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2,3,5-Trimethoxy-9,11,12,13,13a,14-hexahydrophenanthro[10,9-f]indolizin-6-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 7dde1d1e-bc98-4c17-8a17-fc1abed5d0e2
Taxonomy Benzenoids > Phenanthrenes and derivatives > Phenanthroindolizidines
IUPAC Name 2,3,5-trimethoxy-9,11,12,13,13a,14-hexahydrophenanthro[10,9-f]indolizin-6-ol
SMILES (Canonical) COC1=C(C=C2C(=C1)C3=C(CN4CCCC4C3)C5=C2C(=C(C=C5)O)OC)OC
SMILES (Isomeric) COC1=C(C=C2C(=C1)C3=C(CN4CCCC4C3)C5=C2C(=C(C=C5)O)OC)OC
InChI InChI=1S/C23H25NO4/c1-26-20-10-16-15-9-13-5-4-8-24(13)12-18(15)14-6-7-19(25)23(28-3)22(14)17(16)11-21(20)27-2/h6-7,10-11,13,25H,4-5,8-9,12H2,1-3H3
InChI Key VFAKARQGHXFSFM-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C23H25NO4
Molecular Weight 379.40 g/mol
Exact Mass 379.17835828 g/mol
Topological Polar Surface Area (TPSA) 51.20 Ų
XlogP 4.40
Atomic LogP (AlogP) 4.24
H-Bond Acceptor 5
H-Bond Donor 1
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 2,3,5-Trimethoxy-9,11,12,13,13a,14-hexahydrophenanthro[10,9-f]indolizin-6-ol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9669 96.69%
Caco-2 + 0.8549 85.49%
Blood Brain Barrier + 0.7000 70.00%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Mitochondria 0.7450 74.50%
OATP2B1 inhibitior - 0.8581 85.81%
OATP1B1 inhibitior + 0.9257 92.57%
OATP1B3 inhibitior + 0.9474 94.74%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior + 0.6750 67.50%
BSEP inhibitior + 0.8520 85.20%
P-glycoprotein inhibitior + 0.5876 58.76%
P-glycoprotein substrate + 0.5097 50.97%
CYP3A4 substrate + 0.5663 56.63%
CYP2C9 substrate + 0.7825 78.25%
CYP2D6 substrate + 0.8432 84.32%
CYP3A4 inhibition - 0.7124 71.24%
CYP2C9 inhibition - 0.8879 88.79%
CYP2C19 inhibition - 0.6335 63.35%
CYP2D6 inhibition + 0.8842 88.42%
CYP1A2 inhibition + 0.6335 63.35%
CYP2C8 inhibition + 0.5136 51.36%
CYP inhibitory promiscuity - 0.6583 65.83%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6291 62.91%
Eye corrosion - 0.9915 99.15%
Eye irritation - 0.9607 96.07%
Skin irritation - 0.7799 77.99%
Skin corrosion - 0.9489 94.89%
Ames mutagenesis + 0.5300 53.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7752 77.52%
Micronuclear + 0.5100 51.00%
Hepatotoxicity + 0.7375 73.75%
skin sensitisation - 0.8944 89.44%
Respiratory toxicity + 0.8000 80.00%
Reproductive toxicity + 0.8556 85.56%
Mitochondrial toxicity + 0.7875 78.75%
Nephrotoxicity - 0.7762 77.62%
Acute Oral Toxicity (c) II 0.6763 67.63%
Estrogen receptor binding + 0.7662 76.62%
Androgen receptor binding + 0.6231 62.31%
Thyroid receptor binding + 0.6279 62.79%
Glucocorticoid receptor binding + 0.7916 79.16%
Aromatase binding - 0.5234 52.34%
PPAR gamma + 0.6590 65.90%
Honey bee toxicity - 0.9059 90.59%
Biodegradation - 0.9500 95.00%
Crustacea aquatic toxicity + 0.7100 71.00%
Fish aquatic toxicity + 0.6413 64.13%

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 97.24% 91.11%
CHEMBL241 Q14432 Phosphodiesterase 3A 96.08% 92.94%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 95.83% 89.62%
CHEMBL2041 P07949 Tyrosine-protein kinase receptor RET 95.74% 91.79%
CHEMBL5608 Q16288 NT-3 growth factor receptor 94.98% 95.89%
CHEMBL3438 Q05513 Protein kinase C zeta 94.76% 88.48%
CHEMBL2535 P11166 Glucose transporter 93.83% 98.75%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.41% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.41% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.88% 95.56%
CHEMBL3192 Q9BY41 Histone deacetylase 8 92.34% 93.99%
CHEMBL2581 P07339 Cathepsin D 88.84% 98.95%
CHEMBL217 P14416 Dopamine D2 receptor 86.95% 95.62%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.73% 86.33%
CHEMBL5203 P33316 dUTP pyrophosphatase 86.39% 99.18%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 85.99% 99.15%
CHEMBL4895 P30530 Tyrosine-protein kinase receptor UFO 85.76% 90.95%
CHEMBL5747 Q92793 CREB-binding protein 85.64% 95.12%
CHEMBL2085 P14174 Macrophage migration inhibitory factor 84.84% 80.78%
CHEMBL4208 P20618 Proteasome component C5 83.70% 90.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 83.48% 94.00%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 82.46% 91.03%
CHEMBL4355 O14976 Serine/threonine-protein kinase GAK 81.98% 89.32%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.66% 89.00%
CHEMBL213 P08588 Beta-1 adrenergic receptor 81.65% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 81.54% 97.09%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 80.74% 82.38%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 153037456
LOTUS LTS0258076
wikiData Q105284957