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(1S,2R,3S,5R,6R,9R,10R,12S,14R,16R,18S,20R,23R,25R)-3,9,23-trihydroxy-1,5,20-trimethyl-6-(5-oxo-2H-furan-3-yl)-11,17,19,24-tetraoxaheptacyclo[12.12.0.02,10.05,9.010,12.016,25.018,23]hexacosane-4,22-dione

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 ca4a02df-5473-4349-9968-d34c4cbe5847
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Cardenolides and derivatives > Cardenolide glycosides and derivatives
IUPAC Name (1S,2R,3S,5R,6R,9R,10R,12S,14R,16R,18S,20R,23R,25R)-3,9,23-trihydroxy-1,5,20-trimethyl-6-(5-oxo-2H-furan-3-yl)-11,17,19,24-tetraoxaheptacyclo[12.12.0.02,10.05,9.010,12.016,25.018,23]hexacosane-4,22-dione
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C29H36O11/c1-12-6-18(30)29(35)24(37-12)38-16-8-14-9-19-28(40-19)22(25(14,2)10-17(16)39-29)21(32)23(33)26(3)15(4-5-27(26,28)34)13-7-20(31)36-11-13/h7,12,14-17,19,21-22,24,32,34-35H,4-6,8-11H2,1-3H3/t12-,14-,15-,16-,17-,19+,21+,22+,24+,25+,26+,27-,28+,29+/m1/s1
InChI Key WSTYKMSHUMUSAY-VZEJCCTDSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C29H36O11
Molecular Weight 560.60 g/mol
Exact Mass 560.22576196 g/mol
Topological Polar Surface Area (TPSA) 161.00 Ų
XlogP -0.90
Atomic LogP (AlogP) 0.31
H-Bond Acceptor 11
H-Bond Donor 3
Rotatable Bonds 1

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1S,2R,3S,5R,6R,9R,10R,12S,14R,16R,18S,20R,23R,25R)-3,9,23-trihydroxy-1,5,20-trimethyl-6-(5-oxo-2H-furan-3-yl)-11,17,19,24-tetraoxaheptacyclo[12.12.0.02,10.05,9.010,12.016,25.018,23]hexacosane-4,22-dione

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9749 97.49%
Caco-2 - 0.8080 80.80%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.7969 79.69%
OATP2B1 inhibitior - 0.5786 57.86%
OATP1B1 inhibitior + 0.8687 86.87%
OATP1B3 inhibitior + 0.9661 96.61%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.8467 84.67%
BSEP inhibitior + 0.8529 85.29%
P-glycoprotein inhibitior + 0.6528 65.28%
P-glycoprotein substrate + 0.7562 75.62%
CYP3A4 substrate + 0.7086 70.86%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8941 89.41%
CYP3A4 inhibition - 0.6962 69.62%
CYP2C9 inhibition - 0.8407 84.07%
CYP2C19 inhibition - 0.9132 91.32%
CYP2D6 inhibition - 0.9476 94.76%
CYP1A2 inhibition - 0.8736 87.36%
CYP2C8 inhibition + 0.4581 45.81%
CYP inhibitory promiscuity - 0.9597 95.97%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.4849 48.49%
Eye corrosion - 0.9890 98.90%
Eye irritation - 0.9281 92.81%
Skin irritation + 0.5000 50.00%
Skin corrosion - 0.9234 92.34%
Ames mutagenesis - 0.5700 57.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4795 47.95%
Micronuclear - 0.6900 69.00%
Hepatotoxicity + 0.6336 63.36%
skin sensitisation - 0.8812 88.12%
Respiratory toxicity + 0.7667 76.67%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.8250 82.50%
Nephrotoxicity + 0.5637 56.37%
Acute Oral Toxicity (c) I 0.7299 72.99%
Estrogen receptor binding + 0.7936 79.36%
Androgen receptor binding + 0.7679 76.79%
Thyroid receptor binding - 0.5297 52.97%
Glucocorticoid receptor binding + 0.7707 77.07%
Aromatase binding + 0.7780 77.80%
PPAR gamma + 0.6296 62.96%
Honey bee toxicity - 0.7626 76.26%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.5200 52.00%
Fish aquatic toxicity + 0.9835 98.35%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.62% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.39% 97.25%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 92.85% 82.69%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 92.09% 85.14%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.97% 86.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.32% 97.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 90.27% 100.00%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 90.06% 93.04%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.38% 95.56%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.64% 99.23%
CHEMBL3038469 P24941 CDK2/Cyclin A 86.90% 91.38%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 85.75% 91.11%
CHEMBL2581 P07339 Cathepsin D 84.44% 98.95%
CHEMBL4803 P29474 Nitric-oxide synthase, endothelial 83.88% 86.00%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 83.79% 100.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 83.32% 94.45%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 83.15% 94.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 82.25% 97.14%
CHEMBL1937 Q92769 Histone deacetylase 2 81.87% 94.75%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.31% 95.89%
CHEMBL1902 P62942 FK506-binding protein 1A 81.25% 97.05%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.15% 89.00%
CHEMBL234 P35462 Dopamine D3 receptor 80.89% 90.48%

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.
Asclepias eriocarpa

Cross-Links

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PubChem 162901547
LOTUS LTS0028527
wikiData Q105312108