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12beta-Acetoxycimigenol

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 726363b8-2544-403f-a99e-ca7ce9082760
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Cycloartanols and derivatives
IUPAC Name [(1S,2R,3S,4R,7R,9S,12R,14R,16R,17R,18R,19R,21R,22S)-2,9-dihydroxy-22-(2-hydroxypropan-2-yl)-3,8,8,17,19-pentamethyl-23,24-dioxaheptacyclo[19.2.1.01,18.03,17.04,14.07,12.012,14]tetracosan-16-yl] acetate
SMILES (Canonical) CC1CC2C(OC3(C1C4(C(CC56CC57CCC(C(C7CCC6C4(C3O)C)(C)C)O)OC(=O)C)C)O2)C(C)(C)O
SMILES (Isomeric) C[C@@H]1C[C@@H]2[C@H](O[C@]3([C@H]1[C@]4([C@@H](C[C@@]56C[C@@]57CC[C@@H](C([C@@H]7CC[C@H]6[C@@]4([C@H]3O)C)(C)C)O)OC(=O)C)C)O2)C(C)(C)O
InChI InChI=1S/C32H50O7/c1-16-13-18-24(27(5,6)36)39-32(38-18)23(16)29(8)22(37-17(2)33)14-31-15-30(31)12-11-21(34)26(3,4)19(30)9-10-20(31)28(29,7)25(32)35/h16,18-25,34-36H,9-15H2,1-8H3/t16-,18-,19+,20+,21+,22-,23-,24+,25-,28-,29-,30-,31+,32+/m1/s1
InChI Key IMRBGIHKULBERF-QSPGDUCTSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C32H50O7
Molecular Weight 546.70 g/mol
Exact Mass 546.35565393 g/mol
Topological Polar Surface Area (TPSA) 105.00 Ų
XlogP 4.50
Atomic LogP (AlogP) 4.20
H-Bond Acceptor 7
H-Bond Donor 3
Rotatable Bonds 2

Synonyms

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((1S,2R,3S,4R,7R,9S,12R,14R,16R,17R,18R,19R,21R,22S)-2,9-dihydroxy-22-(2-hydroxypropan-2-yl)-3,8,8,17,19-pentamethyl-23,24-dioxaheptacyclo(19.2.1.01,18.03,17.04,14.07,12.012,14)tetracosan-16-yl) acetate
[(1S,2R,3S,4R,7R,9S,12R,14R,16R,17R,18R,19R,21R,22S)-2,9-dihydroxy-22-(2-hydroxypropan-2-yl)-3,8,8,17,19-pentamethyl-23,24-dioxaheptacyclo[19.2.1.01,18.03,17.04,14.07,12.012,14]tetracosan-16-yl] acetate
12b-Acetoxycimigenol
RefChem:78323
12beta-O-acetylcimigenol
CHEMBL375361

2D Structure

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2D Structure of 12beta-Acetoxycimigenol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9516 95.16%
Caco-2 - 0.7332 73.32%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.7343 73.43%
OATP2B1 inhibitior - 0.5760 57.60%
OATP1B1 inhibitior + 0.8759 87.59%
OATP1B3 inhibitior + 0.8265 82.65%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.7071 70.71%
BSEP inhibitior + 0.5829 58.29%
P-glycoprotein inhibitior - 0.4873 48.73%
P-glycoprotein substrate - 0.6053 60.53%
CYP3A4 substrate + 0.7181 71.81%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8585 85.85%
CYP3A4 inhibition - 0.7456 74.56%
CYP2C9 inhibition - 0.8038 80.38%
CYP2C19 inhibition - 0.8026 80.26%
CYP2D6 inhibition - 0.9480 94.80%
CYP1A2 inhibition - 0.7502 75.02%
CYP2C8 inhibition + 0.6694 66.94%
CYP inhibitory promiscuity - 0.9579 95.79%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5794 57.94%
Eye corrosion - 0.9907 99.07%
Eye irritation - 0.9255 92.55%
Skin irritation - 0.5762 57.62%
Skin corrosion - 0.9016 90.16%
Ames mutagenesis - 0.6700 67.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5840 58.40%
Micronuclear - 0.7800 78.00%
Hepatotoxicity - 0.5591 55.91%
skin sensitisation - 0.8617 86.17%
Respiratory toxicity - 0.5667 56.67%
Reproductive toxicity + 0.8000 80.00%
Mitochondrial toxicity + 0.8125 81.25%
Nephrotoxicity + 0.5214 52.14%
Acute Oral Toxicity (c) I 0.4546 45.46%
Estrogen receptor binding + 0.6825 68.25%
Androgen receptor binding + 0.7401 74.01%
Thyroid receptor binding - 0.5000 50.00%
Glucocorticoid receptor binding + 0.6586 65.86%
Aromatase binding + 0.7568 75.68%
PPAR gamma + 0.6915 69.15%
Honey bee toxicity - 0.6483 64.83%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5300 53.00%
Fish aquatic toxicity + 0.9490 94.90%

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
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 97.37% 96.95%
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.71% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.10% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.32% 91.11%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 93.77% 96.77%
CHEMBL340 P08684 Cytochrome P450 3A4 92.75% 91.19%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.33% 97.09%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 87.66% 97.14%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.48% 89.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 86.82% 85.14%
CHEMBL218 P21554 Cannabinoid CB1 receptor 86.05% 96.61%
CHEMBL2413 P32246 C-C chemokine receptor type 1 85.84% 89.50%
CHEMBL3837 P07711 Cathepsin L 85.68% 96.61%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.78% 100.00%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 84.39% 100.00%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 82.83% 95.50%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.34% 86.33%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 82.18% 97.21%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 82.16% 94.45%
CHEMBL259 P32245 Melanocortin receptor 4 82.07% 95.38%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 80.76% 89.34%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 80.61% 91.07%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.06% 92.62%

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 pachypoda

Cross-Links

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PubChem 16104912
LOTUS LTS0094074
wikiData Q105115887