Liriodendronine

Details

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Internal ID 5aaeecae-4312-4ced-9c9c-f5bcffe26e9c
Taxonomy Alkaloids and derivatives > Aporphines
IUPAC Name 16-hydroxy-10-azatetracyclo[7.7.1.02,7.013,17]heptadeca-1(16),2,4,6,9(17),11,13-heptaene-8,15-dione
SMILES (Canonical) C1=CC=C2C(=C1)C3=C(C(=O)C=C4C3=C(C2=O)NC=C4)O
SMILES (Isomeric) C1=CC=C2C(=C1)C3=C(C(=O)C=C4C3=C(C2=O)NC=C4)O
InChI InChI=1S/C16H9NO3/c18-11-7-8-5-6-17-14-12(8)13(16(11)20)9-3-1-2-4-10(9)15(14)19/h1-7,17,20H
InChI Key RNQMGRUHSGSHTP-UHFFFAOYSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C16H9NO3
Molecular Weight 263.25 g/mol
Exact Mass 263.058243149 g/mol
Topological Polar Surface Area (TPSA) 66.40 Ų
XlogP 1.30
Atomic LogP (AlogP) 2.34
H-Bond Acceptor 3
H-Bond Donor 2
Rotatable Bonds 0

Synonyms

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65400-36-4
1,2-Dihydroxy-7H-dibenzo[de,g]quinolin-7-one
7H-Dibenzo[de,g]quinolin-7-one, 1,2-dihydroxy-
Liriodendromine
7H-Dibenzo(de,g)quinolin-7-one, 1,2-dihydroxy-
DTXSID00984013
BNYNYNLVJSHQDA-UHFFFAOYSA-N
PXJWAJDNCNJNLN-UHFFFAOYSA-N
AKOS040752603
1,2-Dihydroxy-7H-dibenzo[de,g]quinolin-7-one #
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of Liriodendronine

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9920 99.20%
Caco-2 - 0.5360 53.60%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability + 0.5714 57.14%
Subcellular localzation Mitochondria 0.6324 63.24%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8571 85.71%
OATP1B3 inhibitior + 0.9486 94.86%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.9750 97.50%
BSEP inhibitior - 0.6896 68.96%
P-glycoprotein inhibitior - 0.9307 93.07%
P-glycoprotein substrate - 0.8457 84.57%
CYP3A4 substrate - 0.5068 50.68%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7691 76.91%
CYP3A4 inhibition - 0.9546 95.46%
CYP2C9 inhibition - 0.6636 66.36%
CYP2C19 inhibition - 0.7199 71.99%
CYP2D6 inhibition - 0.8524 85.24%
CYP1A2 inhibition + 0.7290 72.90%
CYP2C8 inhibition - 0.6362 63.62%
CYP inhibitory promiscuity - 0.7683 76.83%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.6954 69.54%
Eye corrosion - 0.9966 99.66%
Eye irritation + 0.7699 76.99%
Skin irritation - 0.6791 67.91%
Skin corrosion - 0.9749 97.49%
Ames mutagenesis + 0.7356 73.56%
Human Ether-a-go-go-Related Gene inhibition - 0.9084 90.84%
Micronuclear + 0.8500 85.00%
Hepatotoxicity + 0.5750 57.50%
skin sensitisation - 0.8725 87.25%
Respiratory toxicity + 0.6778 67.78%
Reproductive toxicity + 0.6556 65.56%
Mitochondrial toxicity - 0.5750 57.50%
Nephrotoxicity - 0.5886 58.86%
Acute Oral Toxicity (c) III 0.5590 55.90%
Estrogen receptor binding + 0.6981 69.81%
Androgen receptor binding + 0.7394 73.94%
Thyroid receptor binding + 0.5220 52.20%
Glucocorticoid receptor binding + 0.9347 93.47%
Aromatase binding + 0.7813 78.13%
PPAR gamma + 0.8111 81.11%
Honey bee toxicity - 0.9289 92.89%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.5100 51.00%
Fish aquatic toxicity - 0.4878 48.78%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.41% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.34% 95.56%
CHEMBL3192 Q9BY41 Histone deacetylase 8 91.57% 93.99%
CHEMBL1937 Q92769 Histone deacetylase 2 91.02% 94.75%
CHEMBL2581 P07339 Cathepsin D 90.20% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.80% 89.00%
CHEMBL3830 Q2M2I8 Adaptor-associated kinase 87.43% 83.10%
CHEMBL2708 Q16584 Mitogen-activated protein kinase kinase kinase 11 87.08% 81.14%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.98% 99.23%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 84.70% 94.45%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 83.55% 94.00%
CHEMBL2095172 P14867 GABA-A receptor; alpha-1/beta-2/gamma-2 83.18% 92.67%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 82.31% 99.15%
CHEMBL2535 P11166 Glucose transporter 82.18% 98.75%

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.
Mitrephora maingayi

Cross-Links

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PubChem 127847
LOTUS LTS0106155
wikiData Q104398863