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1,3-Dioxolo[4,5-g]isoquinoline, 5-[(3,4-dimethoxyphenyl)methyl]-5,6,7,8-tetrahydro-6-methyl-, (R)-

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 308ba89f-4533-4c34-a448-494aa2b890aa
Taxonomy Organoheterocyclic compounds > Isoquinolines and derivatives > Benzylisoquinolines
IUPAC Name (5R)-5-[(3,4-dimethoxyphenyl)methyl]-6-methyl-7,8-dihydro-5H-[1,3]dioxolo[4,5-g]isoquinoline
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C20H23NO4/c1-21-7-6-14-10-19-20(25-12-24-19)11-15(14)16(21)8-13-4-5-17(22-2)18(9-13)23-3/h4-5,9-11,16H,6-8,12H2,1-3H3/t16-/m1/s1
InChI Key SSYRKFOBOISIEN-MRXNPFEDSA-N
Popularity 4 references in papers

Physical and Chemical Properties

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Molecular Formula C20H23NO4
Molecular Weight 341.40 g/mol
Exact Mass 341.16270821 g/mol
Topological Polar Surface Area (TPSA) 40.20 Ų
XlogP 3.50
Atomic LogP (AlogP) 3.20
H-Bond Acceptor 5
H-Bond Donor 0
Rotatable Bonds 4

Synonyms

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1.beta.H-Romneine
Rhomnein
Rhomneine
Romneine
(-)-Romneine
SSYRKFOBOISIEN-MRXNPFEDSA-N
1,3-Dioxolo[4,5-g]isoquinoline, 5-[(3,4-dimethoxyphenyl)methyl]-5,6,7,8-tetrahydro-6-methyl-, (R)-
5-(3,4-Dimethoxybenzyl)-6-methyl-5,6,7,8-tetrahydro[1,3]dioxolo[4,5-g]isoquinoline #

2D Structure

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2D Structure of 1,3-Dioxolo[4,5-g]isoquinoline, 5-[(3,4-dimethoxyphenyl)methyl]-5,6,7,8-tetrahydro-6-methyl-, (R)-

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9340 93.40%
Caco-2 + 0.9164 91.64%
Blood Brain Barrier + 0.8500 85.00%
Human oral bioavailability - 0.5143 51.43%
Subcellular localzation Lysosomes 0.4123 41.23%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9427 94.27%
OATP1B3 inhibitior + 0.9481 94.81%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.5500 55.00%
BSEP inhibitior + 0.8942 89.42%
P-glycoprotein inhibitior + 0.8378 83.78%
P-glycoprotein substrate - 0.6018 60.18%
CYP3A4 substrate + 0.6186 61.86%
CYP2C9 substrate - 0.6129 61.29%
CYP2D6 substrate + 0.7342 73.42%
CYP3A4 inhibition + 0.5666 56.66%
CYP2C9 inhibition - 0.8199 81.99%
CYP2C19 inhibition + 0.5911 59.11%
CYP2D6 inhibition + 0.7554 75.54%
CYP1A2 inhibition - 0.7631 76.31%
CYP2C8 inhibition - 0.6994 69.94%
CYP inhibitory promiscuity + 0.5449 54.49%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5938 59.38%
Eye corrosion - 0.9918 99.18%
Eye irritation - 0.9743 97.43%
Skin irritation - 0.8100 81.00%
Skin corrosion - 0.9496 94.96%
Ames mutagenesis - 0.5700 57.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8162 81.62%
Micronuclear - 0.5100 51.00%
Hepatotoxicity - 0.7500 75.00%
skin sensitisation - 0.8731 87.31%
Respiratory toxicity + 0.6000 60.00%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.7875 78.75%
Nephrotoxicity - 0.7926 79.26%
Acute Oral Toxicity (c) III 0.7609 76.09%
Estrogen receptor binding + 0.7443 74.43%
Androgen receptor binding - 0.6435 64.35%
Thyroid receptor binding + 0.5775 57.75%
Glucocorticoid receptor binding + 0.7395 73.95%
Aromatase binding - 0.6277 62.77%
PPAR gamma + 0.6546 65.46%
Honey bee toxicity - 0.8433 84.33%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity + 0.5100 51.00%
Fish aquatic toxicity + 0.9352 93.52%

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 98.58% 96.09%
CHEMBL261 P00915 Carbonic anhydrase I 97.24% 96.76%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 96.10% 96.77%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 95.88% 85.14%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.60% 94.45%
CHEMBL2581 P07339 Cathepsin D 95.56% 98.95%
CHEMBL5608 Q16288 NT-3 growth factor receptor 93.45% 95.89%
CHEMBL5747 Q92793 CREB-binding protein 91.67% 95.12%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 91.58% 92.62%
CHEMBL4040 P28482 MAP kinase ERK2 91.51% 83.82%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 91.23% 95.89%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.22% 86.33%
CHEMBL3192 Q9BY41 Histone deacetylase 8 90.15% 93.99%
CHEMBL4895 P30530 Tyrosine-protein kinase receptor UFO 90.13% 90.95%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 88.09% 94.00%
CHEMBL2413 P32246 C-C chemokine receptor type 1 87.05% 89.50%
CHEMBL253 P34972 Cannabinoid CB2 receptor 85.90% 97.25%
CHEMBL3024 P53350 Serine/threonine-protein kinase PLK1 85.72% 97.43%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.38% 95.56%
CHEMBL2535 P11166 Glucose transporter 85.27% 98.75%
CHEMBL5311 P37023 Serine/threonine-protein kinase receptor R3 84.42% 82.67%
CHEMBL5555 O00767 Acyl-CoA desaturase 84.11% 97.50%
CHEMBL4208 P20618 Proteasome component C5 83.17% 90.00%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 81.43% 93.40%
CHEMBL6175 Q9H3R0 Lysine-specific demethylase 4C 81.19% 96.69%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 81.03% 95.78%
CHEMBL205 P00918 Carbonic anhydrase II 80.98% 98.44%
CHEMBL3060 Q9Y345 Glycine transporter 2 80.71% 99.17%

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.
Laurelia novae-zelandiae
Romneya coulteri

Cross-Links

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PubChem 22294347
LOTUS LTS0047842
wikiData Q105260038