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2''-Oxovoruscharin

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 a21cd010-9d46-4393-97a0-d9ccd9e30fe2
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'R,22'S,23'R)-10',22'-dihydroxy-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/C31H41NO9S/c1-16-11-30(32-24(34)14-42-30)31(37)26(39-16)40-22-10-18-3-4-21-20(28(18,15-33)12-23(22)41-31)5-7-27(2)19(6-8-29(21,27)36)17-9-25(35)38-13-17/h9,15-16,18-23,26,36-37H,3-8,10-14H2,1-2H3,(H,32,34)/t16-,18+,19-,20+,21-,22-,23-,26+,27-,28-,29+,30+,31-/m1/s1
InChI Key KLHRTBILXJZHSA-DJHKYUSNSA-N
Popularity 5 references in papers

Physical and Chemical Properties

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Molecular Formula C31H41NO9S
Molecular Weight 603.70 g/mol
Exact Mass 603.25020306 g/mol
Topological Polar Surface Area (TPSA) 166.00 Ų
XlogP 1.30
Atomic LogP (AlogP) 2.20
H-Bond Acceptor 10
H-Bond Donor 3
Rotatable Bonds 2

Synonyms

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2''-Oxovoruscharin
BDBM50277174
(1'S,2S,3'R,5'S,7'R,10'R,12'R,14'R,15'S,18'R,19'R,22'S,23'R)-10',22'-dihydroxy-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

2D Structure

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2D Structure of 2''-Oxovoruscharin

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8740 87.40%
Caco-2 - 0.8416 84.16%
Blood Brain Barrier - 0.8250 82.50%
Human oral bioavailability - 0.5429 54.29%
Subcellular localzation Mitochondria 0.7292 72.92%
OATP2B1 inhibitior - 0.5736 57.36%
OATP1B1 inhibitior + 0.8781 87.81%
OATP1B3 inhibitior + 0.9415 94.15%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.8506 85.06%
P-glycoprotein inhibitior + 0.6937 69.37%
P-glycoprotein substrate + 0.7667 76.67%
CYP3A4 substrate + 0.7232 72.32%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8835 88.35%
CYP3A4 inhibition - 0.9280 92.80%
CYP2C9 inhibition - 0.7897 78.97%
CYP2C19 inhibition - 0.6699 66.99%
CYP2D6 inhibition - 0.9230 92.30%
CYP1A2 inhibition - 0.8275 82.75%
CYP2C8 inhibition + 0.5941 59.41%
CYP inhibitory promiscuity - 0.8348 83.48%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.4629 46.29%
Eye corrosion - 0.9858 98.58%
Eye irritation - 0.9403 94.03%
Skin irritation - 0.7315 73.15%
Skin corrosion - 0.9174 91.74%
Ames mutagenesis - 0.5500 55.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7300 73.00%
Micronuclear + 0.7000 70.00%
Hepatotoxicity + 0.5375 53.75%
skin sensitisation - 0.8290 82.90%
Respiratory toxicity + 0.8333 83.33%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.8625 86.25%
Nephrotoxicity + 0.5424 54.24%
Acute Oral Toxicity (c) III 0.5828 58.28%
Estrogen receptor binding + 0.8039 80.39%
Androgen receptor binding + 0.7976 79.76%
Thyroid receptor binding - 0.5000 50.00%
Glucocorticoid receptor binding + 0.7270 72.70%
Aromatase binding + 0.6941 69.41%
PPAR gamma + 0.6398 63.98%
Honey bee toxicity - 0.7041 70.41%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity + 0.6100 61.00%
Fish aquatic toxicity + 0.9614 96.14%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
CHEMBL2146346 P46531 Neurogenic locus notch homolog protein 1 300 nM
 IC50
 via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.14% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.26% 95.56%
CHEMBL1994 P08235 Mineralocorticoid receptor 94.48% 100.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.12% 94.45%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 93.58% 93.40%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.18% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 91.11% 85.14%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.80% 86.33%
CHEMBL4208 P20618 Proteasome component C5 90.53% 90.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.40% 97.09%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 90.19% 93.04%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 89.57% 82.69%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 89.02% 99.23%
CHEMBL253 P34972 Cannabinoid CB2 receptor 88.68% 97.25%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.41% 95.89%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 86.92% 96.77%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 86.83% 93.00%
CHEMBL1937 Q92769 Histone deacetylase 2 86.21% 94.75%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 84.14% 97.14%
CHEMBL3714130 P46095 G-protein coupled receptor 6 83.91% 97.36%
CHEMBL3310 Q96DB2 Histone deacetylase 11 83.91% 88.56%
CHEMBL4530 P00488 Coagulation factor XIII 81.94% 96.00%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 81.31% 92.86%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.29% 89.00%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 80.97% 81.11%
CHEMBL240 Q12809 HERG 80.51% 89.76%

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.
Calotropis procera

Cross-Links

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PubChem 11410873
LOTUS LTS0186212
wikiData Q105142626