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(-)-Tylocrebrine

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 897c222a-71e0-41e6-b52f-041125bd81b0
Taxonomy Benzenoids > Phenanthrenes and derivatives > Phenanthroindolizidines
IUPAC Name (13aS)-2,3,5,6-tetramethoxy-9,11,12,13,13a,14-hexahydrophenanthro[9,10-f]indolizine
SMILES (Canonical) COC1=C(C2=C(C=C1)C3=C(CC4CCCN4C3)C5=CC(=C(C=C52)OC)OC)OC
SMILES (Isomeric) COC1=C(C2=C(C=C1)C3=C(C[C@@H]4CCCN4C3)C5=CC(=C(C=C52)OC)OC)OC
InChI InChI=1S/C24H27NO4/c1-26-20-8-7-15-19-13-25-9-5-6-14(25)10-16(19)17-11-21(27-2)22(28-3)12-18(17)23(15)24(20)29-4/h7-8,11-12,14H,5-6,9-10,13H2,1-4H3/t14-/m0/s1
InChI Key YFEPHJVWLFGWKH-AWEZNQCLSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C24H27NO4
Molecular Weight 393.50 g/mol
Exact Mass 393.19400834 g/mol
Topological Polar Surface Area (TPSA) 40.20 Ų
XlogP 4.70
Atomic LogP (AlogP) 4.55
H-Bond Acceptor 5
H-Bond Donor 0
Rotatable Bonds 4

Synonyms

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Tylocrebrine, (-)-
Tylocrebrine L-form [MI]
61302-92-9
UNII-YZ2Y4V1041
YZ2Y4V1041
Dibenzo(f,H)pyrrolo(1,2-b)isoquinoline, 9,11,12,13,13a,14-hexahydro-2,3,5,6-tetramethoxy-, (13aS)-
Dibenzo(f,H)pyrrolo(1,2-b)isoquinoline, 9,11,12,13,13a,14-hexahydro-2,3,5,6-tetramethoxy-, (S)-
CHEBI:120
DTXSID40331986
CCG-36129
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of (-)-Tylocrebrine

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9821 98.21%
Caco-2 + 0.8717 87.17%
Blood Brain Barrier + 0.7250 72.50%
Human oral bioavailability + 0.5429 54.29%
Subcellular localzation Mitochondria 0.6781 67.81%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9311 93.11%
OATP1B3 inhibitior + 0.9488 94.88%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior + 0.6250 62.50%
BSEP inhibitior + 0.9213 92.13%
P-glycoprotein inhibitior + 0.7468 74.68%
P-glycoprotein substrate + 0.6285 62.85%
CYP3A4 substrate + 0.5503 55.03%
CYP2C9 substrate + 0.7753 77.53%
CYP2D6 substrate + 0.8760 87.60%
CYP3A4 inhibition - 0.6899 68.99%
CYP2C9 inhibition - 0.8623 86.23%
CYP2C19 inhibition - 0.6183 61.83%
CYP2D6 inhibition + 0.8636 86.36%
CYP1A2 inhibition + 0.5748 57.48%
CYP2C8 inhibition + 0.4518 45.18%
CYP inhibitory promiscuity + 0.5000 50.00%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6122 61.22%
Eye corrosion - 0.9911 99.11%
Eye irritation - 0.9664 96.64%
Skin irritation - 0.7895 78.95%
Skin corrosion - 0.9501 95.01%
Ames mutagenesis + 0.5900 59.00%
Human Ether-a-go-go-Related Gene inhibition + 0.9041 90.41%
Micronuclear - 0.5200 52.00%
Hepatotoxicity + 0.7875 78.75%
skin sensitisation - 0.8979 89.79%
Respiratory toxicity + 0.8333 83.33%
Reproductive toxicity + 0.8556 85.56%
Mitochondrial toxicity + 0.7750 77.50%
Nephrotoxicity - 0.7530 75.30%
Acute Oral Toxicity (c) II 0.7389 73.89%
Estrogen receptor binding + 0.8368 83.68%
Androgen receptor binding + 0.6317 63.17%
Thyroid receptor binding + 0.6399 63.99%
Glucocorticoid receptor binding + 0.7949 79.49%
Aromatase binding + 0.5499 54.99%
PPAR gamma + 0.5265 52.65%
Honey bee toxicity - 0.8915 89.15%
Biodegradation - 0.9500 95.00%
Crustacea aquatic toxicity + 0.8200 82.00%
Fish aquatic toxicity + 0.7109 71.09%

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
CHEMBL5608 Q16288 NT-3 growth factor receptor 95.65% 95.89%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 95.26% 89.62%
CHEMBL5747 Q92793 CREB-binding protein 93.99% 95.12%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.76% 96.09%
CHEMBL2535 P11166 Glucose transporter 92.19% 98.75%
CHEMBL3438 Q05513 Protein kinase C zeta 91.89% 88.48%
CHEMBL241 Q14432 Phosphodiesterase 3A 91.62% 92.94%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.59% 94.45%
CHEMBL5203 P33316 dUTP pyrophosphatase 91.42% 99.18%
CHEMBL3192 Q9BY41 Histone deacetylase 8 90.55% 93.99%
CHEMBL4895 P30530 Tyrosine-protein kinase receptor UFO 90.21% 90.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.67% 95.56%
CHEMBL2581 P07339 Cathepsin D 88.34% 98.95%
CHEMBL264 Q9Y5N1 Histamine H3 receptor 88.15% 91.43%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.15% 86.33%
CHEMBL217 P14416 Dopamine D2 receptor 83.98% 95.62%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 82.82% 82.38%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.20% 94.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 82.13% 97.09%
CHEMBL4940 P07195 L-lactate dehydrogenase B chain 82.11% 95.53%
CHEMBL4302 P08183 P-glycoprotein 1 82.04% 92.98%
CHEMBL1907601 P11802 Cyclin-dependent kinase 4/cyclin D1 81.89% 98.99%
CHEMBL5925 P22413 Ectonucleotide pyrophosphatase/phosphodiesterase family member 1 81.06% 92.38%
CHEMBL3023 Q9NRA0 Sphingosine kinase 2 80.75% 95.61%
CHEMBL2146302 O94925 Glutaminase kidney isoform, mitochondrial 80.54% 100.00%
CHEMBL6031 Q9H9B1 Histone-lysine N-methyltransferase, H3 lysine-9 specific 5 80.24% 94.33%

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.
Ficus septica

Cross-Links

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PubChem 442875
LOTUS LTS0017265
wikiData Q27105249