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

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 b4aca182-81e9-42e8-a0ac-328c64576720
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
IUPAC Name [(2S,3R,4R,6S)-6-[(2R,3S,4R,5R,6R)-5-hydroxy-6-[[(3S,5R,8R,9S,10S,13S,14S,17R)-17-hydroxy-17-[(1S)-1-hydroxyethyl]-10,13-dimethyl-1,2,3,4,5,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-3-yl]oxy]-4-methoxy-2-methyloxan-3-yl]oxy-4-methoxy-2-methyloxan-3-yl] acetate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C37H60O11/c1-19-31(46-22(4)39)28(42-7)18-29(44-19)48-32-20(2)45-34(30(40)33(32)43-8)47-24-11-14-35(5)23(17-24)9-10-25-26(35)12-15-36(6)27(25)13-16-37(36,41)21(3)38/h9-10,19-21,23-34,38,40-41H,11-18H2,1-8H3/t19-,20+,21-,23-,24-,25+,26-,27-,28+,29-,30+,31+,32-,33+,34-,35-,36-,37-/m0/s1
InChI Key NRSYSKGODSVJIQ-FHRSIZCKSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C37H60O11
Molecular Weight 680.90 g/mol
Exact Mass 680.41356273 g/mol
Topological Polar Surface Area (TPSA) 142.00 Ų
XlogP 3.60
Atomic LogP (AlogP) 3.89
H-Bond Acceptor 11
H-Bond Donor 3
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8977 89.77%
Caco-2 - 0.8585 85.85%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.6987 69.87%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8307 83.07%
OATP1B3 inhibitior - 0.2149 21.49%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.8321 83.21%
BSEP inhibitior + 0.8087 80.87%
P-glycoprotein inhibitior + 0.7381 73.81%
P-glycoprotein substrate + 0.6455 64.55%
CYP3A4 substrate + 0.7434 74.34%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8916 89.16%
CYP3A4 inhibition - 0.9165 91.65%
CYP2C9 inhibition - 0.9387 93.87%
CYP2C19 inhibition - 0.9064 90.64%
CYP2D6 inhibition - 0.9620 96.20%
CYP1A2 inhibition - 0.7925 79.25%
CYP2C8 inhibition + 0.4864 48.64%
CYP inhibitory promiscuity - 0.9829 98.29%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5692 56.92%
Eye corrosion - 0.9921 99.21%
Eye irritation - 0.9249 92.49%
Skin irritation + 0.5209 52.09%
Skin corrosion - 0.9202 92.02%
Ames mutagenesis - 0.7500 75.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3825 38.25%
Micronuclear - 0.8500 85.00%
Hepatotoxicity - 0.6375 63.75%
skin sensitisation - 0.8830 88.30%
Respiratory toxicity + 0.6667 66.67%
Reproductive toxicity + 0.8556 85.56%
Mitochondrial toxicity + 0.8375 83.75%
Nephrotoxicity - 0.9592 95.92%
Acute Oral Toxicity (c) II 0.3479 34.79%
Estrogen receptor binding + 0.7228 72.28%
Androgen receptor binding + 0.7183 71.83%
Thyroid receptor binding - 0.5756 57.56%
Glucocorticoid receptor binding + 0.6546 65.46%
Aromatase binding + 0.6132 61.32%
PPAR gamma + 0.6834 68.34%
Honey bee toxicity - 0.6325 63.25%
Biodegradation - 0.6500 65.00%
Crustacea aquatic toxicity - 0.5900 59.00%
Fish aquatic toxicity + 0.9276 92.76%

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 98.68% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.14% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.86% 85.14%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.69% 94.45%
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.84% 97.25%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 93.40% 95.89%
CHEMBL340 P08684 Cytochrome P450 3A4 89.60% 91.19%
CHEMBL2581 P07339 Cathepsin D 89.37% 98.95%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.95% 100.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.30% 89.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.02% 97.09%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 85.97% 94.08%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 85.38% 97.14%
CHEMBL204 P00734 Thrombin 85.29% 96.01%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.07% 95.89%
CHEMBL2413 P32246 C-C chemokine receptor type 1 84.66% 89.50%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 84.22% 96.77%
CHEMBL4227 P25090 Lipoxin A4 receptor 84.16% 100.00%
CHEMBL211 P08172 Muscarinic acetylcholine receptor M2 84.09% 94.97%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 83.08% 96.38%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.96% 92.62%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.63% 86.33%
CHEMBL5028 O14672 ADAM10 82.58% 97.50%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 80.23% 94.23%
CHEMBL1163125 O60885 Bromodomain-containing protein 4 80.17% 97.31%
CHEMBL245 P20309 Muscarinic acetylcholine receptor M3 80.00% 97.53%

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.
Trachelospermum asiaticum

Cross-Links

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PubChem 163048699
LOTUS LTS0054380
wikiData Q105184794