14-[(2S,5R,6R)-5-hydroxy-6-(hydroxymethyl)piperidin-2-yl]tetradecan-2-one

Details

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Internal ID 564e1cb6-b4db-4471-ae69-edacc1f1ca76
Taxonomy Alkaloids and derivatives
IUPAC Name 14-[(2S,5R,6R)-5-hydroxy-6-(hydroxymethyl)piperidin-2-yl]tetradecan-2-one
SMILES (Canonical) CC(=O)CCCCCCCCCCCCC1CCC(C(N1)CO)O
SMILES (Isomeric) CC(=O)CCCCCCCCCCCC[C@H]1CC[C@H]([C@H](N1)CO)O
InChI InChI=1S/C20H39NO3/c1-17(23)12-10-8-6-4-2-3-5-7-9-11-13-18-14-15-20(24)19(16-22)21-18/h18-22,24H,2-16H2,1H3/t18-,19+,20+/m0/s1
InChI Key DIMNETMAIUHJFR-XUVXKRRUSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C20H39NO3
Molecular Weight 341.50 g/mol
Exact Mass 341.29299411 g/mol
Topological Polar Surface Area (TPSA) 69.60 Ų
XlogP 4.70
Atomic LogP (AlogP) 3.73
H-Bond Acceptor 4
H-Bond Donor 3
Rotatable Bonds 14

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 14-[(2S,5R,6R)-5-hydroxy-6-(hydroxymethyl)piperidin-2-yl]tetradecan-2-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9250 92.50%
Caco-2 - 0.7390 73.90%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.7366 73.66%
OATP2B1 inhibitior - 0.8520 85.20%
OATP1B1 inhibitior + 0.9500 95.00%
OATP1B3 inhibitior + 0.9438 94.38%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior - 0.7012 70.12%
P-glycoprotein inhibitior - 0.8314 83.14%
P-glycoprotein substrate - 0.5587 55.87%
CYP3A4 substrate + 0.5000 50.00%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate + 0.3994 39.94%
CYP3A4 inhibition - 0.9134 91.34%
CYP2C9 inhibition - 0.9317 93.17%
CYP2C19 inhibition - 0.9207 92.07%
CYP2D6 inhibition - 0.7467 74.67%
CYP1A2 inhibition - 0.8712 87.12%
CYP2C8 inhibition - 0.9032 90.32%
CYP inhibitory promiscuity - 0.9805 98.05%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.7372 73.72%
Eye corrosion - 0.9721 97.21%
Eye irritation - 0.7287 72.87%
Skin irritation - 0.7021 70.21%
Skin corrosion - 0.9088 90.88%
Ames mutagenesis - 0.7900 79.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6660 66.60%
Micronuclear - 0.6100 61.00%
Hepatotoxicity - 0.5461 54.61%
skin sensitisation - 0.8530 85.30%
Respiratory toxicity - 0.5556 55.56%
Reproductive toxicity + 0.6836 68.36%
Mitochondrial toxicity + 0.7750 77.50%
Nephrotoxicity + 0.4522 45.22%
Acute Oral Toxicity (c) III 0.7037 70.37%
Estrogen receptor binding - 0.7796 77.96%
Androgen receptor binding - 0.8369 83.69%
Thyroid receptor binding + 0.5677 56.77%
Glucocorticoid receptor binding - 0.5644 56.44%
Aromatase binding - 0.6248 62.48%
PPAR gamma + 0.5682 56.82%
Honey bee toxicity - 0.9456 94.56%
Biodegradation + 0.6250 62.50%
Crustacea aquatic toxicity - 0.6676 66.76%
Fish aquatic toxicity - 0.8649 86.49%

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 98.69% 96.09%
CHEMBL2581 P07339 Cathepsin D 96.06% 98.95%
CHEMBL220 P22303 Acetylcholinesterase 93.26% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.19% 97.09%
CHEMBL4040 P28482 MAP kinase ERK2 91.61% 83.82%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.22% 94.45%
CHEMBL2996 Q05655 Protein kinase C delta 90.12% 97.79%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 89.29% 95.50%
CHEMBL3060 Q9Y345 Glycine transporter 2 89.22% 99.17%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 88.67% 91.11%
CHEMBL1907589 P17787 Neuronal acetylcholine receptor; alpha4/beta2 84.45% 94.55%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 84.35% 97.29%
CHEMBL325 Q13547 Histone deacetylase 1 84.01% 95.92%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 83.93% 95.89%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 83.28% 100.00%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 81.01% 94.33%
CHEMBL5255 O00206 Toll-like receptor 4 80.38% 92.50%

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.
Senna spectabilis

Cross-Links

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PubChem 11393691
LOTUS LTS0054586
wikiData Q104981506