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3-[2-[[15-[4-Acetyloxy-4-(3,3-dimethyloxiran-2-yl)butan-2-yl]-13-hydroxy-7,7,12,16-tetramethyl-14-oxo-6-pentacyclo[9.7.0.01,3.03,8.012,16]octadec-10-enyl]oxy]-4,5-dihydroxyoxan-3-yl]oxy-3-oxopropanoic acid

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 c4a62384-7eaa-4a3d-8cee-97090f21b6bf
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Cycloartanols and derivatives
IUPAC Name 3-[2-[[15-[4-acetyloxy-4-(3,3-dimethyloxiran-2-yl)butan-2-yl]-13-hydroxy-7,7,12,16-tetramethyl-14-oxo-6-pentacyclo[9.7.0.01,3.03,8.012,16]octadec-10-enyl]oxy]-4,5-dihydroxyoxan-3-yl]oxy-3-oxopropanoic acid
SMILES (Canonical) CC(CC(C1C(O1)(C)C)OC(=O)C)C2C(=O)C(C3(C2(CCC45C3=CCC6C4(C5)CCC(C6(C)C)OC7C(C(C(CO7)O)O)OC(=O)CC(=O)O)C)C)O
SMILES (Isomeric) CC(CC(C1C(O1)(C)C)OC(=O)C)C2C(=O)C(C3(C2(CCC45C3=CCC6C4(C5)CCC(C6(C)C)OC7C(C(C(CO7)O)O)OC(=O)CC(=O)O)C)C)O
InChI InChI=1S/C40H58O13/c1-19(15-22(50-20(2)41)33-36(5,6)53-33)28-30(47)32(48)38(8)24-10-9-23-35(3,4)25(11-12-39(23)18-40(24,39)14-13-37(28,38)7)51-34-31(29(46)21(42)17-49-34)52-27(45)16-26(43)44/h10,19,21-23,25,28-29,31-34,42,46,48H,9,11-18H2,1-8H3,(H,43,44)
InChI Key ULGHYIMFMJRKCP-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C40H58O13
Molecular Weight 746.90 g/mol
Exact Mass 746.38774190 g/mol
Topological Polar Surface Area (TPSA) 199.00 Ų
XlogP 3.70
Atomic LogP (AlogP) 3.48
H-Bond Acceptor 12
H-Bond Donor 4
Rotatable Bonds 10

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 3-[2-[[15-[4-Acetyloxy-4-(3,3-dimethyloxiran-2-yl)butan-2-yl]-13-hydroxy-7,7,12,16-tetramethyl-14-oxo-6-pentacyclo[9.7.0.01,3.03,8.012,16]octadec-10-enyl]oxy]-4,5-dihydroxyoxan-3-yl]oxy-3-oxopropanoic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9384 93.84%
Caco-2 - 0.8655 86.55%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.8535 85.35%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8014 80.14%
OATP1B3 inhibitior + 0.8955 89.55%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6558 65.58%
BSEP inhibitior + 0.7311 73.11%
P-glycoprotein inhibitior + 0.7843 78.43%
P-glycoprotein substrate + 0.7120 71.20%
CYP3A4 substrate + 0.7281 72.81%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8814 88.14%
CYP3A4 inhibition - 0.8027 80.27%
CYP2C9 inhibition - 0.6469 64.69%
CYP2C19 inhibition - 0.8776 87.76%
CYP2D6 inhibition - 0.9407 94.07%
CYP1A2 inhibition - 0.8175 81.75%
CYP2C8 inhibition + 0.7396 73.96%
CYP inhibitory promiscuity - 0.9501 95.01%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.5931 59.31%
Eye corrosion - 0.9888 98.88%
Eye irritation - 0.9142 91.42%
Skin irritation + 0.4898 48.98%
Skin corrosion - 0.9335 93.35%
Ames mutagenesis - 0.6100 61.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4779 47.79%
Micronuclear - 0.6400 64.00%
Hepatotoxicity - 0.5125 51.25%
skin sensitisation - 0.8713 87.13%
Respiratory toxicity + 0.6444 64.44%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.7625 76.25%
Nephrotoxicity - 0.7540 75.40%
Acute Oral Toxicity (c) I 0.4373 43.73%
Estrogen receptor binding + 0.7707 77.07%
Androgen receptor binding + 0.7648 76.48%
Thyroid receptor binding - 0.5252 52.52%
Glucocorticoid receptor binding + 0.7955 79.55%
Aromatase binding + 0.7183 71.83%
PPAR gamma + 0.7606 76.06%
Honey bee toxicity - 0.6818 68.18%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.5400 54.00%
Fish aquatic toxicity + 0.9879 98.79%

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
CHEMBL2581 P07339 Cathepsin D 98.03% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.97% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.51% 96.09%
CHEMBL221 P23219 Cyclooxygenase-1 94.76% 90.17%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 91.73% 92.88%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.75% 95.56%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 90.06% 93.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.14% 94.45%
CHEMBL3359 P21462 Formyl peptide receptor 1 88.90% 93.56%
CHEMBL340 P08684 Cytochrome P450 3A4 88.86% 91.19%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 86.40% 97.21%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 86.13% 91.07%
CHEMBL3922 P50579 Methionine aminopeptidase 2 85.36% 97.28%
CHEMBL253 P34972 Cannabinoid CB2 receptor 85.27% 97.25%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 85.04% 97.14%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.94% 89.00%
CHEMBL5028 O14672 ADAM10 84.59% 97.50%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 84.31% 98.75%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 83.98% 96.95%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 82.94% 95.71%
CHEMBL3137262 O60341 LSD1/CoREST complex 81.83% 97.09%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 81.71% 96.00%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 81.60% 94.33%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.53% 100.00%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 80.74% 91.24%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.34% 92.62%
CHEMBL5255 O00206 Toll-like receptor 4 80.31% 92.50%

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.
Actaea simplex

Cross-Links

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PubChem 85254505
LOTUS LTS0111125
wikiData Q105275105