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(1S,3R,5S,7R,9S,10S,12R,14R,15S,18R,19R,20R,22S,23R)-9,10,20,22-tetrahydroxy-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]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

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Internal ID b061a6e5-786b-47c9-adc7-4e549cbe02d1
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Cardenolides and derivatives > Cardenolide glycosides and derivatives
IUPAC Name (1S,3R,5S,7R,9S,10S,12R,14R,15S,18R,19R,20R,22S,23R)-9,10,20,22-tetrahydroxy-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]pentacosane-14-carbaldehyde
SMILES (Canonical) CC1CC(C2(C(O1)OC3CC4CCC5C(C4(CC3O2)C=O)CCC6(C5(CC(C6C7=CC(=O)OC7)O)O)C)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@]6([C@@]5(C[C@H]([C@@H]6C7=CC(=O)OC7)O)O)C)O)O
InChI InChI=1S/C29H40O10/c1-14-7-22(32)29(35)25(37-14)38-20-9-16-3-4-18-17(27(16,13-30)11-21(20)39-29)5-6-26(2)24(15-8-23(33)36-12-15)19(31)10-28(18,26)34/h8,13-14,16-22,24-25,31-32,34-35H,3-7,9-12H2,1-2H3/t14-,16+,17+,18-,19-,20-,21-,22+,24+,25+,26-,27-,28+,29+/m1/s1
InChI Key MZUKFJRNNJXADZ-NBEHEQKNSA-N
Popularity 0 references 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) 152.00 Ų
XlogP 0.00
Atomic LogP (AlogP) 0.97
H-Bond Acceptor 10
H-Bond Donor 4
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1S,3R,5S,7R,9S,10S,12R,14R,15S,18R,19R,20R,22S,23R)-9,10,20,22-tetrahydroxy-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]pentacosane-14-carbaldehyde

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9121 91.21%
Caco-2 - 0.8447 84.47%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.8527 85.27%
OATP2B1 inhibitior - 0.7207 72.07%
OATP1B1 inhibitior + 0.8693 86.93%
OATP1B3 inhibitior + 0.9724 97.24%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.7148 71.48%
P-glycoprotein inhibitior - 0.4325 43.25%
P-glycoprotein substrate + 0.7340 73.40%
CYP3A4 substrate + 0.7249 72.49%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8960 89.60%
CYP3A4 inhibition - 0.8981 89.81%
CYP2C9 inhibition - 0.9304 93.04%
CYP2C19 inhibition - 0.9492 94.92%
CYP2D6 inhibition - 0.9408 94.08%
CYP1A2 inhibition - 0.9402 94.02%
CYP2C8 inhibition + 0.5522 55.22%
CYP inhibitory promiscuity - 0.9713 97.13%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5209 52.09%
Eye corrosion - 0.9899 98.99%
Eye irritation - 0.9398 93.98%
Skin irritation + 0.5288 52.88%
Skin corrosion - 0.9207 92.07%
Ames mutagenesis - 0.5100 51.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7512 75.12%
Micronuclear - 0.7800 78.00%
Hepatotoxicity + 0.5500 55.00%
skin sensitisation - 0.9003 90.03%
Respiratory toxicity + 0.9111 91.11%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.7625 76.25%
Nephrotoxicity + 0.6173 61.73%
Acute Oral Toxicity (c) I 0.8039 80.39%
Estrogen receptor binding + 0.8160 81.60%
Androgen receptor binding + 0.7986 79.86%
Thyroid receptor binding - 0.5398 53.98%
Glucocorticoid receptor binding + 0.6707 67.07%
Aromatase binding + 0.7115 71.15%
PPAR gamma + 0.5209 52.09%
Honey bee toxicity - 0.7103 71.03%
Biodegradation - 0.6500 65.00%
Crustacea aquatic toxicity + 0.6400 64.00%
Fish aquatic toxicity + 0.9802 98.02%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.25% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.06% 85.14%
CHEMBL1994 P08235 Mineralocorticoid receptor 96.01% 100.00%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 94.26% 93.40%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.84% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.21% 86.33%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.94% 94.45%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.84% 95.89%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.67% 99.23%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.47% 89.00%
CHEMBL1871 P10275 Androgen Receptor 87.16% 96.43%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 86.91% 91.11%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 86.88% 96.77%
CHEMBL253 P34972 Cannabinoid CB2 receptor 86.52% 97.25%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 86.51% 93.04%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 85.92% 92.86%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.83% 97.09%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 83.54% 82.69%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.30% 97.14%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 81.14% 90.24%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 81.01% 100.00%
CHEMBL3746 P80365 11-beta-hydroxysteroid dehydrogenase 2 80.51% 94.78%

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.
Anemone narcissiflora
Asclepias curassavica
Hyperbaena columbica
Viburnum lantanoides

Cross-Links

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PubChem 10415112
NPASS NPC137934
LOTUS LTS0263006
wikiData Q105176062