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3-[3-[3,4-dihydroxy-6-(hydroxymethyl)-5-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxy-11,14-dihydroxy-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[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 634e3523-e6b3-4598-a837-201dc8c6918d
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Cardenolides and derivatives > Cardenolide glycosides and derivatives
IUPAC Name 3-[3-[3,4-dihydroxy-6-(hydroxymethyl)-5-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxy-11,14-dihydroxy-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]-2H-furan-5-one
SMILES (Canonical) CC1C(C(C(C(O1)OC2C(OC(C(C2O)O)OC3CCC4(C(C3)CCC5C4C(CC6(C5(CCC6C7=CC(=O)OC7)O)C)O)C)CO)O)O)O
SMILES (Isomeric) CC1C(C(C(C(O1)OC2C(OC(C(C2O)O)OC3CCC4(C(C3)CCC5C4C(CC6(C5(CCC6C7=CC(=O)OC7)O)C)O)C)CO)O)O)O
InChI InChI=1S/C35H54O14/c1-15-25(39)26(40)28(42)31(46-15)49-30-22(13-36)48-32(29(43)27(30)41)47-18-6-8-33(2)17(11-18)4-5-20-24(33)21(37)12-34(3)19(7-9-35(20,34)44)16-10-23(38)45-14-16/h10,15,17-22,24-32,36-37,39-44H,4-9,11-14H2,1-3H3
InChI Key GXOHGBLOKBZHQO-UHFFFAOYSA-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 -1.20
Atomic LogP (AlogP) -0.75
H-Bond Acceptor 14
H-Bond Donor 8
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 3-[3-[3,4-dihydroxy-6-(hydroxymethyl)-5-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxy-11,14-dihydroxy-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[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 + 0.8285 82.85%
Caco-2 - 0.8887 88.87%
Blood Brain Barrier - 0.7250 72.50%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.8184 81.84%
OATP2B1 inhibitior - 0.7435 74.35%
OATP1B1 inhibitior + 0.9317 93.17%
OATP1B3 inhibitior + 0.9329 93.29%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior - 0.4949 49.49%
P-glycoprotein inhibitior + 0.6716 67.16%
P-glycoprotein substrate + 0.6152 61.52%
CYP3A4 substrate + 0.7245 72.45%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9010 90.10%
CYP3A4 inhibition - 0.9194 91.94%
CYP2C9 inhibition - 0.9182 91.82%
CYP2C19 inhibition - 0.9284 92.84%
CYP2D6 inhibition - 0.9380 93.80%
CYP1A2 inhibition - 0.9197 91.97%
CYP2C8 inhibition - 0.6094 60.94%
CYP inhibitory promiscuity - 0.9237 92.37%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5893 58.93%
Eye corrosion - 0.9904 99.04%
Eye irritation - 0.9251 92.51%
Skin irritation - 0.5142 51.42%
Skin corrosion - 0.9440 94.40%
Ames mutagenesis - 0.7270 72.70%
Human Ether-a-go-go-Related Gene inhibition + 0.8011 80.11%
Micronuclear - 0.8600 86.00%
Hepatotoxicity - 0.7717 77.17%
skin sensitisation - 0.9231 92.31%
Respiratory toxicity + 0.8556 85.56%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity - 0.5000 50.00%
Nephrotoxicity - 0.8384 83.84%
Acute Oral Toxicity (c) I 0.8499 84.99%
Estrogen receptor binding + 0.8063 80.63%
Androgen receptor binding + 0.8151 81.51%
Thyroid receptor binding - 0.6910 69.10%
Glucocorticoid receptor binding + 0.5982 59.82%
Aromatase binding + 0.7053 70.53%
PPAR gamma + 0.6854 68.54%
Honey bee toxicity - 0.6141 61.41%
Biodegradation - 0.6500 65.00%
Crustacea aquatic toxicity + 0.5200 52.00%
Fish aquatic toxicity + 0.9475 94.75%

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 99.19% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.44% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.97% 85.14%
CHEMBL1994 P08235 Mineralocorticoid receptor 96.28% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.59% 97.09%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 95.18% 96.77%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.42% 86.33%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.10% 94.45%
CHEMBL226 P30542 Adenosine A1 receptor 93.16% 95.93%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.85% 95.89%
CHEMBL3714130 P46095 G-protein coupled receptor 6 89.74% 97.36%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.55% 89.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 88.07% 94.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.02% 95.56%
CHEMBL241 Q14432 Phosphodiesterase 3A 86.38% 92.94%
CHEMBL3038469 P24941 CDK2/Cyclin A 86.29% 91.38%
CHEMBL2581 P07339 Cathepsin D 86.16% 98.95%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 85.97% 81.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 83.94% 97.25%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 83.70% 95.89%
CHEMBL1937 Q92769 Histone deacetylase 2 81.04% 94.75%
CHEMBL5255 O00206 Toll-like receptor 4 80.68% 92.50%

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.
Ornithogalum umbellatum

Cross-Links

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PubChem 162871456
LOTUS LTS0157898
wikiData Q105023249