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7,8-Dehydrocalotropin

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 cfc37212-4b32-45ac-bfe4-022503256a4d
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Oxosteroids > 19-oxosteroids
IUPAC Name (1S,3R,5S,7R,9S,10S,12R,14R,15S,18R,19R,22R)-9,10,22-trihydroxy-7,18-dimethyl-19-(5-oxo-2H-furan-3-yl)-4,6,11-trioxahexacyclo[12.11.0.03,12.05,10.015,23.018,22]pentacos-23-ene-14-carbaldehyde
SMILES (Canonical) CC1CC(C2(C(O1)OC3CC4CC=C5C(C4(CC3O2)C=O)CCC6(C5(CCC6C7=CC(=O)OC7)O)C)O)O
SMILES (Isomeric) C[C@@H]1C[C@@H]([C@]2([C@@H](O1)O[C@@H]3C[C@@H]4CC=C5[C@@H]([C@]4(C[C@H]3O2)C=O)CC[C@]6([C@@]5(CC[C@@H]6C7=CC(=O)OC7)O)C)O)O
InChI InChI=1S/C29H38O9/c1-15-9-23(31)29(34)25(36-15)37-21-11-17-3-4-20-19(27(17,14-30)12-22(21)38-29)5-7-26(2)18(6-8-28(20,26)33)16-10-24(32)35-13-16/h4,10,14-15,17-19,21-23,25,31,33-34H,3,5-9,11-13H2,1-2H3/t15-,17+,18-,19+,21-,22-,23+,25+,26-,27-,28+,29+/m1/s1
InChI Key LYTOHESBUGTAQI-XUJBKRNKSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C29H38O9
Molecular Weight 530.60 g/mol
Exact Mass 530.25158279 g/mol
Topological Polar Surface Area (TPSA) 132.00 Ų
XlogP 0.00
Atomic LogP (AlogP) 1.92
H-Bond Acceptor 9
H-Bond Donor 3
Rotatable Bonds 2

Synonyms

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7,8-Dehydrocalotropin
CHEMBL1988030
NSC-688285
NCI60_031870
Card-20(22)-enolide,8-dihydro-14-hydroxy-19-oxo-2,3-[[(2S,3S,4S,6R)- tetrahydro-3,4-dihydroxy-6-methyl-2H-pyran- 3,2-diyl]bis(oxy)]-, (2.alpha.,3.beta.,5.alpha.)-

2D Structure

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2D Structure of 7,8-Dehydrocalotropin

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9678 96.78%
Caco-2 - 0.7881 78.81%
Blood Brain Barrier - 0.7161 71.61%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.9064 90.64%
OATP2B1 inhibitior - 0.7161 71.61%
OATP1B1 inhibitior + 0.8818 88.18%
OATP1B3 inhibitior + 0.9708 97.08%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.8340 83.40%
P-glycoprotein inhibitior + 0.5839 58.39%
P-glycoprotein substrate + 0.7307 73.07%
CYP3A4 substrate + 0.7100 71.00%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8960 89.60%
CYP3A4 inhibition - 0.8501 85.01%
CYP2C9 inhibition - 0.9177 91.77%
CYP2C19 inhibition - 0.9468 94.68%
CYP2D6 inhibition - 0.9410 94.10%
CYP1A2 inhibition - 0.9195 91.95%
CYP2C8 inhibition + 0.5471 54.71%
CYP inhibitory promiscuity - 0.9759 97.59%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Danger 0.4485 44.85%
Eye corrosion - 0.9896 98.96%
Eye irritation - 0.9396 93.96%
Skin irritation + 0.5825 58.25%
Skin corrosion - 0.9187 91.87%
Ames mutagenesis - 0.5800 58.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6475 64.75%
Micronuclear - 0.7600 76.00%
Hepatotoxicity + 0.6125 61.25%
skin sensitisation - 0.9063 90.63%
Respiratory toxicity + 0.8000 80.00%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.8000 80.00%
Nephrotoxicity + 0.7119 71.19%
Acute Oral Toxicity (c) I 0.7774 77.74%
Estrogen receptor binding + 0.7896 78.96%
Androgen receptor binding + 0.7748 77.48%
Thyroid receptor binding + 0.5205 52.05%
Glucocorticoid receptor binding + 0.7029 70.29%
Aromatase binding + 0.6561 65.61%
PPAR gamma + 0.5314 53.14%
Honey bee toxicity - 0.7428 74.28%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity + 0.5500 55.00%
Fish aquatic toxicity + 0.9857 98.57%

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
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.19% 85.14%
CHEMBL1994 P08235 Mineralocorticoid receptor 95.65% 100.00%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 95.51% 96.77%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.06% 95.56%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.77% 96.09%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 94.51% 93.40%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.18% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 91.71% 97.25%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 91.13% 82.69%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.72% 86.33%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.70% 99.23%
CHEMBL1871 P10275 Androgen Receptor 87.25% 96.43%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 86.89% 94.45%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.82% 95.89%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.81% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.74% 89.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 86.20% 97.14%
CHEMBL4208 P20618 Proteasome component C5 84.33% 90.00%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 83.80% 81.11%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 82.34% 89.34%
CHEMBL218 P21554 Cannabinoid CB1 receptor 82.17% 96.61%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 81.54% 93.00%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 80.24% 82.38%

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 sinaicus

Cross-Links

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PubChem 390666
LOTUS LTS0088154
wikiData Q105159565