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[(3S,8S,9R,10R,12R,13R,14R,17R)-8,14,17-trihydroxy-3-[(2R,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-10,13-dimethyl-17-[(1S)-1-[(E)-3-phenylprop-2-enoyl]oxyethyl]-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 d01f8094-c036-4485-beab-0fb1fce89ab9
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-3-[(2R,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-10,13-dimethyl-17-[(1S)-1-[(E)-3-phenylprop-2-enoyl]oxyethyl]-1,2,3,4,7,9,11,12,15,16-decahydrocyclopenta[a]phenanthren-12-yl] pyridine-3-carboxylate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C63H89NO23/c1-32-52(85-47-28-41(76-8)53(33(2)79-47)86-58-51(70)55(77-9)54(34(3)80-58)87-57-50(69)49(68)48(67)42(31-65)83-57)40(75-7)27-46(78-32)82-39-20-21-59(5)38(26-39)19-22-62(73)43(59)29-44(84-56(71)37-16-13-25-64-30-37)60(6)61(72,23-24-63(60,62)74)35(4)81-45(66)18-17-36-14-11-10-12-15-36/h10-19,25,30,32-35,39-44,46-55,57-58,65,67-70,72-74H,20-24,26-29,31H2,1-9H3/b18-17+/t32-,33-,34-,35+,39+,40+,41-,42-,43-,44-,46+,47+,48-,49+,50-,51-,52-,53-,54-,55+,57+,58+,59+,60-,61+,62+,63-/m1/s1
InChI Key VUXUVLSEBHDXIP-RGTSRIOESA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C63H89NO23
Molecular Weight 1228.40 g/mol
Exact Mass 1227.58253809 g/mol
Topological Polar Surface Area (TPSA) 329.00 Ų
XlogP 2.20
Atomic LogP (AlogP) 2.55
H-Bond Acceptor 24
H-Bond Donor 8
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-3-[(2R,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-10,13-dimethyl-17-[(1S)-1-[(E)-3-phenylprop-2-enoyl]oxyethyl]-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 + 0.8264 82.64%
Caco-2 - 0.8603 86.03%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.8857 88.57%
Subcellular localzation Mitochondria 0.6540 65.40%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8198 81.98%
OATP1B3 inhibitior + 0.9194 91.94%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7521 75.21%
BSEP inhibitior + 0.9896 98.96%
P-glycoprotein inhibitior + 0.7444 74.44%
P-glycoprotein substrate + 0.7946 79.46%
CYP3A4 substrate + 0.7461 74.61%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8822 88.22%
CYP3A4 inhibition - 0.6866 68.66%
CYP2C9 inhibition - 0.8761 87.61%
CYP2C19 inhibition - 0.8908 89.08%
CYP2D6 inhibition - 0.9381 93.81%
CYP1A2 inhibition - 0.7305 73.05%
CYP2C8 inhibition + 0.8573 85.73%
CYP inhibitory promiscuity - 0.8613 86.13%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5311 53.11%
Eye corrosion - 0.9884 98.84%
Eye irritation - 0.8973 89.73%
Skin irritation - 0.6653 66.53%
Skin corrosion - 0.9384 93.84%
Ames mutagenesis - 0.5800 58.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7781 77.81%
Micronuclear - 0.5700 57.00%
Hepatotoxicity - 0.6000 60.00%
skin sensitisation - 0.8887 88.87%
Respiratory toxicity + 0.7333 73.33%
Reproductive toxicity + 0.9889 98.89%
Mitochondrial toxicity + 0.8625 86.25%
Nephrotoxicity - 0.9731 97.31%
Acute Oral Toxicity (c) III 0.4657 46.57%
Estrogen receptor binding + 0.6777 67.77%
Androgen receptor binding + 0.7610 76.10%
Thyroid receptor binding + 0.7415 74.15%
Glucocorticoid receptor binding + 0.8173 81.73%
Aromatase binding + 0.6727 67.27%
PPAR gamma + 0.8206 82.06%
Honey bee toxicity - 0.6026 60.26%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity + 0.5645 56.45%
Fish aquatic toxicity + 0.9325 93.25%

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 99.12% 86.33%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 98.13% 96.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.63% 96.09%
CHEMBL2581 P07339 Cathepsin D 97.16% 98.95%
CHEMBL226 P30542 Adenosine A1 receptor 97.09% 95.93%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.02% 91.11%
CHEMBL221 P23219 Cyclooxygenase-1 96.02% 90.17%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 95.41% 85.14%
CHEMBL1806 P11388 DNA topoisomerase II alpha 94.37% 89.00%
CHEMBL2243 O00519 Anandamide amidohydrolase 94.19% 97.53%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 92.39% 94.08%
CHEMBL5028 O14672 ADAM10 90.01% 97.50%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 89.65% 91.07%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 89.60% 99.23%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 89.46% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.08% 97.09%
CHEMBL2996 Q05655 Protein kinase C delta 88.91% 97.79%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.82% 95.89%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 88.30% 97.33%
CHEMBL4302 P08183 P-glycoprotein 1 87.91% 92.98%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 87.89% 89.67%
CHEMBL4227 P25090 Lipoxin A4 receptor 86.95% 100.00%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 86.66% 83.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.51% 100.00%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 85.46% 95.50%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 84.62% 95.17%
CHEMBL3060 Q9Y345 Glycine transporter 2 84.30% 99.17%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 84.10% 95.89%
CHEMBL3359 P21462 Formyl peptide receptor 1 82.20% 93.56%
CHEMBL2716 Q8WUI4 Histone deacetylase 7 82.19% 89.44%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 81.83% 95.71%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 81.70% 95.56%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 81.40% 96.47%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 81.33% 94.62%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.30% 92.62%

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 102064350
LOTUS LTS0013942
wikiData Q105297504