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[(2R,3S,4S,5S)-3-[(2S,3R,4S,5R)-4,5-dihydroxy-3-methoxyoxan-2-yl]oxy-2-[(E,2S,3R,6S)-2,3-dimethyl-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]hept-4-enoxy]-5-hydroxyoxan-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 37f41372-7ba9-46d0-8b1f-d10d03fb9b83
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Ergostane steroids > Ergosterols and derivatives
IUPAC Name [(2R,3S,4S,5S)-3-[(2S,3R,4S,5R)-4,5-dihydroxy-3-methoxyoxan-2-yl]oxy-2-[(E,2S,3R,6S)-2,3-dimethyl-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]hept-4-enoxy]-5-hydroxyoxan-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/h7-8,19-36,40-46H,9-18H2,1-6H3,(H,47,48,49)/b8-7+/t19-,20+,21-,22+,23-,24-,25-,26+,27-,28+,29-,30+,31+,32-,33+,34-,35-,36+,37+,38-,39+/m1/s1
InChI Key YPOMRMXJCHZQEA-OCUGASOQSA-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 0.80
Atomic LogP (AlogP) 0.93
H-Bond Acceptor 15
H-Bond Donor 8
Rotatable Bonds 12

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2R,3S,4S,5S)-3-[(2S,3R,4S,5R)-4,5-dihydroxy-3-methoxyoxan-2-yl]oxy-2-[(E,2S,3R,6S)-2,3-dimethyl-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]hept-4-enoxy]-5-hydroxyoxan-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 + 0.7077 70.77%
Caco-2 - 0.8755 87.55%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.4145 41.45%
OATP2B1 inhibitior - 0.8703 87.03%
OATP1B1 inhibitior + 0.8077 80.77%
OATP1B3 inhibitior + 0.9207 92.07%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior + 0.9338 93.38%
P-glycoprotein inhibitior + 0.7371 73.71%
P-glycoprotein substrate + 0.6982 69.82%
CYP3A4 substrate + 0.7486 74.86%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8597 85.97%
CYP3A4 inhibition - 0.9081 90.81%
CYP2C9 inhibition - 0.7959 79.59%
CYP2C19 inhibition - 0.7435 74.35%
CYP2D6 inhibition - 0.8848 88.48%
CYP1A2 inhibition - 0.7667 76.67%
CYP2C8 inhibition + 0.6516 65.16%
CYP inhibitory promiscuity - 0.9407 94.07%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.5900 59.00%
Carcinogenicity (trinary) Non-required 0.5924 59.24%
Eye corrosion - 0.9751 97.51%
Eye irritation - 0.9114 91.14%
Skin irritation - 0.7709 77.09%
Skin corrosion - 0.9116 91.16%
Ames mutagenesis - 0.5500 55.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7896 78.96%
Micronuclear + 0.5600 56.00%
Hepatotoxicity - 0.5976 59.76%
skin sensitisation - 0.8551 85.51%
Respiratory toxicity + 0.7000 70.00%
Reproductive toxicity + 0.8222 82.22%
Mitochondrial toxicity + 0.5375 53.75%
Nephrotoxicity - 0.8632 86.32%
Acute Oral Toxicity (c) III 0.5584 55.84%
Estrogen receptor binding + 0.8095 80.95%
Androgen receptor binding + 0.7180 71.80%
Thyroid receptor binding - 0.5000 50.00%
Glucocorticoid receptor binding + 0.6639 66.39%
Aromatase binding + 0.5810 58.10%
PPAR gamma + 0.7621 76.21%
Honey bee toxicity - 0.6112 61.12%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.6045 60.45%
Fish aquatic toxicity + 0.9678 96.78%

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
CHEMBL204 P00734 Thrombin 99.68% 96.01%
CHEMBL226 P30542 Adenosine A1 receptor 99.25% 95.93%
CHEMBL253 P34972 Cannabinoid CB2 receptor 99.20% 97.25%
CHEMBL2179 P04062 Beta-glucocerebrosidase 98.30% 85.31%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.72% 96.09%
CHEMBL4040 P28482 MAP kinase ERK2 96.16% 83.82%
CHEMBL4302 P08183 P-glycoprotein 1 93.84% 92.98%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 93.74% 97.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.57% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.65% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.28% 94.45%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 89.78% 91.07%
CHEMBL2581 P07339 Cathepsin D 89.53% 98.95%
CHEMBL1937 Q92769 Histone deacetylase 2 89.50% 94.75%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.27% 100.00%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 88.72% 95.58%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 88.53% 95.89%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 88.16% 82.69%
CHEMBL340 P08684 Cytochrome P450 3A4 88.15% 91.19%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 87.81% 96.77%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.55% 95.56%
CHEMBL5203 P33316 dUTP pyrophosphatase 87.32% 99.18%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 86.92% 98.75%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.38% 95.89%
CHEMBL233 P35372 Mu opioid receptor 85.81% 97.93%
CHEMBL251 P29274 Adenosine A2a receptor 84.16% 94.40%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 83.96% 97.33%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 83.88% 92.86%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 83.58% 93.03%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 83.58% 95.83%
CHEMBL3922 P50579 Methionine aminopeptidase 2 83.26% 97.28%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 83.13% 95.71%
CHEMBL1744525 P43490 Nicotinamide phosphoribosyltransferase 83.10% 96.25%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.07% 100.00%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 82.92% 92.88%
CHEMBL2959 Q08881 Tyrosine-protein kinase ITK/TSK 82.42% 95.00%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 82.27% 91.03%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 81.90% 89.67%
CHEMBL255 P29275 Adenosine A2b receptor 81.87% 98.59%
CHEMBL4581 P52732 Kinesin-like protein 1 81.74% 93.18%
CHEMBL5600 P27448 Serine/threonine-protein kinase c-TAK1 81.66% 88.81%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 81.31% 96.47%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.80% 89.00%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 80.40% 97.21%
CHEMBL4444 P04070 Vitamin K-dependent protein C 80.02% 93.89%
CHEMBL1871 P10275 Androgen Receptor 80.01% 96.43%

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 163106764
LOTUS LTS0164482
wikiData Q105351757