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(2S,3S,4S,5R,6R)-3,4,5-trihydroxy-6-[[(3S,5S,6S,8S,10S,13S,14S,17S)-17-[(2S)-2-hydroxy-6-methyl-4-oxoheptan-2-yl]-10,13-dimethyl-6-sulfooxy-2,3,4,5,6,7,8,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]oxane-2-carboxylic acid

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 642c5a1f-fca6-4fac-a986-1c3017a67d0a
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroid glucuronide conjugates
IUPAC Name (2S,3S,4S,5R,6R)-3,4,5-trihydroxy-6-[[(3S,5S,6S,8S,10S,13S,14S,17S)-17-[(2S)-2-hydroxy-6-methyl-4-oxoheptan-2-yl]-10,13-dimethyl-6-sulfooxy-2,3,4,5,6,7,8,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]oxane-2-carboxylic acid
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C33H52O13S/c1-16(2)12-17(34)15-33(5,40)24-7-6-20-19-14-23(46-47(41,42)43)22-13-18(8-10-31(22,3)21(19)9-11-32(20,24)4)44-30-27(37)25(35)26(36)28(45-30)29(38)39/h9,16,18-20,22-28,30,35-37,40H,6-8,10-15H2,1-5H3,(H,38,39)(H,41,42,43)/t18-,19-,20-,22+,23-,24-,25-,26-,27+,28-,30+,31+,32-,33-/m0/s1
InChI Key LITYQJXSRDSWJJ-OXQCMSLQSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C33H52O13S
Molecular Weight 688.80 g/mol
Exact Mass 688.31286288 g/mol
Topological Polar Surface Area (TPSA) 226.00 Ų
XlogP 1.90
Atomic LogP (AlogP) 2.40
H-Bond Acceptor 11
H-Bond Donor 6
Rotatable Bonds 10

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,3S,4S,5R,6R)-3,4,5-trihydroxy-6-[[(3S,5S,6S,8S,10S,13S,14S,17S)-17-[(2S)-2-hydroxy-6-methyl-4-oxoheptan-2-yl]-10,13-dimethyl-6-sulfooxy-2,3,4,5,6,7,8,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]oxane-2-carboxylic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8905 89.05%
Caco-2 - 0.8711 87.11%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.5022 50.22%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8610 86.10%
OATP1B3 inhibitior + 0.9158 91.58%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior + 0.6912 69.12%
P-glycoprotein inhibitior + 0.7196 71.96%
P-glycoprotein substrate + 0.5351 53.51%
CYP3A4 substrate + 0.7239 72.39%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8831 88.31%
CYP3A4 inhibition - 0.6944 69.44%
CYP2C9 inhibition - 0.7478 74.78%
CYP2C19 inhibition - 0.7072 70.72%
CYP2D6 inhibition - 0.8622 86.22%
CYP1A2 inhibition - 0.7367 73.67%
CYP2C8 inhibition + 0.7486 74.86%
CYP inhibitory promiscuity - 0.8598 85.98%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.5900 59.00%
Carcinogenicity (trinary) Non-required 0.6158 61.58%
Eye corrosion - 0.9800 98.00%
Eye irritation - 0.9222 92.22%
Skin irritation - 0.7317 73.17%
Skin corrosion - 0.8876 88.76%
Ames mutagenesis - 0.6900 69.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6755 67.55%
Micronuclear + 0.5800 58.00%
Hepatotoxicity - 0.5649 56.49%
skin sensitisation - 0.8295 82.95%
Respiratory toxicity + 0.6333 63.33%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.7125 71.25%
Nephrotoxicity - 0.9359 93.59%
Acute Oral Toxicity (c) III 0.5502 55.02%
Estrogen receptor binding + 0.7863 78.63%
Androgen receptor binding + 0.7334 73.34%
Thyroid receptor binding - 0.5508 55.08%
Glucocorticoid receptor binding + 0.7106 71.06%
Aromatase binding + 0.6343 63.43%
PPAR gamma + 0.6826 68.26%
Honey bee toxicity - 0.7262 72.62%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.5300 53.00%
Fish aquatic toxicity + 0.9958 99.58%

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 98.41% 97.25%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.09% 85.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.07% 91.11%
CHEMBL2179 P04062 Beta-glucocerebrosidase 97.02% 85.31%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.63% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.29% 95.56%
CHEMBL226 P30542 Adenosine A1 receptor 93.58% 95.93%
CHEMBL4040 P28482 MAP kinase ERK2 93.30% 83.82%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.16% 94.45%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 92.69% 96.38%
CHEMBL2581 P07339 Cathepsin D 92.66% 98.95%
CHEMBL4227 P25090 Lipoxin A4 receptor 89.32% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.05% 97.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.65% 100.00%
CHEMBL5028 O14672 ADAM10 85.96% 97.50%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 85.69% 94.08%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.40% 89.00%
CHEMBL211 P08172 Muscarinic acetylcholine receptor M2 85.35% 94.97%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 84.00% 96.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.44% 95.89%
CHEMBL340 P08684 Cytochrome P450 3A4 83.13% 91.19%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 82.94% 97.14%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 82.40% 94.23%
CHEMBL5255 O00206 Toll-like receptor 4 82.40% 92.50%
CHEMBL3359 P21462 Formyl peptide receptor 1 82.29% 93.56%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.90% 95.89%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 80.51% 94.62%
CHEMBL3401 O75469 Pregnane X receptor 80.47% 94.73%

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 10604638
LOTUS LTS0214643
wikiData Q105152356