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[(3S,8S,9R,10R,12R,13R,14R,17R)-8,14,17-trihydroxy-17-[(1S)-1-hydroxyethyl]-3-[(2R,4S,5R,6R)-5-[(2S,4S,5R,6R)-5-[(2S,4R,5R,6R)-5-[(2S,3R,4S,5R,6R)-3-hydroxy-4-methoxy-6-methyl-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-10,13-dimethyl-1,2,3,4,7,9,11,12,15,16-decahydrocyclopenta[a]phenanthren-12-yl] 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 203a68ad-861b-468e-83ee-f4c783e60407
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
IUPAC Name [(3S,8S,9R,10R,12R,13R,14R,17R)-8,14,17-trihydroxy-17-[(1S)-1-hydroxyethyl]-3-[(2R,4S,5R,6R)-5-[(2S,4S,5R,6R)-5-[(2S,4R,5R,6R)-5-[(2S,3R,4S,5R,6R)-3-hydroxy-4-methoxy-6-methyl-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-10,13-dimethyl-1,2,3,4,7,9,11,12,15,16-decahydrocyclopenta[a]phenanthren-12-yl] pyridine-3-carboxylate
SMILES (Canonical) CC1C(C(CC(O1)OC2CCC3(C4CC(C5(C(CCC5(C4(CC=C3C2)O)O)(C(C)O)O)C)OC(=O)C6=CN=CC=C6)C)OC)OC7CC(C(C(O7)C)OC8CC(C(C(O8)C)OC9C(C(C(C(O9)C)OC1C(C(C(C(O1)CO)O)O)O)OC)O)OC)OC
SMILES (Isomeric) C[C@@H]1[C@H]([C@H](C[C@@H](O1)O[C@H]2CC[C@@]3([C@H]4C[C@H]([C@@]5([C@](CC[C@@]5([C@@]4(CC=C3C2)O)O)([C@H](C)O)O)C)OC(=O)C6=CN=CC=C6)C)OC)O[C@H]7C[C@@H]([C@@H]([C@H](O7)C)O[C@H]8C[C@H]([C@@H]([C@H](O8)C)O[C@H]9[C@@H]([C@@H]([C@@H]([C@H](O9)C)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O)OC)O)OC)OC
InChI InChI=1S/C61H95NO25/c1-28-49(36(73-8)22-42(77-28)81-35-15-16-57(6)34(21-35)14-17-60(71)40(57)25-41(83-54(69)33-13-12-20-62-26-33)58(7)59(70,32(5)64)18-19-61(58,60)72)84-43-23-37(74-9)50(29(2)78-43)85-44-24-38(75-10)51(30(3)79-44)86-56-48(68)53(76-11)52(31(4)80-56)87-55-47(67)46(66)45(65)39(27-63)82-55/h12-14,20,26,28-32,35-53,55-56,63-68,70-72H,15-19,21-25,27H2,1-11H3/t28-,29-,30-,31-,32+,35+,36+,37+,38-,39-,40-,41-,42+,43+,44+,45-,46+,47-,48-,49-,50-,51-,52-,53+,55+,56+,57+,58-,59+,60+,61-/m1/s1
InChI Key RGGYEMBOCOZNNC-SNLCOTGSSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C61H95NO25
Molecular Weight 1242.40 g/mol
Exact Mass 1241.61931752 g/mol
Topological Polar Surface Area (TPSA) 351.00 Ų
XlogP -0.10
Atomic LogP (AlogP) 0.82
H-Bond Acceptor 26
H-Bond Donor 9
Rotatable Bonds 18

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(3S,8S,9R,10R,12R,13R,14R,17R)-8,14,17-trihydroxy-17-[(1S)-1-hydroxyethyl]-3-[(2R,4S,5R,6R)-5-[(2S,4S,5R,6R)-5-[(2S,4R,5R,6R)-5-[(2S,3R,4S,5R,6R)-3-hydroxy-4-methoxy-6-methyl-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-10,13-dimethyl-1,2,3,4,7,9,11,12,15,16-decahydrocyclopenta[a]phenanthren-12-yl] 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 + 0.8690 86.90%
Caco-2 - 0.8619 86.19%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.8143 81.43%
Subcellular localzation Mitochondria 0.6431 64.31%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8352 83.52%
OATP1B3 inhibitior + 0.9001 90.01%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.9578 95.78%
P-glycoprotein inhibitior + 0.7442 74.42%
P-glycoprotein substrate + 0.7506 75.06%
CYP3A4 substrate + 0.7376 73.76%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8703 87.03%
CYP3A4 inhibition - 0.8656 86.56%
CYP2C9 inhibition - 0.8856 88.56%
CYP2C19 inhibition - 0.8876 88.76%
CYP2D6 inhibition - 0.9339 93.39%
CYP1A2 inhibition - 0.7276 72.76%
CYP2C8 inhibition + 0.7968 79.68%
CYP inhibitory promiscuity - 0.8275 82.75%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5624 56.24%
Eye corrosion - 0.9891 98.91%
Eye irritation - 0.8978 89.78%
Skin irritation - 0.6434 64.34%
Skin corrosion - 0.9381 93.81%
Ames mutagenesis - 0.5870 58.70%
Human Ether-a-go-go-Related Gene inhibition + 0.8010 80.10%
Micronuclear - 0.6600 66.00%
Hepatotoxicity - 0.6199 61.99%
skin sensitisation - 0.8810 88.10%
Respiratory toxicity + 0.7556 75.56%
Reproductive toxicity + 0.9889 98.89%
Mitochondrial toxicity + 0.8250 82.50%
Nephrotoxicity - 0.9641 96.41%
Acute Oral Toxicity (c) III 0.4723 47.23%
Estrogen receptor binding + 0.7235 72.35%
Androgen receptor binding + 0.7587 75.87%
Thyroid receptor binding + 0.7093 70.93%
Glucocorticoid receptor binding + 0.7919 79.19%
Aromatase binding + 0.6787 67.87%
PPAR gamma + 0.8120 81.20%
Honey bee toxicity - 0.6279 62.79%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.6000 60.00%
Fish aquatic toxicity + 0.8362 83.62%

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 98.87% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.64% 85.14%
CHEMBL2581 P07339 Cathepsin D 97.62% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 96.21% 86.33%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.59% 91.11%
CHEMBL226 P30542 Adenosine A1 receptor 93.46% 95.93%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 91.53% 95.17%
CHEMBL2996 Q05655 Protein kinase C delta 91.32% 97.79%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 91.28% 96.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 91.18% 97.25%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.01% 89.00%
CHEMBL2243 O00519 Anandamide amidohydrolase 90.98% 97.53%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.83% 95.89%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 90.59% 100.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 90.15% 95.89%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.76% 97.09%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 88.66% 94.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 88.46% 99.23%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.20% 100.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 87.86% 91.07%
CHEMBL5028 O14672 ADAM10 85.19% 97.50%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 84.86% 98.75%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.83% 100.00%
CHEMBL2140 P48775 Tryptophan 2,3-dioxygenase 83.30% 98.46%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 83.05% 97.33%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 83.02% 91.24%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 81.30% 95.71%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.06% 92.62%
CHEMBL4208 P20618 Proteasome component C5 81.03% 90.00%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 80.50% 95.50%

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.
Marsdenia hainanensis

Cross-Links

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PubChem 102064349
LOTUS LTS0101619
wikiData Q105330575