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Marianoside A

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 6ac38df4-989f-4b52-8719-9348760ce0d7
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-[[(3S,4R,5R,10S,13R,14R,17R)-4-(hydroxymethyl)-17-[(2R)-6-hydroxy-6-methyl-5-methylideneheptan-2-yl]-4,10,13,14-tetramethyl-2,3,5,6,7,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]oxane-3,4,5-triol
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C37H62O8/c1-21(9-10-22(2)33(3,4)43)23-13-17-37(8)25-11-12-27-34(5,24(25)14-18-36(23,37)7)16-15-28(35(27,6)20-39)45-32-31(42)30(41)29(40)26(19-38)44-32/h21,23,26-32,38-43H,2,9-20H2,1,3-8H3/t21-,23-,26-,27-,28+,29-,30+,31-,32+,34-,35+,36-,37+/m1/s1
InChI Key BQSKVEDRDUPKAI-ADEYTEBPSA-N
Popularity 3 references in papers

Physical and Chemical Properties

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Molecular Formula C37H62O8
Molecular Weight 634.90 g/mol
Exact Mass 634.44446893 g/mol
Topological Polar Surface Area (TPSA) 140.00 Ų
XlogP 5.20
Atomic LogP (AlogP) 4.64
H-Bond Acceptor 8
H-Bond Donor 6
Rotatable Bonds 9

Synonyms

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24-methylene-lanoesta-8(9)-ene-25,28-diol 3-O-beta-D-glucopyranoside
(3beta)-25,28-dihydroxy-24-methylidenelanost-8-en-3-yl beta-D-glucopyranoside
CHEBI:66674
Q27135294
(2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-[[(3S,4R,5R,10S,13R,14R,17R)-4-(hydroxymethyl)-17-[(2R)-6-hydroxy-6-methyl-5-methylideneheptan-2-yl]-4,10,13,14-tetramethyl-2,3,5,6,7,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]oxane-3,4,5-triol

2D Structure

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2D Structure of Marianoside A

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7389 73.89%
Caco-2 - 0.8161 81.61%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.7503 75.03%
OATP2B1 inhibitior - 0.5750 57.50%
OATP1B1 inhibitior + 0.8008 80.08%
OATP1B3 inhibitior - 0.2613 26.13%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior - 0.5778 57.78%
P-glycoprotein inhibitior + 0.7139 71.39%
P-glycoprotein substrate - 0.5707 57.07%
CYP3A4 substrate + 0.7168 71.68%
CYP2C9 substrate - 0.7890 78.90%
CYP2D6 substrate - 0.8406 84.06%
CYP3A4 inhibition - 0.9199 91.99%
CYP2C9 inhibition - 0.8103 81.03%
CYP2C19 inhibition - 0.8391 83.91%
CYP2D6 inhibition - 0.9317 93.17%
CYP1A2 inhibition - 0.8201 82.01%
CYP2C8 inhibition + 0.6870 68.70%
CYP inhibitory promiscuity - 0.8755 87.55%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.6907 69.07%
Eye corrosion - 0.9879 98.79%
Eye irritation - 0.9231 92.31%
Skin irritation - 0.6231 62.31%
Skin corrosion - 0.9405 94.05%
Ames mutagenesis - 0.6300 63.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7409 74.09%
Micronuclear - 0.8700 87.00%
Hepatotoxicity - 0.6218 62.18%
skin sensitisation - 0.8873 88.73%
Respiratory toxicity + 0.5333 53.33%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity - 0.5750 57.50%
Nephrotoxicity + 0.5277 52.77%
Acute Oral Toxicity (c) III 0.6691 66.91%
Estrogen receptor binding + 0.6526 65.26%
Androgen receptor binding + 0.7698 76.98%
Thyroid receptor binding - 0.5228 52.28%
Glucocorticoid receptor binding + 0.5686 56.86%
Aromatase binding + 0.6594 65.94%
PPAR gamma + 0.5875 58.75%
Honey bee toxicity - 0.6582 65.82%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.6100 61.00%
Fish aquatic toxicity + 0.9782 97.82%

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 98.78% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.12% 91.11%
CHEMBL2581 P07339 Cathepsin D 96.61% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.96% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.28% 97.09%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 90.04% 89.05%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 89.04% 97.14%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.55% 95.89%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 88.07% 95.50%
CHEMBL233 P35372 Mu opioid receptor 88.01% 97.93%
CHEMBL237 P41145 Kappa opioid receptor 87.82% 98.10%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 87.35% 96.21%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 87.09% 92.62%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 86.94% 94.45%
CHEMBL2996 Q05655 Protein kinase C delta 86.02% 97.79%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 85.34% 100.00%
CHEMBL218 P21554 Cannabinoid CB1 receptor 84.03% 96.61%
CHEMBL3359 P21462 Formyl peptide receptor 1 83.97% 93.56%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.75% 100.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.20% 100.00%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 83.14% 96.90%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.39% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.20% 86.33%
CHEMBL2094135 Q96BI3 Gamma-secretase 81.95% 98.05%
CHEMBL3060 Q9Y345 Glycine transporter 2 81.69% 99.17%
CHEMBL3401 O75469 Pregnane X receptor 81.38% 94.73%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 81.10% 100.00%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 80.04% 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.
Silybum marianum

Cross-Links

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PubChem 11671819
LOTUS LTS0037114
wikiData Q27135294