3-[(3S,5S,8R,9S,10R,13R,14S,17R)-3-[(2R,3R,4R,5R,6S)-4,5-dihydroxy-6-methyl-3-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-5,14-dihydroxy-10-(hydroxymethyl)-13-methyl-2,3,4,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-2H-furan-5-one

Details

Top
Internal ID f28cc4ff-5fdd-471e-8a36-b9f1fae8b837
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Cardenolides and derivatives > Cardenolide glycosides and derivatives
IUPAC Name 3-[(3S,5S,8R,9S,10R,13R,14S,17R)-3-[(2R,3R,4R,5R,6S)-4,5-dihydroxy-6-methyl-3-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-5,14-dihydroxy-10-(hydroxymethyl)-13-methyl-2,3,4,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-2H-furan-5-one
SMILES (Canonical) CC1C(C(C(C(O1)OC2CCC3(C4CCC5(C(CCC5(C4CCC3(C2)O)O)C6=CC(=O)OC6)C)CO)OC7C(C(C(C(O7)CO)O)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]4CC[C@@]5([C@H](CC[C@@]5([C@@H]4CC[C@@]3(C2)O)O)C6=CC(=O)OC6)C)CO)O[C@@H]7[C@H]([C@@H]([C@H]([C@@H](O7)CO)O)O)O)O)O
InChI InChI=1S/C35H54O15/c1-16-24(39)27(42)29(50-30-28(43)26(41)25(40)22(13-36)49-30)31(47-16)48-18-3-8-33(15-37)20-4-7-32(2)19(17-11-23(38)46-14-17)6-10-35(32,45)21(20)5-9-34(33,44)12-18/h11,16,18-22,24-31,36-37,39-45H,3-10,12-15H2,1-2H3/t16-,18-,19+,20-,21+,22-,24-,25-,26+,27+,28-,29+,30+,31-,32+,33-,34-,35-/m0/s1
InChI Key DGPZFZCNZRLKLF-CORUAWKJSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C35H54O15
Molecular Weight 714.80 g/mol
Exact Mass 714.34627101 g/mol
Topological Polar Surface Area (TPSA) 245.00 Ų
XlogP -2.20
Atomic LogP (AlogP) -1.63
H-Bond Acceptor 15
H-Bond Donor 9
Rotatable Bonds 7

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of 3-[(3S,5S,8R,9S,10R,13R,14S,17R)-3-[(2R,3R,4R,5R,6S)-4,5-dihydroxy-6-methyl-3-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-5,14-dihydroxy-10-(hydroxymethyl)-13-methyl-2,3,4,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-2H-furan-5-one

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8248 82.48%
Caco-2 - 0.8890 88.90%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.8143 81.43%
Subcellular localzation Mitochondria 0.8382 83.82%
OATP2B1 inhibitior - 0.8718 87.18%
OATP1B1 inhibitior + 0.9138 91.38%
OATP1B3 inhibitior + 0.9481 94.81%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior - 0.4721 47.21%
P-glycoprotein inhibitior + 0.6600 66.00%
P-glycoprotein substrate - 0.5286 52.86%
CYP3A4 substrate + 0.7079 70.79%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9010 90.10%
CYP3A4 inhibition - 0.9241 92.41%
CYP2C9 inhibition - 0.9242 92.42%
CYP2C19 inhibition - 0.9271 92.71%
CYP2D6 inhibition - 0.9231 92.31%
CYP1A2 inhibition - 0.9045 90.45%
CYP2C8 inhibition + 0.4684 46.84%
CYP inhibitory promiscuity - 0.9179 91.79%
UGT catelyzed - 0.7000 70.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6086 60.86%
Eye corrosion - 0.9907 99.07%
Eye irritation - 0.9227 92.27%
Skin irritation - 0.5648 56.48%
Skin corrosion - 0.9423 94.23%
Ames mutagenesis - 0.6970 69.70%
Human Ether-a-go-go-Related Gene inhibition + 0.8705 87.05%
Micronuclear - 0.8600 86.00%
Hepatotoxicity - 0.7552 75.52%
skin sensitisation - 0.9189 91.89%
Respiratory toxicity + 0.8333 83.33%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity + 0.5125 51.25%
Nephrotoxicity - 0.8713 87.13%
Acute Oral Toxicity (c) I 0.8357 83.57%
Estrogen receptor binding + 0.8014 80.14%
Androgen receptor binding + 0.8105 81.05%
Thyroid receptor binding - 0.6566 65.66%
Glucocorticoid receptor binding + 0.5593 55.93%
Aromatase binding + 0.6689 66.89%
PPAR gamma + 0.6612 66.12%
Honey bee toxicity - 0.6888 68.88%
Biodegradation - 0.6750 67.50%
Crustacea aquatic toxicity - 0.5900 59.00%
Fish aquatic toxicity + 0.9498 94.98%

Targets

Top

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 98.96% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.21% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.30% 97.25%
CHEMBL3714130 P46095 G-protein coupled receptor 6 95.30% 97.36%
CHEMBL1994 P08235 Mineralocorticoid receptor 94.80% 100.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.83% 86.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.09% 97.09%
CHEMBL226 P30542 Adenosine A1 receptor 92.20% 95.93%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.38% 94.45%
CHEMBL2581 P07339 Cathepsin D 90.99% 98.95%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.30% 95.89%
CHEMBL1937 Q92769 Histone deacetylase 2 86.86% 94.75%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 86.72% 94.00%
CHEMBL1293255 P15428 15-hydroxyprostaglandin dehydrogenase [NAD+] 85.93% 83.57%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.02% 89.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 84.65% 85.14%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.27% 95.56%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 84.14% 96.21%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 83.39% 96.77%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 82.99% 93.04%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 82.99% 96.00%
CHEMBL218 P21554 Cannabinoid CB1 receptor 82.86% 96.61%
CHEMBL5255 O00206 Toll-like receptor 4 81.74% 92.50%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 81.26% 81.11%
CHEMBL4208 P20618 Proteasome component C5 81.15% 90.00%

Plants that contains it

Top
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

Top
PubChem 162978024
LOTUS LTS0064751
wikiData Q104979033