PlantaeDB Logo
Login Sign-up

(3S,5S,8R,9S,10R,13R,14S,17R)-14-hydroxy-3-[(2R,3S,4R,5S,6S)-5-hydroxy-4-methoxy-6-methyl-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-13-methyl-17-(6-oxopyran-3-yl)-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthrene-10-carbaldehyde

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 846991f9-9e3a-4686-8634-ac65cc6017d4
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Bufanolides and derivatives
IUPAC Name (3S,5S,8R,9S,10R,13R,14S,17R)-14-hydroxy-3-[(2R,3S,4R,5S,6S)-5-hydroxy-4-methoxy-6-methyl-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-13-methyl-17-(6-oxopyran-3-yl)-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthrene-10-carbaldehyde
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C37H54O14/c1-18-27(41)31(46-3)32(51-33-30(44)29(43)28(42)25(15-38)50-33)34(48-18)49-21-8-12-36(17-39)20(14-21)5-6-24-23(36)9-11-35(2)22(10-13-37(24,35)45)19-4-7-26(40)47-16-19/h4,7,16-18,20-25,27-34,38,41-45H,5-6,8-15H2,1-3H3/t18-,20-,21-,22+,23-,24+,25+,27-,28+,29-,30+,31+,32-,33-,34-,35+,36+,37-/m0/s1
InChI Key QRUUIMAAXQGKSC-ZPLUJQQWSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C37H54O14
Molecular Weight 722.80 g/mol
Exact Mass 722.35135639 g/mol
Topological Polar Surface Area (TPSA) 211.00 Ų
XlogP 0.20
Atomic LogP (AlogP) 0.75
H-Bond Acceptor 14
H-Bond Donor 6
Rotatable Bonds 8

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of (3S,5S,8R,9S,10R,13R,14S,17R)-14-hydroxy-3-[(2R,3S,4R,5S,6S)-5-hydroxy-4-methoxy-6-methyl-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-13-methyl-17-(6-oxopyran-3-yl)-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthrene-10-carbaldehyde

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7555 75.55%
Caco-2 - 0.8884 88.84%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.7571 75.71%
Subcellular localzation Mitochondria 0.7278 72.78%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8520 85.20%
OATP1B3 inhibitior + 0.9059 90.59%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior + 0.8127 81.27%
P-glycoprotein inhibitior + 0.7113 71.13%
P-glycoprotein substrate + 0.5084 50.84%
CYP3A4 substrate + 0.7305 73.05%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8643 86.43%
CYP3A4 inhibition - 0.7347 73.47%
CYP2C9 inhibition - 0.9119 91.19%
CYP2C19 inhibition - 0.9292 92.92%
CYP2D6 inhibition - 0.9553 95.53%
CYP1A2 inhibition - 0.8801 88.01%
CYP2C8 inhibition + 0.6905 69.05%
CYP inhibitory promiscuity - 0.9520 95.20%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.6702 67.02%
Eye corrosion - 0.9918 99.18%
Eye irritation - 0.9251 92.51%
Skin irritation - 0.7134 71.34%
Skin corrosion - 0.9482 94.82%
Ames mutagenesis - 0.6370 63.70%
Human Ether-a-go-go-Related Gene inhibition + 0.8034 80.34%
Micronuclear - 0.7800 78.00%
Hepatotoxicity - 0.6671 66.71%
skin sensitisation - 0.9404 94.04%
Respiratory toxicity + 0.8222 82.22%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.6875 68.75%
Nephrotoxicity - 0.6265 62.65%
Acute Oral Toxicity (c) I 0.4145 41.45%
Estrogen receptor binding + 0.7907 79.07%
Androgen receptor binding + 0.7622 76.22%
Thyroid receptor binding - 0.5956 59.56%
Glucocorticoid receptor binding + 0.6569 65.69%
Aromatase binding + 0.6182 61.82%
PPAR gamma + 0.6826 68.26%
Honey bee toxicity - 0.6625 66.25%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity + 0.5200 52.00%
Fish aquatic toxicity + 0.9416 94.16%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.31% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.36% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 96.87% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.30% 94.45%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.53% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.74% 95.56%
CHEMBL1994 P08235 Mineralocorticoid receptor 91.60% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 91.36% 95.89%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.86% 89.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 90.00% 94.00%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 88.63% 96.00%
CHEMBL1951 P21397 Monoamine oxidase A 88.39% 91.49%
CHEMBL4208 P20618 Proteasome component C5 88.37% 90.00%
CHEMBL3714130 P46095 G-protein coupled receptor 6 87.20% 97.36%
CHEMBL241 Q14432 Phosphodiesterase 3A 86.61% 92.94%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 82.77% 91.24%
CHEMBL2243 O00519 Anandamide amidohydrolase 82.51% 97.53%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 80.15% 86.92%

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.
Bowiea volubilis

Cross-Links

Top
PubChem 162940419
LOTUS LTS0218298
wikiData Q105226647