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(1S,2R,4R,6S,11R,12S,15R,18S,19R,20R,21S,23R,26R)-15-hydroxy-11,18,21-trimethyl-5,17,24,28,29-pentaoxanonacyclo[17.9.1.11,20.02,12.04,6.06,11.015,19.018,23.021,26]triacont-8-ene-10,16,25,30-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 3c29d615-d57e-474c-8b36-589efb540dac
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Physalins and derivatives
IUPAC Name (1S,2R,4R,6S,11R,12S,15R,18S,19R,20R,21S,23R,26R)-15-hydroxy-11,18,21-trimethyl-5,17,24,28,29-pentaoxanonacyclo[17.9.1.11,20.02,12.04,6.06,11.015,19.018,23.021,26]triacont-8-ene-10,16,25,30-tetrone
SMILES (Canonical) CC12CC3C4(C56C1C(=O)C(O5)(C7CC8C9(O8)CC=CC(=O)C9(C7CCC6(C(=O)O4)O)C)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]8[C@]9(O8)CC=CC(=O)[C@@]9([C@H]7CC[C@@]6(C(=O)O4)O)C)OC[C@@H]2C(=O)O3)C
InChI InChI=1S/C28H30O10/c1-22-10-17-24(3)28-18(22)19(30)27(38-28,34-11-14(22)20(31)35-17)13-9-16-26(36-16)7-4-5-15(29)23(26,2)12(13)6-8-25(28,33)21(32)37-24/h4-5,12-14,16-18,33H,6-11H2,1-3H3/t12-,13+,14+,16+,17+,18+,22+,23-,24-,25-,26+,27-,28-/m0/s1
InChI Key VSLWNSSUMFSGFF-KPUAKRLCSA-N
Popularity 21 references in papers

Physical and Chemical Properties

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Molecular Formula C28H30O10
Molecular Weight 526.50 g/mol
Exact Mass 526.18389715 g/mol
Topological Polar Surface Area (TPSA) 138.00 Ų
XlogP 0.10
Atomic LogP (AlogP) 0.77
H-Bond Acceptor 10
H-Bond Donor 1
Rotatable Bonds 0

Synonyms

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5,6-Epxoyphysalin B
57423-71-9

2D Structure

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2D Structure of (1S,2R,4R,6S,11R,12S,15R,18S,19R,20R,21S,23R,26R)-15-hydroxy-11,18,21-trimethyl-5,17,24,28,29-pentaoxanonacyclo[17.9.1.11,20.02,12.04,6.06,11.015,19.018,23.021,26]triacont-8-ene-10,16,25,30-tetrone

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9757 97.57%
Caco-2 - 0.7078 70.78%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.7692 76.92%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8088 80.88%
OATP1B3 inhibitior + 0.9034 90.34%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6217 62.17%
BSEP inhibitior + 0.8763 87.63%
P-glycoprotein inhibitior + 0.6733 67.33%
P-glycoprotein substrate + 0.6952 69.52%
CYP3A4 substrate + 0.7318 73.18%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8946 89.46%
CYP3A4 inhibition - 0.7058 70.58%
CYP2C9 inhibition - 0.8787 87.87%
CYP2C19 inhibition - 0.9175 91.75%
CYP2D6 inhibition - 0.9582 95.82%
CYP1A2 inhibition - 0.8530 85.30%
CYP2C8 inhibition + 0.6204 62.04%
CYP inhibitory promiscuity - 0.9874 98.74%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5776 57.76%
Eye corrosion - 0.9885 98.85%
Eye irritation - 0.9105 91.05%
Skin irritation - 0.5688 56.88%
Skin corrosion - 0.9016 90.16%
Ames mutagenesis - 0.6470 64.70%
Human Ether-a-go-go-Related Gene inhibition - 0.5000 50.00%
Micronuclear - 0.7100 71.00%
Hepatotoxicity - 0.5092 50.92%
skin sensitisation - 0.8764 87.64%
Respiratory toxicity + 0.8556 85.56%
Reproductive toxicity + 0.7444 74.44%
Mitochondrial toxicity + 0.7625 76.25%
Nephrotoxicity + 0.6452 64.52%
Acute Oral Toxicity (c) I 0.3370 33.70%
Estrogen receptor binding + 0.8513 85.13%
Androgen receptor binding + 0.7821 78.21%
Thyroid receptor binding + 0.6626 66.26%
Glucocorticoid receptor binding + 0.8064 80.64%
Aromatase binding + 0.7776 77.76%
PPAR gamma + 0.6304 63.04%
Honey bee toxicity - 0.7033 70.33%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.6100 61.00%
Fish aquatic toxicity + 0.9657 96.57%

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 96.83% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.11% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.24% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 95.14% 85.14%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.24% 97.09%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 92.46% 97.14%
CHEMBL218 P21554 Cannabinoid CB1 receptor 92.04% 96.61%
CHEMBL1994 P08235 Mineralocorticoid receptor 90.48% 100.00%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 88.84% 94.80%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.15% 89.00%
CHEMBL2996 Q05655 Protein kinase C delta 87.10% 97.79%
CHEMBL259 P32245 Melanocortin receptor 4 86.86% 95.38%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 86.24% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.08% 95.56%
CHEMBL1871 P10275 Androgen Receptor 85.52% 96.43%
CHEMBL4208 P20618 Proteasome component C5 85.35% 90.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.23% 95.89%
CHEMBL4803 P29474 Nitric-oxide synthase, endothelial 84.64% 86.00%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 83.40% 96.77%
CHEMBL1937 Q92769 Histone deacetylase 2 82.60% 94.75%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 80.92% 91.24%
CHEMBL2581 P07339 Cathepsin D 80.28% 98.95%
CHEMBL221 P23219 Cyclooxygenase-1 80.04% 90.17%
CHEMBL340 P08684 Cytochrome P450 3A4 80.03% 91.19%

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.
Alkekengi officinarum
Physalis angulata
Physalis lagascae
Physalis minima

Cross-Links

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PubChem 101528280
NPASS NPC113788
LOTUS LTS0069470
wikiData Q104399682