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(2S)-2-[[(6R)-6-[(3S,5S,9R,10S,13R,17R)-10,13-dimethyl-3-sulfooxy-2,3,4,5,6,7,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-3-methyl-2-methylideneheptanoyl]amino]-2-(4-methoxyphenyl)acetic 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 52c8fe4f-3aa6-48d1-b898-94532cc2d0e1
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Bile acids, alcohols and derivatives > Glycinated bile acids and derivatives
IUPAC Name (2S)-2-[[(6R)-6-[(3S,5S,9R,10S,13R,17R)-10,13-dimethyl-3-sulfooxy-2,3,4,5,6,7,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-3-methyl-2-methylideneheptanoyl]amino]-2-(4-methoxyphenyl)acetic acid
SMILES (Canonical) CC(CCC(C)C(=C)C(=O)NC(C1=CC=C(C=C1)OC)C(=O)O)C2CCC3=C4CCC5CC(CCC5(C4CCC23C)C)OS(=O)(=O)O
SMILES (Isomeric) C[C@H](CCC(C)C(=C)C(=O)N[C@@H](C1=CC=C(C=C1)OC)C(=O)O)[C@H]2CCC3=C4CC[C@H]5C[C@H](CC[C@@]5([C@H]4CC[C@]23C)C)OS(=O)(=O)O
InChI InChI=1S/C37H53NO8S/c1-22(24(3)34(39)38-33(35(40)41)25-9-12-27(45-6)13-10-25)7-8-23(2)30-15-16-31-29-14-11-26-21-28(46-47(42,43)44)17-19-36(26,4)32(29)18-20-37(30,31)5/h9-10,12-13,22-23,26,28,30,32-33H,3,7-8,11,14-21H2,1-2,4-6H3,(H,38,39)(H,40,41)(H,42,43,44)/t22?,23-,26+,28+,30-,32+,33+,36+,37-/m1/s1
InChI Key QKCJZPYXEAGBFG-DKTDROOLSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C37H53NO8S
Molecular Weight 671.90 g/mol
Exact Mass 671.34918882 g/mol
Topological Polar Surface Area (TPSA) 148.00 Ų
XlogP 7.50
Atomic LogP (AlogP) 7.46
H-Bond Acceptor 6
H-Bond Donor 3
Rotatable Bonds 12

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S)-2-[[(6R)-6-[(3S,5S,9R,10S,13R,17R)-10,13-dimethyl-3-sulfooxy-2,3,4,5,6,7,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-3-methyl-2-methylideneheptanoyl]amino]-2-(4-methoxyphenyl)acetic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8977 89.77%
Caco-2 - 0.8431 84.31%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Plasma membrane 0.3955 39.55%
OATP2B1 inhibitior + 0.5756 57.56%
OATP1B1 inhibitior + 0.8197 81.97%
OATP1B3 inhibitior + 0.9259 92.59%
MATE1 inhibitior - 0.8631 86.31%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.9454 94.54%
P-glycoprotein inhibitior + 0.7740 77.40%
P-glycoprotein substrate + 0.6416 64.16%
CYP3A4 substrate + 0.7238 72.38%
CYP2C9 substrate - 0.6037 60.37%
CYP2D6 substrate - 0.8592 85.92%
CYP3A4 inhibition - 0.7035 70.35%
CYP2C9 inhibition - 0.6656 66.56%
CYP2C19 inhibition - 0.6336 63.36%
CYP2D6 inhibition - 0.8416 84.16%
CYP1A2 inhibition - 0.6837 68.37%
CYP2C8 inhibition + 0.5356 53.56%
CYP inhibitory promiscuity + 0.5221 52.21%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) + 0.5500 55.00%
Carcinogenicity (trinary) Non-required 0.6026 60.26%
Eye corrosion - 0.9786 97.86%
Eye irritation - 0.9210 92.10%
Skin irritation - 0.7616 76.16%
Skin corrosion - 0.9063 90.63%
Ames mutagenesis - 0.6800 68.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4368 43.68%
Micronuclear + 0.7600 76.00%
Hepatotoxicity - 0.5134 51.34%
skin sensitisation - 0.8332 83.32%
Respiratory toxicity + 0.8111 81.11%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.6875 68.75%
Nephrotoxicity - 0.8809 88.09%
Acute Oral Toxicity (c) III 0.5829 58.29%
Estrogen receptor binding + 0.7910 79.10%
Androgen receptor binding + 0.7980 79.80%
Thyroid receptor binding + 0.5194 51.94%
Glucocorticoid receptor binding + 0.7435 74.35%
Aromatase binding + 0.6800 68.00%
PPAR gamma + 0.7180 71.80%
Honey bee toxicity - 0.7642 76.42%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.6134 61.34%
Fish aquatic toxicity + 1.0000 100.00%

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
CHEMBL4040 P28482 MAP kinase ERK2 99.64% 83.82%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.57% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.33% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.19% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.48% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.98% 97.09%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 93.48% 95.89%
CHEMBL340 P08684 Cytochrome P450 3A4 92.72% 91.19%
CHEMBL211 P08172 Muscarinic acetylcholine receptor M2 92.72% 94.97%
CHEMBL2581 P07339 Cathepsin D 90.97% 98.95%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 90.74% 94.08%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 90.64% 96.00%
CHEMBL2179 P04062 Beta-glucocerebrosidase 88.99% 85.31%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 87.45% 97.14%
CHEMBL221 P23219 Cyclooxygenase-1 87.39% 90.17%
CHEMBL3359 P21462 Formyl peptide receptor 1 87.30% 93.56%
CHEMBL226 P30542 Adenosine A1 receptor 86.43% 95.93%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.37% 95.89%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 84.86% 94.33%
CHEMBL5028 O14672 ADAM10 81.95% 97.50%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 81.75% 100.00%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 81.08% 94.23%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.06% 100.00%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 80.80% 82.69%

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 15225910
LOTUS LTS0162057
wikiData Q105223011