PlantaeDB Logo
Login Sign-up

(1'S,2S,3'R,5'S,7'R,10'R,12'R,14'R,15'S,18'R,19'S,22'S,23'R)-10'-hydroxy-22'-(hydroxymethyl)-7',18'-dimethyl-4-oxo-19'-(5-oxo-2H-furan-3-yl)spiro[1,3-thiazolidine-2,9'-4,6,11-trioxahexacyclo[12.11.0.03,12.05,10.015,23.018,22]pentacosane]-14'-carbaldehyde

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

Top
Internal ID 9d6cd892-92cf-434a-a9e7-14db77e05f26
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Cardenolides and derivatives > Cardenolide glycosides and derivatives
IUPAC Name (1'S,2S,3'R,5'S,7'R,10'R,12'R,14'R,15'S,18'R,19'S,22'S,23'R)-10'-hydroxy-22'-(hydroxymethyl)-7',18'-dimethyl-4-oxo-19'-(5-oxo-2H-furan-3-yl)spiro[1,3-thiazolidine-2,9'-4,6,11-trioxahexacyclo[12.11.0.03,12.05,10.015,23.018,22]pentacosane]-14'-carbaldehyde
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C32H43NO9S/c1-17-11-31(33-25(36)14-43-31)32(38)27(40-17)41-23-10-19-3-4-22-21(29(19,15-34)12-24(23)42-32)5-7-28(2)20(6-8-30(22,28)16-35)18-9-26(37)39-13-18/h9,15,17,19-24,27,35,38H,3-8,10-14,16H2,1-2H3,(H,33,36)/t17-,19+,20-,21+,22-,23-,24-,27+,28-,29-,30+,31+,32-/m1/s1
InChI Key JENFELCBBWGKDL-DMHYMSEJSA-N
Popularity 2 references in papers

Physical and Chemical Properties

Top
Molecular Formula C32H43NO9S
Molecular Weight 617.80 g/mol
Exact Mass 617.26585312 g/mol
Topological Polar Surface Area (TPSA) 166.00 Ų
XlogP 2.10
Atomic LogP (AlogP) 2.45
H-Bond Acceptor 10
H-Bond Donor 3
Rotatable Bonds 3

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of (1'S,2S,3'R,5'S,7'R,10'R,12'R,14'R,15'S,18'R,19'S,22'S,23'R)-10'-hydroxy-22'-(hydroxymethyl)-7',18'-dimethyl-4-oxo-19'-(5-oxo-2H-furan-3-yl)spiro[1,3-thiazolidine-2,9'-4,6,11-trioxahexacyclo[12.11.0.03,12.05,10.015,23.018,22]pentacosane]-14'-carbaldehyde

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8443 84.43%
Caco-2 - 0.8460 84.60%
Blood Brain Barrier - 0.8250 82.50%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.7227 72.27%
OATP2B1 inhibitior - 0.5726 57.26%
OATP1B1 inhibitior + 0.8493 84.93%
OATP1B3 inhibitior + 0.9412 94.12%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.8088 80.88%
P-glycoprotein inhibitior + 0.7165 71.65%
P-glycoprotein substrate + 0.7492 74.92%
CYP3A4 substrate + 0.7290 72.90%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8809 88.09%
CYP3A4 inhibition - 0.8275 82.75%
CYP2C9 inhibition - 0.7823 78.23%
CYP2C19 inhibition - 0.6915 69.15%
CYP2D6 inhibition - 0.9151 91.51%
CYP1A2 inhibition - 0.8175 81.75%
CYP2C8 inhibition + 0.6443 64.43%
CYP inhibitory promiscuity - 0.7463 74.63%
UGT catelyzed - 0.8000 80.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.4627 46.27%
Eye corrosion - 0.9860 98.60%
Eye irritation - 0.9386 93.86%
Skin irritation - 0.7270 72.70%
Skin corrosion - 0.9178 91.78%
Ames mutagenesis + 0.5100 51.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7837 78.37%
Micronuclear + 0.6900 69.00%
Hepatotoxicity + 0.5750 57.50%
skin sensitisation - 0.8314 83.14%
Respiratory toxicity + 0.8444 84.44%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.8625 86.25%
Nephrotoxicity + 0.5524 55.24%
Acute Oral Toxicity (c) III 0.5939 59.39%
Estrogen receptor binding + 0.7937 79.37%
Androgen receptor binding + 0.7969 79.69%
Thyroid receptor binding - 0.5147 51.47%
Glucocorticoid receptor binding + 0.7145 71.45%
Aromatase binding + 0.6911 69.11%
PPAR gamma + 0.6462 64.62%
Honey bee toxicity - 0.7153 71.53%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity - 0.5000 50.00%
Fish aquatic toxicity + 0.9383 93.83%

Targets

Top

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 98.02% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.32% 97.25%
CHEMBL1994 P08235 Mineralocorticoid receptor 94.79% 100.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.54% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.27% 95.56%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.00% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.59% 97.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 90.06% 85.14%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.00% 86.33%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 89.69% 93.40%
CHEMBL4208 P20618 Proteasome component C5 89.48% 90.00%
CHEMBL1937 Q92769 Histone deacetylase 2 88.00% 94.75%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 86.91% 93.00%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 86.65% 82.69%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 86.39% 93.04%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.38% 95.89%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 85.04% 92.86%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.12% 99.23%
CHEMBL3714130 P46095 G-protein coupled receptor 6 84.07% 97.36%
CHEMBL3310 Q96DB2 Histone deacetylase 11 84.00% 88.56%
CHEMBL204 P00734 Thrombin 83.82% 96.01%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.51% 97.14%
CHEMBL3492 P49721 Proteasome Macropain subunit 80.33% 90.24%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 80.30% 95.50%
CHEMBL4530 P00488 Coagulation factor XIII 80.11% 96.00%

Plants that contains it

Top
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.
Calotropis procera

Cross-Links

Top
PubChem 44387904
NPASS NPC473208
ChEMBL CHEMBL368047
LOTUS LTS0046493
wikiData Q105126225