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(+/-)-Karachine

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 1673a2a4-f285-4ca8-80bf-3a443d70b06b
Taxonomy Alkaloids and derivatives > Protoberberine alkaloids and derivatives
IUPAC Name 23,24-dimethoxy-18-methyl-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)
SMILES (Isomeric)
InChI InChI=1S/C26H27NO5/c1-25-10-15(28)11-26-17-9-21-20(31-13-32-21)8-14(17)6-7-27(26)18(12-25)22-16(24(25)26)4-5-19(29-2)23(22)30-3/h4-5,8-9,18,24H,6-7,10-13H2,1-3H3
InChI Key CFSSZVBJSHOACV-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C26H27NO5
Molecular Weight 433.50 g/mol
Exact Mass 433.18892296 g/mol
Topological Polar Surface Area (TPSA) 57.20 Ų
XlogP 3.00
Atomic LogP (AlogP) 4.10
H-Bond Acceptor 6
H-Bond Donor 0
Rotatable Bonds 2

Synonyms

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CFSSZVBJSHOACV-UHFFFAOYSA-N

2D Structure

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2D Structure of (+/-)-Karachine

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8917 89.17%
Caco-2 + 0.6982 69.82%
Blood Brain Barrier + 0.8500 85.00%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.5657 56.57%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9188 91.88%
OATP1B3 inhibitior + 0.9379 93.79%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior + 0.9350 93.50%
P-glycoprotein inhibitior + 0.8674 86.74%
P-glycoprotein substrate - 0.5955 59.55%
CYP3A4 substrate + 0.7049 70.49%
CYP2C9 substrate - 0.7985 79.85%
CYP2D6 substrate + 0.4847 48.47%
CYP3A4 inhibition + 0.7695 76.95%
CYP2C9 inhibition - 0.8831 88.31%
CYP2C19 inhibition + 0.6567 65.67%
CYP2D6 inhibition + 0.6828 68.28%
CYP1A2 inhibition - 0.7555 75.55%
CYP2C8 inhibition - 0.6543 65.43%
CYP inhibitory promiscuity + 0.5418 54.18%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9300 93.00%
Carcinogenicity (trinary) Non-required 0.5108 51.08%
Eye corrosion - 0.9905 99.05%
Eye irritation - 0.9676 96.76%
Skin irritation - 0.8202 82.02%
Skin corrosion - 0.9489 94.89%
Ames mutagenesis - 0.5100 51.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8101 81.01%
Micronuclear - 0.5100 51.00%
Hepatotoxicity - 0.7750 77.50%
skin sensitisation - 0.8680 86.80%
Respiratory toxicity + 0.8444 84.44%
Reproductive toxicity + 0.8000 80.00%
Mitochondrial toxicity + 0.8000 80.00%
Nephrotoxicity - 0.5822 58.22%
Acute Oral Toxicity (c) III 0.6395 63.95%
Estrogen receptor binding + 0.7971 79.71%
Androgen receptor binding + 0.7551 75.51%
Thyroid receptor binding + 0.5190 51.90%
Glucocorticoid receptor binding + 0.7785 77.85%
Aromatase binding - 0.5109 51.09%
PPAR gamma + 0.6908 69.08%
Honey bee toxicity - 0.7823 78.23%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity + 0.6600 66.00%
Fish aquatic toxicity + 0.8902 89.02%

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 98.76% 96.77%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.21% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.65% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 95.62% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.99% 95.56%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.77% 91.11%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 93.96% 93.40%
CHEMBL5608 Q16288 NT-3 growth factor receptor 91.35% 95.89%
CHEMBL3192 Q9BY41 Histone deacetylase 8 91.33% 93.99%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 90.47% 92.62%
CHEMBL2581 P07339 Cathepsin D 89.66% 98.95%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 88.35% 97.14%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 87.78% 94.00%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 87.27% 96.38%
CHEMBL2146302 O94925 Glutaminase kidney isoform, mitochondrial 87.25% 100.00%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 85.92% 89.62%
CHEMBL2535 P11166 Glucose transporter 85.64% 98.75%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.46% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.45% 89.00%
CHEMBL4895 P30530 Tyrosine-protein kinase receptor UFO 85.15% 90.95%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.53% 99.23%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 84.38% 95.89%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 84.18% 82.38%
CHEMBL3746 P80365 11-beta-hydroxysteroid dehydrogenase 2 83.42% 94.78%
CHEMBL241 Q14432 Phosphodiesterase 3A 82.38% 92.94%
CHEMBL5311 P37023 Serine/threonine-protein kinase receptor R3 82.35% 82.67%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.25% 100.00%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 81.81% 97.33%
CHEMBL4247 Q9UM73 ALK tyrosine kinase receptor 81.64% 96.86%
CHEMBL2056 P21728 Dopamine D1 receptor 81.10% 91.00%
CHEMBL5925 P22413 Ectonucleotide pyrophosphatase/phosphodiesterase family member 1 81.09% 92.38%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 80.96% 90.24%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 80.79% 91.03%

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 630739
NPASS NPC276478