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Squalamine

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 27e548c3-b52d-4229-a861-e08e9a51990b
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Bile acids, alcohols and derivatives > Hydroxy bile acids, alcohols and derivatives > Monohydroxy bile acids, alcohols and derivatives
IUPAC Name [(3R,6R)-6-[(3S,5R,7R,8R,9S,10S,13R,14S,17R)-3-[3-(4-aminobutylamino)propylamino]-7-hydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-methylheptan-3-yl] hydrogen sulfate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C34H65N3O5S/c1-23(2)31(42-43(39,40)41)12-9-24(3)27-10-11-28-32-29(14-16-34(27,28)5)33(4)15-13-26(21-25(33)22-30(32)38)37-20-8-19-36-18-7-6-17-35/h23-32,36-38H,6-22,35H2,1-5H3,(H,39,40,41)/t24-,25-,26+,27-,28+,29+,30-,31-,32+,33+,34-/m1/s1
InChI Key UIRKNQLZZXALBI-MSVGPLKSSA-N
Popularity 291 references in papers

Physical and Chemical Properties

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Molecular Formula C34H65N3O5S
Molecular Weight 628.00 g/mol
Exact Mass 627.46449336 g/mol
Topological Polar Surface Area (TPSA) 142.00 Ų
XlogP 4.30
Atomic LogP (AlogP) 5.55
H-Bond Acceptor 7
H-Bond Donor 5
Rotatable Bonds 16

Synonyms

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148717-90-2
Squalamine [INN]
MSI-1256
F8PO54Z4V7
[(3R,6R)-6-[(3S,5R,7R,8R,9S,10S,13R,14S,17R)-3-[3-(4-aminobutylamino)propylamino]-7-hydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-methylheptan-3-yl] hydrogen sulfate
CHEBI:80765
3beta-N-1-(N-[3-(4-aminobutyl)]- 1,3-diaminopropane)-7alpha,24R-dihydroxy-5alpha-cholestane 24-sulfate
UNII-F8PO54Z4V7
SQUALAMINE [MI]
SQUALAMINE [WHO-DD]
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of Squalamine

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9005 90.05%
Caco-2 - 0.8522 85.22%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability + 0.6286 62.86%
Subcellular localzation Lysosomes 0.6209 62.09%
OATP2B1 inhibitior - 0.5533 55.33%
OATP1B1 inhibitior + 0.8643 86.43%
OATP1B3 inhibitior + 0.9331 93.31%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.5826 58.26%
P-glycoprotein inhibitior + 0.6802 68.02%
P-glycoprotein substrate + 0.8039 80.39%
CYP3A4 substrate + 0.7497 74.97%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate + 0.3524 35.24%
CYP3A4 inhibition - 0.9060 90.60%
CYP2C9 inhibition - 0.7956 79.56%
CYP2C19 inhibition - 0.7403 74.03%
CYP2D6 inhibition - 0.8559 85.59%
CYP1A2 inhibition - 0.7377 73.77%
CYP2C8 inhibition - 0.5993 59.93%
CYP inhibitory promiscuity - 0.8454 84.54%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) + 0.5600 56.00%
Carcinogenicity (trinary) Non-required 0.6240 62.40%
Eye corrosion - 0.9700 97.00%
Eye irritation - 0.9110 91.10%
Skin irritation - 0.7581 75.81%
Skin corrosion - 0.8799 87.99%
Ames mutagenesis + 0.5122 51.22%
Human Ether-a-go-go-Related Gene inhibition - 0.6191 61.91%
Micronuclear + 0.7200 72.00%
Hepatotoxicity - 0.5451 54.51%
skin sensitisation - 0.8305 83.05%
Respiratory toxicity + 0.8111 81.11%
Reproductive toxicity + 0.8111 81.11%
Mitochondrial toxicity + 0.7750 77.50%
Nephrotoxicity - 0.8072 80.72%
Acute Oral Toxicity (c) III 0.6251 62.51%
Estrogen receptor binding + 0.6520 65.20%
Androgen receptor binding + 0.7337 73.37%
Thyroid receptor binding - 0.5620 56.20%
Glucocorticoid receptor binding + 0.5757 57.57%
Aromatase binding + 0.6482 64.82%
PPAR gamma + 0.5936 59.36%
Honey bee toxicity - 0.7004 70.04%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5900 59.00%
Fish aquatic toxicity + 0.9548 95.48%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.90% 96.09%
CHEMBL3837 P07711 Cathepsin L 97.94% 96.61%
CHEMBL2179 P04062 Beta-glucocerebrosidase 97.86% 85.31%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 97.12% 95.58%
CHEMBL3038469 P24941 CDK2/Cyclin A 95.66% 91.38%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.59% 94.45%
CHEMBL226 P30542 Adenosine A1 receptor 95.57% 95.93%
CHEMBL221 P23219 Cyclooxygenase-1 93.69% 90.17%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 93.42% 95.89%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 93.30% 82.69%
CHEMBL3492 P49721 Proteasome Macropain subunit 93.00% 90.24%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 92.98% 95.71%
CHEMBL2094135 Q96BI3 Gamma-secretase 92.49% 98.05%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 91.92% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 91.85% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.82% 97.09%
CHEMBL4227 P25090 Lipoxin A4 receptor 91.43% 100.00%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 91.26% 92.86%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 91.15% 95.50%
CHEMBL4581 P52732 Kinesin-like protein 1 91.03% 93.18%
CHEMBL2095194 P08709 Coagulation factor VII/tissue factor 90.91% 99.17%
CHEMBL2581 P07339 Cathepsin D 90.33% 98.95%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 90.03% 96.38%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 89.92% 97.29%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 89.88% 90.71%
CHEMBL4777 P25929 Neuropeptide Y receptor type 1 89.86% 96.67%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 89.53% 91.03%
CHEMBL220 P22303 Acetylcholinesterase 89.41% 94.45%
CHEMBL1907594 P30926 Neuronal acetylcholine receptor; alpha3/beta4 89.10% 97.23%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 89.10% 94.33%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.91% 100.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.56% 95.56%
CHEMBL4588 P22894 Matrix metalloproteinase 8 88.28% 94.66%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 88.19% 96.00%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 87.17% 96.90%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 85.39% 95.83%
CHEMBL1871 P10275 Androgen Receptor 85.24% 96.43%
CHEMBL2514 O95665 Neurotensin receptor 2 85.07% 100.00%
CHEMBL4816 Q9Y243 Serine/threonine-protein kinase AKT3 85.00% 96.28%
CHEMBL3359 P21462 Formyl peptide receptor 1 84.52% 93.56%
CHEMBL237 P41145 Kappa opioid receptor 83.25% 98.10%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.23% 95.89%
CHEMBL4394 Q9NYA1 Sphingosine kinase 1 82.28% 96.03%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 82.23% 96.47%
CHEMBL5646 Q6L5J4 FML2_HUMAN 81.32% 100.00%
CHEMBL340 P08684 Cytochrome P450 3A4 81.29% 91.19%
CHEMBL4005 P42336 PI3-kinase p110-alpha subunit 80.27% 97.47%
CHEMBL4660 P28907 Lymphocyte differentiation antigen CD38 80.17% 95.27%
CHEMBL284 P27487 Dipeptidyl peptidase IV 80.03% 95.69%

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.
There are no matching plants.

Cross-Links

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PubChem 72495
LOTUS LTS0189208
wikiData Q15427852