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(1R,8'R)-7,8'-dihydroxy-6-methoxy-2-methylspiro[3,4-dihydroisoquinoline-1,7'-8H-cyclopenta[g][1,3]benzodioxole]-6'-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 d1355c1c-0b60-443e-ac5c-3886e4369c54
Taxonomy Benzenoids > Indanes > Indanones
IUPAC Name (1R,8'R)-7,8'-dihydroxy-6-methoxy-2-methylspiro[3,4-dihydroisoquinoline-1,7'-8H-cyclopenta[g][1,3]benzodioxole]-6'-one
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C20H19NO6/c1-21-6-5-10-7-15(25-2)13(22)8-12(10)20(21)18(23)11-3-4-14-17(27-9-26-14)16(11)19(20)24/h3-4,7-8,19,22,24H,5-6,9H2,1-2H3/t19-,20+/m1/s1
InChI Key NVOAXRBBRLDXSC-UXHICEINSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C20H19NO6
Molecular Weight 369.40 g/mol
Exact Mass 369.12123733 g/mol
Topological Polar Surface Area (TPSA) 88.50 Ų
XlogP 1.70
Atomic LogP (AlogP) 1.74
H-Bond Acceptor 7
H-Bond Donor 2
Rotatable Bonds 1

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1R,8'R)-7,8'-dihydroxy-6-methoxy-2-methylspiro[3,4-dihydroisoquinoline-1,7'-8H-cyclopenta[g][1,3]benzodioxole]-6'-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6663 66.63%
Caco-2 + 0.7788 77.88%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Lysosomes 0.4545 45.45%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9145 91.45%
OATP1B3 inhibitior + 0.9479 94.79%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior - 0.5000 50.00%
P-glycoprotein inhibitior - 0.5136 51.36%
P-glycoprotein substrate - 0.5150 51.50%
CYP3A4 substrate + 0.6748 67.48%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate + 0.4131 41.31%
CYP3A4 inhibition - 0.5654 56.54%
CYP2C9 inhibition - 0.6757 67.57%
CYP2C19 inhibition - 0.6024 60.24%
CYP2D6 inhibition - 0.7229 72.29%
CYP1A2 inhibition - 0.8464 84.64%
CYP2C8 inhibition - 0.7713 77.13%
CYP inhibitory promiscuity - 0.6183 61.83%
UGT catelyzed - 0.8000 80.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5728 57.28%
Eye corrosion - 0.9891 98.91%
Eye irritation - 0.8567 85.67%
Skin irritation - 0.7936 79.36%
Skin corrosion - 0.9394 93.94%
Ames mutagenesis + 0.5600 56.00%
Human Ether-a-go-go-Related Gene inhibition - 0.6389 63.89%
Micronuclear + 0.5674 56.74%
Hepatotoxicity - 0.7625 76.25%
skin sensitisation - 0.8516 85.16%
Respiratory toxicity + 0.8444 84.44%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.8875 88.75%
Nephrotoxicity - 0.7108 71.08%
Acute Oral Toxicity (c) III 0.6743 67.43%
Estrogen receptor binding + 0.8013 80.13%
Androgen receptor binding + 0.6334 63.34%
Thyroid receptor binding + 0.5164 51.64%
Glucocorticoid receptor binding + 0.7990 79.90%
Aromatase binding + 0.5608 56.08%
PPAR gamma + 0.7411 74.11%
Honey bee toxicity - 0.7646 76.46%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity + 0.5800 58.00%
Fish aquatic toxicity + 0.7791 77.91%

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 99.20% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.96% 91.11%
CHEMBL2581 P07339 Cathepsin D 97.93% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 97.53% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 95.57% 86.33%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 92.39% 96.77%
CHEMBL5311 P37023 Serine/threonine-protein kinase receptor R3 92.22% 82.67%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 92.03% 93.40%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.25% 95.89%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 89.79% 94.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 89.23% 92.62%
CHEMBL4208 P20618 Proteasome component C5 88.80% 90.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.81% 89.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 87.32% 92.94%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 87.13% 90.71%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 85.48% 89.62%
CHEMBL4895 P30530 Tyrosine-protein kinase receptor UFO 84.50% 90.95%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.74% 100.00%
CHEMBL4940 P07195 L-lactate dehydrogenase B chain 83.33% 95.53%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 82.15% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 81.77% 97.09%
CHEMBL4040 P28482 MAP kinase ERK2 81.75% 83.82%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 81.46% 90.24%
CHEMBL5555 O00767 Acyl-CoA desaturase 81.34% 97.50%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 80.30% 85.14%
CHEMBL2085 P14174 Macrophage migration inhibitory factor 80.11% 80.78%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 80.10% 82.38%

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.
Corydalis paczoskii

Cross-Links

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PubChem 102483899
LOTUS LTS0116854
wikiData Q105186339