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Methyl 5-[4,5-dihydroxy-6-(hydroxymethyl)-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxy-3,4-dihydroxy-6-[(9-hydroxy-4,4,6a,6b,8a,11,11,14b-octamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl)oxy]oxane-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 2271ba15-d91d-4ee1-9817-30f23716e4b3
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name methyl 5-[4,5-dihydroxy-6-(hydroxymethyl)-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxy-3,4-dihydroxy-6-[(9-hydroxy-4,4,6a,6b,8a,11,11,14b-octamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl)oxy]oxane-2-carboxylate
SMILES (Canonical) CC1C(C(C(C(O1)OC2C(C(C(OC2OC3C(C(C(OC3OC4CCC5(C(C4(C)C)CCC6(C5CC=C7C6(CCC8(C7CC(CC8O)(C)C)C)C)C)C)C(=O)OC)O)O)CO)O)O)O)O)O
SMILES (Isomeric) CC1C(C(C(C(O1)OC2C(C(C(OC2OC3C(C(C(OC3OC4CCC5(C(C4(C)C)CCC6(C5CC=C7C6(CCC8(C7CC(CC8O)(C)C)C)C)C)C)C(=O)OC)O)O)CO)O)O)O)O)O
InChI InChI=1S/C49H80O17/c1-22-30(52)32(54)36(58)41(61-22)65-38-33(55)31(53)25(21-50)62-42(38)66-39-35(57)34(56)37(40(59)60-10)64-43(39)63-29-14-15-47(7)26(45(29,4)5)13-16-49(9)27(47)12-11-23-24-19-44(2,3)20-28(51)46(24,6)17-18-48(23,49)8/h11,22,24-39,41-43,50-58H,12-21H2,1-10H3
InChI Key NHDKIPQKDJYLTG-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C49H80O17
Molecular Weight 941.10 g/mol
Exact Mass 940.53955108 g/mol
Topological Polar Surface Area (TPSA) 264.00 Ų
XlogP 3.90
Atomic LogP (AlogP) 1.82
H-Bond Acceptor 17
H-Bond Donor 9
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of Methyl 5-[4,5-dihydroxy-6-(hydroxymethyl)-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxy-3,4-dihydroxy-6-[(9-hydroxy-4,4,6a,6b,8a,11,11,14b-octamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl)oxy]oxane-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 + 0.8429 84.29%
Caco-2 - 0.9191 91.91%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.8286 82.86%
Subcellular localzation Mitochondria 0.8418 84.18%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7645 76.45%
OATP1B3 inhibitior - 0.3758 37.58%
MATE1 inhibitior - 0.9812 98.12%
OCT2 inhibitior - 0.6750 67.50%
BSEP inhibitior + 0.7631 76.31%
P-glycoprotein inhibitior + 0.7582 75.82%
P-glycoprotein substrate - 0.6875 68.75%
CYP3A4 substrate + 0.7307 73.07%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8776 87.76%
CYP3A4 inhibition - 0.8884 88.84%
CYP2C9 inhibition - 0.8546 85.46%
CYP2C19 inhibition - 0.8985 89.85%
CYP2D6 inhibition - 0.9394 93.94%
CYP1A2 inhibition - 0.8762 87.62%
CYP2C8 inhibition + 0.7265 72.65%
CYP inhibitory promiscuity - 0.9573 95.73%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6345 63.45%
Eye corrosion - 0.9898 98.98%
Eye irritation - 0.9074 90.74%
Skin irritation - 0.5932 59.32%
Skin corrosion - 0.9469 94.69%
Ames mutagenesis - 0.8500 85.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7601 76.01%
Micronuclear - 0.8200 82.00%
Hepatotoxicity - 0.9322 93.22%
skin sensitisation - 0.8899 88.99%
Respiratory toxicity - 0.5778 57.78%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity - 0.6625 66.25%
Nephrotoxicity - 0.8488 84.88%
Acute Oral Toxicity (c) III 0.7053 70.53%
Estrogen receptor binding + 0.7960 79.60%
Androgen receptor binding + 0.7301 73.01%
Thyroid receptor binding - 0.5776 57.76%
Glucocorticoid receptor binding + 0.7063 70.63%
Aromatase binding + 0.6664 66.64%
PPAR gamma + 0.7963 79.63%
Honey bee toxicity - 0.6658 66.58%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5300 53.00%
Fish aquatic toxicity + 0.9142 91.42%

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 98.13% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.84% 96.09%
CHEMBL3714130 P46095 G-protein coupled receptor 6 94.43% 97.36%
CHEMBL2581 P07339 Cathepsin D 88.13% 98.95%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 87.29% 96.21%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.15% 97.09%
CHEMBL218 P21554 Cannabinoid CB1 receptor 86.94% 96.61%
CHEMBL221 P23219 Cyclooxygenase-1 86.82% 90.17%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 86.49% 94.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.03% 95.56%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.67% 100.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 84.56% 94.45%
CHEMBL3060 Q9Y345 Glycine transporter 2 83.55% 99.17%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.44% 86.33%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.20% 95.89%
CHEMBL253 P34972 Cannabinoid CB2 receptor 82.40% 97.25%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 82.35% 95.50%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 81.93% 93.00%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 81.15% 96.77%
CHEMBL5255 O00206 Toll-like receptor 4 80.96% 92.50%
CHEMBL5028 O14672 ADAM10 80.18% 97.50%

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.
Robinia pseudoacacia

Cross-Links

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PubChem 14037220
LOTUS LTS0119289
wikiData Q105179324