PlantaeDB Logo
Login Sign-up

Disinomenine

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

Top
Internal ID 5285a918-c96f-46c0-ba6b-3819b04da94d
Taxonomy Alkaloids and derivatives > Morphinans
IUPAC Name (1R,9S,10S)-3-hydroxy-6-[(1R,9S,10S)-3-hydroxy-4,12-dimethoxy-17-methyl-13-oxo-17-azatetracyclo[7.5.3.01,10.02,7]heptadeca-2(7),3,5,11-tetraen-6-yl]-4,12-dimethoxy-17-methyl-17-azatetracyclo[7.5.3.01,10.02,7]heptadeca-2(7),3,5,11-tetraen-13-one
SMILES (Canonical) CN1CCC23CC(=O)C(=CC2C1CC4=C3C(=C(C=C4C5=CC(=C(C6=C5CC7C8C6(CCN7C)CC(=O)C(=C8)OC)O)OC)OC)O)OC
SMILES (Isomeric) CN1CC[C@@]23CC(=O)C(=C[C@@H]2[C@@H]1CC4=C3C(=C(C=C4C5=CC(=C(C6=C5C[C@H]7[C@@H]8[C@@]6(CCN7C)CC(=O)C(=C8)OC)O)OC)OC)O)OC
InChI InChI=1S/C38H44N2O8/c1-39-9-7-37-17-27(41)29(45-3)15-23(37)25(39)11-21-19(13-31(47-5)35(43)33(21)37)20-14-32(48-6)36(44)34-22(20)12-26-24-16-30(46-4)28(42)18-38(24,34)8-10-40(26)2/h13-16,23-26,43-44H,7-12,17-18H2,1-6H3/t23-,24-,25+,26+,37-,38-/m1/s1
InChI Key AXVVWZONCVUAPP-QULPKBGFSA-N
Popularity 2 references in papers

Physical and Chemical Properties

Top
Molecular Formula C38H44N2O8
Molecular Weight 656.80 g/mol
Exact Mass 656.30976637 g/mol
Topological Polar Surface Area (TPSA) 118.00 Ų
XlogP 4.00
Atomic LogP (AlogP) 4.02
H-Bond Acceptor 10
H-Bond Donor 2
Rotatable Bonds 5

Synonyms

Top
CHEBI:80819
(R)-Disinomenine
(S)-Disinomenine
Bisinomenine
1,1'-disinomenine
CHEMBL255668
C16954
Q27149862
(1R,9S,10S)-3-hydroxy-6-[(1R,9S,10S)-3-hydroxy-4,12-dimethoxy-17-methyl-13-oxo-17-azatetracyclo[7.5.3.01,10.02,7]heptadeca-2(7),3,5,11-tetraen-6-yl]-4,12-dimethoxy-17-methyl-17-azatetracyclo[7.5.3.01,10.02,7]heptadeca-2(7),3,5,11-tetraen-13-one

2D Structure

Top
2D Structure of Disinomenine

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8507 85.07%
Caco-2 - 0.7706 77.06%
Blood Brain Barrier + 0.6750 67.50%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.7538 75.38%
OATP2B1 inhibitior - 0.7121 71.21%
OATP1B1 inhibitior + 0.9180 91.80%
OATP1B3 inhibitior + 0.9270 92.70%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior + 0.9813 98.13%
P-glycoprotein inhibitior + 0.8346 83.46%
P-glycoprotein substrate + 0.6737 67.37%
CYP3A4 substrate + 0.6669 66.69%
CYP2C9 substrate - 0.8223 82.23%
CYP2D6 substrate + 0.3764 37.64%
CYP3A4 inhibition - 0.7536 75.36%
CYP2C9 inhibition - 0.8838 88.38%
CYP2C19 inhibition - 0.9087 90.87%
CYP2D6 inhibition - 0.8804 88.04%
CYP1A2 inhibition - 0.8580 85.80%
CYP2C8 inhibition - 0.8266 82.66%
CYP inhibitory promiscuity - 0.9437 94.37%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9300 93.00%
Carcinogenicity (trinary) Non-required 0.5810 58.10%
Eye corrosion - 0.9904 99.04%
Eye irritation - 0.9180 91.80%
Skin irritation - 0.7775 77.75%
Skin corrosion - 0.9442 94.42%
Ames mutagenesis - 0.7054 70.54%
Human Ether-a-go-go-Related Gene inhibition - 0.4714 47.14%
Micronuclear + 0.5400 54.00%
Hepatotoxicity - 0.5691 56.91%
skin sensitisation - 0.8801 88.01%
Respiratory toxicity + 0.8556 85.56%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.8875 88.75%
Nephrotoxicity - 0.8211 82.11%
Acute Oral Toxicity (c) III 0.6595 65.95%
Estrogen receptor binding + 0.7787 77.87%
Androgen receptor binding + 0.7015 70.15%
Thyroid receptor binding + 0.5969 59.69%
Glucocorticoid receptor binding + 0.7703 77.03%
Aromatase binding + 0.6619 66.19%
PPAR gamma + 0.6878 68.78%
Honey bee toxicity - 0.7841 78.41%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity + 0.7100 71.00%
Fish aquatic toxicity + 0.9638 96.38%

Targets

Top

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 98.45% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.27% 85.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.08% 91.11%
CHEMBL2581 P07339 Cathepsin D 95.45% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.22% 95.56%
CHEMBL2535 P11166 Glucose transporter 93.60% 98.75%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 93.32% 93.40%
CHEMBL5608 Q16288 NT-3 growth factor receptor 92.92% 95.89%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.51% 94.45%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 92.39% 91.03%
CHEMBL253 P34972 Cannabinoid CB2 receptor 92.21% 97.25%
CHEMBL241 Q14432 Phosphodiesterase 3A 90.67% 92.94%
CHEMBL4208 P20618 Proteasome component C5 90.27% 90.00%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 89.79% 90.71%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 89.58% 93.03%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 89.57% 94.00%
CHEMBL2056 P21728 Dopamine D1 receptor 88.70% 91.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.46% 86.33%
CHEMBL1937 Q92769 Histone deacetylase 2 86.75% 94.75%
CHEMBL5203 P33316 dUTP pyrophosphatase 85.79% 99.18%
CHEMBL2094127 P06493 Cyclin-dependent kinase 1/cyclin B 83.44% 96.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.28% 89.00%
CHEMBL2146302 O94925 Glutaminase kidney isoform, mitochondrial 83.22% 100.00%
CHEMBL4829 O00763 Acetyl-CoA carboxylase 2 82.04% 98.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.46% 99.23%
CHEMBL1902 P62942 FK506-binding protein 1A 80.52% 97.05%

Plants that contains it

Top
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.
Menispermum dauricum
Sinomenium acutum

Cross-Links

Top
PubChem 24829009
NPASS NPC279665
LOTUS LTS0172632
wikiData Q27149862