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(+)-Pachysandrine B

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 99df4ac2-dccb-4933-bcdf-da534c1c55d5
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Oxosteroids > 20-oxosteroids
IUPAC Name [(3R,4R,5R,8S,9S,10R,13S,14S,17S)-17-[(1S)-1-(dimethylamino)ethyl]-10,13-dimethyl-3-[methyl(3-methylbut-2-enoyl)amino]-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-4-yl] acetate
SMILES (Canonical) CC(C1CCC2C1(CCC3C2CCC4C3(CCC(C4OC(=O)C)N(C)C(=O)C=C(C)C)C)C)N(C)C
SMILES (Isomeric) C[C@@H]([C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC[C@@H]4[C@@]3(CC[C@H]([C@@H]4OC(=O)C)N(C)C(=O)C=C(C)C)C)C)N(C)C
InChI InChI=1S/C31H52N2O3/c1-19(2)18-28(35)33(9)27-15-17-31(6)25-14-16-30(5)23(20(3)32(7)8)12-13-24(30)22(25)10-11-26(31)29(27)36-21(4)34/h18,20,22-27,29H,10-17H2,1-9H3/t20-,22-,23+,24-,25-,26-,27+,29+,30+,31+/m0/s1
InChI Key OBEQTYAHIYKMOQ-GMBNBAHTSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C31H52N2O3
Molecular Weight 500.80 g/mol
Exact Mass 500.39779352 g/mol
Topological Polar Surface Area (TPSA) 49.80 Ų
XlogP 6.90
Atomic LogP (AlogP) 5.93
H-Bond Acceptor 4
H-Bond Donor 0
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (+)-Pachysandrine B

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9763 97.63%
Caco-2 - 0.6190 61.90%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability - 0.5000 50.00%
Subcellular localzation Mitochondria 0.6158 61.58%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8618 86.18%
OATP1B3 inhibitior + 0.9321 93.21%
MATE1 inhibitior - 0.5418 54.18%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior + 0.9524 95.24%
P-glycoprotein inhibitior + 0.7318 73.18%
P-glycoprotein substrate - 0.6335 63.35%
CYP3A4 substrate + 0.7250 72.50%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8274 82.74%
CYP3A4 inhibition - 0.6218 62.18%
CYP2C9 inhibition - 0.6218 62.18%
CYP2C19 inhibition - 0.6816 68.16%
CYP2D6 inhibition - 0.9105 91.05%
CYP1A2 inhibition - 0.7278 72.78%
CYP2C8 inhibition - 0.7913 79.13%
CYP inhibitory promiscuity - 0.5362 53.62%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9200 92.00%
Carcinogenicity (trinary) Non-required 0.5544 55.44%
Eye corrosion - 0.9854 98.54%
Eye irritation - 0.9402 94.02%
Skin irritation - 0.7335 73.35%
Skin corrosion - 0.9029 90.29%
Ames mutagenesis - 0.6500 65.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7840 78.40%
Micronuclear + 0.5200 52.00%
Hepatotoxicity + 0.5478 54.78%
skin sensitisation - 0.8328 83.28%
Respiratory toxicity + 0.8444 84.44%
Reproductive toxicity + 0.8556 85.56%
Mitochondrial toxicity + 0.8750 87.50%
Nephrotoxicity - 0.7449 74.49%
Acute Oral Toxicity (c) III 0.5997 59.97%
Estrogen receptor binding + 0.7984 79.84%
Androgen receptor binding + 0.7220 72.20%
Thyroid receptor binding + 0.5408 54.08%
Glucocorticoid receptor binding + 0.6084 60.84%
Aromatase binding + 0.6606 66.06%
PPAR gamma + 0.6710 67.10%
Honey bee toxicity - 0.5975 59.75%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity - 0.5400 54.00%
Fish aquatic toxicity + 0.9925 99.25%

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 98.43% 96.09%
CHEMBL204 P00734 Thrombin 97.70% 96.01%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.16% 94.45%
CHEMBL4005 P42336 PI3-kinase p110-alpha subunit 92.91% 97.47%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 92.86% 95.89%
CHEMBL226 P30542 Adenosine A1 receptor 92.60% 95.93%
CHEMBL3837 P07711 Cathepsin L 92.12% 96.61%
CHEMBL237 P41145 Kappa opioid receptor 92.06% 98.10%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 91.74% 96.77%
CHEMBL1994 P08235 Mineralocorticoid receptor 90.87% 100.00%
CHEMBL340 P08684 Cytochrome P450 3A4 89.09% 91.19%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 88.99% 93.00%
CHEMBL2581 P07339 Cathepsin D 88.73% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 88.66% 91.11%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 87.27% 94.33%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 87.06% 91.03%
CHEMBL253 P34972 Cannabinoid CB2 receptor 86.53% 97.25%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 86.16% 98.75%
CHEMBL4227 P25090 Lipoxin A4 receptor 85.45% 100.00%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 85.18% 82.50%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 84.83% 96.38%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 84.78% 95.71%
CHEMBL2534 O15530 3-phosphoinositide dependent protein kinase-1 84.55% 95.36%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.54% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.67% 89.00%
CHEMBL5028 O14672 ADAM10 83.07% 97.50%
CHEMBL245 P20309 Muscarinic acetylcholine receptor M3 82.83% 97.53%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.64% 95.89%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 82.27% 97.14%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 81.37% 93.03%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 80.84% 97.50%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 80.81% 95.58%
CHEMBL3922 P50579 Methionine aminopeptidase 2 80.76% 97.28%
CHEMBL2179 P04062 Beta-glucocerebrosidase 80.43% 85.31%

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.
Chrysanthemum zawadzkii subsp. zawadzkii
Kopsia fruticosa
Kopsia singapurensis
Pachysandra procumbens

Cross-Links

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PubChem 12313883
LOTUS LTS0103827
wikiData Q105154836