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(1R,2S,5S,8S,9R,14R,15R,17R,18R,21S,24R,26S,27S)-5,14,15-trihydroxy-2,9,26-trimethyl-3,19,23,28-tetraoxaoctacyclo[16.9.1.118,27.01,5.02,24.08,17.09,14.021,26]nonacosane-4,10,22,29-tetrone

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 432e6077-edb6-4ccb-b444-ee583b364841
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Physalins and derivatives
IUPAC Name (1R,2S,5S,8S,9R,14R,15R,17R,18R,21S,24R,26S,27S)-5,14,15-trihydroxy-2,9,26-trimethyl-3,19,23,28-tetraoxaoctacyclo[16.9.1.118,27.01,5.02,24.08,17.09,14.021,26]nonacosane-4,10,22,29-tetrone
SMILES (Canonical) CC12CC3C4(C56C1C(=O)C(O5)(C7CC(C8(CCCC(=O)C8(C7CCC6(C(=O)O4)O)C)O)O)OCC2C(=O)O3)C
SMILES (Isomeric) C[C@]12C[C@@H]3[C@]4([C@]56[C@H]1C(=O)[C@](O5)([C@@H]7C[C@H]([C@]8(CCCC(=O)[C@@]8([C@H]7CC[C@]6(C(=O)O4)O)C)O)O)OC[C@H]2C(=O)O3)C
InChI InChI=1S/C28H34O11/c1-22-10-17-24(3)28-18(22)19(31)27(39-28,36-11-14(22)20(32)37-17)13-9-16(30)25(34)7-4-5-15(29)23(25,2)12(13)6-8-26(28,35)21(33)38-24/h12-14,16-18,30,34-35H,4-11H2,1-3H3/t12-,13+,14-,16+,17+,18-,22+,23-,24-,25-,26+,27+,28-/m0/s1
InChI Key HFDWVRTYJPQSME-IFSNGKJOSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C28H34O11
Molecular Weight 546.60 g/mol
Exact Mass 546.21011190 g/mol
Topological Polar Surface Area (TPSA) 166.00 Ų
XlogP -1.00
Atomic LogP (AlogP) -0.05
H-Bond Acceptor 11
H-Bond Donor 3
Rotatable Bonds 0

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1R,2S,5S,8S,9R,14R,15R,17R,18R,21S,24R,26S,27S)-5,14,15-trihydroxy-2,9,26-trimethyl-3,19,23,28-tetraoxaoctacyclo[16.9.1.118,27.01,5.02,24.08,17.09,14.021,26]nonacosane-4,10,22,29-tetrone

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8506 85.06%
Caco-2 - 0.7374 73.74%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.7863 78.63%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8149 81.49%
OATP1B3 inhibitior + 0.8975 89.75%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior + 0.6536 65.36%
P-glycoprotein inhibitior - 0.4621 46.21%
P-glycoprotein substrate + 0.5936 59.36%
CYP3A4 substrate + 0.7218 72.18%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8687 86.87%
CYP3A4 inhibition - 0.8877 88.77%
CYP2C9 inhibition - 0.9185 91.85%
CYP2C19 inhibition - 0.9134 91.34%
CYP2D6 inhibition - 0.9694 96.94%
CYP1A2 inhibition - 0.8631 86.31%
CYP2C8 inhibition + 0.5481 54.81%
CYP inhibitory promiscuity - 0.9934 99.34%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5712 57.12%
Eye corrosion - 0.9910 99.10%
Eye irritation - 0.9249 92.49%
Skin irritation - 0.5383 53.83%
Skin corrosion - 0.9090 90.90%
Ames mutagenesis - 0.6900 69.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5171 51.71%
Micronuclear - 0.8600 86.00%
Hepatotoxicity + 0.5819 58.19%
skin sensitisation - 0.9227 92.27%
Respiratory toxicity + 0.8444 84.44%
Reproductive toxicity + 0.7667 76.67%
Mitochondrial toxicity + 0.8125 81.25%
Nephrotoxicity + 0.5497 54.97%
Acute Oral Toxicity (c) I 0.3997 39.97%
Estrogen receptor binding + 0.8134 81.34%
Androgen receptor binding + 0.7873 78.73%
Thyroid receptor binding + 0.5643 56.43%
Glucocorticoid receptor binding + 0.7858 78.58%
Aromatase binding + 0.7775 77.75%
PPAR gamma + 0.5775 57.75%
Honey bee toxicity - 0.7166 71.66%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.6300 63.00%
Fish aquatic toxicity + 0.9424 94.24%

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 97.82% 97.25%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 95.79% 85.14%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.07% 97.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 91.26% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 91.22% 96.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 90.46% 100.00%
CHEMBL218 P21554 Cannabinoid CB1 receptor 88.79% 96.61%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.74% 94.45%
CHEMBL259 P32245 Melanocortin receptor 4 87.53% 95.38%
CHEMBL2996 Q05655 Protein kinase C delta 86.23% 97.79%
CHEMBL1871 P10275 Androgen Receptor 86.21% 96.43%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.84% 95.56%
CHEMBL3837 P07711 Cathepsin L 85.58% 96.61%
CHEMBL299 P17252 Protein kinase C alpha 85.02% 98.03%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 84.85% 82.69%
CHEMBL1951 P21397 Monoamine oxidase A 83.93% 91.49%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.52% 95.89%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.00% 89.00%
CHEMBL2095226 P05556 Integrin alpha-5/beta-1 82.56% 96.39%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.49% 99.23%
CHEMBL340 P08684 Cytochrome P450 3A4 82.04% 91.19%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 81.74% 93.04%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.49% 97.14%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 81.21% 91.24%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 81.04% 95.50%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.56% 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.
Physalis angulata

Cross-Links

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PubChem 11103567
LOTUS LTS0263930
wikiData Q105027246