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Puntarenine

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 5d323caf-10c3-45fe-b860-cc474cc0ddae
Taxonomy Organoheterocyclic compounds > Benzazepines
IUPAC Name 18,19-dimethoxy-6,8-dioxa-14-azapentacyclo[12.8.0.03,11.05,9.017,22]docosa-3,5(9),10,17(22),18,20-hexaene-2,15-dione
SMILES (Canonical) COC1=C(C2=C(C=C1)C3C(=O)C4=CC5=C(C=C4CCN3C(=O)C2)OCO5)OC
SMILES (Isomeric) COC1=C(C2=C(C=C1)C3C(=O)C4=CC5=C(C=C4CCN3C(=O)C2)OCO5)OC
InChI InChI=1S/C21H19NO6/c1-25-15-4-3-12-14(21(15)26-2)9-18(23)22-6-5-11-7-16-17(28-10-27-16)8-13(11)20(24)19(12)22/h3-4,7-8,19H,5-6,9-10H2,1-2H3
InChI Key RIGDPEKYCIWKDD-UHFFFAOYSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C21H19NO6
Molecular Weight 381.40 g/mol
Exact Mass 381.12123733 g/mol
Topological Polar Surface Area (TPSA) 74.30 Ų
XlogP 2.40
Atomic LogP (AlogP) 2.30
H-Bond Acceptor 6
H-Bond Donor 0
Rotatable Bonds 2

Synonyms

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85769-44-4
(1,3)Dioxolo(4,5-h)isoquino(1,2-b)(3)benzazepine-6,15-dione, 5,8,9,15a-tetrahydro-3,4-dimethoxy-, (+-)-
(+-)-Puntarenine
PUNTARENINE, (+/-)-
DTXSID701119324
NSC380855
AKOS040753656
NSC 380855
NSC-380855
18,19-dimethoxy-6,8-dioxa-14-azapentacyclo[12.8.0.03,11.05,9.017,22]docosa-3,5(9),10,17(22),18,20-hexaene-2,15-dione
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of Puntarenine

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8702 87.02%
Caco-2 + 0.7808 78.08%
Blood Brain Barrier + 0.8000 80.00%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.5603 56.03%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9403 94.03%
OATP1B3 inhibitior + 0.9377 93.77%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.6750 67.50%
BSEP inhibitior + 0.8240 82.40%
P-glycoprotein inhibitior + 0.6933 69.33%
P-glycoprotein substrate - 0.7122 71.22%
CYP3A4 substrate + 0.6492 64.92%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8170 81.70%
CYP3A4 inhibition + 0.7876 78.76%
CYP2C9 inhibition + 0.6560 65.60%
CYP2C19 inhibition + 0.7978 79.78%
CYP2D6 inhibition - 0.8150 81.50%
CYP1A2 inhibition + 0.5999 59.99%
CYP2C8 inhibition - 0.7274 72.74%
CYP inhibitory promiscuity + 0.7306 73.06%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.6135 61.35%
Eye corrosion - 0.9892 98.92%
Eye irritation - 0.9485 94.85%
Skin irritation - 0.8251 82.51%
Skin corrosion - 0.9445 94.45%
Ames mutagenesis - 0.6000 60.00%
Human Ether-a-go-go-Related Gene inhibition - 0.6679 66.79%
Micronuclear + 0.5700 57.00%
Hepatotoxicity - 0.5625 56.25%
skin sensitisation - 0.8731 87.31%
Respiratory toxicity + 0.8000 80.00%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.8375 83.75%
Nephrotoxicity + 0.4925 49.25%
Acute Oral Toxicity (c) III 0.7099 70.99%
Estrogen receptor binding + 0.7931 79.31%
Androgen receptor binding + 0.6465 64.65%
Thyroid receptor binding - 0.5588 55.88%
Glucocorticoid receptor binding + 0.8181 81.81%
Aromatase binding - 0.6972 69.72%
PPAR gamma + 0.6610 66.10%
Honey bee toxicity - 0.8432 84.32%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity + 0.6000 60.00%
Fish aquatic toxicity + 0.8166 81.66%

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 97.87% 96.77%
CHEMBL2581 P07339 Cathepsin D 97.09% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.48% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.60% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.08% 95.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 91.33% 95.89%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 90.71% 93.40%
CHEMBL5311 P37023 Serine/threonine-protein kinase receptor R3 90.51% 82.67%
CHEMBL2535 P11166 Glucose transporter 89.93% 98.75%
CHEMBL2056 P21728 Dopamine D1 receptor 87.96% 91.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 87.91% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 87.35% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 86.90% 94.45%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 86.29% 90.71%
CHEMBL4302 P08183 P-glycoprotein 1 86.06% 92.98%
CHEMBL1966 Q02127 Dihydroorotate dehydrogenase 85.18% 96.09%
CHEMBL4895 P30530 Tyrosine-protein kinase receptor UFO 84.96% 90.95%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 84.90% 94.00%
CHEMBL4247 Q9UM73 ALK tyrosine kinase receptor 84.67% 96.86%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.51% 89.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.54% 100.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 83.13% 99.17%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 82.67% 85.14%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 82.60% 89.62%
CHEMBL5925 P22413 Ectonucleotide pyrophosphatase/phosphodiesterase family member 1 81.84% 92.38%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 81.79% 95.78%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.35% 97.14%
CHEMBL2146302 O94925 Glutaminase kidney isoform, mitochondrial 80.32% 100.00%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 80.23% 97.33%

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.
Berberis darwinii
Berberis empetrifolia
Xanthorhiza simplicissima

Cross-Links

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PubChem 100216
LOTUS LTS0186798
wikiData Q105236829