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3-(4,5,22-trihydroxy-7,14,18-trimethyl-3,8,10-trioxahexacyclo[12.11.0.02,11.04,9.015,23.018,22]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 6a1e1016-b43f-42e7-ac1e-e1763c5a0d88
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Cardenolides and derivatives > Cardenolide glycosides and derivatives
IUPAC Name 3-(4,5,22-trihydroxy-7,14,18-trimethyl-3,8,10-trioxahexacyclo[12.11.0.02,11.04,9.015,23.018,22]pentacosan-19-yl)-2H-furan-5-one
SMILES (Canonical) CC1CC(C2(C(O1)OC3CCC4(C(C3O2)CCC5C4CCC6(C5(CCC6C7=CC(=O)OC7)O)C)C)O)O
SMILES (Isomeric) CC1CC(C2(C(O1)OC3CCC4(C(C3O2)CCC5C4CCC6(C5(CCC6C7=CC(=O)OC7)O)C)C)O)O
InChI InChI=1S/C29H42O8/c1-15-12-22(30)29(33)25(35-15)36-21-8-9-26(2)18-6-10-27(3)17(16-13-23(31)34-14-16)7-11-28(27,32)19(18)4-5-20(26)24(21)37-29/h13,15,17-22,24-25,30,32-33H,4-12,14H2,1-3H3
InChI Key ILMQLLPKIVOFQH-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C29H42O8
Molecular Weight 518.60 g/mol
Exact Mass 518.28796829 g/mol
Topological Polar Surface Area (TPSA) 115.00 Ų
XlogP 2.10
Atomic LogP (AlogP) 2.82
H-Bond Acceptor 8
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 3-(4,5,22-trihydroxy-7,14,18-trimethyl-3,8,10-trioxahexacyclo[12.11.0.02,11.04,9.015,23.018,22]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 + 0.9667 96.67%
Caco-2 - 0.7620 76.20%
Blood Brain Barrier - 0.8500 85.00%
Human oral bioavailability - 0.5143 51.43%
Subcellular localzation Mitochondria 0.8470 84.70%
OATP2B1 inhibitior - 0.5820 58.20%
OATP1B1 inhibitior + 0.8923 89.23%
OATP1B3 inhibitior + 0.9542 95.42%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.7003 70.03%
P-glycoprotein inhibitior - 0.4809 48.09%
P-glycoprotein substrate + 0.6735 67.35%
CYP3A4 substrate + 0.7129 71.29%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9009 90.09%
CYP3A4 inhibition - 0.9046 90.46%
CYP2C9 inhibition - 0.9298 92.98%
CYP2C19 inhibition - 0.9335 93.35%
CYP2D6 inhibition - 0.9491 94.91%
CYP1A2 inhibition - 0.9099 90.99%
CYP2C8 inhibition - 0.6536 65.36%
CYP inhibitory promiscuity - 0.9656 96.56%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.4786 47.86%
Eye corrosion - 0.9911 99.11%
Eye irritation - 0.9453 94.53%
Skin irritation + 0.6314 63.14%
Skin corrosion - 0.9365 93.65%
Ames mutagenesis - 0.6400 64.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7215 72.15%
Micronuclear - 0.8600 86.00%
Hepatotoxicity - 0.5000 50.00%
skin sensitisation - 0.8980 89.80%
Respiratory toxicity + 0.8556 85.56%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.7125 71.25%
Nephrotoxicity - 0.6837 68.37%
Acute Oral Toxicity (c) I 0.7880 78.80%
Estrogen receptor binding + 0.7470 74.70%
Androgen receptor binding + 0.8240 82.40%
Thyroid receptor binding - 0.5170 51.70%
Glucocorticoid receptor binding + 0.6829 68.29%
Aromatase binding + 0.7315 73.15%
PPAR gamma + 0.5268 52.68%
Honey bee toxicity - 0.6923 69.23%
Biodegradation - 0.6000 60.00%
Crustacea aquatic toxicity + 0.5700 57.00%
Fish aquatic toxicity + 0.9768 97.68%

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
CHEMBL1994 P08235 Mineralocorticoid receptor 96.46% 100.00%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 95.17% 96.77%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.63% 91.11%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 94.18% 82.69%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.93% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.19% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.51% 97.09%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 89.73% 93.04%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.38% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.56% 86.33%
CHEMBL253 P34972 Cannabinoid CB2 receptor 87.17% 97.25%
CHEMBL1871 P10275 Androgen Receptor 86.35% 96.43%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.74% 99.23%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 85.58% 85.14%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.94% 95.89%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 83.76% 93.40%
CHEMBL2581 P07339 Cathepsin D 83.61% 98.95%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 82.61% 81.11%
CHEMBL4803 P29474 Nitric-oxide synthase, endothelial 82.00% 86.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.41% 89.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.88% 97.14%
CHEMBL218 P21554 Cannabinoid CB1 receptor 80.29% 96.61%
CHEMBL221 P23219 Cyclooxygenase-1 80.20% 90.17%

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.
Gomphocarpus fruticosus

Cross-Links

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PubChem 85051651
LOTUS LTS0079886
wikiData Q105115309