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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-7,14,15,16-tetrahydroxy-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 c623f73f-ba7d-4512-8b9c-3223ebf9c226
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-7,14,15,16-tetrahydroxy-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)OC2COC(C(C2O)O)OC3C(OC(CC3O)OC4CCC5(C6CCC7(C(C(C(C7(C6C(CC5C4)O)O)O)O)C8=CC(=O)OC8)C)C)C)O)O)O
SMILES (Isomeric) CC1C(C(C(C(O1)OC2COC(C(C2O)O)OC3C(OC(CC3O)OC4CCC5(C6CCC7(C(C(C(C7(C6C(CC5C4)O)O)O)O)C8=CC(=O)OC8)C)C)C)O)O)O
InChI InChI=1S/C40H62O18/c1-15-28(44)31(47)33(49)37(55-15)57-23-14-53-36(32(48)29(23)45)58-34-16(2)54-25(12-22(34)42)56-19-5-7-38(3)18(10-19)11-21(41)27-20(38)6-8-39(4)26(17-9-24(43)52-13-17)30(46)35(50)40(27,39)51/h9,15-16,18-23,25-37,41-42,44-51H,5-8,10-14H2,1-4H3
InChI Key QZIQGKGBJXWEFK-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C40H62O18
Molecular Weight 830.90 g/mol
Exact Mass 830.39361512 g/mol
Topological Polar Surface Area (TPSA) 284.00 Ų
XlogP -2.70
Atomic LogP (AlogP) -2.29
H-Bond Acceptor 18
H-Bond Donor 10
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-7,14,15,16-tetrahydroxy-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 + 0.8849 88.49%
Caco-2 - 0.8989 89.89%
Blood Brain Barrier - 0.9000 90.00%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.8225 82.25%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8884 88.84%
OATP1B3 inhibitior + 0.9510 95.10%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.9750 97.50%
BSEP inhibitior + 0.8128 81.28%
P-glycoprotein inhibitior + 0.7260 72.60%
P-glycoprotein substrate + 0.7765 77.65%
CYP3A4 substrate + 0.7409 74.09%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9026 90.26%
CYP3A4 inhibition - 0.9502 95.02%
CYP2C9 inhibition - 0.9264 92.64%
CYP2C19 inhibition - 0.9255 92.55%
CYP2D6 inhibition - 0.9373 93.73%
CYP1A2 inhibition - 0.9291 92.91%
CYP2C8 inhibition + 0.5431 54.31%
CYP inhibitory promiscuity - 0.9462 94.62%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5513 55.13%
Eye corrosion - 0.9897 98.97%
Eye irritation - 0.9238 92.38%
Skin irritation - 0.5296 52.96%
Skin corrosion - 0.9382 93.82%
Ames mutagenesis - 0.5724 57.24%
Human Ether-a-go-go-Related Gene inhibition + 0.8523 85.23%
Micronuclear - 0.8400 84.00%
Hepatotoxicity - 0.6125 61.25%
skin sensitisation - 0.9072 90.72%
Respiratory toxicity + 0.8778 87.78%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity + 0.5875 58.75%
Nephrotoxicity - 0.8254 82.54%
Acute Oral Toxicity (c) I 0.8002 80.02%
Estrogen receptor binding + 0.8728 87.28%
Androgen receptor binding + 0.7798 77.98%
Thyroid receptor binding - 0.6503 65.03%
Glucocorticoid receptor binding + 0.6732 67.32%
Aromatase binding + 0.7398 73.98%
PPAR gamma + 0.7772 77.72%
Honey bee toxicity - 0.5664 56.64%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity + 0.6200 62.00%
Fish aquatic toxicity + 0.9689 96.89%

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 97.78% 91.11%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 95.89% 96.77%
CHEMBL1994 P08235 Mineralocorticoid receptor 95.67% 100.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.42% 94.45%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.86% 86.33%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.79% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.28% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.99% 89.00%
CHEMBL2581 P07339 Cathepsin D 90.07% 98.95%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 89.72% 94.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.12% 95.56%
CHEMBL4208 P20618 Proteasome component C5 86.55% 90.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.32% 99.23%
CHEMBL1937 Q92769 Histone deacetylase 2 85.76% 94.75%
CHEMBL1871 P10275 Androgen Receptor 85.50% 96.43%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 85.48% 85.14%
CHEMBL241 Q14432 Phosphodiesterase 3A 84.38% 92.94%
CHEMBL3714130 P46095 G-protein coupled receptor 6 83.79% 97.36%
CHEMBL2107 P61073 C-X-C chemokine receptor type 4 83.52% 93.10%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 82.76% 90.71%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.30% 95.89%
CHEMBL1974 P36888 Tyrosine-protein kinase receptor FLT3 80.59% 91.83%
CHEMBL4530 P00488 Coagulation factor XIII 80.42% 96.00%
CHEMBL3038469 P24941 CDK2/Cyclin A 80.40% 91.38%
CHEMBL5028 O14672 ADAM10 80.11% 97.50%

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 nutans

Cross-Links

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PubChem 163041932
LOTUS LTS0161393
wikiData Q105232085