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(1R,2S,5S,8S,9R,12S,17S,18S,21S,24R,26R,27S)-5,12-dihydroxy-2,9,26-trimethyl-3,19,23,28-tetraoxaoctacyclo[16.9.2.01,5.02,24.08,17.09,14.018,27.021,26]nonacosa-13,15-diene-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 673d6b6b-5438-4c55-bf0d-16f717ddc659
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Physalins and derivatives
IUPAC Name (1R,2S,5S,8S,9R,12S,17S,18S,21S,24R,26R,27S)-5,12-dihydroxy-2,9,26-trimethyl-3,19,23,28-tetraoxaoctacyclo[16.9.2.01,5.02,24.08,17.09,14.018,27.021,26]nonacosa-13,15-diene-4,10,22,29-tetrone
SMILES (Canonical) CC12CC3C4(C56C1C(C7C=CC8=CC(CC(=O)C8(C7CCC5(C(=O)O4)O)C)O)(C(=O)O6)OCC2C(=O)O3)C
SMILES (Isomeric) C[C@@]12C[C@@H]3[C@]4([C@@]56[C@H]1[C@@]([C@H]7C=CC8=C[C@H](CC(=O)[C@@]8([C@H]7CC[C@]5(C(=O)O4)O)C)O)(C(=O)O6)OC[C@H]2C(=O)O3)C
InChI InChI=1S/C28H30O10/c1-23-10-18-25(3)28-20(23)27(22(33)38-28,35-11-16(23)19(31)36-18)15-5-4-12-8-13(29)9-17(30)24(12,2)14(15)6-7-26(28,34)21(32)37-25/h4-5,8,13-16,18,20,29,34H,6-7,9-11H2,1-3H3/t13-,14+,15+,16+,18-,20-,23+,24+,25+,26-,27+,28+/m1/s1
InChI Key YANMOPNMEHOFDO-QZCPMBKQSA-N
Popularity 0 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) 146.00 Ų
XlogP -0.10
Atomic LogP (AlogP) 0.53
H-Bond Acceptor 10
H-Bond Donor 2
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,12S,17S,18S,21S,24R,26R,27S)-5,12-dihydroxy-2,9,26-trimethyl-3,19,23,28-tetraoxaoctacyclo[16.9.2.01,5.02,24.08,17.09,14.018,27.021,26]nonacosa-13,15-diene-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 + 0.9866 98.66%
Caco-2 - 0.7157 71.57%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.5429 54.29%
Subcellular localzation Mitochondria 0.8673 86.73%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8309 83.09%
OATP1B3 inhibitior + 0.9633 96.33%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.5270 52.70%
BSEP inhibitior + 0.5863 58.63%
P-glycoprotein inhibitior + 0.6854 68.54%
P-glycoprotein substrate + 0.6227 62.27%
CYP3A4 substrate + 0.7112 71.12%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8762 87.62%
CYP3A4 inhibition - 0.7935 79.35%
CYP2C9 inhibition - 0.9249 92.49%
CYP2C19 inhibition - 0.9775 97.75%
CYP2D6 inhibition - 0.9602 96.02%
CYP1A2 inhibition - 0.9111 91.11%
CYP2C8 inhibition + 0.4710 47.10%
CYP inhibitory promiscuity - 0.9775 97.75%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Danger 0.4758 47.58%
Eye corrosion - 0.9906 99.06%
Eye irritation - 0.9347 93.47%
Skin irritation + 0.6565 65.65%
Skin corrosion - 0.9185 91.85%
Ames mutagenesis - 0.6800 68.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4934 49.34%
Micronuclear - 0.7900 79.00%
Hepatotoxicity + 0.6949 69.49%
skin sensitisation - 0.8977 89.77%
Respiratory toxicity + 0.8444 84.44%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.8125 81.25%
Nephrotoxicity + 0.7055 70.55%
Acute Oral Toxicity (c) III 0.3696 36.96%
Estrogen receptor binding + 0.8262 82.62%
Androgen receptor binding + 0.7785 77.85%
Thyroid receptor binding + 0.6248 62.48%
Glucocorticoid receptor binding + 0.8335 83.35%
Aromatase binding + 0.7865 78.65%
PPAR gamma + 0.5707 57.07%
Honey bee toxicity - 0.7356 73.56%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.5900 59.00%
Fish aquatic toxicity + 0.9767 97.67%

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 97.99% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.62% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 91.37% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 89.84% 85.14%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.73% 100.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.44% 95.56%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 85.70% 85.30%
CHEMBL218 P21554 Cannabinoid CB1 receptor 85.44% 96.61%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 85.23% 94.45%
CHEMBL4208 P20618 Proteasome component C5 85.03% 90.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.76% 95.89%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.49% 97.09%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 82.90% 93.04%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.64% 99.23%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.49% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.34% 86.33%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.35% 97.14%
CHEMBL1902 P62942 FK506-binding protein 1A 80.86% 97.05%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.18% 100.00%
CHEMBL2095226 P05556 Integrin alpha-5/beta-1 80.05% 96.39%
CHEMBL1871 P10275 Androgen Receptor 80.01% 96.43%

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 162884624
LOTUS LTS0062238
wikiData Q105345463