PlantaeDB Logo
Login Sign-up

[(1R)-1-[(3S,9S,10R,12S,13R,14S,17S)-14-hydroxy-3-[(2R,5R)-4-methoxy-6-methyl-5-[(2S,3S,5S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-10,13-dimethyl-12-phenacyl-1,2,3,4,7,8,9,11,12,15,16,17-dodecahydrocyclopenta[a]phenanthren-17-yl]ethyl] 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 658bee6a-a43a-499b-ada2-5efdd98b02c3
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
IUPAC Name [(1R)-1-[(3S,9S,10R,12S,13R,14S,17S)-14-hydroxy-3-[(2R,5R)-4-methoxy-6-methyl-5-[(2S,3S,5S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-10,13-dimethyl-12-phenacyl-1,2,3,4,7,8,9,11,12,15,16,17-dodecahydrocyclopenta[a]phenanthren-17-yl]ethyl] acetate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C44H64O13/c1-23(53-25(3)46)30-15-17-44(51)31-13-12-27-18-29(14-16-42(27,4)32(31)19-28(43(30,44)5)20-33(47)26-10-8-7-9-11-26)55-36-21-34(52-6)40(24(2)54-36)57-41-39(50)38(49)37(48)35(22-45)56-41/h7-12,23-24,28-32,34-41,45,48-51H,13-22H2,1-6H3/t23-,24?,28+,29+,30-,31?,32+,34?,35?,36+,37-,38?,39+,40-,41+,42+,43-,44+/m1/s1
InChI Key XVANCJMSPAVRPC-XDXNUYJKSA-N
Popularity 2 references in papers

Physical and Chemical Properties

Top
Molecular Formula C44H64O13
Molecular Weight 801.00 g/mol
Exact Mass 800.43469209 g/mol
Topological Polar Surface Area (TPSA) 191.00 Ų
XlogP 3.50
Atomic LogP (AlogP) 3.85
H-Bond Acceptor 13
H-Bond Donor 5
Rotatable Bonds 11

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of [(1R)-1-[(3S,9S,10R,12S,13R,14S,17S)-14-hydroxy-3-[(2R,5R)-4-methoxy-6-methyl-5-[(2S,3S,5S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-10,13-dimethyl-12-phenacyl-1,2,3,4,7,8,9,11,12,15,16,17-dodecahydrocyclopenta[a]phenanthren-17-yl]ethyl] acetate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8556 85.56%
Caco-2 - 0.8726 87.26%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.8714 87.14%
Subcellular localzation Mitochondria 0.7877 78.77%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8498 84.98%
OATP1B3 inhibitior + 0.8970 89.70%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7303 73.03%
BSEP inhibitior + 0.9742 97.42%
P-glycoprotein inhibitior + 0.7603 76.03%
P-glycoprotein substrate + 0.7428 74.28%
CYP3A4 substrate + 0.7325 73.25%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8878 88.78%
CYP3A4 inhibition - 0.7046 70.46%
CYP2C9 inhibition - 0.8976 89.76%
CYP2C19 inhibition - 0.9183 91.83%
CYP2D6 inhibition - 0.9397 93.97%
CYP1A2 inhibition - 0.8724 87.24%
CYP2C8 inhibition + 0.7240 72.40%
CYP inhibitory promiscuity - 0.9417 94.17%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5906 59.06%
Eye corrosion - 0.9910 99.10%
Eye irritation - 0.9147 91.47%
Skin irritation - 0.5166 51.66%
Skin corrosion - 0.9435 94.35%
Ames mutagenesis - 0.5754 57.54%
Human Ether-a-go-go-Related Gene inhibition + 0.8211 82.11%
Micronuclear - 0.7100 71.00%
Hepatotoxicity - 0.7167 71.67%
skin sensitisation - 0.9237 92.37%
Respiratory toxicity + 0.6778 67.78%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.7500 75.00%
Nephrotoxicity - 0.6611 66.11%
Acute Oral Toxicity (c) I 0.5623 56.23%
Estrogen receptor binding + 0.8201 82.01%
Androgen receptor binding + 0.7489 74.89%
Thyroid receptor binding + 0.5323 53.23%
Glucocorticoid receptor binding + 0.7138 71.38%
Aromatase binding + 0.6165 61.65%
PPAR gamma + 0.7717 77.17%
Honey bee toxicity - 0.6365 63.65%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5200 52.00%
Fish aquatic toxicity + 0.9677 96.77%

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 97.75% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.18% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 95.03% 86.33%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 94.39% 94.62%
CHEMBL2581 P07339 Cathepsin D 91.47% 98.95%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 91.13% 95.89%
CHEMBL5028 O14672 ADAM10 90.71% 97.50%
CHEMBL4072 P07858 Cathepsin B 90.22% 93.67%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 90.22% 96.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.19% 97.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.04% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.97% 95.89%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 88.73% 94.08%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.44% 95.56%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 87.53% 85.14%
CHEMBL3359 P21462 Formyl peptide receptor 1 87.32% 93.56%
CHEMBL253 P34972 Cannabinoid CB2 receptor 86.54% 97.25%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 85.80% 94.23%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.53% 89.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 84.69% 97.14%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 83.79% 95.50%
CHEMBL3060 Q9Y345 Glycine transporter 2 82.22% 99.17%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.80% 99.23%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 80.51% 100.00%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 80.15% 89.67%

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 162817562
LOTUS LTS0161738
wikiData Q105342746