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(11R,12R,12aS,13aR)-12-ethenyl-2,3-dihydroxy-11-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5,6,10,11,12,12a,13,13a-octahydroisoquinolino[2,1-b]isoquinolin-8-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 e393e987-c2bd-4de2-88f6-6a599f89e2d2
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
IUPAC Name (11R,12R,12aS,13aR)-12-ethenyl-2,3-dihydroxy-11-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5,6,10,11,12,12a,13,13a-octahydroisoquinolino[2,1-b]isoquinolin-8-one
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C25H31NO9/c1-2-12-15-8-16-14-9-18(29)17(28)7-11(14)5-6-26(16)24(33)13(15)3-4-19(12)34-25-23(32)22(31)21(30)20(10-27)35-25/h2-3,7,9,12,15-16,19-23,25,27-32H,1,4-6,8,10H2/t12-,15+,16-,19-,20-,21-,22+,23-,25-/m1/s1
InChI Key GEAWMJGSGZLRQM-IADDMXJJSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C25H31NO9
Molecular Weight 489.50 g/mol
Exact Mass 489.19988157 g/mol
Topological Polar Surface Area (TPSA) 160.00 Ų
XlogP 0.00
Atomic LogP (AlogP) -0.14
H-Bond Acceptor 9
H-Bond Donor 6
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (11R,12R,12aS,13aR)-12-ethenyl-2,3-dihydroxy-11-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5,6,10,11,12,12a,13,13a-octahydroisoquinolino[2,1-b]isoquinolin-8-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7135 71.35%
Caco-2 - 0.8754 87.54%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.8714 87.14%
Subcellular localzation Mitochondria 0.5521 55.21%
OATP2B1 inhibitior - 0.8568 85.68%
OATP1B1 inhibitior + 0.8712 87.12%
OATP1B3 inhibitior + 0.9321 93.21%
MATE1 inhibitior - 0.8200 82.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior + 0.7824 78.24%
P-glycoprotein inhibitior - 0.6413 64.13%
P-glycoprotein substrate - 0.5894 58.94%
CYP3A4 substrate + 0.6785 67.85%
CYP2C9 substrate - 0.8049 80.49%
CYP2D6 substrate - 0.8550 85.50%
CYP3A4 inhibition - 0.8407 84.07%
CYP2C9 inhibition - 0.8229 82.29%
CYP2C19 inhibition - 0.8325 83.25%
CYP2D6 inhibition - 0.8096 80.96%
CYP1A2 inhibition - 0.6411 64.11%
CYP2C8 inhibition + 0.4480 44.80%
CYP inhibitory promiscuity - 0.8362 83.62%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.5863 58.63%
Eye corrosion - 0.9850 98.50%
Eye irritation - 0.9397 93.97%
Skin irritation - 0.7560 75.60%
Skin corrosion - 0.9338 93.38%
Ames mutagenesis - 0.6100 61.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3994 39.94%
Micronuclear + 0.7900 79.00%
Hepatotoxicity - 0.7000 70.00%
skin sensitisation - 0.8336 83.36%
Respiratory toxicity + 0.7889 78.89%
Reproductive toxicity + 0.8444 84.44%
Mitochondrial toxicity + 0.9125 91.25%
Nephrotoxicity - 0.6789 67.89%
Acute Oral Toxicity (c) III 0.6172 61.72%
Estrogen receptor binding + 0.8150 81.50%
Androgen receptor binding + 0.6405 64.05%
Thyroid receptor binding - 0.4935 49.35%
Glucocorticoid receptor binding + 0.5847 58.47%
Aromatase binding - 0.5261 52.61%
PPAR gamma + 0.5800 58.00%
Honey bee toxicity - 0.6963 69.63%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity - 0.6200 62.00%
Fish aquatic toxicity + 0.8570 85.70%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.80% 91.11%
CHEMBL2581 P07339 Cathepsin D 96.04% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.97% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 95.58% 85.14%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.90% 94.45%
CHEMBL1951 P21397 Monoamine oxidase A 92.46% 91.49%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.95% 95.56%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 90.40% 90.71%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 89.00% 95.89%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 88.63% 95.83%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 87.54% 86.92%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 86.92% 93.40%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.78% 97.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.63% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.55% 89.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.18% 95.89%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 83.69% 91.03%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 83.06% 90.24%
CHEMBL3060 Q9Y345 Glycine transporter 2 82.00% 99.17%
CHEMBL4208 P20618 Proteasome component C5 81.84% 90.00%
CHEMBL4530 P00488 Coagulation factor XIII 81.10% 96.00%

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.
Alangium chinense

Cross-Links

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PubChem 162923707
LOTUS LTS0275950
wikiData Q105007066