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Marianoside 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 99d0eef9-674e-4243-90bb-2d02c00b5230
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-[[(3S,5R,10S,13R,14R,17R)-4,4,10,13,14-pentamethyl-17-[(2R)-6-methyl-5-methylideneheptan-2-yl]-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) CC(C)C(=C)CCC(C)C1CCC2(C1(CCC3=C2CCC4C3(CCC(C4(C)C)OC5C(C(C(C(O5)CO)O)O)O)C)C)C
SMILES (Isomeric) C[C@H](CCC(=C)C(C)C)[C@H]1CC[C@@]2([C@@]1(CCC3=C2CC[C@@H]4[C@@]3(CC[C@@H](C4(C)C)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)C)C)C
InChI InChI=1S/C37H62O6/c1-21(2)22(3)10-11-23(4)24-14-18-37(9)26-12-13-28-34(5,6)29(16-17-35(28,7)25(26)15-19-36(24,37)8)43-33-32(41)31(40)30(39)27(20-38)42-33/h21,23-24,27-33,38-41H,3,10-20H2,1-2,4-9H3/t23-,24-,27-,28+,29+,30-,31+,32-,33+,35-,36-,37+/m1/s1
InChI Key PHOVCZWDVRTEJJ-SAMWAVPASA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C37H62O6
Molecular Weight 602.90 g/mol
Exact Mass 602.45463969 g/mol
Topological Polar Surface Area (TPSA) 99.40 Ų
XlogP 7.90
Atomic LogP (AlogP) 6.55
H-Bond Acceptor 6
H-Bond Donor 4
Rotatable Bonds 8

Synonyms

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24-methylene-lanoesta-8(9)-ene 3-O-beta-D-glucopyranoside
(3beta)-24-methylidenelanost-8-en-3-yl beta-D-glucopyranoside
CHEBI:66675
Q27135295
(2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-[[(3S,5R,10S,13R,14R,17R)-4,4,10,13,14-pentamethyl-17-[(2R)-6-methyl-5-methylideneheptan-2-yl]-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 B

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8104 81.04%
Caco-2 - 0.7974 79.74%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.7601 76.01%
OATP2B1 inhibitior - 0.7169 71.69%
OATP1B1 inhibitior + 0.7654 76.54%
OATP1B3 inhibitior - 0.2618 26.18%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior - 0.6431 64.31%
P-glycoprotein inhibitior + 0.7154 71.54%
P-glycoprotein substrate - 0.6800 68.00%
CYP3A4 substrate + 0.6923 69.23%
CYP2C9 substrate - 0.8025 80.25%
CYP2D6 substrate - 0.8264 82.64%
CYP3A4 inhibition - 0.8656 86.56%
CYP2C9 inhibition - 0.7750 77.50%
CYP2C19 inhibition - 0.8471 84.71%
CYP2D6 inhibition - 0.9320 93.20%
CYP1A2 inhibition - 0.7785 77.85%
CYP2C8 inhibition + 0.6335 63.35%
CYP inhibitory promiscuity - 0.8352 83.52%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.7086 70.86%
Eye corrosion - 0.9885 98.85%
Eye irritation - 0.9193 91.93%
Skin irritation - 0.5725 57.25%
Skin corrosion - 0.9406 94.06%
Ames mutagenesis - 0.6770 67.70%
Human Ether-a-go-go-Related Gene inhibition + 0.7130 71.30%
Micronuclear - 0.8500 85.00%
Hepatotoxicity - 0.7415 74.15%
skin sensitisation - 0.8930 89.30%
Respiratory toxicity - 0.5000 50.00%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity - 0.5750 57.50%
Nephrotoxicity - 0.5902 59.02%
Acute Oral Toxicity (c) III 0.6706 67.06%
Estrogen receptor binding + 0.6652 66.52%
Androgen receptor binding + 0.7529 75.29%
Thyroid receptor binding - 0.5080 50.80%
Glucocorticoid receptor binding + 0.5914 59.14%
Aromatase binding + 0.6529 65.29%
PPAR gamma + 0.5932 59.32%
Honey bee toxicity - 0.6636 66.36%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5900 59.00%
Fish aquatic toxicity + 0.9828 98.28%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.44% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.10% 96.09%
CHEMBL2581 P07339 Cathepsin D 95.75% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.47% 97.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 91.90% 97.25%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 89.78% 92.62%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 89.01% 96.21%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 88.23% 89.05%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 87.53% 95.50%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.35% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.96% 95.89%
CHEMBL3060 Q9Y345 Glycine transporter 2 84.15% 99.17%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.85% 97.14%
CHEMBL237 P41145 Kappa opioid receptor 82.73% 98.10%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 82.44% 82.50%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.83% 89.00%
CHEMBL226 P30542 Adenosine A1 receptor 81.71% 95.93%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 81.69% 94.45%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.45% 95.89%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 80.42% 100.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.35% 100.00%

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 11671631
NPASS NPC172609
LOTUS LTS0157791
wikiData Q27135295