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Macrophyllosaponin D

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 6647fe69-997b-48ec-a27c-7f6377bebc89
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins > Cucurbitacin glycosides
IUPAC Name 2-[[(1S,3S,4S,6S,10S,12S,16R)-15-[(2R,5S)-5-[4,5-dihydroxy-3-(3,4,5-trihydroxyoxan-2-yl)oxyoxan-2-yl]oxy-6-hydroxy-6-methylheptan-2-yl]-4,10-dihydroxy-7,7,12,16-tetramethyl-6-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]oxy]-6-methyloxane-3,4,5-triol
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C46H78O17/c1-20(9-10-28(42(5,6)57)61-40-36(32(53)25(49)18-59-40)63-38-34(55)31(52)24(48)17-58-38)22-11-12-44(8)37-23(47)15-26-41(3,4)29(62-39-35(56)33(54)30(51)21(2)60-39)16-27(50)46(26)19-45(37,46)14-13-43(22,44)7/h20-40,47-57H,9-19H2,1-8H3/t20-,21?,22?,23+,24?,25?,26?,27+,28+,29+,30?,31?,32?,33?,34?,35?,36?,37?,38?,39?,40?,43-,44+,45+,46-/m1/s1
InChI Key BJQSXYMSMSHSIP-QMOAYLFTSA-N
Popularity 3 references in papers

Physical and Chemical Properties

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Molecular Formula C46H78O17
Molecular Weight 903.10 g/mol
Exact Mass 902.52390102 g/mol
Topological Polar Surface Area (TPSA) 278.00 Ų
XlogP 0.60
Atomic LogP (AlogP) 0.05
H-Bond Acceptor 17
H-Bond Donor 11
Rotatable Bonds 11

Synonyms

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DTXSID40417734
184104-63-0
2-(((1S,3S,4S,6S,10S,12S,16R)-15-((2R,5S)-5-(4,5-dihydroxy-3-(3,4,5-trihydroxyoxan-2-yl)oxyoxan-2-yl)oxy-6-hydroxy-6-methylheptan-2-yl)-4,10-dihydroxy-7,7,12,16-tetramethyl-6-pentacyclo(9.7.0.01,3.03,8.012,16)octadecanyl)oxy)-6-methyloxane-3,4,5-triol
2-[[(1S,3S,4S,6S,10S,12S,16R)-15-[(2R,5S)-5-[4,5-dihydroxy-3-(3,4,5-trihydroxyoxan-2-yl)oxyoxan-2-yl]oxy-6-hydroxy-6-methylheptan-2-yl]-4,10-dihydroxy-7,7,12,16-tetramethyl-6-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]oxy]-6-methyloxane-3,4,5-triol
RefChem:155016
DTXCID70368583
NSC726107
SCHEMBL30678796
NSC-726107
(5xi,8xi,17xi,24S)-1alpha,7beta,25-Trihydroxy-24-[(2-O-pentopyranosylpentopyranosyl)oxy]-9beta-9,19-cyclolanostan-3beta-yl 6-deoxyhexopyranoside

2D Structure

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2D Structure of Macrophyllosaponin D

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.5739 57.39%
Caco-2 - 0.8869 88.69%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.7571 75.71%
Subcellular localzation Mitochondria 0.6230 62.30%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8353 83.53%
OATP1B3 inhibitior + 0.9158 91.58%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.6750 67.50%
BSEP inhibitior - 0.4786 47.86%
P-glycoprotein inhibitior + 0.7575 75.75%
P-glycoprotein substrate + 0.6944 69.44%
CYP3A4 substrate + 0.7343 73.43%
CYP2C9 substrate - 0.8019 80.19%
CYP2D6 substrate - 0.8229 82.29%
CYP3A4 inhibition - 0.9615 96.15%
CYP2C9 inhibition - 0.8005 80.05%
CYP2C19 inhibition - 0.8232 82.32%
CYP2D6 inhibition - 0.9519 95.19%
CYP1A2 inhibition - 0.8934 89.34%
CYP2C8 inhibition + 0.6732 67.32%
CYP inhibitory promiscuity - 0.9660 96.60%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6743 67.43%
Eye corrosion - 0.9894 98.94%
Eye irritation - 0.9044 90.44%
Skin irritation - 0.7137 71.37%
Skin corrosion - 0.9466 94.66%
Ames mutagenesis - 0.5715 57.15%
Human Ether-a-go-go-Related Gene inhibition + 0.7540 75.40%
Micronuclear - 0.7900 79.00%
Hepatotoxicity - 0.6709 67.09%
skin sensitisation - 0.9006 90.06%
Respiratory toxicity + 0.6000 60.00%
Reproductive toxicity + 0.7444 74.44%
Mitochondrial toxicity + 0.5750 57.50%
Nephrotoxicity - 0.8624 86.24%
Acute Oral Toxicity (c) I 0.6013 60.13%
Estrogen receptor binding + 0.7745 77.45%
Androgen receptor binding + 0.7439 74.39%
Thyroid receptor binding - 0.5358 53.58%
Glucocorticoid receptor binding + 0.6637 66.37%
Aromatase binding + 0.6367 63.67%
PPAR gamma + 0.7588 75.88%
Honey bee toxicity - 0.6262 62.62%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.5300 53.00%
Fish aquatic toxicity + 0.8802 88.02%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 99.79% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.85% 91.11%
CHEMBL2179 P04062 Beta-glucocerebrosidase 96.72% 85.31%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.59% 96.09%
CHEMBL218 P21554 Cannabinoid CB1 receptor 96.22% 96.61%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 93.98% 100.00%
CHEMBL2581 P07339 Cathepsin D 93.40% 98.95%
CHEMBL4040 P28482 MAP kinase ERK2 92.86% 83.82%
CHEMBL1163125 O60885 Bromodomain-containing protein 4 92.62% 97.31%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.21% 97.09%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 90.45% 95.58%
CHEMBL233 P35372 Mu opioid receptor 90.22% 97.93%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 89.97% 96.77%
CHEMBL241 Q14432 Phosphodiesterase 3A 89.56% 92.94%
CHEMBL2094135 Q96BI3 Gamma-secretase 89.24% 98.05%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 88.79% 97.14%
CHEMBL3714130 P46095 G-protein coupled receptor 6 87.05% 97.36%
CHEMBL2534 O15530 3-phosphoinositide dependent protein kinase-1 86.92% 95.36%
CHEMBL205 P00918 Carbonic anhydrase II 86.83% 98.44%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.70% 89.00%
CHEMBL2413 P32246 C-C chemokine receptor type 1 86.38% 89.50%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 86.00% 96.21%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 85.93% 91.03%
CHEMBL2095194 P08709 Coagulation factor VII/tissue factor 85.78% 99.17%
CHEMBL2996 Q05655 Protein kinase C delta 85.70% 97.79%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 85.46% 90.24%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 85.15% 91.07%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 84.88% 92.88%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 84.75% 95.71%
CHEMBL4005 P42336 PI3-kinase p110-alpha subunit 84.56% 97.47%
CHEMBL1871 P10275 Androgen Receptor 83.45% 96.43%
CHEMBL4105786 P41182 B-cell lymphoma 6 protein 83.25% 92.86%
CHEMBL226 P30542 Adenosine A1 receptor 82.68% 95.93%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.57% 95.89%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 82.43% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.28% 100.00%
CHEMBL4618 P09960 Leukotriene A4 hydrolase 82.26% 97.86%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.47% 100.00%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 80.98% 90.71%
CHEMBL5028 O14672 ADAM10 80.91% 97.50%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 80.69% 96.47%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 80.45% 82.69%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 80.39% 93.04%
CHEMBL1744525 P43490 Nicotinamide phosphoribosyltransferase 80.37% 96.25%
CHEMBL2842 P42345 Serine/threonine-protein kinase mTOR 80.15% 92.78%

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.
Astragalus oleifolius

Cross-Links

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PubChem 5352120
LOTUS LTS0241416
wikiData Q82227871