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Methyl 6-[(8a-methoxycarbonyl-4,4,6a,6b,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl)oxy]-3-[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-4-hydroxy-5-[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 fdaf01cd-4ae3-4147-90a0-df6a346e52ac
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name methyl 6-[(8a-methoxycarbonyl-4,4,6a,6b,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl)oxy]-3-[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-4-hydroxy-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-2-carboxylate
SMILES (Canonical) CC1(CCC2(CCC3(C(=CCC4C3(CCC5C4(CCC(C5(C)C)OC6C(C(C(C(O6)C(=O)OC)OC7C(C(C(O7)CO)O)O)O)OC8C(C(C(C(O8)CO)O)O)O)C)C)C2C1)C)C(=O)OC)C
SMILES (Isomeric) CC1(CCC2(CCC3(C(=CCC4C3(CCC5C4(CCC(C5(C)C)OC6C(C(C(C(O6)C(=O)OC)OC7C(C(C(O7)CO)O)O)O)OC8C(C(C(C(O8)CO)O)O)O)C)C)C2C1)C)C(=O)OC)C
InChI InChI=1S/C49H78O18/c1-44(2)16-18-49(43(59)61-9)19-17-47(6)23(24(49)20-44)10-11-28-46(5)14-13-29(45(3,4)27(46)12-15-48(28,47)7)64-42-37(66-41-34(56)32(54)30(52)25(21-50)62-41)35(57)36(38(67-42)39(58)60-8)65-40-33(55)31(53)26(22-51)63-40/h10,24-38,40-42,50-57H,11-22H2,1-9H3
InChI Key PLZRSHBDUZLMPJ-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C49H78O18
Molecular Weight 955.10 g/mol
Exact Mass 954.51881563 g/mol
Topological Polar Surface Area (TPSA) 270.00 Ų
XlogP 3.70
Atomic LogP (AlogP) 1.61
H-Bond Acceptor 18
H-Bond Donor 8
Rotatable Bonds 10

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of Methyl 6-[(8a-methoxycarbonyl-4,4,6a,6b,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl)oxy]-3-[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-4-hydroxy-5-[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 + 0.8036 80.36%
Caco-2 - 0.8857 88.57%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.8743 87.43%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7306 73.06%
OATP1B3 inhibitior + 0.8514 85.14%
MATE1 inhibitior - 0.9812 98.12%
OCT2 inhibitior - 0.5500 55.00%
BSEP inhibitior + 0.7423 74.23%
P-glycoprotein inhibitior + 0.7558 75.58%
P-glycoprotein substrate - 0.8475 84.75%
CYP3A4 substrate + 0.7284 72.84%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8776 87.76%
CYP3A4 inhibition - 0.8952 89.52%
CYP2C9 inhibition - 0.8464 84.64%
CYP2C19 inhibition - 0.8975 89.75%
CYP2D6 inhibition - 0.9411 94.11%
CYP1A2 inhibition - 0.8952 89.52%
CYP2C8 inhibition + 0.7065 70.65%
CYP inhibitory promiscuity - 0.9266 92.66%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.4843 48.43%
Eye corrosion - 0.9880 98.80%
Eye irritation - 0.9044 90.44%
Skin irritation - 0.6018 60.18%
Skin corrosion - 0.9376 93.76%
Ames mutagenesis - 0.8000 80.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3673 36.73%
Micronuclear - 0.7900 79.00%
Hepatotoxicity - 0.9572 95.72%
skin sensitisation - 0.9041 90.41%
Respiratory toxicity - 0.5000 50.00%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.5500 55.00%
Nephrotoxicity - 0.6215 62.15%
Acute Oral Toxicity (c) III 0.6253 62.53%
Estrogen receptor binding + 0.8087 80.87%
Androgen receptor binding + 0.7478 74.78%
Thyroid receptor binding - 0.5763 57.63%
Glucocorticoid receptor binding + 0.7504 75.04%
Aromatase binding + 0.6656 66.56%
PPAR gamma + 0.7861 78.61%
Honey bee toxicity - 0.6621 66.21%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.6000 60.00%
Fish aquatic toxicity + 0.9617 96.17%

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 98.41% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.66% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.02% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.42% 97.09%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 88.51% 95.17%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 87.00% 94.33%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 86.85% 96.77%
CHEMBL2581 P07339 Cathepsin D 86.84% 98.95%
CHEMBL3060 Q9Y345 Glycine transporter 2 86.23% 99.17%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.92% 95.56%
CHEMBL5255 O00206 Toll-like receptor 4 85.88% 92.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.99% 95.89%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 83.95% 96.21%
CHEMBL3714130 P46095 G-protein coupled receptor 6 83.76% 97.36%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 83.43% 95.50%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.51% 100.00%
CHEMBL221 P23219 Cyclooxygenase-1 81.34% 90.17%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.32% 92.62%

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.
Aralia chinensis
Tetrapanax papyrifer

Cross-Links

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PubChem 73981665
LOTUS LTS0017165
wikiData Q105211344