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methyl (2S,3S,4R,5R,6R)-6-[[(2S,3R,4R,4aR,6aR,6bS,8aS,12aS,14aR,14bR)-2-hydroxy-4-(hydroxymethyl)-4,6a,6b,11,11,14b-hexamethyl-8a-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycarbonyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-4,5-dihydroxy-3-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-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 4929d4fc-9427-4501-9a64-74ce378cb66f
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name methyl (2S,3S,4R,5R,6R)-6-[[(2S,3R,4R,4aR,6aR,6bS,8aS,12aS,14aR,14bR)-2-hydroxy-4-(hydroxymethyl)-4,6a,6b,11,11,14b-hexamethyl-8a-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycarbonyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-4,5-dihydroxy-3-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-2-carboxylate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C49H78O21/c1-44(2)12-14-49(43(63)70-41-34(60)31(57)29(55)25(19-51)66-41)15-13-47(5)21(22(49)16-44)8-9-27-45(3)17-23(53)38(46(4,20-52)26(45)10-11-48(27,47)6)69-42-35(61)32(58)36(37(68-42)39(62)64-7)67-40-33(59)30(56)28(54)24(18-50)65-40/h8,22-38,40-42,50-61H,9-20H2,1-7H3/t22-,23-,24+,25+,26+,27+,28-,29+,30-,31-,32+,33+,34+,35+,36-,37-,38-,40-,41-,42-,45-,46-,47+,48+,49-/m0/s1
InChI Key MPNRJIRWXQFDSC-RZATVVGGSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C49H78O21
Molecular Weight 1003.10 g/mol
Exact Mass 1002.50355949 g/mol
Topological Polar Surface Area (TPSA) 342.00 Ų
XlogP 0.30
Atomic LogP (AlogP) -1.74
H-Bond Acceptor 21
H-Bond Donor 12
Rotatable Bonds 10

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl (2S,3S,4R,5R,6R)-6-[[(2S,3R,4R,4aR,6aR,6bS,8aS,12aS,14aR,14bR)-2-hydroxy-4-(hydroxymethyl)-4,6a,6b,11,11,14b-hexamethyl-8a-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycarbonyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-4,5-dihydroxy-3-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-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 + 0.7524 75.24%
Caco-2 - 0.8836 88.36%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.8286 82.86%
Subcellular localzation Mitochondria 0.8446 84.46%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8370 83.70%
OATP1B3 inhibitior - 0.3173 31.73%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.5500 55.00%
BSEP inhibitior + 0.9038 90.38%
P-glycoprotein inhibitior + 0.7507 75.07%
P-glycoprotein substrate - 0.6043 60.43%
CYP3A4 substrate + 0.7227 72.27%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8735 87.35%
CYP3A4 inhibition - 0.8504 85.04%
CYP2C9 inhibition - 0.8702 87.02%
CYP2C19 inhibition - 0.9017 90.17%
CYP2D6 inhibition - 0.9473 94.73%
CYP1A2 inhibition - 0.9011 90.11%
CYP2C8 inhibition + 0.7143 71.43%
CYP inhibitory promiscuity - 0.9771 97.71%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5934 59.34%
Eye corrosion - 0.9888 98.88%
Eye irritation - 0.9027 90.27%
Skin irritation - 0.6306 63.06%
Skin corrosion - 0.9434 94.34%
Ames mutagenesis - 0.7900 79.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7622 76.22%
Micronuclear - 0.7700 77.00%
Hepatotoxicity - 0.8250 82.50%
skin sensitisation - 0.8954 89.54%
Respiratory toxicity + 0.5111 51.11%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity - 0.6125 61.25%
Nephrotoxicity + 0.6936 69.36%
Acute Oral Toxicity (c) III 0.7499 74.99%
Estrogen receptor binding + 0.8050 80.50%
Androgen receptor binding + 0.7547 75.47%
Thyroid receptor binding + 0.5205 52.05%
Glucocorticoid receptor binding + 0.7856 78.56%
Aromatase binding + 0.6555 65.55%
PPAR gamma + 0.8218 82.18%
Honey bee toxicity - 0.6921 69.21%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.6500 65.00%
Fish aquatic toxicity + 0.9235 92.35%

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 99.16% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.38% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.91% 96.09%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 93.59% 95.17%
CHEMBL3714130 P46095 G-protein coupled receptor 6 93.50% 97.36%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.52% 97.09%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 89.80% 96.77%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 89.58% 94.33%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 87.90% 95.50%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.05% 95.56%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 87.02% 91.07%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.60% 95.89%
CHEMBL2916 O14746 Telomerase reverse transcriptase 85.42% 90.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 82.34% 97.25%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.78% 100.00%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 81.77% 96.90%
CHEMBL5255 O00206 Toll-like receptor 4 81.24% 92.50%
CHEMBL3401 O75469 Pregnane X receptor 80.45% 94.73%
CHEMBL2581 P07339 Cathepsin D 80.39% 98.95%

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.
Meliosma lanceolata

Cross-Links

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PubChem 101995270
LOTUS LTS0265630
wikiData Q105169634