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(1S,6'R,8'S)-6-methoxy-2-methylspiro[3,4-dihydroisoquinoline-1,7'-6,8-dihydrocyclopenta[g][1,3]benzodioxole]-6',7,8'-triol

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 45c6a6e8-9098-49a3-9abc-ea0ad34ff1a4
Taxonomy Organoheterocyclic compounds > Tetrahydroisoquinolines
IUPAC Name (1S,6'R,8'S)-6-methoxy-2-methylspiro[3,4-dihydroisoquinoline-1,7'-6,8-dihydrocyclopenta[g][1,3]benzodioxole]-6',7,8'-triol
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C20H21NO6/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/h3-4,7-8,18-19,22-24H,5-6,9H2,1-2H3/t18-,19+,20+/m1/s1
InChI Key QORTZZDWGWYNFK-AABGKKOBSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C20H21NO6
Molecular Weight 371.40 g/mol
Exact Mass 371.13688739 g/mol
Topological Polar Surface Area (TPSA) 91.60 Ų
XlogP 0.80
Atomic LogP (AlogP) 1.59
H-Bond Acceptor 7
H-Bond Donor 3
Rotatable Bonds 1

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1S,6'R,8'S)-6-methoxy-2-methylspiro[3,4-dihydroisoquinoline-1,7'-6,8-dihydrocyclopenta[g][1,3]benzodioxole]-6',7,8'-triol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.5000 50.00%
Caco-2 + 0.7284 72.84%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Lysosomes 0.5395 53.95%
OATP2B1 inhibitior - 0.8617 86.17%
OATP1B1 inhibitior + 0.9264 92.64%
OATP1B3 inhibitior + 0.9482 94.82%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.5685 56.85%
P-glycoprotein inhibitior - 0.5518 55.18%
P-glycoprotein substrate + 0.5731 57.31%
CYP3A4 substrate + 0.6589 65.89%
CYP2C9 substrate - 0.6145 61.45%
CYP2D6 substrate + 0.6125 61.25%
CYP3A4 inhibition - 0.6976 69.76%
CYP2C9 inhibition - 0.6823 68.23%
CYP2C19 inhibition - 0.5934 59.34%
CYP2D6 inhibition - 0.6873 68.73%
CYP1A2 inhibition - 0.8173 81.73%
CYP2C8 inhibition - 0.6124 61.24%
CYP inhibitory promiscuity + 0.5000 50.00%
UGT catelyzed - 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5897 58.97%
Eye corrosion - 0.9877 98.77%
Eye irritation - 0.9095 90.95%
Skin irritation - 0.7866 78.66%
Skin corrosion - 0.9356 93.56%
Ames mutagenesis - 0.5400 54.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5246 52.46%
Micronuclear + 0.5700 57.00%
Hepatotoxicity - 0.7750 77.50%
skin sensitisation - 0.8487 84.87%
Respiratory toxicity + 0.8444 84.44%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.9000 90.00%
Nephrotoxicity - 0.8236 82.36%
Acute Oral Toxicity (c) III 0.6413 64.13%
Estrogen receptor binding + 0.6912 69.12%
Androgen receptor binding + 0.7002 70.02%
Thyroid receptor binding + 0.5977 59.77%
Glucocorticoid receptor binding + 0.7709 77.09%
Aromatase binding - 0.5227 52.27%
PPAR gamma + 0.7798 77.98%
Honey bee toxicity - 0.8165 81.65%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity + 0.6300 63.00%
Fish aquatic toxicity + 0.6662 66.62%

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 99.33% 96.09%
CHEMBL4040 P28482 MAP kinase ERK2 98.61% 83.82%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.58% 91.11%
CHEMBL2581 P07339 Cathepsin D 95.49% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 95.35% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.47% 95.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 94.19% 95.89%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 91.80% 93.40%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.60% 94.45%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 90.40% 92.62%
CHEMBL5311 P37023 Serine/threonine-protein kinase receptor R3 90.04% 82.67%
CHEMBL3192 Q9BY41 Histone deacetylase 8 89.55% 93.99%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 89.39% 94.00%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 88.12% 89.62%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 86.64% 96.77%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 86.31% 95.89%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 85.99% 85.14%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 84.00% 90.24%
CHEMBL2041 P07949 Tyrosine-protein kinase receptor RET 83.84% 91.79%
CHEMBL4895 P30530 Tyrosine-protein kinase receptor UFO 83.82% 90.95%
CHEMBL5555 O00767 Acyl-CoA desaturase 83.30% 97.50%
CHEMBL3820 P35557 Hexokinase type IV 82.42% 91.96%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.09% 89.00%
CHEMBL4208 P20618 Proteasome component C5 82.07% 90.00%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 81.22% 91.03%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 80.82% 90.71%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.38% 100.00%
CHEMBL2056 P21728 Dopamine D1 receptor 80.30% 91.00%

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.
Corydalis ledebouriana

Cross-Links

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PubChem 23266059
LOTUS LTS0205623
wikiData Q105225081