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[(1R,2S,5S,8S,9R,10S,17R,18S,21S,24R,26S)-5-hydroxy-2,9,26-trimethyl-4,22,29-trioxo-3,19,23,28-tetraoxaoctacyclo[16.9.1.118,27.01,5.02,24.08,17.09,14.021,26]nonacosa-11,14-dien-10-yl] acetate

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 82ea7845-5882-4a10-a434-4e7b6b5ffef0
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Tricarboxylic acids and derivatives
IUPAC Name [(1R,2S,5S,8S,9R,10S,17R,18S,21S,24R,26S)-5-hydroxy-2,9,26-trimethyl-4,22,29-trioxo-3,19,23,28-tetraoxaoctacyclo[16.9.1.118,27.01,5.02,24.08,17.09,14.021,26]nonacosa-11,14-dien-10-yl] acetate
SMILES (Canonical) CC(=O)OC1C=CCC2=CCC3C(C12C)CCC4(C(=O)OC5(C46C7C(=O)C3(O6)OCC8C7(CC5OC8=O)C)C)O
SMILES (Isomeric) CC(=O)O[C@H]1C=CCC2=CC[C@@H]3[C@@H]([C@@]12C)CC[C@]4(C(=O)O[C@@]5([C@@]46C7C(=O)[C@]3(O6)OC[C@@H]8[C@]7(C[C@H]5OC8=O)C)C)O
InChI InChI=1S/C30H34O10/c1-14(31)37-19-7-5-6-15-8-9-17-16(26(15,19)3)10-11-28(35)24(34)39-27(4)20-12-25(2)18(23(33)38-20)13-36-29(17)22(32)21(25)30(27,28)40-29/h5,7-8,16-21,35H,6,9-13H2,1-4H3/t16-,17+,18-,19-,20+,21?,25+,26-,27-,28+,29-,30-/m0/s1
InChI Key CYOAUNRGOGAEHF-AKBCSEPSSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C30H34O10
Molecular Weight 554.60 g/mol
Exact Mass 554.21519728 g/mol
Topological Polar Surface Area (TPSA) 135.00 Ų
XlogP 1.40
Atomic LogP (AlogP) 1.92
H-Bond Acceptor 10
H-Bond Donor 1
Rotatable Bonds 1

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1R,2S,5S,8S,9R,10S,17R,18S,21S,24R,26S)-5-hydroxy-2,9,26-trimethyl-4,22,29-trioxo-3,19,23,28-tetraoxaoctacyclo[16.9.1.118,27.01,5.02,24.08,17.09,14.021,26]nonacosa-11,14-dien-10-yl] acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9890 98.90%
Caco-2 - 0.7351 73.51%
Blood Brain Barrier + 0.7000 70.00%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.8510 85.10%
OATP2B1 inhibitior - 0.8604 86.04%
OATP1B1 inhibitior + 0.8122 81.22%
OATP1B3 inhibitior + 0.9303 93.03%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.6418 64.18%
BSEP inhibitior + 0.9759 97.59%
P-glycoprotein inhibitior + 0.7630 76.30%
P-glycoprotein substrate + 0.6009 60.09%
CYP3A4 substrate + 0.7462 74.62%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8843 88.43%
CYP3A4 inhibition - 0.8113 81.13%
CYP2C9 inhibition - 0.8065 80.65%
CYP2C19 inhibition - 0.9460 94.60%
CYP2D6 inhibition - 0.9545 95.45%
CYP1A2 inhibition - 0.8625 86.25%
CYP2C8 inhibition + 0.6580 65.80%
CYP inhibitory promiscuity - 0.9669 96.69%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5181 51.81%
Eye corrosion - 0.9898 98.98%
Eye irritation - 0.9193 91.93%
Skin irritation + 0.5458 54.58%
Skin corrosion - 0.9245 92.45%
Ames mutagenesis - 0.7000 70.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4236 42.36%
Micronuclear - 0.7500 75.00%
Hepatotoxicity + 0.5606 56.06%
skin sensitisation - 0.8978 89.78%
Respiratory toxicity + 0.8111 81.11%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.7625 76.25%
Nephrotoxicity + 0.7416 74.16%
Acute Oral Toxicity (c) I 0.3853 38.53%
Estrogen receptor binding + 0.8366 83.66%
Androgen receptor binding + 0.7771 77.71%
Thyroid receptor binding + 0.6622 66.22%
Glucocorticoid receptor binding + 0.8526 85.26%
Aromatase binding + 0.7898 78.98%
PPAR gamma + 0.6685 66.85%
Honey bee toxicity - 0.6700 67.00%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.5350 53.50%
Fish aquatic toxicity + 0.9813 98.13%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 98.37% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.14% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.64% 94.45%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 92.41% 94.80%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.35% 91.11%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 91.52% 96.77%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 90.90% 97.14%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.40% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.13% 89.00%
CHEMBL340 P08684 Cytochrome P450 3A4 89.10% 91.19%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 88.99% 85.14%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 88.40% 82.69%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 87.96% 95.71%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.05% 100.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.24% 95.56%
CHEMBL2581 P07339 Cathepsin D 85.20% 98.95%
CHEMBL218 P21554 Cannabinoid CB1 receptor 83.98% 96.61%
CHEMBL5255 O00206 Toll-like receptor 4 83.84% 92.50%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 83.53% 92.62%
CHEMBL2413 P32246 C-C chemokine receptor type 1 83.34% 89.50%
CHEMBL1871 P10275 Androgen Receptor 83.10% 96.43%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.79% 95.89%
CHEMBL259 P32245 Melanocortin receptor 4 81.95% 95.38%
CHEMBL3922 P50579 Methionine aminopeptidase 2 81.45% 97.28%
CHEMBL1293249 Q13887 Kruppel-like factor 5 80.75% 86.33%

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.
Physalis angulata
Urospermum picroides

Cross-Links

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PubChem 102254402
LOTUS LTS0066508
wikiData Q105193471