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1-[(3S,5S,8S,9R,10R,13R,14R,17S)-5,8,14,17-tetrahydroxy-3-[(2R,4S,5R,6R)-5-[(2S,4S,5R,6R)-5-[(2S,4R,5R,6R)-5-hydroxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-10,13-dimethyl-12-[(E)-3-phenylprop-2-enoyl]oxy-2,3,4,9,11,12,15,16-octahydro-1H-cyclopenta[a]phenanthren-17-yl]ethyl pyridine-3-carboxylate

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 92f54fc8-0c89-48b5-9c17-2ff0cd464f10
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
IUPAC Name 1-[(3S,5S,8S,9R,10R,13R,14R,17S)-5,8,14,17-tetrahydroxy-3-[(2R,4S,5R,6R)-5-[(2S,4S,5R,6R)-5-[(2S,4R,5R,6R)-5-hydroxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-10,13-dimethyl-12-[(E)-3-phenylprop-2-enoyl]oxy-2,3,4,9,11,12,15,16-octahydro-1H-cyclopenta[a]phenanthren-17-yl]ethyl pyridine-3-carboxylate
SMILES (Canonical) CC1C(C(CC(O1)OC2C(OC(CC2OC)OC3C(OC(CC3OC)OC4CCC5(C6CC(C7(C(CCC7(C6(C=CC5(C4)O)O)O)(C(C)OC(=O)C8=CN=CC=C8)O)C)OC(=O)C=CC9=CC=CC=C9)C)C)C)OC)O
SMILES (Isomeric) C[C@@H]1[C@H]([C@@H](C[C@@H](O1)O[C@@H]2[C@H](O[C@H](C[C@@H]2OC)O[C@@H]3[C@H](O[C@H](C[C@@H]3OC)O[C@H]4CC[C@@]5([C@H]6CC([C@@]7([C@@](CC[C@@]7([C@@]6(C=C[C@]5(C4)O)O)O)(C(C)OC(=O)C8=CN=CC=C8)O)C)OC(=O)/C=C/C9=CC=CC=C9)C)C)C)OC)O
InChI InChI=1S/C57H79NO18/c1-32-48(60)39(66-7)26-46(69-32)75-50-34(3)71-47(28-41(50)68-9)76-49-33(2)70-45(27-40(49)67-8)73-38-19-20-52(5)42-29-43(74-44(59)18-17-36-14-11-10-12-15-36)53(6)55(63,35(4)72-51(61)37-16-13-25-58-31-37)23-24-57(53,65)56(42,64)22-21-54(52,62)30-38/h10-18,21-22,25,31-35,38-43,45-50,60,62-65H,19-20,23-24,26-30H2,1-9H3/b18-17+/t32-,33-,34-,35?,38+,39-,40+,41+,42-,43?,45+,46+,47+,48-,49-,50-,52-,53-,54-,55-,56+,57-/m1/s1
InChI Key XCATYQZPUKJNRR-YIFFXPSXSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C57H79NO18
Molecular Weight 1066.20 g/mol
Exact Mass 1065.52971467 g/mol
Topological Polar Surface Area (TPSA) 250.00 Ų
XlogP 3.80
Atomic LogP (AlogP) 4.72
H-Bond Acceptor 19
H-Bond Donor 5
Rotatable Bonds 15

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 1-[(3S,5S,8S,9R,10R,13R,14R,17S)-5,8,14,17-tetrahydroxy-3-[(2R,4S,5R,6R)-5-[(2S,4S,5R,6R)-5-[(2S,4R,5R,6R)-5-hydroxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-10,13-dimethyl-12-[(E)-3-phenylprop-2-enoyl]oxy-2,3,4,9,11,12,15,16-octahydro-1H-cyclopenta[a]phenanthren-17-yl]ethyl pyridine-3-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7605 76.05%
Caco-2 - 0.8614 86.14%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.7571 75.71%
Subcellular localzation Mitochondria 0.5056 50.56%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8268 82.68%
OATP1B3 inhibitior + 0.9013 90.13%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7571 75.71%
BSEP inhibitior + 0.9854 98.54%
P-glycoprotein inhibitior + 0.7472 74.72%
P-glycoprotein substrate + 0.7742 77.42%
CYP3A4 substrate + 0.7343 73.43%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8837 88.37%
CYP3A4 inhibition - 0.7339 73.39%
CYP2C9 inhibition - 0.9141 91.41%
CYP2C19 inhibition - 0.8792 87.92%
CYP2D6 inhibition - 0.9436 94.36%
CYP1A2 inhibition - 0.7377 73.77%
CYP2C8 inhibition + 0.8408 84.08%
CYP inhibitory promiscuity - 0.9427 94.27%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5354 53.54%
Eye corrosion - 0.9904 99.04%
Eye irritation - 0.8989 89.89%
Skin irritation - 0.7085 70.85%
Skin corrosion - 0.9275 92.75%
Ames mutagenesis - 0.6340 63.40%
Human Ether-a-go-go-Related Gene inhibition + 0.8070 80.70%
Micronuclear - 0.6500 65.00%
Hepatotoxicity + 0.5742 57.42%
skin sensitisation - 0.8749 87.49%
Respiratory toxicity + 0.8111 81.11%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity + 0.9125 91.25%
Nephrotoxicity - 0.9825 98.25%
Acute Oral Toxicity (c) III 0.3631 36.31%
Estrogen receptor binding + 0.7235 72.35%
Androgen receptor binding + 0.7681 76.81%
Thyroid receptor binding + 0.6884 68.84%
Glucocorticoid receptor binding + 0.7926 79.26%
Aromatase binding + 0.6135 61.35%
PPAR gamma + 0.8033 80.33%
Honey bee toxicity - 0.6613 66.13%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.6045 60.45%
Fish aquatic toxicity + 0.9413 94.13%

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
CHEMBL1293249 Q13887 Kruppel-like factor 5 98.47% 86.33%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.84% 91.11%
CHEMBL4302 P08183 P-glycoprotein 1 96.18% 92.98%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 95.46% 96.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.37% 96.09%
CHEMBL2179 P04062 Beta-glucocerebrosidase 93.46% 85.31%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 93.43% 91.07%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 92.33% 99.23%
CHEMBL2716 Q8WUI4 Histone deacetylase 7 92.18% 89.44%
CHEMBL221 P23219 Cyclooxygenase-1 92.12% 90.17%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 92.05% 94.08%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 91.96% 83.00%
CHEMBL2243 O00519 Anandamide amidohydrolase 91.77% 97.53%
CHEMBL1951 P21397 Monoamine oxidase A 91.27% 91.49%
CHEMBL226 P30542 Adenosine A1 receptor 91.24% 95.93%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.72% 95.89%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.69% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.44% 89.00%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 88.72% 100.00%
CHEMBL5028 O14672 ADAM10 87.96% 97.50%
CHEMBL3714130 P46095 G-protein coupled receptor 6 87.55% 97.36%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 87.06% 93.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 86.39% 100.00%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 86.19% 95.50%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.01% 95.56%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 85.18% 97.33%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 85.16% 94.62%
CHEMBL2581 P07339 Cathepsin D 83.76% 98.95%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.22% 100.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 83.14% 92.62%
CHEMBL1907599 P05556 Integrin alpha-4/beta-1 82.78% 92.86%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.93% 95.89%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 81.44% 94.45%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 81.29% 95.17%
CHEMBL2492 P36544 Neuronal acetylcholine receptor protein alpha-7 subunit 80.87% 88.42%

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.
Jasminanthes mucronata

Cross-Links

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PubChem 102445555
LOTUS LTS0204352
wikiData Q105324866