PlantaeDB Logo
Login Sign-up

[(3R,5S,7R,9S,10S,12R,14S,15S,18R,19R,20R,22S,23R)-20-acetyloxy-14-formyl-10,22-dihydroxy-7,18-dimethyl-19-(5-oxo-2H-furan-3-yl)-4,6,11-trioxahexacyclo[12.11.0.03,12.05,10.015,23.018,22]pentacos-1(25)-en-9-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 5641f05c-1521-49cd-ae52-c8152287d09f
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid esters
IUPAC Name [(3R,5S,7R,9S,10S,12R,14S,15S,18R,19R,20R,22S,23R)-20-acetyloxy-14-formyl-10,22-dihydroxy-7,18-dimethyl-19-(5-oxo-2H-furan-3-yl)-4,6,11-trioxahexacyclo[12.11.0.03,12.05,10.015,23.018,22]pentacos-1(25)-en-9-yl] acetate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C33H42O12/c1-16-9-26(43-18(3)36)33(39)29(41-16)44-23-11-20-5-6-22-21(31(20,15-34)12-24(23)45-33)7-8-30(4)28(19-10-27(37)40-14-19)25(42-17(2)35)13-32(22,30)38/h5,10,15-16,21-26,28-29,38-39H,6-9,11-14H2,1-4H3/t16-,21+,22-,23-,24-,25-,26+,28+,29+,30-,31-,32+,33+/m1/s1
InChI Key RXIJRFPUSVOGIV-KUMYXRLTSA-N
Popularity 2 references in papers

Physical and Chemical Properties

Top
Molecular Formula C33H42O12
Molecular Weight 630.70 g/mol
Exact Mass 630.26762677 g/mol
Topological Polar Surface Area (TPSA) 164.00 Ų
XlogP 0.50
Atomic LogP (AlogP) 2.03
H-Bond Acceptor 12
H-Bond Donor 2
Rotatable Bonds 4

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of [(3R,5S,7R,9S,10S,12R,14S,15S,18R,19R,20R,22S,23R)-20-acetyloxy-14-formyl-10,22-dihydroxy-7,18-dimethyl-19-(5-oxo-2H-furan-3-yl)-4,6,11-trioxahexacyclo[12.11.0.03,12.05,10.015,23.018,22]pentacos-1(25)-en-9-yl] acetate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9828 98.28%
Caco-2 - 0.8363 83.63%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.8956 89.56%
OATP2B1 inhibitior - 0.7174 71.74%
OATP1B1 inhibitior + 0.8359 83.59%
OATP1B3 inhibitior + 0.9571 95.71%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.7864 78.64%
BSEP inhibitior + 0.9027 90.27%
P-glycoprotein inhibitior + 0.7741 77.41%
P-glycoprotein substrate + 0.7369 73.69%
CYP3A4 substrate + 0.7419 74.19%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9018 90.18%
CYP3A4 inhibition - 0.8101 81.01%
CYP2C9 inhibition - 0.9017 90.17%
CYP2C19 inhibition - 0.9584 95.84%
CYP2D6 inhibition - 0.9526 95.26%
CYP1A2 inhibition - 0.9080 90.80%
CYP2C8 inhibition + 0.7619 76.19%
CYP inhibitory promiscuity - 0.9324 93.24%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Danger 0.4441 44.41%
Eye corrosion - 0.9900 99.00%
Eye irritation - 0.9278 92.78%
Skin irritation + 0.6046 60.46%
Skin corrosion - 0.9319 93.19%
Ames mutagenesis - 0.5200 52.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4577 45.77%
Micronuclear - 0.7300 73.00%
Hepatotoxicity + 0.5750 57.50%
skin sensitisation - 0.9241 92.41%
Respiratory toxicity + 0.8222 82.22%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.8375 83.75%
Nephrotoxicity + 0.6946 69.46%
Acute Oral Toxicity (c) I 0.8516 85.16%
Estrogen receptor binding + 0.8081 80.81%
Androgen receptor binding + 0.7735 77.35%
Thyroid receptor binding - 0.5142 51.42%
Glucocorticoid receptor binding + 0.7634 76.34%
Aromatase binding + 0.6897 68.97%
PPAR gamma + 0.6632 66.32%
Honey bee toxicity - 0.6091 60.91%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.5600 56.00%
Fish aquatic toxicity + 0.9856 98.56%

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 98.07% 96.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 95.40% 100.00%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.78% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.39% 86.33%
CHEMBL1937 Q92769 Histone deacetylase 2 92.05% 94.75%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 91.53% 93.40%
CHEMBL5608 Q16288 NT-3 growth factor receptor 91.38% 95.89%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 90.50% 94.80%
CHEMBL253 P34972 Cannabinoid CB2 receptor 90.28% 97.25%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.49% 95.56%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 87.10% 97.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.76% 97.09%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 85.57% 85.30%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 85.49% 97.14%
CHEMBL340 P08684 Cytochrome P450 3A4 85.48% 91.19%
CHEMBL3922 P50579 Methionine aminopeptidase 2 85.25% 97.28%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 85.05% 94.45%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.85% 89.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 83.85% 91.07%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 83.15% 95.89%
CHEMBL5028 O14672 ADAM10 82.40% 97.50%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 81.99% 85.14%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 81.52% 93.04%
CHEMBL5255 O00206 Toll-like receptor 4 81.43% 92.50%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.41% 99.23%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 81.17% 96.77%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 81.05% 82.69%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.47% 94.00%

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.
Asclepias vestita

Cross-Links

Top
PubChem 162934390
LOTUS LTS0175431
wikiData Q105247043