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(3S,5S,8R,9S,10S,13R,14S,17R)-3-[(2R,3R,4S,5R,6S)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-5,14-dihydroxy-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 ed0289e8-0f2b-4727-957b-9f762c7ee420
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,13R,14S,17R)-3-[(2R,3R,4S,5R,6S)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-5,14-dihydroxy-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) CC12CCC3C(C1(CCC2C4=CC(=O)OC4)O)CCC5(C3(CCC(C5)OC6C(C(C(C(O6)CO)OC7C(C(C(C(O7)CO)O)O)O)O)O)C=O)O
SMILES (Isomeric) C[C@]12CC[C@H]3[C@H]([C@]1(CC[C@@H]2C4=CC(=O)OC4)O)CC[C@]5([C@@]3(CC[C@@H](C5)O[C@H]6[C@@H]([C@@H]([C@H]([C@@H](O6)CO)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)O)O)C=O)O
InChI InChI=1S/C35H52O16/c1-32-6-3-19-20(35(32,46)9-5-18(32)16-10-23(39)47-14-16)4-8-34(45)11-17(2-7-33(19,34)15-38)48-30-28(44)26(42)29(22(13-37)50-30)51-31-27(43)25(41)24(40)21(12-36)49-31/h10,15,17-22,24-31,36-37,40-46H,2-9,11-14H2,1H3/t17-,18+,19-,20+,21+,22-,24+,25-,26-,27+,28+,29-,30+,31-,32+,33-,34-,35-/m0/s1
InChI Key NZPWRWSGKDSPLI-KSJBGYQCSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C35H52O16
Molecular Weight 728.80 g/mol
Exact Mass 728.32553557 g/mol
Topological Polar Surface Area (TPSA) 262.00 Ų
XlogP -3.30
Atomic LogP (AlogP) -2.45
H-Bond Acceptor 16
H-Bond Donor 9
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3S,5S,8R,9S,10S,13R,14S,17R)-3-[(2R,3R,4S,5R,6S)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-5,14-dihydroxy-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 + 0.7960 79.60%
Caco-2 - 0.8910 89.10%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.8567 85.67%
OATP2B1 inhibitior - 0.8712 87.12%
OATP1B1 inhibitior + 0.9159 91.59%
OATP1B3 inhibitior + 0.9607 96.07%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.5720 57.20%
P-glycoprotein inhibitior + 0.6648 66.48%
P-glycoprotein substrate + 0.5296 52.96%
CYP3A4 substrate + 0.7098 70.98%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8962 89.62%
CYP3A4 inhibition - 0.9209 92.09%
CYP2C9 inhibition - 0.9067 90.67%
CYP2C19 inhibition - 0.9158 91.58%
CYP2D6 inhibition - 0.9317 93.17%
CYP1A2 inhibition - 0.8984 89.84%
CYP2C8 inhibition + 0.5000 50.00%
CYP inhibitory promiscuity - 0.9407 94.07%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5659 56.59%
Eye corrosion - 0.9897 98.97%
Eye irritation - 0.9216 92.16%
Skin irritation - 0.5796 57.96%
Skin corrosion - 0.9385 93.85%
Ames mutagenesis - 0.6070 60.70%
Human Ether-a-go-go-Related Gene inhibition + 0.7873 78.73%
Micronuclear - 0.7800 78.00%
Hepatotoxicity - 0.7302 73.02%
skin sensitisation - 0.9206 92.06%
Respiratory toxicity + 0.8667 86.67%
Reproductive toxicity + 0.8222 82.22%
Mitochondrial toxicity + 0.6375 63.75%
Nephrotoxicity - 0.8050 80.50%
Acute Oral Toxicity (c) I 0.7451 74.51%
Estrogen receptor binding + 0.8237 82.37%
Androgen receptor binding + 0.8140 81.40%
Thyroid receptor binding - 0.6258 62.58%
Glucocorticoid receptor binding + 0.5786 57.86%
Aromatase binding + 0.6630 66.30%
PPAR gamma + 0.6627 66.27%
Honey bee toxicity - 0.6863 68.63%
Biodegradation - 0.6250 62.50%
Crustacea aquatic toxicity - 0.5600 56.00%
Fish aquatic toxicity + 0.9579 95.79%

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 98.69% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.60% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.85% 94.45%
CHEMBL1994 P08235 Mineralocorticoid receptor 95.74% 100.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.73% 97.25%
CHEMBL226 P30542 Adenosine A1 receptor 93.21% 95.93%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.06% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.53% 86.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.52% 97.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.91% 95.89%
CHEMBL1293255 P15428 15-hydroxyprostaglandin dehydrogenase [NAD+] 88.41% 83.57%
CHEMBL2581 P07339 Cathepsin D 87.63% 98.95%
CHEMBL4208 P20618 Proteasome component C5 85.45% 90.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 84.46% 85.14%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 84.35% 91.71%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 83.63% 96.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.18% 89.00%
CHEMBL5255 O00206 Toll-like receptor 4 80.70% 92.50%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 80.09% 95.50%

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.
Convallaria majalis

Cross-Links

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PubChem 162920974
LOTUS LTS0275218
wikiData Q105188375