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Axillarine C

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 dcdb5b83-16e1-4216-9e3b-91d6c5237fba
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Oxosteroids > 16-oxosteroids
IUPAC Name [(2S,3S,4R,5R,8S,9S,10R,13S,14S,17S)-3-benzamido-17-[(1S)-1-(dimethylamino)ethyl]-2-hydroxy-10,13-dimethyl-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(CC(C(C4OC(=O)C)NC(=O)C5=CC=CC=C5)O)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(C[C@@H]([C@@H]([C@@H]4OC(=O)C)NC(=O)C5=CC=CC=C5)O)C)C)N(C)C
InChI InChI=1S/C32H48N2O4/c1-19(34(5)6)23-14-15-24-22-12-13-26-29(38-20(2)35)28(33-30(37)21-10-8-7-9-11-21)27(36)18-32(26,4)25(22)16-17-31(23,24)3/h7-11,19,22-29,36H,12-18H2,1-6H3,(H,33,37)/t19-,22-,23+,24-,25-,26-,27-,28-,29+,31+,32+/m0/s1
InChI Key PUFTXDSOJLKZCI-JHSINFGJSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C32H48N2O4
Molecular Weight 524.70 g/mol
Exact Mass 524.36140802 g/mol
Topological Polar Surface Area (TPSA) 78.90 Ų
XlogP 6.00
Atomic LogP (AlogP) 4.91
H-Bond Acceptor 5
H-Bond Donor 2
Rotatable Bonds 5

Synonyms

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BDBM50135149
Acetic acid (2S,3S,4R,5R,8S,9S,10R,13S,14S,17S)-3-benzoylamino-17-((S)-1-dimethylamino-ethyl)-2-hydroxy-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-4-yl ester
Acetic acid (2S,3S,4R,5R,8S,9S,10R,13S,14S,17S)-3-benzoylamino-17-(1-dimethylamino-ethyl)-2-hydroxy-10-methyl-13-(S)-methyl-hexadecahydro-cyclopenta[a]phenanthren-4-yl ester

2D Structure

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2D Structure of Axillarine C

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8386 83.86%
Caco-2 - 0.7812 78.12%
Blood Brain Barrier - 0.8250 82.50%
Human oral bioavailability - 0.5143 51.43%
Subcellular localzation Mitochondria 0.6480 64.80%
OATP2B1 inhibitior - 0.5698 56.98%
OATP1B1 inhibitior + 0.8580 85.80%
OATP1B3 inhibitior + 0.9120 91.20%
MATE1 inhibitior - 0.7892 78.92%
OCT2 inhibitior - 0.8643 86.43%
BSEP inhibitior + 0.7728 77.28%
P-glycoprotein inhibitior + 0.7093 70.93%
P-glycoprotein substrate - 0.5073 50.73%
CYP3A4 substrate + 0.7392 73.92%
CYP2C9 substrate - 0.8047 80.47%
CYP2D6 substrate - 0.6885 68.85%
CYP3A4 inhibition - 0.6553 65.53%
CYP2C9 inhibition - 0.7160 71.60%
CYP2C19 inhibition - 0.7820 78.20%
CYP2D6 inhibition - 0.8917 89.17%
CYP1A2 inhibition - 0.8468 84.68%
CYP2C8 inhibition - 0.6484 64.84%
CYP inhibitory promiscuity - 0.9124 91.24%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9300 93.00%
Carcinogenicity (trinary) Non-required 0.6518 65.18%
Eye corrosion - 0.9908 99.08%
Eye irritation - 0.9510 95.10%
Skin irritation - 0.7687 76.87%
Skin corrosion - 0.9275 92.75%
Ames mutagenesis + 0.5400 54.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8197 81.97%
Micronuclear + 0.7900 79.00%
Hepatotoxicity + 0.5350 53.50%
skin sensitisation - 0.8952 89.52%
Respiratory toxicity + 0.8778 87.78%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.9375 93.75%
Nephrotoxicity - 0.7376 73.76%
Acute Oral Toxicity (c) III 0.5927 59.27%
Estrogen receptor binding + 0.7906 79.06%
Androgen receptor binding + 0.6967 69.67%
Thyroid receptor binding + 0.5139 51.39%
Glucocorticoid receptor binding + 0.6096 60.96%
Aromatase binding + 0.6902 69.02%
PPAR gamma + 0.6747 67.47%
Honey bee toxicity - 0.6311 63.11%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.6000 60.00%
Fish aquatic toxicity + 0.9833 98.33%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
CHEMBL1914 P06276 Butyrylcholinesterase 17990 nM
 IC50
 PMID: 14584959

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.10% 96.09%
CHEMBL221 P23219 Cyclooxygenase-1 96.41% 90.17%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.90% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.81% 95.56%
CHEMBL2179 P04062 Beta-glucocerebrosidase 91.56% 85.31%
CHEMBL2581 P07339 Cathepsin D 91.22% 98.95%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 90.51% 94.62%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 89.71% 94.08%
CHEMBL5028 O14672 ADAM10 87.79% 97.50%
CHEMBL340 P08684 Cytochrome P450 3A4 85.41% 91.19%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 85.38% 94.23%
CHEMBL4227 P25090 Lipoxin A4 receptor 85.24% 100.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.14% 99.23%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 84.60% 97.14%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 84.20% 95.89%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 83.96% 93.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.43% 100.00%
CHEMBL226 P30542 Adenosine A1 receptor 81.59% 95.93%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 80.84% 93.03%

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.
Arisaema tortuosum subsp. tortuosum
Pachysandra axillaris
Sarcococca saligna

Cross-Links

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PubChem 15043261
NPASS NPC275839
ChEMBL CHEMBL413039
LOTUS LTS0058741
wikiData Q104666846