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[(2S,3R,4S,5S,6R)-5-hydroxy-2-[[(1S,2S,4R,5S,6R,9S,10R,13R,15S,18R)-9-hydroxy-5,18-dimethyl-6-(5-oxo-2H-furan-3-yl)-3-oxapentacyclo[8.8.0.02,4.05,9.013,18]octadecan-15-yl]oxy]-4-methoxy-6-methyloxan-3-yl] acetate

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 589c1785-1813-45f2-b6fe-d7aee5c673f1
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Cardenolides and derivatives > Cardenolide glycosides and derivatives
IUPAC Name [(2S,3R,4S,5S,6R)-5-hydroxy-2-[[(1S,2S,4R,5S,6R,9S,10R,13R,15S,18R)-9-hydroxy-5,18-dimethyl-6-(5-oxo-2H-furan-3-yl)-3-oxapentacyclo[8.8.0.02,4.05,9.013,18]octadecan-15-yl]oxy]-4-methoxy-6-methyloxan-3-yl] acetate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C32H46O10/c1-15-24(35)26(37-5)27(40-16(2)33)29(39-15)41-19-8-10-30(3)18(13-19)6-7-21-23(30)25-28(42-25)31(4)20(9-11-32(21,31)36)17-12-22(34)38-14-17/h12,15,18-21,23-29,35-36H,6-11,13-14H2,1-5H3/t15-,18-,19+,20-,21-,23-,24+,25+,26+,27-,28+,29-,30-,31+,32+/m1/s1
InChI Key IFNWZFVEJHHHIZ-KIDSRXSHSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C32H46O10
Molecular Weight 590.70 g/mol
Exact Mass 590.30909766 g/mol
Topological Polar Surface Area (TPSA) 133.00 Ų
XlogP 1.50
Atomic LogP (AlogP) 2.67
H-Bond Acceptor 10
H-Bond Donor 2
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2S,3R,4S,5S,6R)-5-hydroxy-2-[[(1S,2S,4R,5S,6R,9S,10R,13R,15S,18R)-9-hydroxy-5,18-dimethyl-6-(5-oxo-2H-furan-3-yl)-3-oxapentacyclo[8.8.0.02,4.05,9.013,18]octadecan-15-yl]oxy]-4-methoxy-6-methyloxan-3-yl] acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9727 97.27%
Caco-2 - 0.8466 84.66%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.5000 50.00%
Subcellular localzation Mitochondria 0.7795 77.95%
OATP2B1 inhibitior - 0.7182 71.82%
OATP1B1 inhibitior + 0.9150 91.50%
OATP1B3 inhibitior + 0.9715 97.15%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.9114 91.14%
BSEP inhibitior + 0.8204 82.04%
P-glycoprotein inhibitior + 0.7127 71.27%
P-glycoprotein substrate + 0.7709 77.09%
CYP3A4 substrate + 0.7210 72.10%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9021 90.21%
CYP3A4 inhibition - 0.6867 68.67%
CYP2C9 inhibition - 0.7958 79.58%
CYP2C19 inhibition - 0.8927 89.27%
CYP2D6 inhibition - 0.9413 94.13%
CYP1A2 inhibition - 0.8544 85.44%
CYP2C8 inhibition - 0.6381 63.81%
CYP inhibitory promiscuity - 0.9373 93.73%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5240 52.40%
Eye corrosion - 0.9881 98.81%
Eye irritation - 0.9355 93.55%
Skin irritation - 0.5892 58.92%
Skin corrosion - 0.9309 93.09%
Ames mutagenesis - 0.5407 54.07%
Human Ether-a-go-go-Related Gene inhibition - 0.3832 38.32%
Micronuclear - 0.6300 63.00%
Hepatotoxicity - 0.7000 70.00%
skin sensitisation - 0.8852 88.52%
Respiratory toxicity + 0.8111 81.11%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.8250 82.50%
Nephrotoxicity + 0.4791 47.91%
Acute Oral Toxicity (c) I 0.7244 72.44%
Estrogen receptor binding + 0.7484 74.84%
Androgen receptor binding + 0.7803 78.03%
Thyroid receptor binding - 0.6473 64.73%
Glucocorticoid receptor binding + 0.7152 71.52%
Aromatase binding + 0.6814 68.14%
PPAR gamma + 0.6156 61.56%
Honey bee toxicity - 0.6525 65.25%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.5900 59.00%
Fish aquatic toxicity + 0.9727 97.27%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.99% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.41% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.22% 85.14%
CHEMBL1994 P08235 Mineralocorticoid receptor 95.80% 100.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.76% 94.45%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 93.16% 82.69%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.06% 86.33%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 92.62% 96.77%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.24% 89.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 90.23% 92.94%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 89.26% 95.89%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.06% 97.09%
CHEMBL3038469 P24941 CDK2/Cyclin A 87.38% 91.38%
CHEMBL5255 O00206 Toll-like receptor 4 86.67% 92.50%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 86.50% 81.11%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 86.22% 94.00%
CHEMBL2581 P07339 Cathepsin D 86.01% 98.95%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.20% 95.89%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.11% 95.56%
CHEMBL340 P08684 Cytochrome P450 3A4 83.04% 91.19%
CHEMBL253 P34972 Cannabinoid CB2 receptor 81.72% 97.25%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 81.05% 93.04%
CHEMBL3714130 P46095 G-protein coupled receptor 6 80.95% 97.36%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.51% 92.62%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.35% 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.
Cerbera odollam

Cross-Links

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PubChem 163095695
LOTUS LTS0120474
wikiData Q105112265