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cinnabaramide G

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 5b95b8af-906d-4d81-b5c0-3fe8a3d43b05
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > N-acyl-alpha amino acids and derivatives
IUPAC Name methyl (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]sulfanylpropanoate
SMILES (Canonical) CCCCCCC1C(=O)NC(C1(C)O)(C(C2CCCC=C2)O)C(=O)SCC(C(=O)OC)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)OC)NC(=O)C
InChI InChI=1S/C25H40N2O7S/c1-5-6-7-11-14-18-21(30)27-25(24(18,3)33,20(29)17-12-9-8-10-13-17)23(32)35-15-19(22(31)34-4)26-16(2)28/h9,12,17-20,29,33H,5-8,10-11,13-15H2,1-4H3,(H,26,28)(H,27,30)/t17-,18+,19+,20+,24+,25+/m1/s1
InChI Key GMTRMEITDRYTSO-YNCBRICXSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C25H40N2O7S
Molecular Weight 512.70 g/mol
Exact Mass 512.25562279 g/mol
Topological Polar Surface Area (TPSA) 167.00 Ų
XlogP 3.30
Atomic LogP (AlogP) 1.85
H-Bond Acceptor 8
H-Bond Donor 4
Rotatable Bonds 12

Synonyms

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methyl (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)sulfanylpropanoate
methyl (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]sulfanylpropanoate
N-((2R)-3-((2R,3S,4R)-2-((S)-((1S)-Cyclohex-2-en-1-yl)(hydroxy)methyl)-4-hexyl-3,5-dihydroxy-3-methyl-3,4-dihydro-2H-pyrrole-2-carbonylsulfanyl)-1-methoxy-1-oxopropan-2-yl)ethanimidate
N-((2R)-3-((2R,3S,4R)-2-((S)-((1S)-Cyclohex-2-en-1-yl)(hydroxy)methyl)-4-hexyl-3,5-dihydroxy-3-methyl-3,4-dihydro-2H-pyrrole-2-carbonylsulphanyl)-1-methoxy-1-oxopropan-2-yl)ethanimidate
N-((2R)-3-((2R,3S,4R)-2-((S)-((1S)-Cyclohex-2-en-1-yl)(hydroxy)methyl)-4-hexyl-3,5-dihydroxy-3-methyl-3,4-dihydro-2H-pyrrole-2-carbonylsulphanyl)-1-methoxy-1-oxopropan-2-yl)ethanimidic acid
N-[(2R)-3-[(2R,3S,4R)-2-[(S)-[(1S)-Cyclohex-2-en-1-yl](hydroxy)methyl]-4-hexyl-3,5-dihydroxy-3-methyl-3,4-dihydro-2H-pyrrole-2-carbonylsulfanyl]-1-methoxy-1-oxopropan-2-yl]ethanimidate
N-[(2R)-3-[(2R,3S,4R)-2-[(S)-[(1S)-Cyclohex-2-en-1-yl](hydroxy)methyl]-4-hexyl-3,5-dihydroxy-3-methyl-3,4-dihydro-2H-pyrrole-2-carbonylsulphanyl]-1-methoxy-1-oxopropan-2-yl]ethanimidate
N-[(2R)-3-[(2R,3S,4R)-2-[(S)-[(1S)-Cyclohex-2-en-1-yl](hydroxy)methyl]-4-hexyl-3,5-dihydroxy-3-methyl-3,4-dihydro-2H-pyrrole-2-carbonylsulphanyl]-1-methoxy-1-oxopropan-2-yl]ethanimidic acid
RefChem:126240
744215-22-3
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of cinnabaramide G

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6974 69.74%
Caco-2 - 0.8453 84.53%
Blood Brain Barrier - 0.7750 77.50%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.7714 77.14%
OATP2B1 inhibitior - 0.7130 71.30%
OATP1B1 inhibitior + 0.8690 86.90%
OATP1B3 inhibitior + 0.9225 92.25%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.7476 74.76%
P-glycoprotein inhibitior + 0.5944 59.44%
P-glycoprotein substrate + 0.7063 70.63%
CYP3A4 substrate + 0.6908 69.08%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8658 86.58%
CYP3A4 inhibition - 0.6762 67.62%
CYP2C9 inhibition - 0.7646 76.46%
CYP2C19 inhibition - 0.8066 80.66%
CYP2D6 inhibition - 0.8864 88.64%
CYP1A2 inhibition - 0.8221 82.21%
CYP2C8 inhibition + 0.5782 57.82%
CYP inhibitory promiscuity - 0.8139 81.39%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.6619 66.19%
Eye corrosion - 0.9900 99.00%
Eye irritation - 0.9651 96.51%
Skin irritation - 0.7571 75.71%
Skin corrosion - 0.9323 93.23%
Ames mutagenesis - 0.7407 74.07%
Human Ether-a-go-go-Related Gene inhibition - 0.4943 49.43%
Micronuclear + 0.6900 69.00%
Hepatotoxicity - 0.5749 57.49%
skin sensitisation - 0.8564 85.64%
Respiratory toxicity + 0.7667 76.67%
Reproductive toxicity + 0.8333 83.33%
Mitochondrial toxicity + 0.8375 83.75%
Nephrotoxicity + 0.4932 49.32%
Acute Oral Toxicity (c) III 0.5763 57.63%
Estrogen receptor binding + 0.6626 66.26%
Androgen receptor binding + 0.7363 73.63%
Thyroid receptor binding - 0.5732 57.32%
Glucocorticoid receptor binding + 0.6593 65.93%
Aromatase binding + 0.6459 64.59%
PPAR gamma + 0.5394 53.94%
Honey bee toxicity - 0.8493 84.93%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.5682 56.82%
Fish aquatic toxicity + 0.9696 96.96%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
CHEMBL3831201 P49721 20S proteasome 0.6 nM
 IC50
 via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL230 P35354 Cyclooxygenase-2 99.14% 89.63%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 99.10% 94.45%
CHEMBL2581 P07339 Cathepsin D 99.00% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.23% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.63% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.15% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.74% 97.09%
CHEMBL4227 P25090 Lipoxin A4 receptor 92.10% 100.00%
CHEMBL221 P23219 Cyclooxygenase-1 92.08% 90.17%
CHEMBL5103 Q969S8 Histone deacetylase 10 91.25% 90.08%
CHEMBL2001 Q9H244 Purinergic receptor P2Y12 90.53% 96.00%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 89.38% 100.00%
CHEMBL340 P08684 Cytochrome P450 3A4 88.47% 91.19%
CHEMBL2996 Q05655 Protein kinase C delta 88.47% 97.79%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 88.27% 92.88%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 87.55% 95.50%
CHEMBL3060 Q9Y345 Glycine transporter 2 87.47% 99.17%
CHEMBL4462 Q8IXJ6 NAD-dependent deacetylase sirtuin 2 87.13% 90.24%
CHEMBL5255 O00206 Toll-like receptor 4 86.82% 92.50%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 86.65% 96.90%
CHEMBL3922 P50579 Methionine aminopeptidase 2 86.51% 97.28%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 84.24% 97.29%
CHEMBL3359 P21462 Formyl peptide receptor 1 84.17% 93.56%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 84.07% 92.86%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 83.63% 94.33%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 83.61% 97.50%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 82.83% 93.03%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 82.80% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.12% 86.33%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.97% 95.89%
CHEMBL299 P17252 Protein kinase C alpha 81.32% 98.03%
CHEMBL1937 Q92769 Histone deacetylase 2 81.00% 94.75%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 80.34% 94.23%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 80.21% 94.08%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 16109815
LOTUS LTS0266997
wikiData Q77498532