(E,4R,5R)-4,5-dihydroxy-N-(2-methylpropyl)oct-2-enamide

Details

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Internal ID 14f41337-f98c-4373-bfd7-af8a8b03115b
Taxonomy Lipids and lipid-like molecules > Fatty Acyls > Fatty amides > N-acyl amines
IUPAC Name (E,4R,5R)-4,5-dihydroxy-N-(2-methylpropyl)oct-2-enamide
SMILES (Canonical) CCCC(C(C=CC(=O)NCC(C)C)O)O
SMILES (Isomeric) CCC[C@H]([C@@H](/C=C/C(=O)NCC(C)C)O)O
InChI InChI=1S/C12H23NO3/c1-4-5-10(14)11(15)6-7-12(16)13-8-9(2)3/h6-7,9-11,14-15H,4-5,8H2,1-3H3,(H,13,16)/b7-6+/t10-,11-/m1/s1
InChI Key DVFBBRGYRFXMCJ-AFPRHGJPSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C12H23NO3
Molecular Weight 229.32 g/mol
Exact Mass 229.16779360 g/mol
Topological Polar Surface Area (TPSA) 69.60 Ų
XlogP 1.10
Atomic LogP (AlogP) 0.84
H-Bond Acceptor 3
H-Bond Donor 3
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (E,4R,5R)-4,5-dihydroxy-N-(2-methylpropyl)oct-2-enamide

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9558 95.58%
Caco-2 - 0.5744 57.44%
Blood Brain Barrier + 0.7750 77.50%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.7728 77.28%
OATP2B1 inhibitior - 0.8445 84.45%
OATP1B1 inhibitior + 0.9396 93.96%
OATP1B3 inhibitior + 0.9427 94.27%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior - 0.9565 95.65%
P-glycoprotein inhibitior - 0.9499 94.99%
P-glycoprotein substrate - 0.7648 76.48%
CYP3A4 substrate - 0.5891 58.91%
CYP2C9 substrate - 0.8110 81.10%
CYP2D6 substrate - 0.8819 88.19%
CYP3A4 inhibition - 0.7174 71.74%
CYP2C9 inhibition - 0.7319 73.19%
CYP2C19 inhibition - 0.8496 84.96%
CYP2D6 inhibition - 0.8640 86.40%
CYP1A2 inhibition - 0.7494 74.94%
CYP2C8 inhibition - 0.9703 97.03%
CYP inhibitory promiscuity - 0.8739 87.39%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.7300 73.00%
Carcinogenicity (trinary) Non-required 0.6699 66.99%
Eye corrosion - 0.9524 95.24%
Eye irritation - 0.9386 93.86%
Skin irritation - 0.7991 79.91%
Skin corrosion - 0.9246 92.46%
Ames mutagenesis - 0.8374 83.74%
Human Ether-a-go-go-Related Gene inhibition - 0.6822 68.22%
Micronuclear - 0.6668 66.68%
Hepatotoxicity + 0.5125 51.25%
skin sensitisation - 0.8993 89.93%
Respiratory toxicity - 0.6000 60.00%
Reproductive toxicity - 0.6719 67.19%
Mitochondrial toxicity - 0.5875 58.75%
Nephrotoxicity - 0.7003 70.03%
Acute Oral Toxicity (c) III 0.6340 63.40%
Estrogen receptor binding - 0.6589 65.89%
Androgen receptor binding - 0.8326 83.26%
Thyroid receptor binding + 0.6018 60.18%
Glucocorticoid receptor binding - 0.5108 51.08%
Aromatase binding - 0.7307 73.07%
PPAR gamma - 0.7222 72.22%
Honey bee toxicity - 0.9535 95.35%
Biodegradation - 0.6000 60.00%
Crustacea aquatic toxicity - 0.8500 85.00%
Fish aquatic toxicity - 0.8463 84.63%

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
CHEMBL2581 P07339 Cathepsin D 97.21% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.01% 96.09%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 94.98% 97.29%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 94.84% 89.34%
CHEMBL1907591 P30926 Neuronal acetylcholine receptor; alpha4/beta4 90.39% 100.00%
CHEMBL3359 P21462 Formyl peptide receptor 1 89.72% 93.56%
CHEMBL4227 P25090 Lipoxin A4 receptor 89.20% 100.00%
CHEMBL4040 P28482 MAP kinase ERK2 88.62% 83.82%
CHEMBL221 P23219 Cyclooxygenase-1 87.42% 90.17%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 85.66% 95.71%
CHEMBL3401 O75469 Pregnane X receptor 85.28% 94.73%
CHEMBL3060 Q9Y345 Glycine transporter 2 85.13% 99.17%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 84.03% 82.50%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 82.84% 98.75%
CHEMBL2094135 Q96BI3 Gamma-secretase 82.38% 98.05%
CHEMBL253 P34972 Cannabinoid CB2 receptor 82.04% 97.25%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 81.28% 90.71%
CHEMBL1907588 P02708 Acetylcholine receptor; alpha1/beta1/delta/gamma 81.13% 98.33%
CHEMBL4015 P41597 C-C chemokine receptor type 2 81.04% 98.57%
CHEMBL255 P29275 Adenosine A2b receptor 80.77% 98.59%

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.
Piper nigrum

Cross-Links

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PubChem 11447544
LOTUS LTS0264591
wikiData Q104989948