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3-[3-[5-[3,4-dihydroxy-5-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxy-4-hydroxy-6-methyloxan-2-yl]oxy-8,14,16-trihydroxy-10,13-dimethyl-15-oxo-1,2,3,4,5,6,7,9,11,12,16,17-dodecahydrocyclopenta[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 316e00bb-0457-44f6-bed8-f2b3d039ce48
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Cardenolides and derivatives > Cardenolide glycosides and derivatives
IUPAC Name 3-[3-[5-[3,4-dihydroxy-5-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxy-4-hydroxy-6-methyloxan-2-yl]oxy-8,14,16-trihydroxy-10,13-dimethyl-15-oxo-1,2,3,4,5,6,7,9,11,12,16,17-dodecahydrocyclopenta[a]phenanthren-17-yl]-2H-furan-5-one
SMILES (Canonical) CC1C(C(C(C(O1)OC2COC(C(C2O)O)OC3C(OC(CC3O)OC4CCC5(C(C4)CCC6(C5CCC7(C6(C(=O)C(C7C8=CC(=O)OC8)O)O)C)O)C)C)O)O)O
SMILES (Isomeric) CC1C(C(C(C(O1)OC2COC(C(C2O)O)OC3C(OC(CC3O)OC4CCC5(C(C4)CCC6(C5CCC7(C6(C(=O)C(C7C8=CC(=O)OC8)O)O)C)O)C)C)O)O)O
InChI InChI=1S/C40H60O18/c1-16-27(43)30(46)32(48)36(55-16)57-22-15-53-35(31(47)28(22)44)58-33-17(2)54-25(13-21(33)41)56-20-6-8-37(3)19(12-20)5-10-39(50)23(37)7-9-38(4)26(18-11-24(42)52-14-18)29(45)34(49)40(38,39)51/h11,16-17,19-23,25-33,35-36,41,43-48,50-51H,5-10,12-15H2,1-4H3
InChI Key VJNFAORJYPIPHR-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C40H60O18
Molecular Weight 828.90 g/mol
Exact Mass 828.37796506 g/mol
Topological Polar Surface Area (TPSA) 281.00 Ų
XlogP -2.50
Atomic LogP (AlogP) -1.93
H-Bond Acceptor 18
H-Bond Donor 9
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 3-[3-[5-[3,4-dihydroxy-5-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxy-4-hydroxy-6-methyloxan-2-yl]oxy-8,14,16-trihydroxy-10,13-dimethyl-15-oxo-1,2,3,4,5,6,7,9,11,12,16,17-dodecahydrocyclopenta[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 + 0.8641 86.41%
Caco-2 - 0.8927 89.27%
Blood Brain Barrier - 0.7500 75.00%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.8399 83.99%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8851 88.51%
OATP1B3 inhibitior + 0.9601 96.01%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.8769 87.69%
P-glycoprotein inhibitior + 0.7335 73.35%
P-glycoprotein substrate + 0.7799 77.99%
CYP3A4 substrate + 0.7250 72.50%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9036 90.36%
CYP3A4 inhibition - 0.9285 92.85%
CYP2C9 inhibition - 0.9178 91.78%
CYP2C19 inhibition - 0.9335 93.35%
CYP2D6 inhibition - 0.9458 94.58%
CYP1A2 inhibition - 0.9356 93.56%
CYP2C8 inhibition + 0.5153 51.53%
CYP inhibitory promiscuity - 0.9627 96.27%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5318 53.18%
Eye corrosion - 0.9893 98.93%
Eye irritation - 0.9199 91.99%
Skin irritation - 0.5234 52.34%
Skin corrosion - 0.9338 93.38%
Ames mutagenesis - 0.5424 54.24%
Human Ether-a-go-go-Related Gene inhibition + 0.8203 82.03%
Micronuclear - 0.7600 76.00%
Hepatotoxicity - 0.6945 69.45%
skin sensitisation - 0.9118 91.18%
Respiratory toxicity + 0.7667 76.67%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.7000 70.00%
Nephrotoxicity - 0.8124 81.24%
Acute Oral Toxicity (c) I 0.8477 84.77%
Estrogen receptor binding + 0.8706 87.06%
Androgen receptor binding + 0.7602 76.02%
Thyroid receptor binding - 0.6157 61.57%
Glucocorticoid receptor binding + 0.6976 69.76%
Aromatase binding + 0.7282 72.82%
PPAR gamma + 0.7857 78.57%
Honey bee toxicity - 0.5718 57.18%
Biodegradation - 0.6750 67.50%
Crustacea aquatic toxicity + 0.6000 60.00%
Fish aquatic toxicity + 0.9779 97.79%

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 98.41% 91.11%
CHEMBL1994 P08235 Mineralocorticoid receptor 94.17% 100.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.27% 94.45%
CHEMBL2581 P07339 Cathepsin D 92.86% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.67% 97.09%
CHEMBL1937 Q92769 Histone deacetylase 2 92.05% 94.75%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.08% 89.00%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 90.97% 97.33%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.87% 86.33%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 89.80% 94.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 88.68% 96.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.88% 95.89%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 86.56% 96.77%
CHEMBL3038469 P24941 CDK2/Cyclin A 86.30% 91.38%
CHEMBL1974 P36888 Tyrosine-protein kinase receptor FLT3 86.28% 91.83%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.92% 99.23%
CHEMBL3714130 P46095 G-protein coupled receptor 6 85.06% 97.36%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.01% 95.56%
CHEMBL4530 P00488 Coagulation factor XIII 83.53% 96.00%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 82.81% 89.67%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 81.26% 90.71%
CHEMBL4208 P20618 Proteasome component C5 80.93% 90.00%
CHEMBL340 P08684 Cytochrome P450 3A4 80.68% 91.19%
CHEMBL2107 P61073 C-X-C chemokine receptor type 4 80.39% 93.10%

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 nutans

Cross-Links

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PubChem 14888394
LOTUS LTS0229092
wikiData Q105287383