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(+/-)-Valachine

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 cde92286-47c5-4838-8688-8d83089d1466
Taxonomy Alkaloids and derivatives > Protoberberine alkaloids and derivatives
IUPAC Name 23,24-dimethoxy-8,10-dioxa-2-azaheptacyclo[16.7.1.02,14.05,13.07,11.014,19.020,25]hexacosa-5,7(11),12,20(25),21,23-hexaen-16-one
SMILES (Canonical) COC1=C(C2=C(C=C1)C3C4CC2N5C3(CC(=O)C4)C6=CC7=C(C=C6CC5)OCO7)OC
SMILES (Isomeric) COC1=C(C2=C(C=C1)C3C4CC2N5C3(CC(=O)C4)C6=CC7=C(C=C6CC5)OCO7)OC
InChI InChI=1S/C25H25NO5/c1-28-19-4-3-16-22(24(19)29-2)18-8-14-7-15(27)11-25(23(14)16)17-10-21-20(30-12-31-21)9-13(17)5-6-26(18)25/h3-4,9-10,14,18,23H,5-8,11-12H2,1-2H3
InChI Key HOZLCJIRVSAQBD-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C25H25NO5
Molecular Weight 419.50 g/mol
Exact Mass 419.17327290 g/mol
Topological Polar Surface Area (TPSA) 57.20 Ų
XlogP 2.60
Atomic LogP (AlogP) 3.71
H-Bond Acceptor 6
H-Bond Donor 0
Rotatable Bonds 2

Synonyms

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HOZLCJIRVSAQBD-UHFFFAOYSA-N

2D Structure

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2D Structure of (+/-)-Valachine

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9540 95.40%
Caco-2 + 0.6816 68.16%
Blood Brain Barrier + 0.8500 85.00%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.6424 64.24%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9293 92.93%
OATP1B3 inhibitior + 0.9452 94.52%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior + 0.9411 94.11%
P-glycoprotein inhibitior + 0.8285 82.85%
P-glycoprotein substrate - 0.5178 51.78%
CYP3A4 substrate + 0.7012 70.12%
CYP2C9 substrate - 0.8079 80.79%
CYP2D6 substrate + 0.5799 57.99%
CYP3A4 inhibition + 0.8579 85.79%
CYP2C9 inhibition - 0.8702 87.02%
CYP2C19 inhibition + 0.7149 71.49%
CYP2D6 inhibition + 0.7496 74.96%
CYP1A2 inhibition + 0.5219 52.19%
CYP2C8 inhibition + 0.4557 45.57%
CYP inhibitory promiscuity + 0.6703 67.03%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.5297 52.97%
Eye corrosion - 0.9904 99.04%
Eye irritation - 0.9634 96.34%
Skin irritation - 0.8277 82.77%
Skin corrosion - 0.9545 95.45%
Ames mutagenesis + 0.5400 54.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7327 73.27%
Micronuclear + 0.6200 62.00%
Hepatotoxicity - 0.7375 73.75%
skin sensitisation - 0.8498 84.98%
Respiratory toxicity + 0.8222 82.22%
Reproductive toxicity + 0.8111 81.11%
Mitochondrial toxicity + 0.7750 77.50%
Nephrotoxicity - 0.5753 57.53%
Acute Oral Toxicity (c) III 0.6662 66.62%
Estrogen receptor binding + 0.7521 75.21%
Androgen receptor binding + 0.8115 81.15%
Thyroid receptor binding - 0.5126 51.26%
Glucocorticoid receptor binding + 0.7964 79.64%
Aromatase binding - 0.6711 67.11%
PPAR gamma + 0.6655 66.55%
Honey bee toxicity - 0.7334 73.34%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity + 0.6300 63.00%
Fish aquatic toxicity + 0.8062 80.62%

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 97.34% 96.77%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.21% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.49% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.87% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.67% 86.33%
CHEMBL3192 Q9BY41 Histone deacetylase 8 93.53% 93.99%
CHEMBL2581 P07339 Cathepsin D 91.51% 98.95%
CHEMBL5608 Q16288 NT-3 growth factor receptor 91.44% 95.89%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 91.43% 91.11%
CHEMBL4040 P28482 MAP kinase ERK2 91.00% 83.82%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 90.15% 92.62%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 89.76% 93.40%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 89.55% 94.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.03% 89.00%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 88.99% 82.38%
CHEMBL4895 P30530 Tyrosine-protein kinase receptor UFO 87.48% 90.95%
CHEMBL5311 P37023 Serine/threonine-protein kinase receptor R3 87.44% 82.67%
CHEMBL2535 P11166 Glucose transporter 87.16% 98.75%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.71% 97.09%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.15% 99.23%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 86.01% 97.14%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 85.11% 90.24%
CHEMBL2056 P21728 Dopamine D1 receptor 84.69% 91.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 83.81% 95.89%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 83.77% 90.71%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.86% 100.00%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 82.69% 97.33%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 82.49% 96.38%
CHEMBL2146302 O94925 Glutaminase kidney isoform, mitochondrial 82.33% 100.00%
CHEMBL217 P14416 Dopamine D2 receptor 81.96% 95.62%
CHEMBL1966 Q02127 Dihydroorotate dehydrogenase 81.26% 96.09%
CHEMBL4247 Q9UM73 ALK tyrosine kinase receptor 81.19% 96.86%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 81.14% 89.62%

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.
Meconopsis punicea

Cross-Links

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PubChem 630738
NPASS NPC21231