PlantaeDB Logo
Login Sign-up

[3-[3-acetyloxy-4-methoxy-6-methyl-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-14-hydroxy-10,13-dimethyl-17-(5-oxo-2H-furan-3-yl)-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-16-yl] acetate

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

Top
Internal ID 85d8fdf4-0da5-4644-a1df-de5c0df8ec6a
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Cardenolides and derivatives > Cardenolide glycosides and derivatives
IUPAC Name [3-[3-acetyloxy-4-methoxy-6-methyl-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-14-hydroxy-10,13-dimethyl-17-(5-oxo-2H-furan-3-yl)-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-16-yl] acetate
SMILES (Canonical) CC1C(C(C(C(O1)OC2CCC3(C(C2)CCC4C3CCC5(C4(CC(C5C6=CC(=O)OC6)OC(=O)C)O)C)C)OC(=O)C)OC)OC7C(C(C(C(O7)CO)O)O)O
SMILES (Isomeric) CC1C(C(C(C(O1)OC2CCC3(C(C2)CCC4C3CCC5(C4(CC(C5C6=CC(=O)OC6)OC(=O)C)O)C)C)OC(=O)C)OC)OC7C(C(C(C(O7)CO)O)O)O
InChI InChI=1S/C40H60O16/c1-18-33(56-36-32(47)31(46)30(45)27(16-41)55-36)34(49-6)35(53-20(3)43)37(51-18)54-23-9-11-38(4)22(14-23)7-8-25-24(38)10-12-39(5)29(21-13-28(44)50-17-21)26(52-19(2)42)15-40(25,39)48/h13,18,22-27,29-37,41,45-48H,7-12,14-17H2,1-6H3
InChI Key ITTDSSGXJVRXHK-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C40H60O16
Molecular Weight 796.90 g/mol
Exact Mass 796.38813582 g/mol
Topological Polar Surface Area (TPSA) 226.00 Ų
XlogP 0.40
Atomic LogP (AlogP) 1.05
H-Bond Acceptor 16
H-Bond Donor 5
Rotatable Bonds 9

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of [3-[3-acetyloxy-4-methoxy-6-methyl-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-14-hydroxy-10,13-dimethyl-17-(5-oxo-2H-furan-3-yl)-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-16-yl] acetate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7964 79.64%
Caco-2 - 0.8816 88.16%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.8047 80.47%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8934 89.34%
OATP1B3 inhibitior + 0.9615 96.15%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.8031 80.31%
P-glycoprotein inhibitior + 0.7616 76.16%
P-glycoprotein substrate + 0.7216 72.16%
CYP3A4 substrate + 0.7431 74.31%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9026 90.26%
CYP3A4 inhibition - 0.8841 88.41%
CYP2C9 inhibition - 0.9054 90.54%
CYP2C19 inhibition - 0.9238 92.38%
CYP2D6 inhibition - 0.9467 94.67%
CYP1A2 inhibition - 0.9221 92.21%
CYP2C8 inhibition + 0.6028 60.28%
CYP inhibitory promiscuity - 0.9513 95.13%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5527 55.27%
Eye corrosion - 0.9892 98.92%
Eye irritation - 0.9154 91.54%
Skin irritation - 0.5611 56.11%
Skin corrosion - 0.9387 93.87%
Ames mutagenesis - 0.6393 63.93%
Human Ether-a-go-go-Related Gene inhibition - 0.3779 37.79%
Micronuclear - 0.7700 77.00%
Hepatotoxicity - 0.6467 64.67%
skin sensitisation - 0.9209 92.09%
Respiratory toxicity + 0.8333 83.33%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.6375 63.75%
Nephrotoxicity - 0.7785 77.85%
Acute Oral Toxicity (c) I 0.8305 83.05%
Estrogen receptor binding + 0.8033 80.33%
Androgen receptor binding + 0.7943 79.43%
Thyroid receptor binding - 0.6389 63.89%
Glucocorticoid receptor binding + 0.7210 72.10%
Aromatase binding + 0.6814 68.14%
PPAR gamma + 0.7646 76.46%
Honey bee toxicity - 0.5863 58.63%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.5300 53.00%
Fish aquatic toxicity + 0.9314 93.14%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.78% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.75% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.68% 85.14%
CHEMBL1994 P08235 Mineralocorticoid receptor 95.69% 100.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 95.00% 86.33%
CHEMBL1937 Q92769 Histone deacetylase 2 92.97% 94.75%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.86% 94.45%
CHEMBL5608 Q16288 NT-3 growth factor receptor 91.14% 95.89%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.11% 97.09%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 89.10% 81.11%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 88.91% 94.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 88.57% 95.89%
CHEMBL5255 O00206 Toll-like receptor 4 88.32% 92.50%
CHEMBL241 Q14432 Phosphodiesterase 3A 86.26% 92.94%
CHEMBL3714130 P46095 G-protein coupled receptor 6 85.67% 97.36%
CHEMBL2581 P07339 Cathepsin D 85.29% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.66% 89.00%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 83.78% 94.33%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 83.42% 96.77%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 81.48% 96.00%

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.
Adenium obesum

Cross-Links

Top
PubChem 14607968
LOTUS LTS0129789
wikiData Q105120288