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(2S,3R,4S,5S,6R)-2-[(2R,3S,4R,5R,6R)-5-hydroxy-6-[[(3S,8R,9S,10R,13S,14S,17R)-17-hydroxy-17-[(1S)-1-hydroxyethyl]-10,13-dimethyl-1,2,3,4,7,8,9,11,12,14,15,16-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

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Internal ID 6e043df6-0786-461d-9230-00bc557aa349
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
IUPAC Name (2S,3R,4S,5S,6R)-2-[(2R,3S,4R,5R,6R)-5-hydroxy-6-[[(3S,8R,9S,10R,13S,14S,17R)-17-hydroxy-17-[(1S)-1-hydroxyethyl]-10,13-dimethyl-1,2,3,4,7,8,9,11,12,14,15,16-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/c1-16-28(46-30-26(39)25(38)24(37)23(15-35)45-30)29(42-5)27(40)31(43-16)44-19-8-11-32(3)18(14-19)6-7-20-21(32)9-12-33(4)22(20)10-13-34(33,41)17(2)36/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+/m1/s1
InChI Key XOHKBECHOLAGQS-OEYRCQJNSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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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

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There are no found synonyms.

2D Structure

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

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7744 77.44%
Caco-2 - 0.8808 88.08%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.6980 69.80%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8756 87.56%
OATP1B3 inhibitior + 0.8814 88.14%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.7000 70.00%
BSEP inhibitior - 0.5760 57.60%
P-glycoprotein inhibitior + 0.6517 65.17%
P-glycoprotein substrate + 0.5266 52.66%
CYP3A4 substrate + 0.7088 70.88%
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 + 0.6379 63.79%
CYP inhibitory promiscuity - 0.9361 93.61%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6126 61.26%
Eye corrosion - 0.9901 99.01%
Eye irritation - 0.9359 93.59%
Skin irritation - 0.5197 51.97%
Skin corrosion - 0.9449 94.49%
Ames mutagenesis - 0.8470 84.70%
Human Ether-a-go-go-Related Gene inhibition + 0.6899 68.99%
Micronuclear - 0.8200 82.00%
Hepatotoxicity - 0.7750 77.50%
skin sensitisation - 0.9172 91.72%
Respiratory toxicity + 0.7667 76.67%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.6250 62.50%
Nephrotoxicity - 0.9077 90.77%
Acute Oral Toxicity (c) I 0.4578 45.78%
Estrogen receptor binding + 0.7153 71.53%
Androgen receptor binding + 0.7635 76.35%
Thyroid receptor binding - 0.6302 63.02%
Glucocorticoid receptor binding - 0.4685 46.85%
Aromatase binding + 0.6732 67.32%
PPAR gamma + 0.6141 61.41%
Honey bee toxicity - 0.6601 66.01%
Biodegradation - 0.6750 67.50%
Crustacea aquatic toxicity - 0.6700 67.00%
Fish aquatic toxicity + 0.8564 85.64%

Targets

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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 98.97% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.83% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.37% 97.25%
CHEMBL2581 P07339 Cathepsin D 92.48% 98.95%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 92.06% 95.89%
CHEMBL1937 Q92769 Histone deacetylase 2 91.16% 94.75%
CHEMBL1994 P08235 Mineralocorticoid receptor 90.82% 100.00%
CHEMBL226 P30542 Adenosine A1 receptor 90.69% 95.93%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.47% 97.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.55% 95.89%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 87.88% 85.14%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 87.66% 89.05%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.98% 86.33%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 84.76% 94.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.73% 89.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 83.40% 94.45%
CHEMBL3359 P21462 Formyl peptide receptor 1 83.03% 93.56%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.02% 100.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.82% 97.14%

Plants that contains it

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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.
Periploca sepium

Cross-Links

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PubChem 51035054
LOTUS LTS0183646
wikiData Q105337754