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(2R,3R,4S,5R,6R)-2-[(1S,2S,4S,4'S,5'R,6R,7S,8R,9S,12S,13R,14R,16R)-16-hydroxy-5',7,9,13-tetramethyl-4'-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxane]-14-yl]oxy-6-methyloxane-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 6464eb36-2074-4ed0-959f-56dd449ea872
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
IUPAC Name (2R,3R,4S,5R,6R)-2-[(1S,2S,4S,4'S,5'R,6R,7S,8R,9S,12S,13R,14R,16R)-16-hydroxy-5',7,9,13-tetramethyl-4'-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxane]-14-yl]oxy-6-methyloxane-3,4,5-triol
SMILES (Canonical) CC1COC2(CC1OC3C(C(C(C(O3)CO)O)O)O)C(C4C(O2)CC5C4(CCC6C5CC=C7C6(C(CC(C7)O)OC8C(C(C(C(O8)C)O)O)O)C)C)C
SMILES (Isomeric) C[C@@H]1CO[C@@]2(C[C@@H]1O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)[C@H]([C@H]4[C@@H](O2)C[C@@H]5[C@@]4(CC[C@H]6[C@H]5CC=C7[C@@]6([C@@H](C[C@@H](C7)O)O[C@H]8[C@@H]([C@H]([C@H]([C@H](O8)C)O)O)O)C)C)C
InChI InChI=1S/C39H62O14/c1-16-15-48-39(13-25(16)50-36-34(47)32(45)30(43)26(14-40)51-36)17(2)28-24(53-39)12-23-21-7-6-19-10-20(41)11-27(38(19,5)22(21)8-9-37(23,28)4)52-35-33(46)31(44)29(42)18(3)49-35/h6,16-18,20-36,40-47H,7-15H2,1-5H3/t16-,17+,18-,20-,21-,22+,23+,24+,25+,26-,27-,28+,29+,30-,31+,32+,33-,34-,35+,36-,37+,38+,39-/m1/s1
InChI Key ZYKIDZRKVIRJOT-QUDQJOPTSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C39H62O14
Molecular Weight 754.90 g/mol
Exact Mass 754.41395665 g/mol
Topological Polar Surface Area (TPSA) 217.00 Ų
XlogP 1.00
Atomic LogP (AlogP) 0.33
H-Bond Acceptor 14
H-Bond Donor 8
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2R,3R,4S,5R,6R)-2-[(1S,2S,4S,4'S,5'R,6R,7S,8R,9S,12S,13R,14R,16R)-16-hydroxy-5',7,9,13-tetramethyl-4'-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxane]-14-yl]oxy-6-methyloxane-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 + 0.7571 75.71%
Caco-2 - 0.8816 88.16%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.7376 73.76%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8722 87.22%
OATP1B3 inhibitior + 0.8994 89.94%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.5500 55.00%
BSEP inhibitior - 0.7069 70.69%
P-glycoprotein inhibitior + 0.7123 71.23%
P-glycoprotein substrate + 0.5384 53.84%
CYP3A4 substrate + 0.7536 75.36%
CYP2C9 substrate - 0.8054 80.54%
CYP2D6 substrate - 0.8216 82.16%
CYP3A4 inhibition - 0.9268 92.68%
CYP2C9 inhibition - 0.9182 91.82%
CYP2C19 inhibition - 0.9234 92.34%
CYP2D6 inhibition - 0.9343 93.43%
CYP1A2 inhibition - 0.9102 91.02%
CYP2C8 inhibition + 0.7701 77.01%
CYP inhibitory promiscuity - 0.9302 93.02%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5116 51.16%
Eye corrosion - 0.9898 98.98%
Eye irritation - 0.9204 92.04%
Skin irritation + 0.4929 49.29%
Skin corrosion - 0.9426 94.26%
Ames mutagenesis - 0.8270 82.70%
Human Ether-a-go-go-Related Gene inhibition + 0.7471 74.71%
Micronuclear - 0.8700 87.00%
Hepatotoxicity - 0.7695 76.95%
skin sensitisation - 0.9214 92.14%
Respiratory toxicity + 0.7556 75.56%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.5375 53.75%
Nephrotoxicity - 0.8033 80.33%
Acute Oral Toxicity (c) I 0.5904 59.04%
Estrogen receptor binding + 0.7466 74.66%
Androgen receptor binding + 0.7293 72.93%
Thyroid receptor binding - 0.6047 60.47%
Glucocorticoid receptor binding - 0.4940 49.40%
Aromatase binding + 0.6640 66.40%
PPAR gamma + 0.6742 67.42%
Honey bee toxicity - 0.5775 57.75%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5200 52.00%
Fish aquatic toxicity + 0.9176 91.76%

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 98.25% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.74% 91.11%
CHEMBL226 P30542 Adenosine A1 receptor 95.40% 95.93%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.19% 97.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 94.25% 100.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 92.55% 95.89%
CHEMBL218 P21554 Cannabinoid CB1 receptor 91.05% 96.61%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.84% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.50% 89.00%
CHEMBL221 P23219 Cyclooxygenase-1 85.57% 90.17%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 84.72% 94.00%
CHEMBL3359 P21462 Formyl peptide receptor 1 83.68% 93.56%
CHEMBL2581 P07339 Cathepsin D 83.29% 98.95%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 83.11% 89.05%
CHEMBL241 Q14432 Phosphodiesterase 3A 82.42% 92.94%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 82.34% 95.50%
CHEMBL253 P34972 Cannabinoid CB2 receptor 82.05% 97.25%
CHEMBL259 P32245 Melanocortin receptor 4 81.86% 95.38%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 81.64% 93.04%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.42% 95.89%
CHEMBL1871 P10275 Androgen Receptor 80.66% 96.43%
CHEMBL5255 O00206 Toll-like receptor 4 80.07% 92.50%

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.
Dracaena surculosa

Cross-Links

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PubChem 10652669
LOTUS LTS0163271
wikiData Q105386223