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(3S,5S,8R,9S,10S,13R,14S,16S,17R)-5,14,16-trihydroxy-3-[(2R,4S,5S,6R)-4-hydroxy-6-methyl-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-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 d08813ac-4e54-4587-89a6-ae213109130d
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,16S,17R)-5,14,16-trihydroxy-3-[(2R,4S,5S,6R)-4-hydroxy-6-methyl-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-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) CC1C(C(C(C(O1)OC2C(OC(CC2O)OC3CCC4(C5CCC6(C(C(CC6(C5CCC4(C3)O)O)O)C7=CC(=O)OC7)C)C=O)C)O)O)O
SMILES (Isomeric) C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2[C@H](O[C@H](C[C@@H]2O)O[C@H]3CC[C@@]4([C@H]5CC[C@@]6([C@H]([C@H](C[C@@]6([C@@H]5CC[C@@]4(C3)O)O)O)C7=CC(=O)OC7)C)C=O)C)O)O)O
InChI InChI=1S/C35H52O14/c1-16-27(40)28(41)29(42)31(47-16)49-30-17(2)46-25(11-22(30)37)48-19-4-8-33(15-36)20-5-7-32(3)26(18-10-24(39)45-14-18)23(38)13-35(32,44)21(20)6-9-34(33,43)12-19/h10,15-17,19-23,25-31,37-38,40-44H,4-9,11-14H2,1-3H3/t16-,17+,19-,20-,21+,22-,23-,25-,26-,27-,28+,29+,30+,31-,32+,33-,34-,35-/m0/s1
InChI Key MHYLKEFVKYIVGV-RZIQYQQBSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C35H52O14
Molecular Weight 696.80 g/mol
Exact Mass 696.33570633 g/mol
Topological Polar Surface Area (TPSA) 222.00 Ų
XlogP -1.80
Atomic LogP (AlogP) -0.40
H-Bond Acceptor 14
H-Bond Donor 7
Rotatable Bonds 6

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,16S,17R)-5,14,16-trihydroxy-3-[(2R,4S,5S,6R)-4-hydroxy-6-methyl-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-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 + 0.9064 90.64%
Caco-2 - 0.8823 88.23%
Blood Brain Barrier - 0.7500 75.00%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.8452 84.52%
OATP2B1 inhibitior - 0.8718 87.18%
OATP1B1 inhibitior + 0.9180 91.80%
OATP1B3 inhibitior + 0.9607 96.07%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.7204 72.04%
P-glycoprotein inhibitior + 0.6906 69.06%
P-glycoprotein substrate + 0.7282 72.82%
CYP3A4 substrate + 0.7160 71.60%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8978 89.78%
CYP3A4 inhibition - 0.8988 89.88%
CYP2C9 inhibition - 0.9103 91.03%
CYP2C19 inhibition - 0.9449 94.49%
CYP2D6 inhibition - 0.9455 94.55%
CYP1A2 inhibition - 0.9355 93.55%
CYP2C8 inhibition + 0.4903 49.03%
CYP inhibitory promiscuity - 0.9512 95.12%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5424 54.24%
Eye corrosion - 0.9897 98.97%
Eye irritation - 0.9239 92.39%
Skin irritation + 0.5376 53.76%
Skin corrosion - 0.9313 93.13%
Ames mutagenesis + 0.5307 53.07%
Human Ether-a-go-go-Related Gene inhibition + 0.7396 73.96%
Micronuclear - 0.7500 75.00%
Hepatotoxicity - 0.6717 67.17%
skin sensitisation - 0.9109 91.09%
Respiratory toxicity + 0.8667 86.67%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.7625 76.25%
Nephrotoxicity - 0.7973 79.73%
Acute Oral Toxicity (c) I 0.8519 85.19%
Estrogen receptor binding + 0.8091 80.91%
Androgen receptor binding + 0.7962 79.62%
Thyroid receptor binding - 0.6428 64.28%
Glucocorticoid receptor binding + 0.6512 65.12%
Aromatase binding + 0.6989 69.89%
PPAR gamma + 0.6698 66.98%
Honey bee toxicity - 0.6598 65.98%
Biodegradation - 0.6500 65.00%
Crustacea aquatic toxicity + 0.6000 60.00%
Fish aquatic toxicity + 0.9823 98.23%

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 97.33% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.94% 96.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 95.77% 100.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.66% 86.33%
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.12% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.29% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.17% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.02% 89.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.44% 94.45%
CHEMBL3714130 P46095 G-protein coupled receptor 6 88.46% 97.36%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.96% 95.89%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 86.87% 85.14%
CHEMBL2581 P07339 Cathepsin D 86.55% 98.95%
CHEMBL1871 P10275 Androgen Receptor 83.63% 96.43%
CHEMBL3746 P80365 11-beta-hydroxysteroid dehydrogenase 2 82.49% 94.78%
CHEMBL4208 P20618 Proteasome component C5 82.33% 90.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.36% 99.23%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 80.94% 93.40%

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.
Erysimum cheiranthoides

Cross-Links

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PubChem 101689887
LOTUS LTS0140031
wikiData Q105164411