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(2S,3S,4S,5R,6R)-6-[[(3S,5S,6S,8S,10S,13S,14S,17R)-10,13-dimethyl-17-[(1S)-1-[(2S,3S)-3-[(2R)-3-methylbutan-2-yl]oxiran-2-yl]ethyl]-6-sulfooxy-2,3,4,5,6,7,8,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-3,4-dihydroxy-5-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxyoxane-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 ad1017a4-6dbb-40f4-9a5b-986791bd91be
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroid glucuronide conjugates
IUPAC Name (2S,3S,4S,5R,6R)-6-[[(3S,5S,6S,8S,10S,13S,14S,17R)-10,13-dimethyl-17-[(1S)-1-[(2S,3S)-3-[(2R)-3-methylbutan-2-yl]oxiran-2-yl]ethyl]-6-sulfooxy-2,3,4,5,6,7,8,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-3,4-dihydroxy-5-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxyoxane-2-carboxylic acid
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C39H62O16S/c1-16(2)17(3)31-32(52-31)18(4)21-7-8-22-20-14-26(55-56(47,48)49)24-13-19(9-11-39(24,6)23(20)10-12-38(21,22)5)51-37-34(29(43)28(42)33(53-37)35(45)46)54-36-30(44)27(41)25(40)15-50-36/h10,16-22,24-34,36-37,40-44H,7-9,11-15H2,1-6H3,(H,45,46)(H,47,48,49)/t17-,18+,19+,20+,21-,22+,24-,25+,26+,27+,28+,29+,30-,31+,32+,33+,34-,36+,37-,38-,39-/m1/s1
InChI Key CBUJFAQENSUWAO-FYXUZNHZSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C39H62O16S
Molecular Weight 819.00 g/mol
Exact Mass 818.37585706 g/mol
Topological Polar Surface Area (TPSA) 260.00 Ų
XlogP 2.80
Atomic LogP (AlogP) 1.80
H-Bond Acceptor 14
H-Bond Donor 7
Rotatable Bonds 11

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,3S,4S,5R,6R)-6-[[(3S,5S,6S,8S,10S,13S,14S,17R)-10,13-dimethyl-17-[(1S)-1-[(2S,3S)-3-[(2R)-3-methylbutan-2-yl]oxiran-2-yl]ethyl]-6-sulfooxy-2,3,4,5,6,7,8,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-3,4-dihydroxy-5-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxyoxane-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 + 0.8934 89.34%
Caco-2 - 0.8837 88.37%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.5823 58.23%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8523 85.23%
OATP1B3 inhibitior + 0.9259 92.59%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.8026 80.26%
BSEP inhibitior + 0.7743 77.43%
P-glycoprotein inhibitior + 0.7365 73.65%
P-glycoprotein substrate + 0.5994 59.94%
CYP3A4 substrate + 0.7284 72.84%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8742 87.42%
CYP3A4 inhibition - 0.8236 82.36%
CYP2C9 inhibition - 0.7348 73.48%
CYP2C19 inhibition - 0.7140 71.40%
CYP2D6 inhibition - 0.8646 86.46%
CYP1A2 inhibition - 0.7273 72.73%
CYP2C8 inhibition + 0.7373 73.73%
CYP inhibitory promiscuity - 0.9106 91.06%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.6100 61.00%
Carcinogenicity (trinary) Non-required 0.5583 55.83%
Eye corrosion - 0.9769 97.69%
Eye irritation - 0.9145 91.45%
Skin irritation - 0.7419 74.19%
Skin corrosion - 0.9025 90.25%
Ames mutagenesis - 0.6000 60.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6712 67.12%
Micronuclear + 0.5800 58.00%
Hepatotoxicity - 0.5500 55.00%
skin sensitisation - 0.8326 83.26%
Respiratory toxicity + 0.7000 70.00%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.5750 57.50%
Nephrotoxicity - 0.9580 95.80%
Acute Oral Toxicity (c) III 0.5643 56.43%
Estrogen receptor binding + 0.8259 82.59%
Androgen receptor binding + 0.7431 74.31%
Thyroid receptor binding - 0.5538 55.38%
Glucocorticoid receptor binding + 0.6829 68.29%
Aromatase binding + 0.6308 63.08%
PPAR gamma + 0.7381 73.81%
Honey bee toxicity - 0.6803 68.03%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.5462 54.62%
Fish aquatic toxicity + 0.9941 99.41%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.99% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.71% 94.45%
CHEMBL2179 P04062 Beta-glucocerebrosidase 96.92% 85.31%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.22% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.72% 97.25%
CHEMBL226 P30542 Adenosine A1 receptor 95.30% 95.93%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.52% 95.56%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 91.06% 96.38%
CHEMBL2581 P07339 Cathepsin D 90.33% 98.95%
CHEMBL340 P08684 Cytochrome P450 3A4 89.82% 91.19%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.93% 89.00%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 88.24% 96.77%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 88.07% 96.00%
CHEMBL5255 O00206 Toll-like receptor 4 87.61% 92.50%
CHEMBL284 P27487 Dipeptidyl peptidase IV 87.44% 95.69%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 86.82% 85.14%
CHEMBL5028 O14672 ADAM10 86.53% 97.50%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 86.45% 94.08%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.40% 100.00%
CHEMBL221 P23219 Cyclooxygenase-1 85.97% 90.17%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 82.13% 100.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.65% 95.89%
CHEMBL3137262 O60341 LSD1/CoREST complex 81.53% 97.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.15% 95.89%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.29% 100.00%

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 101713474
LOTUS LTS0037413
wikiData Q104952852