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[(2R,3S,4R,5S)-3-[(2S,3R,4S,5R)-4,5-dihydroxy-3-methoxyoxan-2-yl]oxy-5-hydroxy-2-[(2R,6R)-2-methyl-3-methylidene-6-[(3S,5S,6S,8S,9R,10S,13R,14S,15R,17R)-3,6,8,15-tetrahydroxy-10,13-dimethyl-1,2,3,4,5,6,7,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]heptoxy]oxan-4-yl] hydrogen sulfate

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 65fcbb15-c776-4fa8-a7b1-26aaf860c89e
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
IUPAC Name [(2R,3S,4R,5S)-3-[(2S,3R,4S,5R)-4,5-dihydroxy-3-methoxyoxan-2-yl]oxy-5-hydroxy-2-[(2R,6R)-2-methyl-3-methylidene-6-[(3S,5S,6S,8S,9R,10S,13R,14S,15R,17R)-3,6,8,15-tetrahydroxy-10,13-dimethyl-1,2,3,4,5,6,7,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]heptoxy]oxan-4-yl] hydrogen sulfate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C39H66O16S/c1-19(21(3)16-51-35-33(31(28(44)18-52-35)55-56(47,48)49)54-36-32(50-6)30(45)27(43)17-53-36)7-8-20(2)23-14-25(41)34-38(23,5)12-10-29-37(4)11-9-22(40)13-24(37)26(42)15-39(29,34)46/h20-36,40-46H,1,7-18H2,2-6H3,(H,47,48,49)/t20-,21+,22+,23-,24-,25-,26+,27-,28+,29-,30+,31-,32-,33+,34-,35-,36+,37+,38-,39+/m1/s1
InChI Key LTFBZCFWCYEUOU-JUCUHGNGSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C39H66O16S
Molecular Weight 823.00 g/mol
Exact Mass 822.40715719 g/mol
Topological Polar Surface Area (TPSA) 260.00 Ų
XlogP 1.40
Atomic LogP (AlogP) 1.07
H-Bond Acceptor 15
H-Bond Donor 8
Rotatable Bonds 13

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2R,3S,4R,5S)-3-[(2S,3R,4S,5R)-4,5-dihydroxy-3-methoxyoxan-2-yl]oxy-5-hydroxy-2-[(2R,6R)-2-methyl-3-methylidene-6-[(3S,5S,6S,8S,9R,10S,13R,14S,15R,17R)-3,6,8,15-tetrahydroxy-10,13-dimethyl-1,2,3,4,5,6,7,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]heptoxy]oxan-4-yl] hydrogen sulfate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7630 76.30%
Caco-2 - 0.8778 87.78%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.4065 40.65%
OATP2B1 inhibitior - 0.8670 86.70%
OATP1B1 inhibitior + 0.8123 81.23%
OATP1B3 inhibitior + 0.9301 93.01%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.8271 82.71%
BSEP inhibitior + 0.9524 95.24%
P-glycoprotein inhibitior + 0.7346 73.46%
P-glycoprotein substrate + 0.7265 72.65%
CYP3A4 substrate + 0.7531 75.31%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8603 86.03%
CYP3A4 inhibition - 0.8868 88.68%
CYP2C9 inhibition - 0.7565 75.65%
CYP2C19 inhibition - 0.7102 71.02%
CYP2D6 inhibition - 0.8715 87.15%
CYP1A2 inhibition - 0.7417 74.17%
CYP2C8 inhibition + 0.6565 65.65%
CYP inhibitory promiscuity - 0.9109 91.09%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.5900 59.00%
Carcinogenicity (trinary) Non-required 0.5877 58.77%
Eye corrosion - 0.9787 97.87%
Eye irritation - 0.9115 91.15%
Skin irritation - 0.7582 75.82%
Skin corrosion - 0.9159 91.59%
Ames mutagenesis - 0.6210 62.10%
Human Ether-a-go-go-Related Gene inhibition + 0.7578 75.78%
Micronuclear + 0.5600 56.00%
Hepatotoxicity - 0.6476 64.76%
skin sensitisation - 0.8481 84.81%
Respiratory toxicity + 0.7222 72.22%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.6125 61.25%
Nephrotoxicity - 0.8605 86.05%
Acute Oral Toxicity (c) III 0.5600 56.00%
Estrogen receptor binding + 0.8059 80.59%
Androgen receptor binding + 0.7294 72.94%
Thyroid receptor binding - 0.5606 56.06%
Glucocorticoid receptor binding + 0.6352 63.52%
Aromatase binding + 0.6309 63.09%
PPAR gamma + 0.7397 73.97%
Honey bee toxicity - 0.5917 59.17%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity + 0.5545 55.45%
Fish aquatic toxicity + 0.9866 98.66%

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
CHEMBL4040 P28482 MAP kinase ERK2 99.92% 83.82%
CHEMBL253 P34972 Cannabinoid CB2 receptor 99.41% 97.25%
CHEMBL2179 P04062 Beta-glucocerebrosidase 98.39% 85.31%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.35% 96.09%
CHEMBL233 P35372 Mu opioid receptor 96.32% 97.93%
CHEMBL226 P30542 Adenosine A1 receptor 96.04% 95.93%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.01% 94.45%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 94.32% 97.14%
CHEMBL204 P00734 Thrombin 93.44% 96.01%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.02% 91.11%
CHEMBL218 P21554 Cannabinoid CB1 receptor 92.63% 96.61%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 92.07% 82.69%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 91.97% 95.89%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 91.97% 96.77%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 91.06% 91.03%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.32% 97.09%
CHEMBL340 P08684 Cytochrome P450 3A4 90.09% 91.19%
CHEMBL1994 P08235 Mineralocorticoid receptor 90.03% 100.00%
CHEMBL4302 P08183 P-glycoprotein 1 89.93% 92.98%
CHEMBL4581 P52732 Kinesin-like protein 1 89.62% 93.18%
CHEMBL2842 P42345 Serine/threonine-protein kinase mTOR 89.34% 92.78%
CHEMBL1744525 P43490 Nicotinamide phosphoribosyltransferase 88.32% 96.25%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 87.83% 95.71%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 87.36% 96.38%
CHEMBL2581 P07339 Cathepsin D 87.10% 98.95%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 87.05% 96.47%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.55% 95.89%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 86.47% 94.33%
CHEMBL5255 O00206 Toll-like receptor 4 86.33% 92.50%
CHEMBL1871 P10275 Androgen Receptor 85.42% 96.43%
CHEMBL5203 P33316 dUTP pyrophosphatase 85.35% 99.18%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 84.97% 89.05%
CHEMBL1974 P36888 Tyrosine-protein kinase receptor FLT3 84.00% 91.83%
CHEMBL237 P41145 Kappa opioid receptor 83.26% 98.10%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 83.19% 96.90%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.07% 100.00%
CHEMBL2959 Q08881 Tyrosine-protein kinase ITK/TSK 82.98% 95.00%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 82.89% 100.00%
CHEMBL3922 P50579 Methionine aminopeptidase 2 82.74% 97.28%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 82.55% 92.88%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 82.01% 91.24%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 81.87% 92.86%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 81.86% 96.00%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 81.62% 98.75%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 81.56% 97.50%
CHEMBL2413 P32246 C-C chemokine receptor type 1 80.96% 89.50%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 80.96% 95.58%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 80.84% 95.17%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 80.67% 95.50%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.29% 89.00%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 80.23% 95.83%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 80.12% 82.50%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 163104947
LOTUS LTS0021762
wikiData Q105156918