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(13aS)-4,7-dimethoxy-9,11,12,13,13a,14-hexahydrophenanthro[9,10-f]indolizine-3,6-diol

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 752258cb-d165-4031-97f6-2e4d2f50f8ba
Taxonomy Benzenoids > Phenanthrenes and derivatives > Phenanthroindolizidines
IUPAC Name (13aS)-4,7-dimethoxy-9,11,12,13,13a,14-hexahydrophenanthro[9,10-f]indolizine-3,6-diol
SMILES (Canonical) COC1=C(C=C2C(=C1)C3=C(CC4CCCN4C3)C5=C2C(=C(C=C5)O)OC)O
SMILES (Isomeric) COC1=C(C=C2C(=C1)C3=C(C[C@@H]4CCCN4C3)C5=C2C(=C(C=C5)O)OC)O
InChI InChI=1S/C22H23NO4/c1-26-20-10-15-16(9-19(20)25)21-13(5-6-18(24)22(21)27-2)14-8-12-4-3-7-23(12)11-17(14)15/h5-6,9-10,12,24-25H,3-4,7-8,11H2,1-2H3/t12-/m0/s1
InChI Key WPOKYTPPLXAILU-LBPRGKRZSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C22H23NO4
Molecular Weight 365.40 g/mol
Exact Mass 365.16270821 g/mol
Topological Polar Surface Area (TPSA) 62.20 Ų
XlogP 4.10
Atomic LogP (AlogP) 3.94
H-Bond Acceptor 5
H-Bond Donor 2
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (13aS)-4,7-dimethoxy-9,11,12,13,13a,14-hexahydrophenanthro[9,10-f]indolizine-3,6-diol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9572 95.72%
Caco-2 + 0.7513 75.13%
Blood Brain Barrier + 0.8000 80.00%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Mitochondria 0.7785 77.85%
OATP2B1 inhibitior - 0.8526 85.26%
OATP1B1 inhibitior + 0.9245 92.45%
OATP1B3 inhibitior + 0.9499 94.99%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior + 0.6000 60.00%
BSEP inhibitior + 0.8240 82.40%
P-glycoprotein inhibitior - 0.5095 50.95%
P-glycoprotein substrate - 0.5095 50.95%
CYP3A4 substrate + 0.5714 57.14%
CYP2C9 substrate + 0.7825 78.25%
CYP2D6 substrate + 0.8432 84.32%
CYP3A4 inhibition - 0.7844 78.44%
CYP2C9 inhibition - 0.8989 89.89%
CYP2C19 inhibition + 0.5733 57.33%
CYP2D6 inhibition + 0.8999 89.99%
CYP1A2 inhibition + 0.7465 74.65%
CYP2C8 inhibition + 0.5325 53.25%
CYP inhibitory promiscuity + 0.5139 51.39%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6301 63.01%
Eye corrosion - 0.9910 99.10%
Eye irritation - 0.9328 93.28%
Skin irritation - 0.7697 76.97%
Skin corrosion - 0.9455 94.55%
Ames mutagenesis + 0.5400 54.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6464 64.64%
Micronuclear + 0.5600 56.00%
Hepatotoxicity + 0.7375 73.75%
skin sensitisation - 0.8855 88.55%
Respiratory toxicity + 0.8000 80.00%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 0.8625 86.25%
Nephrotoxicity - 0.7779 77.79%
Acute Oral Toxicity (c) II 0.5772 57.72%
Estrogen receptor binding + 0.7358 73.58%
Androgen receptor binding + 0.6478 64.78%
Thyroid receptor binding + 0.5986 59.86%
Glucocorticoid receptor binding + 0.6849 68.49%
Aromatase binding - 0.4927 49.27%
PPAR gamma + 0.7460 74.60%
Honey bee toxicity - 0.9005 90.05%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity + 0.7200 72.00%
Fish aquatic toxicity + 0.6595 65.95%

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 98.04% 91.11%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 96.58% 89.62%
CHEMBL3438 Q05513 Protein kinase C zeta 95.11% 88.48%
CHEMBL5608 Q16288 NT-3 growth factor receptor 94.98% 95.89%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.73% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.14% 96.09%
CHEMBL241 Q14432 Phosphodiesterase 3A 93.69% 92.94%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.44% 95.56%
CHEMBL2041 P07949 Tyrosine-protein kinase receptor RET 92.98% 91.79%
CHEMBL2535 P11166 Glucose transporter 92.78% 98.75%
CHEMBL3192 Q9BY41 Histone deacetylase 8 88.84% 93.99%
CHEMBL2581 P07339 Cathepsin D 88.68% 98.95%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 87.43% 99.15%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.04% 86.33%
CHEMBL217 P14416 Dopamine D2 receptor 86.43% 95.62%
CHEMBL5203 P33316 dUTP pyrophosphatase 86.39% 99.18%
CHEMBL2085 P14174 Macrophage migration inhibitory factor 85.57% 80.78%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 84.97% 94.00%
CHEMBL5747 Q92793 CREB-binding protein 84.64% 95.12%
CHEMBL4895 P30530 Tyrosine-protein kinase receptor UFO 84.52% 90.95%
CHEMBL4208 P20618 Proteasome component C5 83.70% 90.00%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 82.88% 93.03%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 81.96% 82.38%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 81.68% 91.03%
CHEMBL3137262 O60341 LSD1/CoREST complex 81.54% 97.09%
CHEMBL213 P08588 Beta-1 adrenergic receptor 80.90% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.85% 89.00%

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 10761340
LOTUS LTS0125718
wikiData Q105310100