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(3S,5S,8R,9S,10S,12R,13S,14S,17R)-3-[(2S,3R,4R,6R)-3,4-dihydroxy-6-methyloxan-2-yl]oxy-5,12,14-trihydroxy-13-methyl-17-(5-oxo-2H-furan-3-yl)-2,3,4,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[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 665eedf3-19ec-4404-8070-29869b525915
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Cardenolides and derivatives > Cardenolide glycosides and derivatives
IUPAC Name (3S,5S,8R,9S,10S,12R,13S,14S,17R)-3-[(2S,3R,4R,6R)-3,4-dihydroxy-6-methyloxan-2-yl]oxy-5,12,14-trihydroxy-13-methyl-17-(5-oxo-2H-furan-3-yl)-2,3,4,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-10-carbaldehyde
SMILES (Canonical) CC1CC(C(C(O1)OC2CCC3(C4CC(C5(C(CCC5(C4CCC3(C2)O)O)C6=CC(=O)OC6)C)O)C=O)O)O
SMILES (Isomeric) C[C@@H]1C[C@H]([C@H]([C@@H](O1)O[C@H]2CC[C@@]3([C@H]4C[C@H]([C@@]5([C@H](CC[C@@]5([C@@H]4CC[C@@]3(C2)O)O)C6=CC(=O)OC6)C)O)C=O)O)O
InChI InChI=1S/C29H42O10/c1-15-9-21(31)24(34)25(38-15)39-17-3-6-27(14-30)20-11-22(32)26(2)18(16-10-23(33)37-13-16)5-8-29(26,36)19(20)4-7-28(27,35)12-17/h10,14-15,17-22,24-25,31-32,34-36H,3-9,11-13H2,1-2H3/t15-,17+,18-,19-,20+,21-,22-,24-,25+,26+,27+,28+,29+/m1/s1
InChI Key XAWYAZSPAYVPBC-UJBLMFSHSA-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 -0.90
Atomic LogP (AlogP) 0.75
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,5S,8R,9S,10S,12R,13S,14S,17R)-3-[(2S,3R,4R,6R)-3,4-dihydroxy-6-methyloxan-2-yl]oxy-5,12,14-trihydroxy-13-methyl-17-(5-oxo-2H-furan-3-yl)-2,3,4,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[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 + 0.9049 90.49%
Caco-2 - 0.8402 84.02%
Blood Brain Barrier - 0.7250 72.50%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.8685 86.85%
OATP2B1 inhibitior - 0.7327 73.27%
OATP1B1 inhibitior + 0.9200 92.00%
OATP1B3 inhibitior + 0.9699 96.99%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.5992 59.92%
P-glycoprotein inhibitior - 0.4804 48.04%
P-glycoprotein substrate + 0.7618 76.18%
CYP3A4 substrate + 0.6930 69.30%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8983 89.83%
CYP3A4 inhibition - 0.9010 90.10%
CYP2C9 inhibition - 0.9147 91.47%
CYP2C19 inhibition - 0.9441 94.41%
CYP2D6 inhibition - 0.9327 93.27%
CYP1A2 inhibition - 0.9305 93.05%
CYP2C8 inhibition - 0.6845 68.45%
CYP inhibitory promiscuity - 0.9472 94.72%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5635 56.35%
Eye corrosion - 0.9897 98.97%
Eye irritation - 0.9386 93.86%
Skin irritation - 0.5151 51.51%
Skin corrosion - 0.9270 92.70%
Ames mutagenesis + 0.5060 50.60%
Human Ether-a-go-go-Related Gene inhibition + 0.8643 86.43%
Micronuclear - 0.7400 74.00%
Hepatotoxicity - 0.6551 65.51%
skin sensitisation - 0.9064 90.64%
Respiratory toxicity + 0.8778 87.78%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.7625 76.25%
Nephrotoxicity - 0.7569 75.69%
Acute Oral Toxicity (c) I 0.8450 84.50%
Estrogen receptor binding + 0.8242 82.42%
Androgen receptor binding + 0.8130 81.30%
Thyroid receptor binding - 0.5882 58.82%
Glucocorticoid receptor binding + 0.6586 65.86%
Aromatase binding + 0.7277 72.77%
PPAR gamma + 0.5295 52.95%
Honey bee toxicity - 0.7301 73.01%
Biodegradation - 0.6250 62.50%
Crustacea aquatic toxicity + 0.5300 53.00%
Fish aquatic toxicity + 0.9827 98.27%

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 98.36% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.71% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.55% 85.14%
CHEMBL1994 P08235 Mineralocorticoid receptor 94.75% 100.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.84% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.37% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.78% 95.56%
CHEMBL226 P30542 Adenosine A1 receptor 90.17% 95.93%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.70% 94.45%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 88.98% 82.69%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.08% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.03% 86.33%
CHEMBL4208 P20618 Proteasome component C5 87.02% 90.00%
CHEMBL2581 P07339 Cathepsin D 86.31% 98.95%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 86.15% 94.80%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.47% 99.23%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.75% 97.14%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 82.13% 96.77%
CHEMBL1871 P10275 Androgen Receptor 81.74% 96.43%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.70% 95.89%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 80.62% 96.00%
CHEMBL5255 O00206 Toll-like receptor 4 80.52% 92.50%

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 73356795
LOTUS LTS0256385
wikiData Q105324183