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3-[(1S,3R,5S,7R,9R,10S,12R,14R,17R,18S,19R,22S)-9,10,17,22-tetrahydroxy-14-(hydroxymethyl)-7,18-dimethyl-4,6,11-trioxahexacyclo[12.11.0.03,12.05,10.015,23.018,22]pentacosan-19-yl]-2H-furan-5-one

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 e65fcd8a-4f38-4b93-ac77-0e95e221f867
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Cardenolides and derivatives > Cardenolide glycosides and derivatives
IUPAC Name 3-[(1S,3R,5S,7R,9R,10S,12R,14R,17R,18S,19R,22S)-9,10,17,22-tetrahydroxy-14-(hydroxymethyl)-7,18-dimethyl-4,6,11-trioxahexacyclo[12.11.0.03,12.05,10.015,23.018,22]pentacosan-19-yl]-2H-furan-5-one
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C29H42O10/c1-14-7-23(32)29(35)25(37-14)38-20-9-16-3-4-18-19(27(16,13-30)11-21(20)39-29)10-22(31)26(2)17(5-6-28(18,26)34)15-8-24(33)36-12-15/h8,14,16-23,25,30-32,34-35H,3-7,9-13H2,1-2H3/t14-,16+,17-,18?,19?,20-,21-,22-,23-,25+,26+,27-,28+,29+/m1/s1
InChI Key RGJSIZOZMBPAIL-ODYBSLRZSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C29H42O10
Molecular Weight 550.60 g/mol
Exact Mass 550.27779753 g/mol
Topological Polar Surface Area (TPSA) 155.00 Ų
XlogP -1.00
Atomic LogP (AlogP) 0.76
H-Bond Acceptor 10
H-Bond Donor 5
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 3-[(1S,3R,5S,7R,9R,10S,12R,14R,17R,18S,19R,22S)-9,10,17,22-tetrahydroxy-14-(hydroxymethyl)-7,18-dimethyl-4,6,11-trioxahexacyclo[12.11.0.03,12.05,10.015,23.018,22]pentacosan-19-yl]-2H-furan-5-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8463 84.63%
Caco-2 - 0.8203 82.03%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.8184 81.84%
OATP2B1 inhibitior - 0.5971 59.71%
OATP1B1 inhibitior + 0.9025 90.25%
OATP1B3 inhibitior + 0.9542 95.42%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.6222 62.22%
P-glycoprotein inhibitior - 0.5000 50.00%
P-glycoprotein substrate + 0.8154 81.54%
CYP3A4 substrate + 0.6886 68.86%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9004 90.04%
CYP3A4 inhibition - 0.9275 92.75%
CYP2C9 inhibition - 0.9397 93.97%
CYP2C19 inhibition - 0.9359 93.59%
CYP2D6 inhibition - 0.9324 93.24%
CYP1A2 inhibition - 0.9218 92.18%
CYP2C8 inhibition - 0.6684 66.84%
CYP inhibitory promiscuity - 0.9538 95.38%
UGT catelyzed - 0.7000 70.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5589 55.89%
Eye corrosion - 0.9909 99.09%
Eye irritation - 0.9460 94.60%
Skin irritation - 0.5268 52.68%
Skin corrosion - 0.9400 94.00%
Ames mutagenesis + 0.5030 50.30%
Human Ether-a-go-go-Related Gene inhibition + 0.7660 76.60%
Micronuclear - 0.8900 89.00%
Hepatotoxicity - 0.5625 56.25%
skin sensitisation - 0.9148 91.48%
Respiratory toxicity + 0.8667 86.67%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity + 0.5500 55.00%
Nephrotoxicity - 0.5932 59.32%
Acute Oral Toxicity (c) I 0.7870 78.70%
Estrogen receptor binding + 0.8117 81.17%
Androgen receptor binding + 0.7927 79.27%
Thyroid receptor binding - 0.5642 56.42%
Glucocorticoid receptor binding + 0.6052 60.52%
Aromatase binding + 0.7234 72.34%
PPAR gamma + 0.5479 54.79%
Honey bee toxicity - 0.7331 73.31%
Biodegradation - 0.6250 62.50%
Crustacea aquatic toxicity - 0.5500 55.00%
Fish aquatic toxicity + 0.9433 94.33%

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 98.29% 96.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 96.10% 100.00%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 95.77% 82.69%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.99% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.61% 97.25%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 94.26% 96.77%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.99% 86.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.57% 97.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 88.72% 85.14%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.48% 95.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.01% 94.45%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.74% 95.89%
CHEMBL218 P21554 Cannabinoid CB1 receptor 85.71% 96.61%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.31% 89.00%
CHEMBL3038469 P24941 CDK2/Cyclin A 84.89% 91.38%
CHEMBL2072 P35499 Sodium channel protein type IV alpha subunit 83.72% 92.32%
CHEMBL2140 P48775 Tryptophan 2,3-dioxygenase 83.65% 98.46%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 83.63% 94.80%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.39% 99.23%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.32% 97.14%
CHEMBL1871 P10275 Androgen Receptor 82.86% 96.43%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 82.69% 93.04%
CHEMBL1937 Q92769 Histone deacetylase 2 82.52% 94.75%

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.
Pergularia tomentosa

Cross-Links

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PubChem 163080895
LOTUS LTS0162314
wikiData Q105235908