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18,20-Epoxycalotropin

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 3311dbe2-9468-4678-9aa9-c5145337fc63
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Cardenolides and derivatives > Cardenolide glycosides and derivatives
IUPAC Name (1R,2S,5R,8S,9S,12S,13R,16S,18R,20S,22R,24S,25S,27R)-12,24,25-trihydroxy-22-methyl-2'-oxospiro[7,19,21,26-tetraoxaheptacyclo[14.12.0.02,13.05,9.05,12.018,27.020,25]octacosane-8,4'-oxolane]-1-carbaldehyde
SMILES (Canonical) CC1CC(C2(C(O1)OC3CC4CCC5C(C4(CC3O2)C=O)CCC67C5(CCC6C8(CC(=O)OC8)OC7)O)O)O
SMILES (Isomeric) C[C@@H]1C[C@@H]([C@]2([C@@H](O1)O[C@@H]3C[C@@H]4CC[C@@H]5[C@@H]([C@]4(C[C@H]3O2)C=O)CC[C@@]67[C@@]5(CC[C@@H]6[C@]8(CC(=O)OC8)OC7)O)O)O
InChI InChI=1S/C29H40O10/c1-15-8-22(31)29(34)24(37-15)38-19-9-16-2-3-18-17(25(16,12-30)10-20(19)39-29)4-6-26-13-36-27(11-23(32)35-14-27)21(26)5-7-28(18,26)33/h12,15-22,24,31,33-34H,2-11,13-14H2,1H3/t15-,16+,17+,18-,19-,20-,21+,22+,24+,25-,26+,27-,28+,29+/m1/s1
InChI Key QRNDAKIOYGNEGS-SWOSTJJISA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C29H40O10
Molecular Weight 548.60 g/mol
Exact Mass 548.26214747 g/mol
Topological Polar Surface Area (TPSA) 141.00 Ų
XlogP 0.20
Atomic LogP (AlogP) 1.21
H-Bond Acceptor 10
H-Bond Donor 3
Rotatable Bonds 1

Synonyms

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RefChem:79312
(1R,2S,5R,8S,9S,12S,13R,16S,18R,20S,22R,24S,25S,27R)-12,24,25-trihydroxy-22-methyl-2'-oxospiro(7,19,21,26-tetraoxaheptacyclo(14.12.0.02,13.05,9.05,12.018,27.020,25)octacosane-8,4'-oxolane)-1-carbaldehyde
CHEMBL509632

2D Structure

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2D Structure of 18,20-Epoxycalotropin

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7573 75.73%
Caco-2 - 0.8272 82.72%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.8539 85.39%
OATP2B1 inhibitior - 0.5763 57.63%
OATP1B1 inhibitior + 0.8391 83.91%
OATP1B3 inhibitior + 0.9520 95.20%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.6081 60.81%
P-glycoprotein inhibitior - 0.4639 46.39%
P-glycoprotein substrate + 0.6743 67.43%
CYP3A4 substrate + 0.7244 72.44%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8680 86.80%
CYP3A4 inhibition - 0.9564 95.64%
CYP2C9 inhibition - 0.9418 94.18%
CYP2C19 inhibition - 0.8820 88.20%
CYP2D6 inhibition - 0.9481 94.81%
CYP1A2 inhibition - 0.9091 90.91%
CYP2C8 inhibition + 0.5741 57.41%
CYP inhibitory promiscuity - 0.9943 99.43%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.4878 48.78%
Eye corrosion - 0.9879 98.79%
Eye irritation - 0.9289 92.89%
Skin irritation - 0.7419 74.19%
Skin corrosion - 0.9287 92.87%
Ames mutagenesis - 0.5637 56.37%
Human Ether-a-go-go-Related Gene inhibition + 0.6492 64.92%
Micronuclear - 0.8200 82.00%
Hepatotoxicity - 0.5349 53.49%
skin sensitisation - 0.9288 92.88%
Respiratory toxicity + 0.8667 86.67%
Reproductive toxicity + 0.6889 68.89%
Mitochondrial toxicity + 0.6375 63.75%
Nephrotoxicity + 0.8856 88.56%
Acute Oral Toxicity (c) III 0.4195 41.95%
Estrogen receptor binding + 0.7781 77.81%
Androgen receptor binding + 0.7606 76.06%
Thyroid receptor binding - 0.5840 58.40%
Glucocorticoid receptor binding + 0.5901 59.01%
Aromatase binding + 0.6412 64.12%
PPAR gamma + 0.5491 54.91%
Honey bee toxicity - 0.6662 66.62%
Biodegradation - 0.6500 65.00%
Crustacea aquatic toxicity + 0.6700 67.00%
Fish aquatic toxicity + 0.8051 80.51%

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 94.93% 100.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.89% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.39% 95.56%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 92.31% 96.77%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.57% 94.45%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.20% 89.00%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 90.22% 93.04%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 89.49% 91.11%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 89.09% 93.40%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 88.36% 99.23%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 87.59% 85.14%
CHEMBL4072 P07858 Cathepsin B 85.98% 93.67%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.44% 95.89%
CHEMBL1871 P10275 Androgen Receptor 84.79% 96.43%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.50% 97.09%
CHEMBL3714130 P46095 G-protein coupled receptor 6 83.73% 97.36%
CHEMBL253 P34972 Cannabinoid CB2 receptor 83.09% 97.25%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.91% 86.33%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 82.45% 93.00%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 82.08% 82.69%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.73% 95.89%
CHEMBL1907601 P11802 Cyclin-dependent kinase 4/cyclin D1 81.64% 98.99%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.56% 97.14%

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 gigantea

Cross-Links

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PubChem 44583860
NPASS NPC79193
ChEMBL CHEMBL509632