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[(3S,5R,6R,8R,9S,10R,13R,14S,15S,17R)-3,5,6-trihydroxy-17-[(2R,6S)-7-hydroxy-6-methylheptan-2-yl]-10,13-dimethyl-1,2,3,4,6,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-15-yl] 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 637809e8-b147-4b91-86d9-98a33d09425a
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Bile acids, alcohols and derivatives > Hydroxy bile acids, alcohols and derivatives > Tetrahydroxy bile acids, alcohols and derivatives
IUPAC Name [(3S,5R,6R,8R,9S,10R,13R,14S,15S,17R)-3,5,6-trihydroxy-17-[(2R,6S)-7-hydroxy-6-methylheptan-2-yl]-10,13-dimethyl-1,2,3,4,6,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-15-yl] sulfate
SMILES (Canonical) CC(CCCC(C)C1CC(C2C1(CCC3C2CC(C4(C3(CCC(C4)O)C)O)O)C)OS(=O)(=O)[O-])CO
SMILES (Isomeric) C[C@@H](CCC[C@@H](C)[C@H]1C[C@@H]([C@@H]2[C@@]1(CC[C@H]3[C@H]2C[C@H]([C@@]4([C@@]3(CC[C@@H](C4)O)C)O)O)C)OS(=O)(=O)[O-])CO
InChI InChI=1S/C27H48O8S/c1-16(15-28)6-5-7-17(2)21-13-22(35-36(32,33)34)24-19-12-23(30)27(31)14-18(29)8-11-26(27,4)20(19)9-10-25(21,24)3/h16-24,28-31H,5-15H2,1-4H3,(H,32,33,34)/p-1/t16-,17+,18-,19+,20-,21+,22-,23+,24+,25+,26+,27-/m0/s1
InChI Key XKKUSYWDICPRRU-DMSIPSRZSA-M
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C27H47O8S-
Molecular Weight 531.70 g/mol
Exact Mass 531.29916463 g/mol
Topological Polar Surface Area (TPSA) 156.00 Ų
XlogP 3.70
Atomic LogP (AlogP) 2.98
H-Bond Acceptor 8
H-Bond Donor 4
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(3S,5R,6R,8R,9S,10R,13R,14S,15S,17R)-3,5,6-trihydroxy-17-[(2R,6S)-7-hydroxy-6-methylheptan-2-yl]-10,13-dimethyl-1,2,3,4,6,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-15-yl] sulfate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8387 83.87%
Caco-2 - 0.7951 79.51%
Blood Brain Barrier + 0.6885 68.85%
Human oral bioavailability + 0.5143 51.43%
Subcellular localzation Lysosomes 0.4792 47.92%
OATP2B1 inhibitior - 0.5669 56.69%
OATP1B1 inhibitior + 0.8730 87.30%
OATP1B3 inhibitior + 0.9266 92.66%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.5532 55.32%
P-glycoprotein inhibitior - 0.5105 51.05%
P-glycoprotein substrate + 0.6398 63.98%
CYP3A4 substrate + 0.7475 74.75%
CYP2C9 substrate - 0.5981 59.81%
CYP2D6 substrate - 0.8146 81.46%
CYP3A4 inhibition - 0.8943 89.43%
CYP2C9 inhibition - 0.8171 81.71%
CYP2C19 inhibition - 0.7573 75.73%
CYP2D6 inhibition - 0.8922 89.22%
CYP1A2 inhibition - 0.7513 75.13%
CYP2C8 inhibition + 0.4814 48.14%
CYP inhibitory promiscuity - 0.9402 94.02%
UGT catelyzed + 1.0000 100.00%
Carcinogenicity (binary) - 0.5300 53.00%
Carcinogenicity (trinary) Non-required 0.6572 65.72%
Eye corrosion - 0.9645 96.45%
Eye irritation - 0.9329 93.29%
Skin irritation - 0.7549 75.49%
Skin corrosion - 0.8808 88.08%
Ames mutagenesis - 0.5815 58.15%
Human Ether-a-go-go-Related Gene inhibition + 0.7289 72.89%
Micronuclear + 0.5500 55.00%
Hepatotoxicity + 0.5753 57.53%
skin sensitisation - 0.8495 84.95%
Respiratory toxicity + 0.8111 81.11%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 0.6375 63.75%
Nephrotoxicity - 0.7889 78.89%
Acute Oral Toxicity (c) III 0.6222 62.22%
Estrogen receptor binding + 0.6660 66.60%
Androgen receptor binding + 0.7509 75.09%
Thyroid receptor binding - 0.5085 50.85%
Glucocorticoid receptor binding + 0.6875 68.75%
Aromatase binding + 0.6079 60.79%
PPAR gamma + 0.5294 52.94%
Honey bee toxicity - 0.7037 70.37%
Biodegradation - 0.6750 67.50%
Crustacea aquatic toxicity - 0.5455 54.55%
Fish aquatic toxicity + 0.9784 97.84%

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 98.81% 96.09%
CHEMBL226 P30542 Adenosine A1 receptor 96.95% 95.93%
CHEMBL4302 P08183 P-glycoprotein 1 94.06% 92.98%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.39% 97.25%
CHEMBL1994 P08235 Mineralocorticoid receptor 92.51% 100.00%
CHEMBL4588 P22894 Matrix metalloproteinase 8 92.45% 94.66%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.26% 97.09%
CHEMBL1937 Q92769 Histone deacetylase 2 92.16% 94.75%
CHEMBL2581 P07339 Cathepsin D 91.94% 98.95%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 91.92% 96.38%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 91.04% 96.77%
CHEMBL2179 P04062 Beta-glucocerebrosidase 90.67% 85.31%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 90.43% 92.86%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.16% 95.56%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 89.93% 82.69%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 89.58% 95.89%
CHEMBL2094135 Q96BI3 Gamma-secretase 88.51% 98.05%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 87.97% 96.90%
CHEMBL2095194 P08709 Coagulation factor VII/tissue factor 87.87% 99.17%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 87.55% 95.71%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 86.84% 89.05%
CHEMBL4581 P52732 Kinesin-like protein 1 86.77% 93.18%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 86.49% 95.50%
CHEMBL3359 P21462 Formyl peptide receptor 1 85.98% 93.56%
CHEMBL1871 P10275 Androgen Receptor 85.48% 96.43%
CHEMBL1744525 P43490 Nicotinamide phosphoribosyltransferase 85.03% 96.25%
CHEMBL2959 Q08881 Tyrosine-protein kinase ITK/TSK 84.99% 95.00%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 84.66% 95.58%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 83.98% 94.33%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.40% 97.14%
CHEMBL340 P08684 Cytochrome P450 3A4 82.97% 91.19%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.55% 95.89%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 82.37% 95.83%
CHEMBL4227 P25090 Lipoxin A4 receptor 82.04% 100.00%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 81.65% 100.00%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 81.58% 96.00%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 81.33% 96.47%
CHEMBL2001 Q9H244 Purinergic receptor P2Y12 81.22% 96.00%
CHEMBL3238 P23786 Carnitine palmitoyltransferase 2 81.07% 94.05%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 80.92% 90.71%
CHEMBL5203 P33316 dUTP pyrophosphatase 80.65% 99.18%
CHEMBL255 P29275 Adenosine A2b receptor 80.50% 98.59%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 80.39% 91.03%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 80.25% 96.95%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 80.11% 100.00%
CHEMBL2514 O95665 Neurotensin receptor 2 80.11% 100.00%
CHEMBL3837 P07711 Cathepsin L 80.02% 96.61%
CHEMBL4005 P42336 PI3-kinase p110-alpha subunit 80.02% 97.47%

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.
Lippia origanoides

Cross-Links

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PubChem 21634647
NPASS NPC310982