PlantaeDB Logo
Login Sign-up

(2R,4S,5S)-2-[(3S,4R,6R)-5-hydroxy-6-[[(3S,10R,13R,14S,17S)-14-hydroxy-17-(1-hydroxyethyl)-10,13-dimethyl-1,2,3,4,7,8,9,11,12,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-yl]oxy]-4-methoxy-2-methyloxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol

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 e7e5fd44-847d-4eb9-a8ec-36b9ac4af081
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
IUPAC Name (2R,4S,5S)-2-[(3S,4R,6R)-5-hydroxy-6-[[(3S,10R,13R,14S,17S)-14-hydroxy-17-(1-hydroxyethyl)-10,13-dimethyl-1,2,3,4,7,8,9,11,12,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-yl]oxy]-4-methoxy-2-methyloxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C34H56O12/c1-16(36)20-10-13-34(41)22-7-6-18-14-19(8-11-32(18,3)21(22)9-12-33(20,34)4)44-31-27(40)29(42-5)28(17(2)43-31)46-30-26(39)25(38)24(37)23(15-35)45-30/h6,16-17,19-31,35-41H,7-15H2,1-5H3/t16?,17?,19-,20+,21?,22?,23?,24+,25-,26?,27?,28-,29+,30+,31-,32-,33+,34-/m0/s1
InChI Key XEKKWMHPFPMIRF-NNPZMTEISA-N
Popularity 2 references in papers

Physical and Chemical Properties

Top
Molecular Formula C34H56O12
Molecular Weight 656.80 g/mol
Exact Mass 656.37717722 g/mol
Topological Polar Surface Area (TPSA) 188.00 Ų
XlogP 0.80
Atomic LogP (AlogP) 0.75
H-Bond Acceptor 12
H-Bond Donor 7
Rotatable Bonds 7

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of (2R,4S,5S)-2-[(3S,4R,6R)-5-hydroxy-6-[[(3S,10R,13R,14S,17S)-14-hydroxy-17-(1-hydroxyethyl)-10,13-dimethyl-1,2,3,4,7,8,9,11,12,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-yl]oxy]-4-methoxy-2-methyloxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7744 77.44%
Caco-2 - 0.8772 87.72%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.6980 69.80%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8723 87.23%
OATP1B3 inhibitior + 0.8814 88.14%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.7000 70.00%
BSEP inhibitior - 0.7682 76.82%
P-glycoprotein inhibitior + 0.6469 64.69%
P-glycoprotein substrate + 0.5464 54.64%
CYP3A4 substrate + 0.7084 70.84%
CYP2C9 substrate - 0.7965 79.65%
CYP2D6 substrate - 0.8459 84.59%
CYP3A4 inhibition - 0.9392 93.92%
CYP2C9 inhibition - 0.9120 91.20%
CYP2C19 inhibition - 0.9213 92.13%
CYP2D6 inhibition - 0.9425 94.25%
CYP1A2 inhibition - 0.9047 90.47%
CYP2C8 inhibition + 0.6044 60.44%
CYP inhibitory promiscuity - 0.9361 93.61%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6126 61.26%
Eye corrosion - 0.9901 99.01%
Eye irritation - 0.9350 93.50%
Skin irritation - 0.5197 51.97%
Skin corrosion - 0.9449 94.49%
Ames mutagenesis - 0.7754 77.54%
Human Ether-a-go-go-Related Gene inhibition + 0.6887 68.87%
Micronuclear - 0.8200 82.00%
Hepatotoxicity - 0.8000 80.00%
skin sensitisation - 0.9172 91.72%
Respiratory toxicity + 0.7222 72.22%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.6250 62.50%
Nephrotoxicity - 0.9174 91.74%
Acute Oral Toxicity (c) I 0.4578 45.78%
Estrogen receptor binding + 0.7350 73.50%
Androgen receptor binding + 0.7450 74.50%
Thyroid receptor binding - 0.6290 62.90%
Glucocorticoid receptor binding + 0.5400 54.00%
Aromatase binding + 0.6662 66.62%
PPAR gamma + 0.6109 61.09%
Honey bee toxicity - 0.6971 69.71%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.7000 70.00%
Fish aquatic toxicity + 0.8564 85.64%

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 99.04% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.32% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 98.25% 97.25%
CHEMBL2581 P07339 Cathepsin D 94.88% 98.95%
CHEMBL226 P30542 Adenosine A1 receptor 93.63% 95.93%
CHEMBL5608 Q16288 NT-3 growth factor receptor 91.85% 95.89%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 91.54% 85.14%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 90.93% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 90.35% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.97% 97.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.16% 86.33%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.80% 94.45%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.38% 89.00%
CHEMBL3359 P21462 Formyl peptide receptor 1 82.32% 93.56%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.31% 94.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.40% 97.14%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.94% 92.62%

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 163015568
LOTUS LTS0041246
wikiData Q105326392