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(2S,3R,4S,5R)-2-[[(3S,6R,8S,9R,10R,13R,14S,15S,17R)-6,8,15-trihydroxy-10,13-dimethyl-17-[(2R,5S)-6-methyl-5-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyheptan-2-yl]-1,2,3,6,7,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-yl]oxy]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 77eb8498-3078-4b84-b90f-c3b0f02a144e
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
IUPAC Name (2S,3R,4S,5R)-2-[[(3S,6R,8S,9R,10R,13R,14S,15S,17R)-6,8,15-trihydroxy-10,13-dimethyl-17-[(2R,5S)-6-methyl-5-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyheptan-2-yl]-1,2,3,6,7,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-yl]oxy]oxane-3,4,5-triol
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C37H62O13/c1-17(2)26(50-34-31(45)29(43)25(41)16-48-34)7-6-18(3)20-13-22(38)32-36(20,5)11-9-27-35(4)10-8-19(12-21(35)23(39)14-37(27,32)46)49-33-30(44)28(42)24(40)15-47-33/h12,17-20,22-34,38-46H,6-11,13-16H2,1-5H3/t18-,19+,20-,22+,23-,24-,25-,26+,27-,28+,29+,30-,31-,32-,33+,34+,35+,36-,37+/m1/s1
InChI Key NGSKQBVBACTKDS-JLQIOQKESA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C37H62O13
Molecular Weight 714.90 g/mol
Exact Mass 714.41904203 g/mol
Topological Polar Surface Area (TPSA) 219.00 Ų
XlogP 0.10
Atomic LogP (AlogP) 0.34
H-Bond Acceptor 13
H-Bond Donor 9
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,3R,4S,5R)-2-[[(3S,6R,8S,9R,10R,13R,14S,15S,17R)-6,8,15-trihydroxy-10,13-dimethyl-17-[(2R,5S)-6-methyl-5-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyheptan-2-yl]-1,2,3,6,7,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-yl]oxy]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 + 0.8015 80.15%
Caco-2 - 0.8785 87.85%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.7814 78.14%
OATP2B1 inhibitior - 0.7269 72.69%
OATP1B1 inhibitior + 0.8493 84.93%
OATP1B3 inhibitior + 0.8124 81.24%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior + 0.5704 57.04%
P-glycoprotein inhibitior + 0.6872 68.72%
P-glycoprotein substrate + 0.5882 58.82%
CYP3A4 substrate + 0.7226 72.26%
CYP2C9 substrate - 0.7878 78.78%
CYP2D6 substrate - 0.8346 83.46%
CYP3A4 inhibition - 0.9606 96.06%
CYP2C9 inhibition - 0.8693 86.93%
CYP2C19 inhibition - 0.9041 90.41%
CYP2D6 inhibition - 0.9353 93.53%
CYP1A2 inhibition - 0.9128 91.28%
CYP2C8 inhibition + 0.5150 51.50%
CYP inhibitory promiscuity - 0.9373 93.73%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5990 59.90%
Eye corrosion - 0.9899 98.99%
Eye irritation - 0.9171 91.71%
Skin irritation - 0.5710 57.10%
Skin corrosion - 0.9436 94.36%
Ames mutagenesis - 0.6078 60.78%
Human Ether-a-go-go-Related Gene inhibition + 0.7431 74.31%
Micronuclear - 0.8500 85.00%
Hepatotoxicity - 0.5777 57.77%
skin sensitisation - 0.8855 88.55%
Respiratory toxicity + 0.6444 64.44%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.5250 52.50%
Nephrotoxicity - 0.8868 88.68%
Acute Oral Toxicity (c) III 0.4835 48.35%
Estrogen receptor binding + 0.7551 75.51%
Androgen receptor binding + 0.7000 70.00%
Thyroid receptor binding - 0.5844 58.44%
Glucocorticoid receptor binding + 0.5636 56.36%
Aromatase binding + 0.6194 61.94%
PPAR gamma + 0.6929 69.29%
Honey bee toxicity - 0.6769 67.69%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5800 58.00%
Fish aquatic toxicity + 0.9583 95.83%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 98.13% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.94% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.88% 96.09%
CHEMBL221 P23219 Cyclooxygenase-1 95.33% 90.17%
CHEMBL2581 P07339 Cathepsin D 94.85% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.15% 97.09%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 91.96% 82.69%
CHEMBL226 P30542 Adenosine A1 receptor 91.49% 95.93%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.84% 94.45%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 88.99% 95.89%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 88.94% 97.14%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.27% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.26% 100.00%
CHEMBL4302 P08183 P-glycoprotein 1 83.99% 92.98%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 83.33% 96.77%
CHEMBL5028 O14672 ADAM10 82.63% 97.50%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 81.92% 95.56%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 80.01% 94.62%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 80.00% 91.07%

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 129864909
LOTUS LTS0042137
wikiData Q105179136