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(1S,2S,3R,6R,7R,12R,15R,16S,19R,22S,23R,26S)-6,19-dihydroxy-12-methoxy-1,15,22,26-tetramethyl-4,21,24-trioxaheptacyclo[21.3.1.02,6.03,19.03,22.07,16.010,15]heptacosa-8,10-diene-5,14,20,25-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 8ee86ce7-0bf8-4424-baa9-b5d2e6c1449c
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Physalins and derivatives
IUPAC Name (1S,2S,3R,6R,7R,12R,15R,16S,19R,22S,23R,26S)-6,19-dihydroxy-12-methoxy-1,15,22,26-tetramethyl-4,21,24-trioxaheptacyclo[21.3.1.02,6.03,19.03,22.07,16.010,15]heptacosa-8,10-diene-5,14,20,25-tetrone
SMILES (Canonical) CC1C(=O)OC2CC1(C3C4(C5C=CC6=CC(CC(=O)C6(C5CCC7(C3(C2(OC7=O)C)OC4=O)O)C)OC)O)C
SMILES (Isomeric) C[C@@H]1C(=O)O[C@@H]2C[C@]1([C@H]3[C@@]4([C@@H]5C=CC6=C[C@@H](CC(=O)[C@@]6([C@H]5CC[C@]7([C@]3([C@]2(OC7=O)C)OC4=O)O)C)OC)O)C
InChI InChI=1S/C29H34O10/c1-13-20(31)37-19-12-24(13,2)21-28(35)17-7-6-14-10-15(36-5)11-18(30)25(14,3)16(17)8-9-27(34)22(32)38-26(19,4)29(21,27)39-23(28)33/h6-7,10,13,15-17,19,21,34-35H,8-9,11-12H2,1-5H3/t13-,15+,16+,17-,19-,21+,24-,25+,26+,27+,28-,29+/m1/s1
InChI Key NNFMRPSQYZBXBB-HNYOFVIESA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C29H34O10
Molecular Weight 542.60 g/mol
Exact Mass 542.21519728 g/mol
Topological Polar Surface Area (TPSA) 146.00 Ų
XlogP 0.60
Atomic LogP (AlogP) 1.16
H-Bond Acceptor 10
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 (1S,2S,3R,6R,7R,12R,15R,16S,19R,22S,23R,26S)-6,19-dihydroxy-12-methoxy-1,15,22,26-tetramethyl-4,21,24-trioxaheptacyclo[21.3.1.02,6.03,19.03,22.07,16.010,15]heptacosa-8,10-diene-5,14,20,25-tetrone

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9771 97.71%
Caco-2 - 0.7237 72.37%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability - 0.5429 54.29%
Subcellular localzation Mitochondria 0.7753 77.53%
OATP2B1 inhibitior - 0.8587 85.87%
OATP1B1 inhibitior + 0.8469 84.69%
OATP1B3 inhibitior + 0.8992 89.92%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.5874 58.74%
BSEP inhibitior + 0.7444 74.44%
P-glycoprotein inhibitior + 0.7712 77.12%
P-glycoprotein substrate + 0.5594 55.94%
CYP3A4 substrate + 0.7373 73.73%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8817 88.17%
CYP3A4 inhibition - 0.7869 78.69%
CYP2C9 inhibition - 0.8888 88.88%
CYP2C19 inhibition - 0.9266 92.66%
CYP2D6 inhibition - 0.9379 93.79%
CYP1A2 inhibition - 0.7840 78.40%
CYP2C8 inhibition + 0.4885 48.85%
CYP inhibitory promiscuity - 0.9388 93.88%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Danger 0.4829 48.29%
Eye corrosion - 0.9904 99.04%
Eye irritation - 0.9160 91.60%
Skin irritation + 0.5548 55.48%
Skin corrosion - 0.8918 89.18%
Ames mutagenesis - 0.6300 63.00%
Human Ether-a-go-go-Related Gene inhibition - 0.7447 74.47%
Micronuclear - 0.6800 68.00%
Hepatotoxicity + 0.6440 64.40%
skin sensitisation - 0.8606 86.06%
Respiratory toxicity + 0.8333 83.33%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.8875 88.75%
Nephrotoxicity + 0.6011 60.11%
Acute Oral Toxicity (c) I 0.5869 58.69%
Estrogen receptor binding + 0.7797 77.97%
Androgen receptor binding + 0.7745 77.45%
Thyroid receptor binding + 0.6354 63.54%
Glucocorticoid receptor binding + 0.7823 78.23%
Aromatase binding + 0.7631 76.31%
PPAR gamma + 0.6247 62.47%
Honey bee toxicity - 0.6343 63.43%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity + 0.6500 65.00%
Fish aquatic toxicity + 0.9290 92.90%

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 94.92% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.74% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.63% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.39% 86.33%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.85% 94.45%
CHEMBL1871 P10275 Androgen Receptor 90.22% 96.43%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 88.82% 85.30%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 87.82% 85.14%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.71% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.63% 95.89%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.61% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.27% 95.56%
CHEMBL4803 P29474 Nitric-oxide synthase, endothelial 85.26% 86.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.41% 97.14%
CHEMBL1902 P62942 FK506-binding protein 1A 82.98% 97.05%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 82.96% 91.07%
CHEMBL241 Q14432 Phosphodiesterase 3A 82.83% 92.94%
CHEMBL4208 P20618 Proteasome component C5 82.20% 90.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.12% 94.00%
CHEMBL2959 Q08881 Tyrosine-protein kinase ITK/TSK 81.63% 95.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.34% 99.23%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 80.13% 93.04%

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

Cross-Links

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PubChem 44577486
NPASS NPC181999