PlantaeDB Logo
Login Sign-up

Cinnabaramide A

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

Top
Internal ID a312145a-272d-4851-8eb5-131e48ce29e7
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Alpha amino acids and derivatives
IUPAC Name (1R,4R,5S)-1-[(S)-[(1S)-cyclohex-2-en-1-yl]-hydroxymethyl]-4-hexyl-5-methyl-6-oxa-2-azabicyclo[3.2.0]heptane-3,7-dione
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C19H29NO4/c1-3-4-5-9-12-14-16(22)20-19(17(23)24-18(14,19)2)15(21)13-10-7-6-8-11-13/h7,10,13-15,21H,3-6,8-9,11-12H2,1-2H3,(H,20,22)/t13-,14+,15+,18+,19+/m1/s1
InChI Key KAZLTNBVAYOUNF-MUAMBBPCSA-N
Popularity 6 references in papers

Physical and Chemical Properties

Top
Molecular Formula C19H29NO4
Molecular Weight 335.40 g/mol
Exact Mass 335.20965841 g/mol
Topological Polar Surface Area (TPSA) 75.60 Ų
XlogP 3.90
Atomic LogP (AlogP) 2.47
H-Bond Acceptor 4
H-Bond Donor 2
Rotatable Bonds 7

Synonyms

Top
CHEMBL384099
SCHEMBL1065927
BDBM50476095
(1R,4R,5S)-1-[(S)-[(1S)-cyclohex-2-en-1-yl]-hydroxymethyl]-4-hexyl-5-methyl-6-oxa-2-azabicyclo[3.2.0]heptane-3,7-dione

2D Structure

Top
2D Structure of Cinnabaramide A

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7563 75.63%
Caco-2 - 0.6861 68.61%
Blood Brain Barrier - 0.8000 80.00%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.6525 65.25%
OATP2B1 inhibitior - 0.8581 85.81%
OATP1B1 inhibitior + 0.8777 87.77%
OATP1B3 inhibitior + 0.9235 92.35%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.8072 80.72%
BSEP inhibitior - 0.8410 84.10%
P-glycoprotein inhibitior - 0.7906 79.06%
P-glycoprotein substrate + 0.5103 51.03%
CYP3A4 substrate + 0.5985 59.85%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8424 84.24%
CYP3A4 inhibition - 0.7981 79.81%
CYP2C9 inhibition - 0.8039 80.39%
CYP2C19 inhibition - 0.7988 79.88%
CYP2D6 inhibition - 0.9181 91.81%
CYP1A2 inhibition - 0.8154 81.54%
CYP2C8 inhibition - 0.5955 59.55%
CYP inhibitory promiscuity - 0.9172 91.72%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.8800 88.00%
Carcinogenicity (trinary) Non-required 0.5714 57.14%
Eye corrosion - 0.9878 98.78%
Eye irritation - 0.9902 99.02%
Skin irritation - 0.7366 73.66%
Skin corrosion - 0.9133 91.33%
Ames mutagenesis - 0.8437 84.37%
Human Ether-a-go-go-Related Gene inhibition - 0.4005 40.05%
Micronuclear + 0.6400 64.00%
Hepatotoxicity - 0.5500 55.00%
skin sensitisation - 0.8152 81.52%
Respiratory toxicity + 0.6000 60.00%
Reproductive toxicity + 0.7222 72.22%
Mitochondrial toxicity + 0.8500 85.00%
Nephrotoxicity - 0.5580 55.80%
Acute Oral Toxicity (c) III 0.5557 55.57%
Estrogen receptor binding + 0.5654 56.54%
Androgen receptor binding + 0.7219 72.19%
Thyroid receptor binding - 0.6310 63.10%
Glucocorticoid receptor binding + 0.6399 63.99%
Aromatase binding - 0.5545 55.45%
PPAR gamma - 0.5193 51.93%
Honey bee toxicity - 0.9394 93.94%
Biodegradation - 0.6000 60.00%
Crustacea aquatic toxicity + 0.6781 67.81%
Fish aquatic toxicity + 0.9783 97.83%

Targets

Top

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 98.37% 98.95%
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.79% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.95% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.86% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.86% 96.09%
CHEMBL230 P35354 Cyclooxygenase-2 96.31% 89.63%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.28% 97.09%
CHEMBL4462 Q8IXJ6 NAD-dependent deacetylase sirtuin 2 94.12% 90.24%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 89.93% 92.88%
CHEMBL5103 Q969S8 Histone deacetylase 10 89.73% 90.08%
CHEMBL2996 Q05655 Protein kinase C delta 89.39% 97.79%
CHEMBL4208 P20618 Proteasome component C5 88.56% 90.00%
CHEMBL4662 P28074 Proteasome Macropain subunit MB1 88.39% 93.85%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 88.36% 100.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.64% 95.56%
CHEMBL4227 P25090 Lipoxin A4 receptor 86.40% 100.00%
CHEMBL5043 Q6P179 Endoplasmic reticulum aminopeptidase 2 84.40% 91.81%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 84.01% 95.50%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.30% 89.00%
CHEMBL3310 Q96DB2 Histone deacetylase 11 82.30% 88.56%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.99% 100.00%
CHEMBL3359 P21462 Formyl peptide receptor 1 81.78% 93.56%
CHEMBL3401 O75469 Pregnane X receptor 81.42% 94.73%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.34% 95.89%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 81.32% 92.86%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 81.12% 97.29%
CHEMBL4581 P52732 Kinesin-like protein 1 80.87% 93.18%
CHEMBL1944495 P28065 Proteasome subunit beta type-9 80.66% 97.50%
CHEMBL2265 P23141 Acyl coenzyme A:cholesterol acyltransferase 80.07% 85.94%

Plants that contains it

Top
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

Top
PubChem 9862556
LOTUS LTS0110141
wikiData Q77501432