PlantaeDB Logo
Login Sign-up

3-[(1S,3R,5S,7R,9S,10S,12R,14R,15S,18R,19R,22S,23R)-9,10,22-trihydroxy-14-(hydroxymethyl)-7,18-dimethyl-4,6,11-trioxahexacyclo[12.11.0.03,12.05,10.015,23.018,22]pentacosan-19-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

Top
Internal ID 5be08a5f-01b4-438d-a7df-0922c5918804
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Cardenolides and derivatives > Cardenolide glycosides and derivatives
IUPAC Name 3-[(1S,3R,5S,7R,9S,10S,12R,14R,15S,18R,19R,22S,23R)-9,10,22-trihydroxy-14-(hydroxymethyl)-7,18-dimethyl-4,6,11-trioxahexacyclo[12.11.0.03,12.05,10.015,23.018,22]pentacosan-19-yl]-2H-furan-5-one
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C29H42O9/c1-15-9-23(31)29(34)25(36-15)37-21-11-17-3-4-20-19(27(17,14-30)12-22(21)38-29)5-7-26(2)18(6-8-28(20,26)33)16-10-24(32)35-13-16/h10,15,17-23,25,30-31,33-34H,3-9,11-14H2,1-2H3/t15-,17+,18-,19+,20-,21-,22-,23+,25+,26-,27-,28+,29+/m1/s1
InChI Key KPQGUDYPIYTZAX-NYVHBPEFSA-N
Popularity 2 references in papers

Physical and Chemical Properties

Top
Molecular Formula C29H42O9
Molecular Weight 534.60 g/mol
Exact Mass 534.28288291 g/mol
Topological Polar Surface Area (TPSA) 135.00 Ų
XlogP 1.10
Atomic LogP (AlogP) 1.79
H-Bond Acceptor 9
H-Bond Donor 4
Rotatable Bonds 2

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of 3-[(1S,3R,5S,7R,9S,10S,12R,14R,15S,18R,19R,22S,23R)-9,10,22-trihydroxy-14-(hydroxymethyl)-7,18-dimethyl-4,6,11-trioxahexacyclo[12.11.0.03,12.05,10.015,23.018,22]pentacosan-19-yl]-2H-furan-5-one

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9246 92.46%
Caco-2 - 0.7995 79.95%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.8518 85.18%
OATP2B1 inhibitior - 0.5906 59.06%
OATP1B1 inhibitior + 0.8910 89.10%
OATP1B3 inhibitior + 0.9543 95.43%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.6501 65.01%
P-glycoprotein inhibitior - 0.4885 48.85%
P-glycoprotein substrate + 0.7274 72.74%
CYP3A4 substrate + 0.7134 71.34%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9004 90.04%
CYP3A4 inhibition - 0.8715 87.15%
CYP2C9 inhibition - 0.9350 93.50%
CYP2C19 inhibition - 0.9281 92.81%
CYP2D6 inhibition - 0.9369 93.69%
CYP1A2 inhibition - 0.9066 90.66%
CYP2C8 inhibition - 0.5739 57.39%
CYP inhibitory promiscuity - 0.9585 95.85%
UGT catelyzed - 0.7000 70.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5004 50.04%
Eye corrosion - 0.9915 99.15%
Eye irritation - 0.9470 94.70%
Skin irritation + 0.5058 50.58%
Skin corrosion - 0.9415 94.15%
Ames mutagenesis - 0.5700 57.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7220 72.20%
Micronuclear - 0.8900 89.00%
Hepatotoxicity - 0.5125 51.25%
skin sensitisation - 0.9150 91.50%
Respiratory toxicity + 0.8889 88.89%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity + 0.5875 58.75%
Nephrotoxicity - 0.7200 72.00%
Acute Oral Toxicity (c) I 0.7939 79.39%
Estrogen receptor binding + 0.7705 77.05%
Androgen receptor binding + 0.8074 80.74%
Thyroid receptor binding - 0.5481 54.81%
Glucocorticoid receptor binding + 0.5978 59.78%
Aromatase binding + 0.7186 71.86%
PPAR gamma + 0.5314 53.14%
Honey bee toxicity - 0.7208 72.08%
Biodegradation - 0.6250 62.50%
Crustacea aquatic toxicity - 0.5200 52.00%
Fish aquatic toxicity + 0.9534 95.34%

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 98.23% 96.09%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 96.39% 96.77%
CHEMBL1994 P08235 Mineralocorticoid receptor 96.37% 100.00%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.48% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.14% 94.45%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.55% 86.33%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 93.29% 82.69%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.40% 97.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 91.06% 97.25%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.83% 95.56%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 87.43% 85.14%
CHEMBL2581 P07339 Cathepsin D 86.81% 98.95%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.38% 95.89%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 85.95% 93.04%
CHEMBL1871 P10275 Androgen Receptor 84.22% 96.43%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.70% 97.14%
CHEMBL2140 P48775 Tryptophan 2,3-dioxygenase 82.94% 98.46%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 82.31% 96.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.34% 89.00%
CHEMBL4208 P20618 Proteasome component C5 81.13% 90.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.04% 94.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.18% 99.23%

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.
Asclepias vestita

Cross-Links

Top
PubChem 9958772
LOTUS LTS0273405
wikiData Q105144321