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(2R,3R,4S,5S,6R)-2-[[(1R,3R,8S,9S,10R,13S,14S,16S,17R)-16-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-3-hydroxy-17-[(2S,3S)-3-hydroxy-6-methylheptan-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-1-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 d3d020ef-0772-4af2-a8cf-6779608ce5a4
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
IUPAC Name (2R,3R,4S,5S,6R)-2-[[(1R,3R,8S,9S,10R,13S,14S,16S,17R)-16-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-3-hydroxy-17-[(2S,3S)-3-hydroxy-6-methylheptan-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-1-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C38H64O13/c1-18(2)6-9-25(42)19(3)29-26(49-35-33(46)38(47,16-40)17-48-35)14-24-22-8-7-20-12-21(41)13-28(37(20,5)23(22)10-11-36(24,29)4)51-34-32(45)31(44)30(43)27(15-39)50-34/h7,18-19,21-35,39-47H,6,8-17H2,1-5H3/t19-,21-,22-,23+,24+,25+,26+,27-,28-,29+,30-,31+,32-,33+,34+,35+,36+,37+,38-/m1/s1
InChI Key XSPBMOFJOKLELH-SVRHAVGBSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C38H64O13
Molecular Weight 728.90 g/mol
Exact Mass 728.43469209 g/mol
Topological Polar Surface Area (TPSA) 219.00 Ų
XlogP 1.90
Atomic LogP (AlogP) 0.59
H-Bond Acceptor 13
H-Bond Donor 9
Rotatable Bonds 11

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2R,3R,4S,5S,6R)-2-[[(1R,3R,8S,9S,10R,13S,14S,16S,17R)-16-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-3-hydroxy-17-[(2S,3S)-3-hydroxy-6-methylheptan-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-1-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 + 0.7984 79.84%
Caco-2 - 0.8733 87.33%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.7868 78.68%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8770 87.70%
OATP1B3 inhibitior + 0.8420 84.20%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.5250 52.50%
BSEP inhibitior - 0.4941 49.41%
P-glycoprotein inhibitior + 0.6999 69.99%
P-glycoprotein substrate + 0.6506 65.06%
CYP3A4 substrate + 0.7452 74.52%
CYP2C9 substrate - 0.7890 78.90%
CYP2D6 substrate - 0.8406 84.06%
CYP3A4 inhibition - 0.9192 91.92%
CYP2C9 inhibition - 0.8672 86.72%
CYP2C19 inhibition - 0.9114 91.14%
CYP2D6 inhibition - 0.9274 92.74%
CYP1A2 inhibition - 0.9034 90.34%
CYP2C8 inhibition + 0.7355 73.55%
CYP inhibitory promiscuity - 0.9212 92.12%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5118 51.18%
Eye corrosion - 0.9891 98.91%
Eye irritation - 0.9221 92.21%
Skin irritation - 0.5656 56.56%
Skin corrosion - 0.9409 94.09%
Ames mutagenesis - 0.7637 76.37%
Human Ether-a-go-go-Related Gene inhibition + 0.7887 78.87%
Micronuclear - 0.8700 87.00%
Hepatotoxicity - 0.5728 57.28%
skin sensitisation - 0.9000 90.00%
Respiratory toxicity + 0.7444 74.44%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity - 0.5625 56.25%
Nephrotoxicity - 0.8588 85.88%
Acute Oral Toxicity (c) III 0.5014 50.14%
Estrogen receptor binding + 0.7176 71.76%
Androgen receptor binding + 0.7447 74.47%
Thyroid receptor binding - 0.5992 59.92%
Glucocorticoid receptor binding - 0.5106 51.06%
Aromatase binding + 0.6617 66.17%
PPAR gamma + 0.6592 65.92%
Honey bee toxicity - 0.6615 66.15%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.6400 64.00%
Fish aquatic toxicity + 0.9382 93.82%

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
CHEMBL226 P30542 Adenosine A1 receptor 99.64% 95.93%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.40% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 97.33% 97.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.65% 91.11%
CHEMBL2581 P07339 Cathepsin D 93.65% 98.95%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 93.46% 95.89%
CHEMBL221 P23219 Cyclooxygenase-1 93.29% 90.17%
CHEMBL1994 P08235 Mineralocorticoid receptor 92.84% 100.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 91.07% 97.25%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.80% 89.00%
CHEMBL333 P08253 Matrix metalloproteinase-2 90.49% 96.31%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 90.33% 97.14%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.50% 86.33%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.64% 94.45%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 86.93% 92.88%
CHEMBL4227 P25090 Lipoxin A4 receptor 85.78% 100.00%
CHEMBL4581 P52732 Kinesin-like protein 1 85.55% 93.18%
CHEMBL3359 P21462 Formyl peptide receptor 1 85.41% 93.56%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 85.27% 96.00%
CHEMBL4073 P09237 Matrix metalloproteinase 7 84.72% 97.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.04% 95.89%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 84.01% 94.08%
CHEMBL3401 O75469 Pregnane X receptor 83.87% 94.73%
CHEMBL332 P03956 Matrix metalloproteinase-1 83.12% 94.50%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 82.49% 89.67%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 82.12% 91.03%
CHEMBL2959 Q08881 Tyrosine-protein kinase ITK/TSK 80.62% 95.00%

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.
There are no matching plants.

Cross-Links

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PubChem 10628725
LOTUS LTS0023925
wikiData Q105341148