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3-[[2-[2-[(2R,5S)-5-amino-6-methyloxan-2-yl]oxypropyl]-1,3,6-trimethyl-4a,5,6,7,8,8a-hexahydro-2H-naphthalen-1-yl]-hydroxymethylidene]pyrrolidine-2,4-dione

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 7c58171f-0877-497c-a717-18c8bab7fd17
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Aminosaccharides > Aminoglycosides
IUPAC Name 3-[[2-[2-[(2R,5S)-5-amino-6-methyloxan-2-yl]oxypropyl]-1,3,6-trimethyl-4a,5,6,7,8,8a-hexahydro-2H-naphthalen-1-yl]-hydroxymethylidene]pyrrolidine-2,4-dione
SMILES (Canonical) CC1CCC2C(C1)C=C(C(C2(C)C(=C3C(=O)CNC3=O)O)CC(C)OC4CCC(C(O4)C)N)C
SMILES (Isomeric) CC1CCC2C(C1)C=C(C(C2(C)C(=C3C(=O)CNC3=O)O)CC(C)O[C@H]4CC[C@@H](C(O4)C)N)C
InChI InChI=1S/C27H42N2O5/c1-14-6-7-19-18(10-14)11-15(2)20(12-16(3)33-23-9-8-21(28)17(4)34-23)27(19,5)25(31)24-22(30)13-29-26(24)32/h11,14,16-21,23,31H,6-10,12-13,28H2,1-5H3,(H,29,32)/t14?,16?,17?,18?,19?,20?,21-,23+,27?/m0/s1
InChI Key NKWRHFUPAYVQCE-KURWIIFQSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C27H42N2O5
Molecular Weight 474.60 g/mol
Exact Mass 474.30937244 g/mol
Topological Polar Surface Area (TPSA) 111.00 Ų
XlogP 4.20
Atomic LogP (AlogP) 3.78
H-Bond Acceptor 6
H-Bond Donor 3
Rotatable Bonds 5

Synonyms

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BU 4514N
151013-39-7
RefChem:917676
CHEBI:222283
3-[[2-[2-[(2R,5S)-5-amino-6-methyloxan-2-yl]oxypropyl]-1,3,6-trimethyl-4a,5,6,7,8,8a-hexahydro-2H-naphthalen-1-yl]-hydroxymethylidene]pyrrolidine-2,4-dione

2D Structure

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2D Structure of 3-[[2-[2-[(2R,5S)-5-amino-6-methyloxan-2-yl]oxypropyl]-1,3,6-trimethyl-4a,5,6,7,8,8a-hexahydro-2H-naphthalen-1-yl]-hydroxymethylidene]pyrrolidine-2,4-dione

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7752 77.52%
Caco-2 - 0.6145 61.45%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.5014 50.14%
OATP2B1 inhibitior - 0.7191 71.91%
OATP1B1 inhibitior + 0.8727 87.27%
OATP1B3 inhibitior + 0.9358 93.58%
MATE1 inhibitior - 0.7000 70.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.6934 69.34%
P-glycoprotein inhibitior + 0.5998 59.98%
P-glycoprotein substrate + 0.6288 62.88%
CYP3A4 substrate + 0.6763 67.63%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8745 87.45%
CYP3A4 inhibition - 0.9324 93.24%
CYP2C9 inhibition - 0.8838 88.38%
CYP2C19 inhibition - 0.8758 87.58%
CYP2D6 inhibition - 0.9379 93.79%
CYP1A2 inhibition - 0.9169 91.69%
CYP2C8 inhibition + 0.5808 58.08%
CYP inhibitory promiscuity - 0.7698 76.98%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.4827 48.27%
Eye corrosion - 0.9881 98.81%
Eye irritation - 0.9693 96.93%
Skin irritation - 0.7229 72.29%
Skin corrosion - 0.9240 92.40%
Ames mutagenesis - 0.5300 53.00%
Human Ether-a-go-go-Related Gene inhibition - 0.6196 61.96%
Micronuclear + 0.7500 75.00%
Hepatotoxicity + 0.5054 50.54%
skin sensitisation - 0.8476 84.76%
Respiratory toxicity + 0.6444 64.44%
Reproductive toxicity + 1.0000 100.00%
Mitochondrial toxicity + 0.9375 93.75%
Nephrotoxicity - 0.8651 86.51%
Acute Oral Toxicity (c) III 0.5817 58.17%
Estrogen receptor binding + 0.6572 65.72%
Androgen receptor binding + 0.6012 60.12%
Thyroid receptor binding + 0.5601 56.01%
Glucocorticoid receptor binding + 0.8017 80.17%
Aromatase binding + 0.7523 75.23%
PPAR gamma + 0.6664 66.64%
Honey bee toxicity - 0.7761 77.61%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.6700 67.00%
Fish aquatic toxicity + 0.8395 83.95%

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 97.89% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 97.53% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.90% 94.45%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.75% 97.25%
CHEMBL2581 P07339 Cathepsin D 95.16% 98.95%
CHEMBL4072 P07858 Cathepsin B 93.60% 93.67%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.52% 95.56%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.66% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.51% 86.33%
CHEMBL1937 Q92769 Histone deacetylase 2 85.40% 94.75%
CHEMBL3401 O75469 Pregnane X receptor 84.77% 94.73%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.06% 89.00%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 83.31% 93.03%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.11% 100.00%
CHEMBL3359 P21462 Formyl peptide receptor 1 82.92% 93.56%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 81.76% 93.04%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.52% 94.00%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 80.45% 92.88%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 80.32% 100.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.15% 97.14%

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 139586440
LOTUS LTS0019441
wikiData Q77506551