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(1R,2S,5R,8S,9R,14R,15R,17R,18R,21S,24R,26S,27S)-5,15-dihydroxy-14-methoxy-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 a89e0485-63eb-4cd5-9449-be9bef8757b5
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Physalins and derivatives
IUPAC Name (1R,2S,5R,8S,9R,14R,15R,17R,18R,21S,24R,26S,27S)-5,15-dihydroxy-14-methoxy-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) CC12CC3C4(C56C1C(=O)C(O5)(C7CC(C8(CC=CC(=O)C8(C7CCC6(C(=O)O4)O)C)OC)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(CC=CC(=O)[C@@]8([C@H]7CC[C@@]6(C(=O)O4)O)C)OC)O)OC[C@H]2C(=O)O3)C
InChI InChI=1S/C29H34O11/c1-23-11-18-25(3)29-19(23)20(32)28(40-29,37-12-15(23)21(33)38-18)14-10-17(31)27(36-4)8-5-6-16(30)24(27,2)13(14)7-9-26(29,35)22(34)39-25/h5-6,13-15,17-19,31,35H,7-12H2,1-4H3/t13-,14+,15-,17+,18+,19-,23+,24-,25-,26-,27-,28+,29-/m0/s1
InChI Key PKBKMEUABLQCJI-PODXOSIASA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C29H34O11
Molecular Weight 558.60 g/mol
Exact Mass 558.21011190 g/mol
Topological Polar Surface Area (TPSA) 155.00 Ų
XlogP -0.30
Atomic LogP (AlogP) 0.38
H-Bond Acceptor 11
H-Bond Donor 2
Rotatable Bonds 1

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1R,2S,5R,8S,9R,14R,15R,17R,18R,21S,24R,26S,27S)-5,15-dihydroxy-14-methoxy-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 + 0.9660 96.60%
Caco-2 - 0.7413 74.13%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.7760 77.60%
OATP2B1 inhibitior - 0.8629 86.29%
OATP1B1 inhibitior + 0.8165 81.65%
OATP1B3 inhibitior + 0.9293 92.93%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7364 73.64%
BSEP inhibitior + 0.8922 89.22%
P-glycoprotein inhibitior + 0.6720 67.20%
P-glycoprotein substrate + 0.6856 68.56%
CYP3A4 substrate + 0.7445 74.45%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9023 90.23%
CYP3A4 inhibition - 0.8412 84.12%
CYP2C9 inhibition - 0.9145 91.45%
CYP2C19 inhibition - 0.9442 94.42%
CYP2D6 inhibition - 0.9643 96.43%
CYP1A2 inhibition - 0.9008 90.08%
CYP2C8 inhibition + 0.6639 66.39%
CYP inhibitory promiscuity - 0.9799 97.99%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5448 54.48%
Eye corrosion - 0.9904 99.04%
Eye irritation - 0.9110 91.10%
Skin irritation - 0.6163 61.63%
Skin corrosion - 0.9278 92.78%
Ames mutagenesis - 0.6070 60.70%
Human Ether-a-go-go-Related Gene inhibition - 0.5099 50.99%
Micronuclear - 0.8200 82.00%
Hepatotoxicity + 0.5169 51.69%
skin sensitisation - 0.9113 91.13%
Respiratory toxicity + 0.8778 87.78%
Reproductive toxicity + 0.7889 78.89%
Mitochondrial toxicity + 0.7875 78.75%
Nephrotoxicity + 0.5973 59.73%
Acute Oral Toxicity (c) I 0.5663 56.63%
Estrogen receptor binding + 0.8360 83.60%
Androgen receptor binding + 0.7841 78.41%
Thyroid receptor binding + 0.5989 59.89%
Glucocorticoid receptor binding + 0.8245 82.45%
Aromatase binding + 0.7924 79.24%
PPAR gamma + 0.6219 62.19%
Honey bee toxicity - 0.6628 66.28%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.6000 60.00%
Fish aquatic toxicity + 0.9458 94.58%

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
CHEMBL4040 P28482 MAP kinase ERK2 98.70% 83.82%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.44% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.15% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.81% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.78% 97.25%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.85% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.44% 97.09%
CHEMBL1871 P10275 Androgen Receptor 92.16% 96.43%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 92.01% 97.14%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.30% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.15% 100.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.01% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.44% 89.00%
CHEMBL4208 P20618 Proteasome component C5 85.38% 90.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.86% 92.62%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 82.20% 94.80%
CHEMBL2581 P07339 Cathepsin D 81.64% 98.95%
CHEMBL218 P21554 Cannabinoid CB1 receptor 80.88% 96.61%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.62% 94.00%
CHEMBL2996 Q05655 Protein kinase C delta 80.52% 97.79%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 80.15% 91.24%

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
Physalis minima

Cross-Links

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PubChem 154497215
LOTUS LTS0275409
wikiData Q105210289