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Laureline

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 3e385591-33d9-49e9-9cc4-3106d50bf6a7
Taxonomy Alkaloids and derivatives > Aporphines
IUPAC Name (12R)-17-methoxy-11-methyl-3,5-dioxa-11-azapentacyclo[10.7.1.02,6.08,20.014,19]icosa-1(20),2(6),7,14(19),15,17-hexaene
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C19H19NO3/c1-20-6-5-12-8-16-19(23-10-22-16)18-14-9-13(21-2)4-3-11(14)7-15(20)17(12)18/h3-4,8-9,15H,5-7,10H2,1-2H3/t15-/m1/s1
InChI Key CXHXSNCRZOIVQW-OAHLLOKOSA-N
Popularity 3 references in papers

Physical and Chemical Properties

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Molecular Formula C19H19NO3
Molecular Weight 309.40 g/mol
Exact Mass 309.13649347 g/mol
Topological Polar Surface Area (TPSA) 30.90 Ų
XlogP 3.30
Atomic LogP (AlogP) 3.18
H-Bond Acceptor 4
H-Bond Donor 0
Rotatable Bonds 1

Synonyms

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Laurelin
Laureline [MI]
Methoxyisofugapavine
UNII-A91612DU77
10-Methoxy-1,2-(methylenedioxy)aporphine
81-38-9
A91612DU77
(7aR)-6,7,7a,8-Tetrahydro-11-methoxy-7-methyl-5H-benzo(g)-1,3-benzodioxolo(6,5,4-de)quinoline
5H-Benzo(g)-1,3-benzodioxolo(6,5,4-de)quinoline, 6,7,7a,8-tetrahydro-11-methoxy-7-methyl-, (7aR)
DTXSID401018961
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of Laureline

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9803 98.03%
Caco-2 + 0.9444 94.44%
Blood Brain Barrier + 0.8750 87.50%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Lysosomes 0.5396 53.96%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9200 92.00%
OATP1B3 inhibitior + 0.9529 95.29%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.5500 55.00%
BSEP inhibitior + 0.8830 88.30%
P-glycoprotein inhibitior - 0.7797 77.97%
P-glycoprotein substrate - 0.7281 72.81%
CYP3A4 substrate + 0.6186 61.86%
CYP2C9 substrate - 0.6129 61.29%
CYP2D6 substrate + 0.7342 73.42%
CYP3A4 inhibition - 0.6980 69.80%
CYP2C9 inhibition - 0.9160 91.60%
CYP2C19 inhibition - 0.6400 64.00%
CYP2D6 inhibition + 0.9039 90.39%
CYP1A2 inhibition + 0.7847 78.47%
CYP2C8 inhibition - 0.8485 84.85%
CYP inhibitory promiscuity + 0.5181 51.81%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6355 63.55%
Eye corrosion - 0.9898 98.98%
Eye irritation - 0.9726 97.26%
Skin irritation - 0.7865 78.65%
Skin corrosion - 0.9427 94.27%
Ames mutagenesis + 0.9200 92.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8592 85.92%
Micronuclear + 0.5100 51.00%
Hepatotoxicity - 0.8500 85.00%
skin sensitisation - 0.8533 85.33%
Respiratory toxicity + 0.8778 87.78%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.9000 90.00%
Nephrotoxicity - 0.7905 79.05%
Acute Oral Toxicity (c) III 0.6290 62.90%
Estrogen receptor binding + 0.6402 64.02%
Androgen receptor binding + 0.5997 59.97%
Thyroid receptor binding - 0.4896 48.96%
Glucocorticoid receptor binding + 0.8044 80.44%
Aromatase binding - 0.6119 61.19%
PPAR gamma + 0.7483 74.83%
Honey bee toxicity - 0.8403 84.03%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity + 0.6900 69.00%
Fish aquatic toxicity + 0.8922 89.22%

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
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 99.15% 96.77%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.62% 96.09%
CHEMBL1951 P21397 Monoamine oxidase A 95.73% 91.49%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 95.38% 93.40%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.27% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.25% 95.56%
CHEMBL240 Q12809 HERG 94.19% 89.76%
CHEMBL4208 P20618 Proteasome component C5 93.49% 90.00%
CHEMBL2056 P21728 Dopamine D1 receptor 91.71% 91.00%
CHEMBL2581 P07339 Cathepsin D 91.33% 98.95%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 90.74% 92.62%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.66% 95.89%
CHEMBL3192 Q9BY41 Histone deacetylase 8 90.48% 93.99%
CHEMBL3438 Q05513 Protein kinase C zeta 89.63% 88.48%
CHEMBL2041 P07949 Tyrosine-protein kinase receptor RET 89.24% 91.79%
CHEMBL4895 P30530 Tyrosine-protein kinase receptor UFO 87.72% 90.95%
CHEMBL5311 P37023 Serine/threonine-protein kinase receptor R3 87.47% 82.67%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.21% 86.33%
CHEMBL4247 Q9UM73 ALK tyrosine kinase receptor 86.56% 96.86%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 86.40% 94.00%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 84.86% 95.78%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.52% 97.09%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 82.88% 100.00%
CHEMBL3820 P35557 Hexokinase type IV 82.80% 91.96%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 82.37% 82.38%
CHEMBL4940 P07195 L-lactate dehydrogenase B chain 82.23% 95.53%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 82.04% 95.89%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 81.94% 91.03%
CHEMBL2146302 O94925 Glutaminase kidney isoform, mitochondrial 81.00% 100.00%

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.
Hedycarya angustifolia
Laurelia novae-zelandiae

Cross-Links

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PubChem 821373
LOTUS LTS0209893
wikiData Q27273782