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methyl (2S,3S,4S,5R,6R)-6-[[(3S,5S,8R,9S,10S,13S,14S,15S,16R,17R)-17-[(2R,4S,5R)-5-ethyl-4-hydroxy-6-methylheptan-2-yl]-3,15-dihydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-16-yl]oxy]-4-hydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxane-2-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 740c9b36-3da8-45a2-b4c9-b645f3246db6
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroid glucuronide conjugates
IUPAC Name methyl (2S,3S,4S,5R,6R)-6-[[(3S,5S,8R,9S,10S,13S,14S,15S,16R,17R)-17-[(2R,4S,5R)-5-ethyl-4-hydroxy-6-methylheptan-2-yl]-3,15-dihydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-16-yl]oxy]-4-hydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxane-2-carboxylate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C48H82O19/c1-9-24(19(2)3)27(51)16-20(4)29-39(33(54)30-25-11-10-22-17-23(50)12-14-47(22,6)26(25)13-15-48(29,30)7)64-46-41(66-45-37(58)35(56)32(53)28(18-49)63-45)38(59)40(42(67-46)43(60)61-8)65-44-36(57)34(55)31(52)21(5)62-44/h19-42,44-46,49-59H,9-18H2,1-8H3/t20-,21+,22+,23+,24-,25-,26+,27+,28-,29+,30-,31+,32-,33+,34-,35+,36-,37-,38+,39-,40+,41-,42+,44+,45+,46-,47+,48-/m1/s1
InChI Key MFHHDRLBIZELMI-ZFIPNKMDSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C48H82O19
Molecular Weight 963.20 g/mol
Exact Mass 962.54503038 g/mol
Topological Polar Surface Area (TPSA) 304.00 Ų
XlogP 2.10
Atomic LogP (AlogP) -0.30
H-Bond Acceptor 19
H-Bond Donor 11
Rotatable Bonds 14

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl (2S,3S,4S,5R,6R)-6-[[(3S,5S,8R,9S,10S,13S,14S,15S,16R,17R)-17-[(2R,4S,5R)-5-ethyl-4-hydroxy-6-methylheptan-2-yl]-3,15-dihydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-16-yl]oxy]-4-hydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxane-2-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7812 78.12%
Caco-2 - 0.8857 88.57%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.8286 82.86%
Subcellular localzation Mitochondria 0.7181 71.81%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7866 78.66%
OATP1B3 inhibitior + 0.8581 85.81%
MATE1 inhibitior - 0.9812 98.12%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior - 0.6044 60.44%
P-glycoprotein inhibitior + 0.7345 73.45%
P-glycoprotein substrate + 0.6463 64.63%
CYP3A4 substrate + 0.7503 75.03%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8753 87.53%
CYP3A4 inhibition - 0.7933 79.33%
CYP2C9 inhibition - 0.8362 83.62%
CYP2C19 inhibition - 0.8992 89.92%
CYP2D6 inhibition - 0.9510 95.10%
CYP1A2 inhibition - 0.9029 90.29%
CYP2C8 inhibition + 0.6750 67.50%
CYP inhibitory promiscuity - 0.9550 95.50%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.7008 70.08%
Eye corrosion - 0.9916 99.16%
Eye irritation - 0.9082 90.82%
Skin irritation - 0.6533 65.33%
Skin corrosion - 0.9489 94.89%
Ames mutagenesis - 0.8132 81.32%
Human Ether-a-go-go-Related Gene inhibition + 0.7418 74.18%
Micronuclear - 0.8700 87.00%
Hepatotoxicity - 0.6320 63.20%
skin sensitisation - 0.9217 92.17%
Respiratory toxicity + 0.8444 84.44%
Reproductive toxicity + 0.7778 77.78%
Mitochondrial toxicity + 0.6000 60.00%
Nephrotoxicity - 0.8204 82.04%
Acute Oral Toxicity (c) III 0.3374 33.74%
Estrogen receptor binding + 0.7545 75.45%
Androgen receptor binding + 0.7164 71.64%
Thyroid receptor binding - 0.5987 59.87%
Glucocorticoid receptor binding + 0.6135 61.35%
Aromatase binding + 0.6570 65.70%
PPAR gamma + 0.7016 70.16%
Honey bee toxicity - 0.5920 59.20%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.7300 73.00%
Fish aquatic toxicity + 0.8387 83.87%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.74% 96.09%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 97.24% 95.58%
CHEMBL237 P41145 Kappa opioid receptor 97.21% 98.10%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.74% 91.11%
CHEMBL221 P23219 Cyclooxygenase-1 95.21% 90.17%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 93.97% 96.38%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 92.82% 95.89%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 92.68% 95.71%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.50% 97.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 91.85% 97.25%
CHEMBL2842 P42345 Serine/threonine-protein kinase mTOR 91.63% 92.78%
CHEMBL2581 P07339 Cathepsin D 90.79% 98.95%
CHEMBL2094135 Q96BI3 Gamma-secretase 90.48% 98.05%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 89.26% 96.77%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 88.07% 92.88%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 88.05% 96.47%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 87.96% 91.24%
CHEMBL4227 P25090 Lipoxin A4 receptor 87.81% 100.00%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 87.53% 94.33%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 86.38% 98.75%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 86.13% 97.50%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.92% 86.33%
CHEMBL3714130 P46095 G-protein coupled receptor 6 85.75% 97.36%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 85.62% 92.86%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 85.51% 89.05%
CHEMBL3060 Q9Y345 Glycine transporter 2 85.39% 99.17%
CHEMBL2413 P32246 C-C chemokine receptor type 1 85.18% 89.50%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.15% 100.00%
CHEMBL2243 O00519 Anandamide amidohydrolase 84.68% 97.53%
CHEMBL5255 O00206 Toll-like receptor 4 84.46% 92.50%
CHEMBL233 P35372 Mu opioid receptor 84.34% 97.93%
CHEMBL2094128 P24941 Cyclin-dependent kinase 2/cyclin A 84.06% 97.25%
CHEMBL1871 P10275 Androgen Receptor 83.91% 96.43%
CHEMBL3359 P21462 Formyl peptide receptor 1 83.90% 93.56%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 83.75% 95.83%
CHEMBL220 P22303 Acetylcholinesterase 83.59% 94.45%
CHEMBL4073 P09237 Matrix metalloproteinase 7 83.07% 97.56%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 82.40% 95.50%
CHEMBL2534 O15530 3-phosphoinositide dependent protein kinase-1 81.93% 95.36%
CHEMBL1075317 P61964 WD repeat-containing protein 5 81.88% 96.33%
CHEMBL4618 P09960 Leukotriene A4 hydrolase 81.71% 97.86%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.62% 89.00%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 81.29% 96.00%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 80.74% 90.71%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.06% 92.62%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 163033038
LOTUS LTS0080630
wikiData Q105162669