 99.04%
Eye irritation - 0.9268 92.68%
Skin irritation - 0.7890 78.90%
Skin corrosion - 0.9424 94.24%
Ames mutagenesis - 0.6400 64.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6728 67.28%
Micronuclear + 0.5800 58.00%
Hepatotoxicity - 0.6199 61.99%
skin sensitisation - 0.8444 84.44%
Respiratory toxicity + 0.8667 86.67%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.9750 97.50%
Nephrotoxicity - 0.7718 77.18%
Acute Oral Toxicity (c) III 0.4876 48.76%
Estrogen receptor binding + 0.8571 85.71%
Androgen receptor binding + 0.6543 65.43%
Thyroid receptor binding + 0.5239 52.39%
Glucocorticoid receptor binding + 0.7397 73.97%
Aromatase binding + 0.5966 59.66%
PPAR gamma + 0.6922 69.22%
Honey bee toxicity - 0.7750 77.50%
Biodegradation - 0.9750 97.50%
Crustacea aquatic toxicity + 0.5900 59.00%
Fish aquatic toxicity + 0.9461 94.61%

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 97.56% 96.09%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 95.17% 93.40%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.16% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.98% 95.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.22% 95.89%
CHEMBL236 P41143 Delta opioid receptor 86.93% 99.35%
CHEMBL2581 P07339 Cathepsin D 86.75% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 86.10% 94.45%
CHEMBL253 P34972 Cannabinoid CB2 receptor 85.61% 97.25%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.25% 89.00%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 83.77% 91.03%
CHEMBL238 Q01959 Dopamine transporter 83.23% 95.88%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 83.10% 93.03%
CHEMBL241 Q14432 Phosphodiesterase 3A 83.00% 92.94%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.73% 86.33%
CHEMBL3492 P49721 Proteasome Macropain subunit 82.11% 90.24%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 81.95% 93.04%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 81.10% 90.71%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 81.07% 95.58%
CHEMBL217 P14416 Dopamine D2 receptor 80.91% 95.62%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.42% 100.00%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 80.32% 100.00%

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.
Aloe microstigma
Chrozophora plicata
Papaver somniferum

Cross-Links

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PubChem 101016063
NPASS NPC160593
LOTUS LTS0089986
wikiData Q104967848