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Macrophyllosaponin B

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 f5da4bbf-d28e-47f1-86e3-3881d3de2431
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)-4,10-dihydroxy-15-[(2R,5S)-6-hydroxy-6-methyl-5-(3,4,5-trihydroxyoxan-2-yl)oxyheptan-2-yl]-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) CC1C(C(C(C(O1)OC2CC(C34CC35CCC6(C(CCC6(C5C(CC4C2(C)C)O)C)C(C)CCC(C(C)(C)O)OC7C(C(C(CO7)O)O)O)C)O)O)O)O
SMILES (Isomeric) CC1C(C(C(C(O1)O[C@H]2C[C@@H]([C@]34C[C@]35CC[C@@]6(C(CC[C@]6(C5[C@H](CC4C2(C)C)O)C)[C@H](C)CC[C@@H](C(C)(C)O)OC7C(C(C(CO7)O)O)O)C)O)O)O)O
InChI InChI=1S/C41H70O13/c1-19(9-10-26(37(5,6)50)53-34-31(48)29(46)23(43)17-51-34)21-11-12-39(8)33-22(42)15-24-36(3,4)27(54-35-32(49)30(47)28(45)20(2)52-35)16-25(44)41(24)18-40(33,41)14-13-38(21,39)7/h19-35,42-50H,9-18H2,1-8H3/t19-,20?,21?,22+,23?,24?,25+,26+,27+,28?,29?,30?,31?,32?,33?,34?,35?,38-,39+,40+,41-/m1/s1
InChI Key JMQANMQRQDNDDA-HONHFKFVSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C41H70O13
Molecular Weight 771.00 g/mol
Exact Mass 770.48164228 g/mol
Topological Polar Surface Area (TPSA) 219.00 Ų
XlogP 2.20
Atomic LogP (AlogP) 1.59
H-Bond Acceptor 13
H-Bond Donor 9
Rotatable Bonds 9

Synonyms

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NSC726105
184104-60-7
DTXSID20417732
NSC-726105

2D Structure

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2D Structure of Macrophyllosaponin B

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6632 66.32%
Caco-2 - 0.8746 87.46%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.6472 64.72%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8374 83.74%
OATP1B3 inhibitior + 0.9070 90.70%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior - 0.7990 79.90%
P-glycoprotein inhibitior + 0.7603 76.03%
P-glycoprotein substrate + 0.6727 67.27%
CYP3A4 substrate + 0.7266 72.66%
CYP2C9 substrate - 0.8019 80.19%
CYP2D6 substrate - 0.8229 82.29%
CYP3A4 inhibition - 0.9403 94.03%
CYP2C9 inhibition - 0.7820 78.20%
CYP2C19 inhibition - 0.8568 85.68%
CYP2D6 inhibition - 0.9523 95.23%
CYP1A2 inhibition - 0.8685 86.85%
CYP2C8 inhibition + 0.6468 64.68%
CYP inhibitory promiscuity - 0.9551 95.51%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6983 69.83%
Eye corrosion - 0.9898 98.98%
Eye irritation - 0.9070 90.70%
Skin irritation - 0.6803 68.03%
Skin corrosion - 0.9443 94.43%
Ames mutagenesis - 0.5515 55.15%
Human Ether-a-go-go-Related Gene inhibition + 0.7349 73.49%
Micronuclear - 0.8000 80.00%
Hepatotoxicity - 0.6709 67.09%
skin sensitisation - 0.9002 90.02%
Respiratory toxicity + 0.5333 53.33%
Reproductive toxicity + 0.7444 74.44%
Mitochondrial toxicity + 0.6250 62.50%
Nephrotoxicity - 0.8531 85.31%
Acute Oral Toxicity (c) I 0.5063 50.63%
Estrogen receptor binding + 0.6835 68.35%
Androgen receptor binding + 0.7380 73.80%
Thyroid receptor binding - 0.5768 57.68%
Glucocorticoid receptor binding + 0.5714 57.14%
Aromatase binding + 0.6336 63.36%
PPAR gamma + 0.7048 70.48%
Honey bee toxicity - 0.6437 64.37%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5100 51.00%
Fish aquatic toxicity + 0.9032 90.32%

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 99.75% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.50% 91.11%
CHEMBL2179 P04062 Beta-glucocerebrosidase 97.06% 85.31%
CHEMBL218 P21554 Cannabinoid CB1 receptor 96.91% 96.61%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.55% 96.09%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 94.06% 100.00%
CHEMBL2581 P07339 Cathepsin D 93.82% 98.95%
CHEMBL1163125 O60885 Bromodomain-containing protein 4 93.34% 97.31%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.73% 97.09%
CHEMBL4040 P28482 MAP kinase ERK2 91.29% 83.82%
CHEMBL2996 Q05655 Protein kinase C delta 91.14% 97.79%
CHEMBL241 Q14432 Phosphodiesterase 3A 89.70% 92.94%
CHEMBL2534 O15530 3-phosphoinositide dependent protein kinase-1 89.03% 95.36%
CHEMBL2094135 Q96BI3 Gamma-secretase 88.11% 98.05%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 87.83% 97.14%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 87.77% 96.77%
CHEMBL205 P00918 Carbonic anhydrase II 87.04% 98.44%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.50% 89.00%
CHEMBL2413 P32246 C-C chemokine receptor type 1 86.33% 89.50%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 86.28% 96.21%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 85.46% 90.24%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 85.35% 91.07%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 84.90% 91.03%
CHEMBL2095194 P08709 Coagulation factor VII/tissue factor 84.71% 99.17%
CHEMBL233 P35372 Mu opioid receptor 84.35% 97.93%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 84.06% 89.62%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 84.05% 95.71%
CHEMBL4105786 P41182 B-cell lymphoma 6 protein 83.66% 92.86%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 83.14% 92.88%
CHEMBL3714130 P46095 G-protein coupled receptor 6 82.77% 97.36%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 82.76% 90.71%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 82.14% 89.05%
CHEMBL1871 P10275 Androgen Receptor 82.13% 96.43%
CHEMBL4227 P25090 Lipoxin A4 receptor 82.09% 100.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.96% 95.89%
CHEMBL3045 P05771 Protein kinase C beta 81.92% 97.63%
CHEMBL5028 O14672 ADAM10 81.32% 97.50%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 80.97% 96.47%
CHEMBL259 P32245 Melanocortin receptor 4 80.75% 95.38%
CHEMBL4005 P42336 PI3-kinase p110-alpha subunit 80.56% 97.47%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.48% 100.00%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 80.47% 82.69%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.45% 95.89%
CHEMBL1795139 Q8IU80 Transmembrane protease serine 6 80.38% 98.33%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 80.07% 82.50%

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.
Astragalus oleifolius

Cross-Links

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PubChem 5352118
LOTUS LTS0119200
wikiData Q82227867