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(3S,5R,8R,9S,10R,13R,14S,16R,17R)-14,16-dihydroxy-13-methyl-17-(5-oxo-2H-furan-3-yl)-3-[(2S,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 18fd0f48-bc22-48cd-bc8b-2764e7e968ed
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,13R,14S,16R,17R)-14,16-dihydroxy-13-methyl-17-(5-oxo-2H-furan-3-yl)-3-[(2S,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)CCC4C3CCC5(C4(CC(C5C6=CC(=O)OC6)O)O)C)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]3CC[C@]5([C@@]4(C[C@H]([C@@H]5C6=CC(=O)OC6)O)O)C)C=O)O)O)O
InChI InChI=1S/C29H42O10/c1-14-23(33)24(34)25(35)26(38-14)39-17-5-8-28(13-30)16(10-17)3-4-19-18(28)6-7-27(2)22(15-9-21(32)37-12-15)20(31)11-29(19,27)36/h9,13-14,16-20,22-26,31,33-36H,3-8,10-12H2,1-2H3/t14-,16+,17-,18-,19+,20+,22-,23-,24+,25+,26+,27+,28+,29-/m0/s1
InChI Key ARANEVHRNOGYRH-SXOXOOMASA-N
Popularity 0 references 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 -0.60
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,13R,14S,16R,17R)-14,16-dihydroxy-13-methyl-17-(5-oxo-2H-furan-3-yl)-3-[(2S,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 + 0.9049 90.49%
Caco-2 - 0.8712 87.12%
Blood Brain Barrier - 0.7250 72.50%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.8685 86.85%
OATP2B1 inhibitior - 0.7339 73.39%
OATP1B1 inhibitior + 0.9238 92.38%
OATP1B3 inhibitior + 0.9699 96.99%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.5611 56.11%
P-glycoprotein inhibitior - 0.5000 50.00%
P-glycoprotein substrate + 0.6582 65.82%
CYP3A4 substrate + 0.7189 71.89%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8978 89.78%
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 + 0.5072 50.72%
CYP inhibitory promiscuity - 0.9472 94.72%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5635 56.35%
Eye corrosion - 0.9897 98.97%
Eye irritation - 0.9408 94.08%
Skin irritation - 0.5151 51.51%
Skin corrosion - 0.9270 92.70%
Ames mutagenesis - 0.5093 50.93%
Human Ether-a-go-go-Related Gene inhibition + 0.8316 83.16%
Micronuclear - 0.7400 74.00%
Hepatotoxicity - 0.6484 64.84%
skin sensitisation - 0.9064 90.64%
Respiratory toxicity + 0.8667 86.67%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.7625 76.25%
Nephrotoxicity + 0.5786 57.86%
Acute Oral Toxicity (c) I 0.8450 84.50%
Estrogen receptor binding + 0.8158 81.58%
Androgen receptor binding + 0.7992 79.92%
Thyroid receptor binding - 0.5882 58.82%
Glucocorticoid receptor binding + 0.6573 65.73%
Aromatase binding + 0.6790 67.90%
PPAR gamma + 0.5184 51.84%
Honey bee toxicity - 0.6968 69.68%
Biodegradation - 0.6500 65.00%
Crustacea aquatic toxicity + 0.6000 60.00%
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 97.17% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.97% 96.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 95.73% 100.00%
CHEMBL1951 P21397 Monoamine oxidase A 94.17% 91.49%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.51% 86.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.40% 97.09%
CHEMBL3714130 P46095 G-protein coupled receptor 6 92.05% 97.36%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.02% 95.56%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 90.99% 85.14%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.24% 94.45%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.96% 95.89%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.86% 89.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 88.42% 92.94%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 85.90% 96.77%
CHEMBL253 P34972 Cannabinoid CB2 receptor 84.80% 97.25%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 81.98% 91.07%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.97% 99.23%
CHEMBL1937 Q92769 Histone deacetylase 2 81.66% 94.75%
CHEMBL4208 P20618 Proteasome component C5 80.70% 90.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.26% 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.
Adonis vernalis
Oenanthe aquatica

Cross-Links

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PubChem 163000313
LOTUS LTS0245568
wikiData Q104947868