PlantaeDB Logo
Login Sign-up

[17-Acetyl-3-(4,5-dihydroxy-6-methyloxan-2-yl)oxy-8,14,17-trihydroxy-10,13-dimethyl-1,2,3,4,7,9,11,12,15,16-decahydrocyclopenta[a]phenanthren-12-yl] 3-phenylprop-2-enoate

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 5027bbf6-d30e-4eff-8477-2dd876bea461
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
IUPAC Name [17-acetyl-3-(4,5-dihydroxy-6-methyloxan-2-yl)oxy-8,14,17-trihydroxy-10,13-dimethyl-1,2,3,4,7,9,11,12,15,16-decahydrocyclopenta[a]phenanthren-12-yl] 3-phenylprop-2-enoate
SMILES (Canonical) CC1C(C(CC(O1)OC2CCC3(C4CC(C5(C(CCC5(C4(CC=C3C2)O)O)(C(=O)C)O)C)OC(=O)C=CC6=CC=CC=C6)C)O)O
SMILES (Isomeric) CC1C(C(CC(O1)OC2CCC3(C4CC(C5(C(CCC5(C4(CC=C3C2)O)O)(C(=O)C)O)C)OC(=O)C=CC6=CC=CC=C6)C)O)O
InChI InChI=1S/C36H48O10/c1-21-31(40)26(38)19-30(44-21)45-25-13-14-32(3)24(18-25)12-15-35(42)27(32)20-28(46-29(39)11-10-23-8-6-5-7-9-23)33(4)34(41,22(2)37)16-17-36(33,35)43/h5-12,21,25-28,30-31,38,40-43H,13-20H2,1-4H3
InChI Key PIWUFWOLNMAXSJ-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C36H48O10
Molecular Weight 640.80 g/mol
Exact Mass 640.32474772 g/mol
Topological Polar Surface Area (TPSA) 163.00 Ų
XlogP 2.20
Atomic LogP (AlogP) 2.98
H-Bond Acceptor 10
H-Bond Donor 5
Rotatable Bonds 6

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of [17-Acetyl-3-(4,5-dihydroxy-6-methyloxan-2-yl)oxy-8,14,17-trihydroxy-10,13-dimethyl-1,2,3,4,7,9,11,12,15,16-decahydrocyclopenta[a]phenanthren-12-yl] 3-phenylprop-2-enoate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9270 92.70%
Caco-2 - 0.8579 85.79%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.7430 74.30%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8608 86.08%
OATP1B3 inhibitior + 0.8621 86.21%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.7374 73.74%
BSEP inhibitior + 0.9847 98.47%
P-glycoprotein inhibitior + 0.7321 73.21%
P-glycoprotein substrate + 0.6801 68.01%
CYP3A4 substrate + 0.7277 72.77%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8919 89.19%
CYP3A4 inhibition - 0.6476 64.76%
CYP2C9 inhibition - 0.8618 86.18%
CYP2C19 inhibition - 0.8623 86.23%
CYP2D6 inhibition - 0.9230 92.30%
CYP1A2 inhibition - 0.7016 70.16%
CYP2C8 inhibition + 0.7612 76.12%
CYP inhibitory promiscuity - 0.9435 94.35%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6234 62.34%
Eye corrosion - 0.9924 99.24%
Eye irritation - 0.9286 92.86%
Skin irritation + 0.5532 55.32%
Skin corrosion - 0.9243 92.43%
Ames mutagenesis - 0.7070 70.70%
Human Ether-a-go-go-Related Gene inhibition + 0.7613 76.13%
Micronuclear - 0.6800 68.00%
Hepatotoxicity - 0.5791 57.91%
skin sensitisation - 0.8678 86.78%
Respiratory toxicity + 0.6889 68.89%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.9125 91.25%
Nephrotoxicity - 0.9012 90.12%
Acute Oral Toxicity (c) I 0.4840 48.40%
Estrogen receptor binding + 0.8104 81.04%
Androgen receptor binding + 0.7682 76.82%
Thyroid receptor binding - 0.4875 48.75%
Glucocorticoid receptor binding + 0.7675 76.75%
Aromatase binding + 0.6164 61.64%
PPAR gamma + 0.6806 68.06%
Honey bee toxicity - 0.6931 69.31%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.6200 62.00%
Fish aquatic toxicity + 0.9927 99.27%

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
CHEMBL1293249 Q13887 Kruppel-like factor 5 97.77% 86.33%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.45% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.36% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.54% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 95.06% 89.00%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 92.42% 96.00%
CHEMBL4040 P28482 MAP kinase ERK2 91.54% 83.82%
CHEMBL2581 P07339 Cathepsin D 91.40% 98.95%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 91.20% 95.50%
CHEMBL5028 O14672 ADAM10 89.13% 97.50%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 88.72% 91.07%
CHEMBL5805 Q9NR97 Toll-like receptor 8 88.52% 96.25%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 87.68% 85.14%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.41% 97.09%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 84.98% 94.62%
CHEMBL4227 P25090 Lipoxin A4 receptor 84.00% 100.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.75% 100.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.51% 99.23%
CHEMBL1163125 O60885 Bromodomain-containing protein 4 82.13% 97.31%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 82.12% 97.33%
CHEMBL226 P30542 Adenosine A1 receptor 81.59% 95.93%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.20% 95.89%

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.
Cynanchum auriculatum

Cross-Links

Top
PubChem 77915990
LOTUS LTS0204523
wikiData Q105209762