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(1R,2S,5R,8S,9R,17R,18S,21R,24R,26S,27S)-5-hydroxy-2,9,26-trimethyl-3,19,23,28-tetraoxaoctacyclo[16.9.1.118,27.01,5.02,24.08,17.09,14.021,26]nonacosa-12,14-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 6e6c8732-33bd-41fc-944d-7f758004cac3
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Physalins and derivatives
IUPAC Name (1R,2S,5R,8S,9R,17R,18S,21R,24R,26S,27S)-5-hydroxy-2,9,26-trimethyl-3,19,23,28-tetraoxaoctacyclo[16.9.1.118,27.01,5.02,24.08,17.09,14.021,26]nonacosa-12,14-diene-4,10,22,29-tetrone
SMILES (Canonical) CC12CC3C4(C56C1C(=O)C(O5)(C7CC=C8C=CCC(=O)C8(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]7CC=C8C=CCC(=O)[C@@]8([C@H]7CC[C@@]6(C(=O)O4)O)C)OC[C@@H]2C(=O)O3)C
InChI InChI=1S/C28H30O9/c1-23-11-18-25(3)28-19(23)20(30)27(37-28,34-12-16(23)21(31)35-18)15-8-7-13-5-4-6-17(29)24(13,2)14(15)9-10-26(28,33)22(32)36-25/h4-5,7,14-16,18-19,33H,6,8-12H2,1-3H3/t14-,15+,16+,18+,19-,23+,24-,25-,26-,27-,28-/m0/s1
InChI Key HRUAQJXBUYEBPK-FMPMANLDSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C28H30O9
Molecular Weight 510.50 g/mol
Exact Mass 510.18898253 g/mol
Topological Polar Surface Area (TPSA) 125.00 Ų
XlogP 0.70
Atomic LogP (AlogP) 1.56
H-Bond Acceptor 9
H-Bond Donor 1
Rotatable Bonds 0

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1R,2S,5R,8S,9R,17R,18S,21R,24R,26S,27S)-5-hydroxy-2,9,26-trimethyl-3,19,23,28-tetraoxaoctacyclo[16.9.1.118,27.01,5.02,24.08,17.09,14.021,26]nonacosa-12,14-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 + 0.9894 98.94%
Caco-2 - 0.6880 68.80%
Blood Brain Barrier + 0.7000 70.00%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.8423 84.23%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8143 81.43%
OATP1B3 inhibitior + 0.9583 95.83%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.5520 55.20%
BSEP inhibitior + 0.8125 81.25%
P-glycoprotein inhibitior + 0.7080 70.80%
P-glycoprotein substrate + 0.6163 61.63%
CYP3A4 substrate + 0.7234 72.34%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8842 88.42%
CYP3A4 inhibition - 0.8161 81.61%
CYP2C9 inhibition - 0.8709 87.09%
CYP2C19 inhibition - 0.9538 95.38%
CYP2D6 inhibition - 0.9587 95.87%
CYP1A2 inhibition - 0.8756 87.56%
CYP2C8 inhibition + 0.5617 56.17%
CYP inhibitory promiscuity - 0.9815 98.15%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.4684 46.84%
Eye corrosion - 0.9900 99.00%
Eye irritation - 0.9259 92.59%
Skin irritation + 0.5853 58.53%
Skin corrosion - 0.9149 91.49%
Ames mutagenesis - 0.7000 70.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3956 39.56%
Micronuclear - 0.8000 80.00%
Hepatotoxicity + 0.6158 61.58%
skin sensitisation - 0.8896 88.96%
Respiratory toxicity + 0.8000 80.00%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.7750 77.50%
Nephrotoxicity + 0.7303 73.03%
Acute Oral Toxicity (c) III 0.3638 36.38%
Estrogen receptor binding + 0.8517 85.17%
Androgen receptor binding + 0.7866 78.66%
Thyroid receptor binding + 0.7195 71.95%
Glucocorticoid receptor binding + 0.8574 85.74%
Aromatase binding + 0.7772 77.72%
PPAR gamma + 0.5863 58.63%
Honey bee toxicity - 0.7289 72.89%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.5700 57.00%
Fish aquatic toxicity + 0.9784 97.84%

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 98.08% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.83% 91.11%
CHEMBL218 P21554 Cannabinoid CB1 receptor 92.80% 96.61%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.72% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.23% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.42% 97.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.06% 100.00%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 87.20% 82.69%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 86.41% 97.14%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 84.92% 85.14%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 84.43% 96.77%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.16% 89.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.25% 95.89%
CHEMBL2095226 P05556 Integrin alpha-5/beta-1 83.02% 96.39%
CHEMBL4208 P20618 Proteasome component C5 82.14% 90.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 82.08% 95.56%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 81.66% 85.30%
CHEMBL1937 Q92769 Histone deacetylase 2 81.10% 94.75%
CHEMBL1871 P10275 Androgen Receptor 81.01% 96.43%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.56% 94.00%
CHEMBL2581 P07339 Cathepsin D 80.29% 98.95%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.06% 99.23%

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 minima

Cross-Links

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PubChem 101131177
NPASS NPC60666
LOTUS LTS0239386
wikiData Q104403036