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(3S,5R,8R,9S,10R,12R,13S,14S,17R)-12,14-dihydroxy-13-methyl-17-(5-oxo-2H-furan-3-yl)-3-[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthrene-10-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 97569641-7b48-4567-977c-b2030bf69a12
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Cardenolides and derivatives > Cardenolide glycosides and derivatives
IUPAC Name (3S,5R,8R,9S,10R,12R,13S,14S,17R)-12,14-dihydroxy-13-methyl-17-(5-oxo-2H-furan-3-yl)-3-[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthrene-10-carbaldehyde
SMILES (Canonical) CC1C(C(C(C(O1)OC2CCC3(C(C2)CCC4C3CC(C5(C4(CCC5C6=CC(=O)OC6)O)C)O)C=O)O)O)O
SMILES (Isomeric) C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@H]2CC[C@]3([C@@H](C2)CC[C@@H]4[C@@H]3C[C@H]([C@]5([C@@]4(CC[C@@H]5C6=CC(=O)OC6)O)C)O)C=O)O)O)O
InChI InChI=1S/C29H42O10/c1-14-23(33)24(34)25(35)26(38-14)39-17-5-7-28(13-30)16(10-17)3-4-19-20(28)11-21(31)27(2)18(6-8-29(19,27)36)15-9-22(32)37-12-15/h9,13-14,16-21,23-26,31,33-36H,3-8,10-12H2,1-2H3/t14-,16+,17-,18+,19+,20-,21+,23-,24+,25+,26-,27-,28+,29-/m0/s1
InChI Key ZZECMXKPIDHLJI-IFEMWZBOSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C29H42O10
Molecular Weight 550.60 g/mol
Exact Mass 550.27779753 g/mol
Topological Polar Surface Area (TPSA) 163.00 Ų
XlogP -1.20
Atomic LogP (AlogP) 0.61
H-Bond Acceptor 10
H-Bond Donor 5
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3S,5R,8R,9S,10R,12R,13S,14S,17R)-12,14-dihydroxy-13-methyl-17-(5-oxo-2H-furan-3-yl)-3-[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthrene-10-carbaldehyde

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8810 88.10%
Caco-2 - 0.8651 86.51%
Blood Brain Barrier - 0.7000 70.00%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.8768 87.68%
OATP2B1 inhibitior - 0.7349 73.49%
OATP1B1 inhibitior + 0.9367 93.67%
OATP1B3 inhibitior + 0.9707 97.07%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior - 0.4514 45.14%
P-glycoprotein inhibitior - 0.4793 47.93%
P-glycoprotein substrate + 0.7730 77.30%
CYP3A4 substrate + 0.6701 67.01%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8978 89.78%
CYP3A4 inhibition - 0.9374 93.74%
CYP2C9 inhibition - 0.9172 91.72%
CYP2C19 inhibition - 0.9401 94.01%
CYP2D6 inhibition - 0.9265 92.65%
CYP1A2 inhibition - 0.9285 92.85%
CYP2C8 inhibition - 0.7452 74.52%
CYP inhibitory promiscuity - 0.9477 94.77%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5778 57.78%
Eye corrosion - 0.9886 98.86%
Eye irritation - 0.9422 94.22%
Skin irritation - 0.5669 56.69%
Skin corrosion - 0.9242 92.42%
Ames mutagenesis - 0.5024 50.24%
Human Ether-a-go-go-Related Gene inhibition + 0.8768 87.68%
Micronuclear - 0.7000 70.00%
Hepatotoxicity - 0.6801 68.01%
skin sensitisation - 0.8922 89.22%
Respiratory toxicity + 0.8333 83.33%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.7500 75.00%
Nephrotoxicity + 0.5611 56.11%
Acute Oral Toxicity (c) I 0.7842 78.42%
Estrogen receptor binding + 0.8273 82.73%
Androgen receptor binding + 0.8050 80.50%
Thyroid receptor binding - 0.5827 58.27%
Glucocorticoid receptor binding + 0.6545 65.45%
Aromatase binding + 0.6793 67.93%
PPAR gamma + 0.5440 54.40%
Honey bee toxicity - 0.7235 72.35%
Biodegradation - 0.6750 67.50%
Crustacea aquatic toxicity + 0.5900 59.00%
Fish aquatic toxicity + 0.9651 96.51%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.10% 91.11%
CHEMBL1994 P08235 Mineralocorticoid receptor 95.39% 100.00%
CHEMBL3714130 P46095 G-protein coupled receptor 6 94.10% 97.36%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.39% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.97% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.85% 97.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.80% 86.33%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 90.68% 96.77%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 90.65% 85.14%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.98% 89.00%
CHEMBL1951 P21397 Monoamine oxidase A 89.93% 91.49%
CHEMBL241 Q14432 Phosphodiesterase 3A 88.53% 92.94%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.57% 95.89%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 85.91% 94.45%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 85.73% 81.11%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.38% 99.23%
CHEMBL3038469 P24941 CDK2/Cyclin A 82.83% 91.38%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 82.41% 92.86%
CHEMBL4829 O00763 Acetyl-CoA carboxylase 2 82.18% 98.00%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 82.05% 82.69%
CHEMBL1937 Q92769 Histone deacetylase 2 81.91% 94.75%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.01% 94.00%

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.
Antiaris toxicaria

Cross-Links

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PubChem 73352256
LOTUS LTS0245578
wikiData Q105386721