PlantaeDB Logo
Login Sign-up

cinnabaramide F

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 18659630-57cd-4ec2-bc47-0b4b138ef783
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > N-acyl-alpha amino acids
IUPAC Name (2R)-2-acetamido-3-[(2R,3S,4R)-2-[(S)-[(1S)-cyclohex-2-en-1-yl]-hydroxymethyl]-4-hexyl-3-hydroxy-3-methyl-5-oxopyrrolidine-2-carbonyl]sulfanylpropanoic acid
SMILES (Canonical) CCCCCCC1C(=O)NC(C1(C)O)(C(C2CCCC=C2)O)C(=O)SCC(C(=O)O)NC(=O)C
SMILES (Isomeric) CCCCCC[C@H]1C(=O)N[C@@]([C@@]1(C)O)([C@H]([C@H]2CCCC=C2)O)C(=O)SC[C@@H](C(=O)O)NC(=O)C
InChI InChI=1S/C24H38N2O7S/c1-4-5-6-10-13-17-20(29)26-24(23(17,3)33,19(28)16-11-8-7-9-12-16)22(32)34-14-18(21(30)31)25-15(2)27/h8,11,16-19,28,33H,4-7,9-10,12-14H2,1-3H3,(H,25,27)(H,26,29)(H,30,31)/t16-,17+,18+,19+,23+,24+/m1/s1
InChI Key LNANRAACAKDGBI-HIOGCZMJSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

Top
Molecular Formula C24H38N2O7S
Molecular Weight 498.60 g/mol
Exact Mass 498.23997273 g/mol
Topological Polar Surface Area (TPSA) 178.00 Ų
XlogP 3.00
Atomic LogP (AlogP) 1.76
H-Bond Acceptor 7
H-Bond Donor 5
Rotatable Bonds 12

Synonyms

Top
CHEMBL221585
SCHEMBL1061065
BDBM50476097

2D Structure

Top
2D Structure of cinnabaramide F

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7515 75.15%
Caco-2 - 0.8770 87.70%
Blood Brain Barrier - 0.7500 75.00%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.7686 76.86%
OATP2B1 inhibitior - 0.7077 70.77%
OATP1B1 inhibitior + 0.8604 86.04%
OATP1B3 inhibitior + 0.9235 92.35%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior - 0.6093 60.93%
P-glycoprotein inhibitior - 0.5073 50.73%
P-glycoprotein substrate + 0.6939 69.39%
CYP3A4 substrate + 0.6586 65.86%
CYP2C9 substrate - 0.7962 79.62%
CYP2D6 substrate - 0.8680 86.80%
CYP3A4 inhibition - 0.7285 72.85%
CYP2C9 inhibition - 0.8094 80.94%
CYP2C19 inhibition - 0.8311 83.11%
CYP2D6 inhibition - 0.9077 90.77%
CYP1A2 inhibition - 0.8694 86.94%
CYP2C8 inhibition + 0.4827 48.27%
CYP inhibitory promiscuity - 0.8547 85.47%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9100 91.00%
Carcinogenicity (trinary) Non-required 0.6512 65.12%
Eye corrosion - 0.9905 99.05%
Eye irritation - 0.9684 96.84%
Skin irritation - 0.7501 75.01%
Skin corrosion - 0.9297 92.97%
Ames mutagenesis - 0.7207 72.07%
Human Ether-a-go-go-Related Gene inhibition - 0.6495 64.95%
Micronuclear + 0.6800 68.00%
Hepatotoxicity - 0.5625 56.25%
skin sensitisation - 0.8450 84.50%
Respiratory toxicity + 0.7444 74.44%
Reproductive toxicity + 0.8111 81.11%
Mitochondrial toxicity + 0.8625 86.25%
Nephrotoxicity + 0.4660 46.60%
Acute Oral Toxicity (c) III 0.6044 60.44%
Estrogen receptor binding + 0.6718 67.18%
Androgen receptor binding + 0.7203 72.03%
Thyroid receptor binding - 0.5644 56.44%
Glucocorticoid receptor binding + 0.6747 67.47%
Aromatase binding + 0.7048 70.48%
PPAR gamma + 0.6264 62.64%
Honey bee toxicity - 0.8912 89.12%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.5382 53.82%
Fish aquatic toxicity + 0.9810 98.10%

Targets

Top

Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
CHEMBL3831201 P49721 20S proteasome 6 nM
 IC50
 via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL2581 P07339 Cathepsin D 99.29% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.23% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.83% 91.11%
CHEMBL230 P35354 Cyclooxygenase-2 97.41% 89.63%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.67% 96.09%
CHEMBL221 P23219 Cyclooxygenase-1 94.19% 90.17%
CHEMBL3359 P21462 Formyl peptide receptor 1 93.82% 93.56%
CHEMBL5103 Q969S8 Histone deacetylase 10 93.29% 90.08%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.73% 97.09%
CHEMBL4227 P25090 Lipoxin A4 receptor 91.57% 100.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 89.90% 99.17%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 88.98% 92.88%
CHEMBL2001 Q9H244 Purinergic receptor P2Y12 88.82% 96.00%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 87.69% 100.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 87.61% 97.25%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 86.68% 92.86%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 86.25% 95.50%
CHEMBL5255 O00206 Toll-like receptor 4 86.09% 92.50%
CHEMBL340 P08684 Cytochrome P450 3A4 85.76% 91.19%
CHEMBL1795139 Q8IU80 Transmembrane protease serine 6 84.81% 98.33%
CHEMBL2996 Q05655 Protein kinase C delta 84.60% 97.79%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 83.69% 97.29%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.69% 95.56%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 83.33% 97.50%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 83.14% 96.90%
CHEMBL3310 Q96DB2 Histone deacetylase 11 82.76% 88.56%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 81.70% 94.33%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 81.23% 90.71%
CHEMBL3922 P50579 Methionine aminopeptidase 2 80.98% 97.28%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 80.78% 94.23%
CHEMBL259 P32245 Melanocortin receptor 4 80.36% 95.38%

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 16109813
LOTUS LTS0000041
wikiData Q77278670