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3-[(5S,10R,13R,14S)-3-[6-[(4,6-dihydroxy-2-methyloxan-3-yl)oxymethyl]-3,4,5-trihydroxyoxan-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

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 f5dae2a9-a5f5-48a0-a072-1e9695da3bd8
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Cardenolides and derivatives > Cardenolide glycosides and derivatives
IUPAC Name 3-[(5S,10R,13R,14S)-3-[6-[(4,6-dihydroxy-2-methyloxan-3-yl)oxymethyl]-3,4,5-trihydroxyoxan-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)
SMILES (Isomeric)
InChI InChI=1S/C35H54O14/c1-17-30(23(37)12-26(39)47-17)46-15-24-27(40)28(41)29(42)31(49-24)48-19-3-8-33(16-36)21-4-7-32(2)20(18-11-25(38)45-14-18)6-10-35(32,44)22(21)5-9-34(33,43)13-19/h11,17,19-24,26-31,36-37,39-44H,3-10,12-16H2,1-2H3/t17?,19?,20?,21?,22?,23?,24?,26?,27?,28?,29?,30?,31?,32-,33+,34+,35+/m1/s1
InChI Key FWXUQGTVECLNCB-DYULEMNQSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C35H54O14
Molecular Weight 698.80 g/mol
Exact Mass 698.35135639 g/mol
Topological Polar Surface Area (TPSA) 225.00 Ų
XlogP -1.80
Atomic LogP (AlogP) -0.60
H-Bond Acceptor 14
H-Bond Donor 8
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 3-[(5S,10R,13R,14S)-3-[6-[(4,6-dihydroxy-2-methyloxan-3-yl)oxymethyl]-3,4,5-trihydroxyoxan-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

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8248 82.48%
Caco-2 - 0.8850 88.50%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.7571 75.71%
Subcellular localzation Mitochondria 0.8382 83.82%
OATP2B1 inhibitior - 0.7409 74.09%
OATP1B1 inhibitior + 0.8953 89.53%
OATP1B3 inhibitior + 0.9481 94.81%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior - 0.5000 50.00%
P-glycoprotein inhibitior + 0.6643 66.43%
P-glycoprotein substrate + 0.6179 61.79%
CYP3A4 substrate + 0.7146 71.46%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8920 89.20%
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 + 0.4945 49.45%
CYP inhibitory promiscuity - 0.9179 91.79%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6086 60.86%
Eye corrosion - 0.9907 99.07%
Eye irritation - 0.9259 92.59%
Skin irritation - 0.5648 56.48%
Skin corrosion - 0.9423 94.23%
Ames mutagenesis - 0.6270 62.70%
Human Ether-a-go-go-Related Gene inhibition + 0.8906 89.06%
Micronuclear - 0.8600 86.00%
Hepatotoxicity - 0.7177 71.77%
skin sensitisation - 0.9189 91.89%
Respiratory toxicity + 0.8111 81.11%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity + 0.5125 51.25%
Nephrotoxicity - 0.8638 86.38%
Acute Oral Toxicity (c) I 0.8357 83.57%
Estrogen receptor binding + 0.8405 84.05%
Androgen receptor binding + 0.8043 80.43%
Thyroid receptor binding - 0.6424 64.24%
Glucocorticoid receptor binding + 0.6063 60.63%
Aromatase binding + 0.7067 70.67%
PPAR gamma + 0.6498 64.98%
Honey bee toxicity - 0.6962 69.62%
Biodegradation - 0.6250 62.50%
Crustacea aquatic toxicity - 0.6000 60.00%
Fish aquatic toxicity + 0.9498 94.98%

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 99.20% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.00% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 96.89% 97.09%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.68% 96.09%
CHEMBL226 P30542 Adenosine A1 receptor 96.28% 95.93%
CHEMBL1994 P08235 Mineralocorticoid receptor 96.02% 100.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 95.25% 85.14%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.61% 86.33%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.77% 94.45%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.90% 95.89%
CHEMBL5255 O00206 Toll-like receptor 4 86.21% 92.50%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.00% 95.56%
CHEMBL2581 P07339 Cathepsin D 84.97% 98.95%
CHEMBL3714130 P46095 G-protein coupled receptor 6 84.80% 97.36%
CHEMBL1871 P10275 Androgen Receptor 84.51% 96.43%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.11% 89.00%
CHEMBL2072 P35499 Sodium channel protein type IV alpha subunit 82.36% 92.32%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 81.52% 93.04%
CHEMBL4208 P20618 Proteasome component C5 81.45% 90.00%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 81.32% 82.69%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 80.86% 96.21%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 80.72% 96.77%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 80.61% 96.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.01% 97.14%

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 keiskei
Strophanthus kombe

Cross-Links

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PubChem 44135562
NPASS NPC305946