PlantaeDB Logo
Login Sign-up

[(1S,2S,5S,6R,7R,9S,10S,18R)-5-acetyloxy-6-(acetyloxymethyl)-18-hydroxy-2,6,10-trimethyl-16-oxo-14-pyridin-3-yl-11,15-dioxatetracyclo[8.8.0.02,7.012,17]octadeca-12(17),13-dien-9-yl] propanoate

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 c83cc972-f95d-4747-88f0-63a8479956b0
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Hydroxysteroids > 1-hydroxysteroids
IUPAC Name [(1S,2S,5S,6R,7R,9S,10S,18R)-5-acetyloxy-6-(acetyloxymethyl)-18-hydroxy-2,6,10-trimethyl-16-oxo-14-pyridin-3-yl-11,15-dioxatetracyclo[8.8.0.02,7.012,17]octadeca-12(17),13-dien-9-yl] propanoate
SMILES (Canonical) CCC(=O)OC1CC2C(CCC(C2(C)COC(=O)C)OC(=O)C)(C3C1(OC4=C(C3O)C(=O)OC(=C4)C5=CN=CC=C5)C)C
SMILES (Isomeric) CCC(=O)O[C@H]1C[C@@H]2[C@](CC[C@@H]([C@@]2(C)COC(=O)C)OC(=O)C)([C@@H]3[C@@]1(OC4=C([C@@H]3O)C(=O)OC(=C4)C5=CN=CC=C5)C)C
InChI InChI=1S/C32H39NO10/c1-7-25(36)42-24-14-22-30(4,11-10-23(40-18(3)35)31(22,5)16-39-17(2)34)28-27(37)26-21(43-32(24,28)6)13-20(41-29(26)38)19-9-8-12-33-15-19/h8-9,12-13,15,22-24,27-28,37H,7,10-11,14,16H2,1-6H3/t22-,23+,24+,27+,28-,30+,31+,32-/m1/s1
InChI Key QWSOOSNDOGGNKE-NIGCWPKYSA-N
Popularity 3 references in papers

Physical and Chemical Properties

Top
Molecular Formula C32H39NO10
Molecular Weight 597.70 g/mol
Exact Mass 597.25739644 g/mol
Topological Polar Surface Area (TPSA) 148.00 Ų
XlogP 2.90
Atomic LogP (AlogP) 4.15
H-Bond Acceptor 11
H-Bond Donor 1
Rotatable Bonds 6

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of [(1S,2S,5S,6R,7R,9S,10S,18R)-5-acetyloxy-6-(acetyloxymethyl)-18-hydroxy-2,6,10-trimethyl-16-oxo-14-pyridin-3-yl-11,15-dioxatetracyclo[8.8.0.02,7.012,17]octadeca-12(17),13-dien-9-yl] propanoate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9207 92.07%
Caco-2 - 0.8037 80.37%
Blood Brain Barrier + 0.6750 67.50%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.8368 83.68%
OATP2B1 inhibitior - 0.8580 85.80%
OATP1B1 inhibitior + 0.8537 85.37%
OATP1B3 inhibitior + 0.8599 85.99%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 0.7000 70.00%
BSEP inhibitior + 1.0000 100.00%
P-glycoprotein inhibitior + 0.8267 82.67%
P-glycoprotein substrate + 0.6142 61.42%
CYP3A4 substrate + 0.7143 71.43%
CYP2C9 substrate - 0.7943 79.43%
CYP2D6 substrate - 0.8451 84.51%
CYP3A4 inhibition - 0.5592 55.92%
CYP2C9 inhibition - 0.7944 79.44%
CYP2C19 inhibition - 0.7170 71.70%
CYP2D6 inhibition - 0.9547 95.47%
CYP1A2 inhibition - 0.5937 59.37%
CYP2C8 inhibition + 0.8710 87.10%
CYP inhibitory promiscuity + 0.5075 50.75%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.6432 64.32%
Eye corrosion - 0.9916 99.16%
Eye irritation - 0.9124 91.24%
Skin irritation - 0.8511 85.11%
Skin corrosion - 0.9624 96.24%
Ames mutagenesis + 0.5600 56.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8418 84.18%
Micronuclear - 0.6000 60.00%
Hepatotoxicity - 0.5577 55.77%
skin sensitisation - 0.9136 91.36%
Respiratory toxicity + 0.8333 83.33%
Reproductive toxicity + 0.7222 72.22%
Mitochondrial toxicity + 0.8000 80.00%
Nephrotoxicity - 0.9230 92.30%
Acute Oral Toxicity (c) III 0.4873 48.73%
Estrogen receptor binding + 0.8337 83.37%
Androgen receptor binding + 0.7101 71.01%
Thyroid receptor binding + 0.5927 59.27%
Glucocorticoid receptor binding + 0.7582 75.82%
Aromatase binding + 0.7306 73.06%
PPAR gamma + 0.7597 75.97%
Honey bee toxicity - 0.6999 69.99%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity + 0.5400 54.00%
Fish aquatic toxicity + 0.9821 98.21%

Targets

Top

Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
CHEMBL4465 O75908 Acyl coenzyme A:cholesterol acyltransferase 2 897 nM
 IC50
 via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL4040 P28482 MAP kinase ERK2 99.11% 83.82%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.34% 91.11%
CHEMBL1806 P11388 DNA topoisomerase II alpha 96.76% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.94% 86.33%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.63% 96.09%
CHEMBL2581 P07339 Cathepsin D 94.20% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.78% 94.45%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 93.25% 85.14%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.13% 97.09%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 90.90% 94.00%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 89.53% 85.30%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 88.63% 92.62%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.99% 95.89%
CHEMBL5028 O14672 ADAM10 86.19% 97.50%
CHEMBL2492 P36544 Neuronal acetylcholine receptor protein alpha-7 subunit 85.11% 88.42%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 84.98% 81.11%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.26% 99.23%
CHEMBL3922 P50579 Methionine aminopeptidase 2 82.42% 97.28%
CHEMBL3060 Q9Y345 Glycine transporter 2 82.09% 99.17%
CHEMBL2094127 P06493 Cyclin-dependent kinase 1/cyclin B 81.70% 96.00%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 80.95% 95.71%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.53% 100.00%
CHEMBL2535 P11166 Glucose transporter 80.39% 98.75%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 80.06% 94.62%

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.
There are no matching plants.

Cross-Links

Top
PubChem 101659303
LOTUS LTS0213532
wikiData Q105229368