3-o-Acetylprismatomerin

Details

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Internal ID a47a3037-fb4c-4b21-ae8a-285223715482
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
IUPAC Name methyl (1S,4S,8R,10S,11E,14S)-11-[(4-acetyloxyphenyl)methylidene]-12-oxo-7,9,13-trioxatetracyclo[6.5.1.01,10.04,14]tetradeca-2,5-diene-5-carboxylate
SMILES (Canonical) CC(=O)OC1=CC=C(C=C1)C=C2C3C4(C=CC5C4C(O3)OC=C5C(=O)OC)OC2=O
SMILES (Isomeric) CC(=O)OC1=CC=C(C=C1)/C=C/2\[C@H]3[C@@]4(C=C[C@H]5[C@@H]4[C@@H](O3)OC=C5C(=O)OC)OC2=O
InChI InChI=1S/C22H18O8/c1-11(23)28-13-5-3-12(4-6-13)9-15-18-22(30-20(15)25)8-7-14-16(19(24)26-2)10-27-21(29-18)17(14)22/h3-10,14,17-18,21H,1-2H3/b15-9+/t14-,17-,18+,21-,22+/m1/s1
InChI Key TXIYCTDKGVURRS-BDRRLFJXSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C22H18O8
Molecular Weight 410.40 g/mol
Exact Mass 410.10016753 g/mol
Topological Polar Surface Area (TPSA) 97.40 Ų
XlogP 1.80
Atomic LogP (AlogP) 1.91
H-Bond Acceptor 8
H-Bond Donor 0
Rotatable Bonds 3

Synonyms

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CHEMBL429116

2D Structure

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2D Structure of 3-o-Acetylprismatomerin

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9899 98.99%
Caco-2 - 0.6417 64.17%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.7291 72.91%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8469 84.69%
OATP1B3 inhibitior + 0.8969 89.69%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.8005 80.05%
P-glycoprotein inhibitior + 0.7111 71.11%
P-glycoprotein substrate - 0.7115 71.15%
CYP3A4 substrate + 0.6762 67.62%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8898 88.98%
CYP3A4 inhibition + 0.8942 89.42%
CYP2C9 inhibition - 0.7913 79.13%
CYP2C19 inhibition + 0.6543 65.43%
CYP2D6 inhibition - 0.7941 79.41%
CYP1A2 inhibition - 0.6280 62.80%
CYP2C8 inhibition + 0.6681 66.81%
CYP inhibitory promiscuity + 0.7903 79.03%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Danger 0.5451 54.51%
Eye corrosion - 0.9707 97.07%
Eye irritation - 0.8798 87.98%
Skin irritation - 0.6877 68.77%
Skin corrosion - 0.9373 93.73%
Ames mutagenesis + 0.5600 56.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7230 72.30%
Micronuclear + 0.6900 69.00%
Hepatotoxicity + 0.5077 50.77%
skin sensitisation - 0.6699 66.99%
Respiratory toxicity + 0.6333 63.33%
Reproductive toxicity + 0.7667 76.67%
Mitochondrial toxicity + 0.6125 61.25%
Nephrotoxicity + 0.9280 92.80%
Acute Oral Toxicity (c) III 0.5523 55.23%
Estrogen receptor binding + 0.8040 80.40%
Androgen receptor binding + 0.7073 70.73%
Thyroid receptor binding + 0.6182 61.82%
Glucocorticoid receptor binding + 0.7624 76.24%
Aromatase binding - 0.5524 55.24%
PPAR gamma + 0.6278 62.78%
Honey bee toxicity - 0.7354 73.54%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5300 53.00%
Fish aquatic toxicity + 0.9694 96.94%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.39% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.10% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.52% 86.33%
CHEMBL2581 P07339 Cathepsin D 92.64% 98.95%
CHEMBL4208 P20618 Proteasome component C5 92.50% 90.00%
CHEMBL1951 P21397 Monoamine oxidase A 90.40% 91.49%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.37% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.70% 95.56%
CHEMBL3401 O75469 Pregnane X receptor 89.57% 94.73%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 86.67% 91.07%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.24% 99.23%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 86.17% 92.62%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 85.34% 95.71%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 84.82% 85.14%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 83.36% 96.00%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 81.86% 94.80%
CHEMBL221 P23219 Cyclooxygenase-1 81.48% 90.17%

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.
Prismatomeris tetrandra

Cross-Links

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PubChem 23625550
LOTUS LTS0168726
wikiData Q105266778