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

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 0f9870f8-10ac-48f3-9386-b4c28be20aa7
Taxonomy Organoheterocyclic compounds > Tetrahydroisoquinolines
IUPAC Name (1R,8'R)-6,8'-dimethoxy-2-methylspiro[3,4-dihydroisoquinoline-1,7'-6,8-dihydrocyclopenta[g][1,3]benzodioxole]-7-ol
SMILES (Canonical) CN1CCC2=CC(=C(C=C2C13CC4=C(C3OC)C5=C(C=C4)OCO5)O)OC
SMILES (Isomeric) CN1CCC2=CC(=C(C=C2[C@@]13CC4=C([C@H]3OC)C5=C(C=C4)OCO5)O)OC
InChI InChI=1S/C21H23NO5/c1-22-7-6-12-8-17(24-2)15(23)9-14(12)21(22)10-13-4-5-16-19(27-11-26-16)18(13)20(21)25-3/h4-5,8-9,20,23H,6-7,10-11H2,1-3H3/t20-,21-/m1/s1
InChI Key BAXRCWPTHNMMEU-NHCUHLMSSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C21H23NO5
Molecular Weight 369.40 g/mol
Exact Mass 369.15762283 g/mol
Topological Polar Surface Area (TPSA) 60.40 Ų
XlogP 2.50
Atomic LogP (AlogP) 2.76
H-Bond Acceptor 6
H-Bond Donor 1
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7818 78.18%
Caco-2 + 0.9237 92.37%
Blood Brain Barrier + 0.7500 75.00%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Lysosomes 0.4881 48.81%
OATP2B1 inhibitior - 0.8662 86.62%
OATP1B1 inhibitior + 0.9111 91.11%
OATP1B3 inhibitior + 0.9442 94.42%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.6250 62.50%
BSEP inhibitior + 0.6756 67.56%
P-glycoprotein inhibitior + 0.5773 57.73%
P-glycoprotein substrate - 0.5415 54.15%
CYP3A4 substrate + 0.6542 65.42%
CYP2C9 substrate - 0.5905 59.05%
CYP2D6 substrate + 0.6055 60.55%
CYP3A4 inhibition + 0.5779 57.79%
CYP2C9 inhibition - 0.8121 81.21%
CYP2C19 inhibition - 0.5638 56.38%
CYP2D6 inhibition - 0.6721 67.21%
CYP1A2 inhibition - 0.8965 89.65%
CYP2C8 inhibition - 0.7368 73.68%
CYP inhibitory promiscuity - 0.7094 70.94%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5830 58.30%
Eye corrosion - 0.9897 98.97%
Eye irritation - 0.9471 94.71%
Skin irritation - 0.8146 81.46%
Skin corrosion - 0.9473 94.73%
Ames mutagenesis + 0.5400 54.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6560 65.60%
Micronuclear - 0.5200 52.00%
Hepatotoxicity - 0.7875 78.75%
skin sensitisation - 0.8616 86.16%
Respiratory toxicity + 0.8778 87.78%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.8250 82.50%
Nephrotoxicity - 0.8169 81.69%
Acute Oral Toxicity (c) III 0.6899 68.99%
Estrogen receptor binding + 0.7250 72.50%
Androgen receptor binding + 0.6862 68.62%
Thyroid receptor binding + 0.6292 62.92%
Glucocorticoid receptor binding + 0.8220 82.20%
Aromatase binding - 0.5315 53.15%
PPAR gamma + 0.8373 83.73%
Honey bee toxicity - 0.8262 82.62%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity + 0.6800 68.00%
Fish aquatic toxicity + 0.8904 89.04%

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 99.35% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.04% 91.11%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 95.39% 96.77%
CHEMBL2581 P07339 Cathepsin D 94.01% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.76% 95.56%
CHEMBL5311 P37023 Serine/threonine-protein kinase receptor R3 93.22% 82.67%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.86% 86.33%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 91.81% 89.62%
CHEMBL5608 Q16288 NT-3 growth factor receptor 91.66% 95.89%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 91.24% 92.62%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 90.55% 93.40%
CHEMBL2041 P07949 Tyrosine-protein kinase receptor RET 90.51% 91.79%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 90.16% 94.00%
CHEMBL4208 P20618 Proteasome component C5 90.13% 90.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 90.01% 92.94%
CHEMBL4895 P30530 Tyrosine-protein kinase receptor UFO 87.85% 90.95%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 83.80% 82.38%
CHEMBL3192 Q9BY41 Histone deacetylase 8 83.39% 93.99%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 83.20% 90.24%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 83.11% 95.89%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.64% 89.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 82.21% 94.45%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 81.57% 95.78%
CHEMBL2413 P32246 C-C chemokine receptor type 1 81.48% 89.50%
CHEMBL3438 Q05513 Protein kinase C zeta 81.16% 88.48%
CHEMBL4940 P07195 L-lactate dehydrogenase B chain 80.73% 95.53%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.53% 100.00%
CHEMBL5747 Q92793 CREB-binding protein 80.40% 95.12%

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.
Fumaria rostellata

Cross-Links

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PubChem 163025201
LOTUS LTS0031441
wikiData Q104922522