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Cycloprotobuxine 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

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Internal ID 999f36c2-bedd-42ed-9aaf-296402f0fbb3
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (1S,3R,6S,8R,11S,12S,15S,16R)-15-[(1S)-1-(dimethylamino)ethyl]-N,N,7,7,12,16-hexamethylpentacyclo[9.7.0.01,3.03,8.012,16]octadecan-6-amine
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C28H50N2/c1-19(29(6)7)20-12-14-26(5)22-11-10-21-24(2,3)23(30(8)9)13-15-27(21)18-28(22,27)17-16-25(20,26)4/h19-23H,10-18H2,1-9H3/t19-,20+,21-,22-,23-,25+,26-,27+,28-/m0/s1
InChI Key RJNWIZNQHVCLDL-AENRXNTRSA-N
Popularity 14 references in papers

Physical and Chemical Properties

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Molecular Formula C28H50N2
Molecular Weight 414.70 g/mol
Exact Mass 414.397399603 g/mol
Topological Polar Surface Area (TPSA) 6.50 Ų
XlogP 7.50
Atomic LogP (AlogP) 6.31
H-Bond Acceptor 2
H-Bond Donor 0
Rotatable Bonds 3

Synonyms

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2278-38-8
Cycloprotobuxine-A
(1S,3R,6S,8R,11S,12S,15S,16R)-15-[(1S)-1-(dimethylamino)ethyl]-N,N,7,7,12,16-hexamethylpentacyclo[9.7.0.01,3.03,8.012,16]octadecan-6-amine
SCHEMBL5528773
9,19-Cyclopregnane-3,20-diamine, N,N,N',N',4,4,14-heptamethyl-, (3-beta,5-alpha,20S)-

2D Structure

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2D Structure of Cycloprotobuxine A

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9706 97.06%
Caco-2 + 0.5307 53.07%
Blood Brain Barrier + 0.9500 95.00%
Human oral bioavailability + 0.7286 72.86%
Subcellular localzation Lysosomes 0.5625 56.25%
OATP2B1 inhibitior - 0.8588 85.88%
OATP1B1 inhibitior + 0.8941 89.41%
OATP1B3 inhibitior + 0.9459 94.59%
MATE1 inhibitior - 0.7800 78.00%
OCT2 inhibitior + 0.5500 55.00%
BSEP inhibitior - 0.5369 53.69%
P-glycoprotein inhibitior - 0.7068 70.68%
P-glycoprotein substrate - 0.6879 68.79%
CYP3A4 substrate + 0.6125 61.25%
CYP2C9 substrate - 0.7865 78.65%
CYP2D6 substrate + 0.5901 59.01%
CYP3A4 inhibition - 0.6075 60.75%
CYP2C9 inhibition - 0.8473 84.73%
CYP2C19 inhibition - 0.8203 82.03%
CYP2D6 inhibition - 0.8922 89.22%
CYP1A2 inhibition - 0.8357 83.57%
CYP2C8 inhibition - 0.8309 83.09%
CYP inhibitory promiscuity - 0.6470 64.70%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.8400 84.00%
Carcinogenicity (trinary) Non-required 0.5764 57.64%
Eye corrosion - 0.9391 93.91%
Eye irritation - 0.8607 86.07%
Skin irritation - 0.6255 62.55%
Skin corrosion + 0.5226 52.26%
Ames mutagenesis - 0.6528 65.28%
Human Ether-a-go-go-Related Gene inhibition - 0.3876 38.76%
Micronuclear - 0.7700 77.00%
Hepatotoxicity + 0.5661 56.61%
skin sensitisation - 0.7466 74.66%
Respiratory toxicity + 0.6000 60.00%
Reproductive toxicity - 0.5667 56.67%
Mitochondrial toxicity + 0.7750 77.50%
Nephrotoxicity - 0.5683 56.83%
Acute Oral Toxicity (c) III 0.5677 56.77%
Estrogen receptor binding + 0.9110 91.10%
Androgen receptor binding + 0.7281 72.81%
Thyroid receptor binding + 0.6824 68.24%
Glucocorticoid receptor binding + 0.7321 73.21%
Aromatase binding + 0.7793 77.93%
PPAR gamma + 0.5440 54.40%
Honey bee toxicity - 0.6712 67.12%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity + 0.5100 51.00%
Fish aquatic toxicity + 0.9788 97.88%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.67% 97.25%
CHEMBL3837 P07711 Cathepsin L 93.29% 96.61%
CHEMBL3492 P49721 Proteasome Macropain subunit 92.76% 90.24%
CHEMBL1914 P06276 Butyrylcholinesterase 92.31% 95.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 91.87% 96.09%
CHEMBL204 P00734 Thrombin 91.81% 96.01%
CHEMBL4005 P42336 PI3-kinase p110-alpha subunit 89.91% 97.47%
CHEMBL1293255 P15428 15-hydroxyprostaglandin dehydrogenase [NAD+] 89.84% 83.57%
CHEMBL233 P35372 Mu opioid receptor 89.35% 97.93%
CHEMBL284 P27487 Dipeptidyl peptidase IV 86.07% 95.69%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 85.97% 92.86%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 85.62% 98.75%
CHEMBL2996 Q05655 Protein kinase C delta 85.51% 97.79%
CHEMBL4302 P08183 P-glycoprotein 1 85.20% 92.98%
CHEMBL3746 P80365 11-beta-hydroxysteroid dehydrogenase 2 84.43% 94.78%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 84.24% 93.00%
CHEMBL5203 P33316 dUTP pyrophosphatase 83.96% 99.18%
CHEMBL2581 P07339 Cathepsin D 83.92% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.18% 97.09%
CHEMBL4835 P00338 L-lactate dehydrogenase A chain 82.86% 95.34%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.78% 95.89%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 82.44% 95.58%
CHEMBL226 P30542 Adenosine A1 receptor 82.04% 95.93%
CHEMBL1937 Q92769 Histone deacetylase 2 81.96% 94.75%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 81.47% 91.11%
CHEMBL268 P43235 Cathepsin K 81.38% 96.85%
CHEMBL237 P41145 Kappa opioid receptor 81.22% 98.10%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.94% 97.14%
CHEMBL236 P41143 Delta opioid receptor 80.90% 99.35%
CHEMBL5103 Q969S8 Histone deacetylase 10 80.78% 90.08%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.42% 100.00%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 80.18% 91.03%

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.
Buxus sempervirens

Cross-Links

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PubChem 21726431
LOTUS LTS0006676
wikiData Q76512107