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(1R,2R,5S,8S,9R,14R,15R,17R,18R,21S,24R,26S,27S)-15-ethoxy-5,14-dihydroxy-2,9,26-trimethyl-3,19,23,28-tetraoxaoctacyclo[16.9.1.118,27.01,5.02,24.08,17.09,14.021,26]nonacos-11-ene-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 4fe95231-8635-42e2-98ac-67ad0b0065f7
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Physalins and derivatives
IUPAC Name (1R,2R,5S,8S,9R,14R,15R,17R,18R,21S,24R,26S,27S)-15-ethoxy-5,14-dihydroxy-2,9,26-trimethyl-3,19,23,28-tetraoxaoctacyclo[16.9.1.118,27.01,5.02,24.08,17.09,14.021,26]nonacos-11-ene-4,10,22,29-tetrone
SMILES (Canonical) CCOC1CC2C(CCC3(C(=O)OC4(C35C6C(=O)C2(O5)OCC7C6(CC4OC7=O)C)C)O)C8(C1(CC=CC8=O)O)C
SMILES (Isomeric) CCO[C@@H]1C[C@@H]2[C@H](CC[C@]3(C(=O)O[C@]4([C@@]35[C@H]6C(=O)[C@@]2(O5)OC[C@@H]7[C@]6(C[C@H]4OC7=O)C)C)O)[C@@]8([C@@]1(CC=CC8=O)O)C
InChI InChI=1S/C30H36O11/c1-5-37-18-11-15-14(25(3)17(31)7-6-9-27(18,25)35)8-10-28(36)23(34)40-26(4)19-12-24(2)16(22(33)39-19)13-38-29(15)21(32)20(24)30(26,28)41-29/h6-7,14-16,18-20,35-36H,5,8-13H2,1-4H3/t14-,15+,16-,18+,19+,20-,24+,25-,26+,27-,28+,29+,30-/m0/s1
InChI Key IHPOGBUPVVUBMO-APMZMFFVSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C30H36O11
Molecular Weight 572.60 g/mol
Exact Mass 572.22576196 g/mol
Topological Polar Surface Area (TPSA) 155.00 Ų
XlogP 0.10
Atomic LogP (AlogP) 0.77
H-Bond Acceptor 11
H-Bond Donor 2
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1R,2R,5S,8S,9R,14R,15R,17R,18R,21S,24R,26S,27S)-15-ethoxy-5,14-dihydroxy-2,9,26-trimethyl-3,19,23,28-tetraoxaoctacyclo[16.9.1.118,27.01,5.02,24.08,17.09,14.021,26]nonacos-11-ene-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 + 0.9508 95.08%
Caco-2 - 0.7417 74.17%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.7689 76.89%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8266 82.66%
OATP1B3 inhibitior + 0.8961 89.61%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior + 0.9753 97.53%
P-glycoprotein inhibitior + 0.7129 71.29%
P-glycoprotein substrate + 0.6715 67.15%
CYP3A4 substrate + 0.7352 73.52%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9035 90.35%
CYP3A4 inhibition - 0.7554 75.54%
CYP2C9 inhibition - 0.8787 87.87%
CYP2C19 inhibition - 0.8495 84.95%
CYP2D6 inhibition - 0.9613 96.13%
CYP1A2 inhibition - 0.9145 91.45%
CYP2C8 inhibition + 0.6620 66.20%
CYP inhibitory promiscuity - 0.9284 92.84%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5498 54.98%
Eye corrosion - 0.9917 99.17%
Eye irritation - 0.9146 91.46%
Skin irritation + 0.4894 48.94%
Skin corrosion - 0.9380 93.80%
Ames mutagenesis - 0.6170 61.70%
Human Ether-a-go-go-Related Gene inhibition - 0.5429 54.29%
Micronuclear - 0.8200 82.00%
Hepatotoxicity + 0.5899 58.99%
skin sensitisation - 0.9392 93.92%
Respiratory toxicity + 0.8111 81.11%
Reproductive toxicity + 0.7556 75.56%
Mitochondrial toxicity + 0.7375 73.75%
Nephrotoxicity + 0.7338 73.38%
Acute Oral Toxicity (c) I 0.5749 57.49%
Estrogen receptor binding + 0.8220 82.20%
Androgen receptor binding + 0.7834 78.34%
Thyroid receptor binding + 0.5771 57.71%
Glucocorticoid receptor binding + 0.7889 78.89%
Aromatase binding + 0.7647 76.47%
PPAR gamma + 0.6570 65.70%
Honey bee toxicity - 0.6684 66.84%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.6200 62.00%
Fish aquatic toxicity + 0.9805 98.05%

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 99.35% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.36% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 96.33% 97.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 94.94% 85.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.52% 91.11%
CHEMBL218 P21554 Cannabinoid CB1 receptor 93.54% 96.61%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.71% 94.45%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 91.56% 94.80%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 90.63% 97.14%
CHEMBL1994 P08235 Mineralocorticoid receptor 90.19% 100.00%
CHEMBL1871 P10275 Androgen Receptor 89.12% 96.43%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 88.32% 96.77%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.66% 95.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.44% 95.89%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 86.66% 92.62%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.27% 89.00%
CHEMBL2996 Q05655 Protein kinase C delta 84.81% 97.79%
CHEMBL2581 P07339 Cathepsin D 84.23% 98.95%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 83.88% 95.71%
CHEMBL4208 P20618 Proteasome component C5 82.59% 90.00%
CHEMBL2413 P32246 C-C chemokine receptor type 1 82.01% 89.50%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.38% 94.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 80.36% 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 minima

Cross-Links

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PubChem 163012616
LOTUS LTS0176390
wikiData Q105113176