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Karasamine

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 a2be891a-112e-4bad-822c-f9a9f0a0849f
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Aconitane-type diterpenoid alkaloids
IUPAC Name (1S,2R,3R,4S,5R,8S,9S,16S,17R)-11-ethyl-4,6-dimethoxy-13-methyl-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadecane-8,16-diol
SMILES (Canonical) CCN1CC2(CCC(C34C2CC(C31)C5(CC(C6CC4C5C6OC)OC)O)O)C
SMILES (Isomeric) CCN1CC2(CC[C@@H]([C@@]34[C@@H]2C[C@@H](C31)[C@]5(CC([C@H]6C[C@@H]4[C@@H]5[C@H]6OC)OC)O)O)C
InChI InChI=1S/C23H37NO4/c1-5-24-11-21(2)7-6-17(25)23-13-8-12-15(27-3)10-22(26,18(13)19(12)28-4)14(20(23)24)9-16(21)23/h12-20,25-26H,5-11H2,1-4H3/t12-,13-,14+,15?,16-,17+,18-,19+,20?,21?,22+,23-/m1/s1
InChI Key PEUHZLSMLRCFJM-RLDBGSGHSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C23H37NO4
Molecular Weight 391.50 g/mol
Exact Mass 391.27225866 g/mol
Topological Polar Surface Area (TPSA) 62.20 Ų
XlogP 1.60
Atomic LogP (AlogP) 1.90
H-Bond Acceptor 5
H-Bond Donor 2
Rotatable Bonds 3

Synonyms

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84714-33-0
(1S,2R,3R,4S,5R,8S,9S,16S,17R)-11-ethyl-4,6-dimethoxy-13-methyl-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadecane-8,16-diol
(1S,2R,3R,4S,5R,8S,9S,16S,17R)-11-ethyl-4,6-dimethoxy-13-methyl-11-azahexacyclo(7.7.2.12,5.01,10.03,8.013,17)nonadecane-8,16-diol
RefChem:150955
Aconitane-1,8-diol, 20-ethyl-14,16-dimethoxy-4-methyl-, (1alpha,14alpha,16beta)-
SCHEMBL29729355
DTXSID801005025
20-Ethyl-14,16-dimethoxy-4-methylaconitane-1,8-diol

2D Structure

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2D Structure of Karasamine

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8864 88.64%
Caco-2 + 0.5000 50.00%
Blood Brain Barrier + 0.7500 75.00%
Human oral bioavailability - 0.5143 51.43%
Subcellular localzation Lysosomes 0.6794 67.94%
OATP2B1 inhibitior - 0.8579 85.79%
OATP1B1 inhibitior + 0.9304 93.04%
OATP1B3 inhibitior + 0.9409 94.09%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.7000 70.00%
BSEP inhibitior - 0.5694 56.94%
P-glycoprotein inhibitior - 0.8867 88.67%
P-glycoprotein substrate + 0.5698 56.98%
CYP3A4 substrate + 0.6678 66.78%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate + 0.4514 45.14%
CYP3A4 inhibition - 0.9242 92.42%
CYP2C9 inhibition - 0.9176 91.76%
CYP2C19 inhibition - 0.9206 92.06%
CYP2D6 inhibition - 0.9111 91.11%
CYP1A2 inhibition - 0.9280 92.80%
CYP2C8 inhibition - 0.5727 57.27%
CYP inhibitory promiscuity - 0.9743 97.43%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6235 62.35%
Eye corrosion - 0.9891 98.91%
Eye irritation - 0.8955 89.55%
Skin irritation - 0.7769 77.69%
Skin corrosion - 0.9241 92.41%
Ames mutagenesis - 0.6470 64.70%
Human Ether-a-go-go-Related Gene inhibition + 0.6464 64.64%
Micronuclear - 0.5300 53.00%
Hepatotoxicity - 0.6601 66.01%
skin sensitisation - 0.8687 86.87%
Respiratory toxicity + 0.6778 67.78%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.9625 96.25%
Nephrotoxicity - 0.8650 86.50%
Acute Oral Toxicity (c) III 0.5431 54.31%
Estrogen receptor binding + 0.7082 70.82%
Androgen receptor binding + 0.6765 67.65%
Thyroid receptor binding + 0.7346 73.46%
Glucocorticoid receptor binding + 0.5902 59.02%
Aromatase binding + 0.6773 67.73%
PPAR gamma + 0.5868 58.68%
Honey bee toxicity - 0.7144 71.44%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.6600 66.00%
Fish aquatic toxicity - 0.6119 61.19%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 99.03% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.74% 96.09%
CHEMBL221 P23219 Cyclooxygenase-1 95.08% 90.17%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.96% 97.09%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 94.52% 96.38%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 93.33% 95.58%
CHEMBL241 Q14432 Phosphodiesterase 3A 91.09% 92.94%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.89% 100.00%
CHEMBL1871 P10275 Androgen Receptor 87.63% 96.43%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 87.34% 91.03%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.30% 95.89%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 86.48% 94.45%
CHEMBL204 P00734 Thrombin 86.06% 96.01%
CHEMBL1907601 P11802 Cyclin-dependent kinase 4/cyclin D1 86.01% 98.99%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 85.39% 100.00%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 85.18% 95.50%
CHEMBL226 P30542 Adenosine A1 receptor 84.92% 95.93%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 84.53% 97.50%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 83.39% 85.14%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 83.37% 90.24%
CHEMBL3922 P50579 Methionine aminopeptidase 2 82.13% 97.28%
CHEMBL2730 P21980 Protein-glutamine gamma-glutamyltransferase 81.63% 92.38%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 81.53% 82.38%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.51% 86.33%
CHEMBL2095194 P08709 Coagulation factor VII/tissue factor 81.13% 99.17%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 80.96% 92.86%
CHEMBL2581 P07339 Cathepsin D 80.87% 98.95%
CHEMBL259 P32245 Melanocortin receptor 4 80.12% 95.38%

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.
Aconitum karakolicum

Cross-Links

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PubChem 3086197
LOTUS LTS0117222
wikiData Q105207364