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6-[[10-[6-(acetyloxymethyl)-3,4,5-trihydroxyoxan-2-yl]oxy-4-(hydroxymethyl)-4,6a,6b,8a,11,11,14b-heptamethyl-9-oxo-2,3,4a,5,6,7,8,10,12,12a,14,14a-dodecahydro-1H-picen-3-yl]oxy]-3,4-dihydroxy-5-(3,4,5-trihydroxyoxan-2-yl)oxyoxane-2-carboxylic acid

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 0f779836-f641-4d87-9fd8-c14581222323
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name 6-[[10-[6-(acetyloxymethyl)-3,4,5-trihydroxyoxan-2-yl]oxy-4-(hydroxymethyl)-4,6a,6b,8a,11,11,14b-heptamethyl-9-oxo-2,3,4a,5,6,7,8,10,12,12a,14,14a-dodecahydro-1H-picen-3-yl]oxy]-3,4-dihydroxy-5-(3,4,5-trihydroxyoxan-2-yl)oxyoxane-2-carboxylic acid
SMILES (Canonical) CC(=O)OCC1C(C(C(C(O1)OC2C(=O)C3(CCC4(C(=CCC5C4(CCC6C5(CCC(C6(C)CO)OC7C(C(C(C(O7)C(=O)O)O)O)OC8C(C(C(CO8)O)O)O)C)C)C3CC2(C)C)C)C)O)O)O
SMILES (Isomeric) CC(=O)OCC1C(C(C(C(O1)OC2C(=O)C3(CCC4(C(=CCC5C4(CCC6C5(CCC(C6(C)CO)OC7C(C(C(C(O7)C(=O)O)O)O)OC8C(C(C(CO8)O)O)O)C)C)C3CC2(C)C)C)C)O)O)O
InChI InChI=1S/C49H76O20/c1-21(51)63-19-25-30(54)31(55)35(59)42(65-25)69-39-38(60)45(4)15-16-48(7)22(23(45)17-44(39,2)3)9-10-27-46(5)13-12-28(47(6,20-50)26(46)11-14-49(27,48)8)66-43-37(33(57)32(56)36(67-43)40(61)62)68-41-34(58)29(53)24(52)18-64-41/h9,23-37,39,41-43,50,52-59H,10-20H2,1-8H3,(H,61,62)
InChI Key GJNRRHZXSGTYFH-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C49H76O20
Molecular Weight 985.10 g/mol
Exact Mass 984.49299481 g/mol
Topological Polar Surface Area (TPSA) 318.00 Ų
XlogP 0.90
Atomic LogP (AlogP) 0.07
H-Bond Acceptor 19
H-Bond Donor 10
Rotatable Bonds 10

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 6-[[10-[6-(acetyloxymethyl)-3,4,5-trihydroxyoxan-2-yl]oxy-4-(hydroxymethyl)-4,6a,6b,8a,11,11,14b-heptamethyl-9-oxo-2,3,4a,5,6,7,8,10,12,12a,14,14a-dodecahydro-1H-picen-3-yl]oxy]-3,4-dihydroxy-5-(3,4,5-trihydroxyoxan-2-yl)oxyoxane-2-carboxylic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7601 76.01%
Caco-2 - 0.8786 87.86%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.8703 87.03%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8128 81.28%
OATP1B3 inhibitior - 0.4610 46.10%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.5026 50.26%
BSEP inhibitior + 0.8967 89.67%
P-glycoprotein inhibitior + 0.7513 75.13%
P-glycoprotein substrate - 0.5076 50.76%
CYP3A4 substrate + 0.7441 74.41%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8860 88.60%
CYP3A4 inhibition - 0.8310 83.10%
CYP2C9 inhibition - 0.8704 87.04%
CYP2C19 inhibition - 0.9216 92.16%
CYP2D6 inhibition - 0.9491 94.91%
CYP1A2 inhibition - 0.9009 90.09%
CYP2C8 inhibition + 0.7878 78.78%
CYP inhibitory promiscuity - 0.9733 97.33%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6024 60.24%
Eye corrosion - 0.9896 98.96%
Eye irritation - 0.9025 90.25%
Skin irritation - 0.5876 58.76%
Skin corrosion - 0.9441 94.41%
Ames mutagenesis - 0.6600 66.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6784 67.84%
Micronuclear - 0.7800 78.00%
Hepatotoxicity - 0.7500 75.00%
skin sensitisation - 0.9013 90.13%
Respiratory toxicity - 0.5778 57.78%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity - 0.6250 62.50%
Nephrotoxicity - 0.8035 80.35%
Acute Oral Toxicity (c) III 0.8023 80.23%
Estrogen receptor binding + 0.8019 80.19%
Androgen receptor binding + 0.7479 74.79%
Thyroid receptor binding - 0.4872 48.72%
Glucocorticoid receptor binding + 0.7835 78.35%
Aromatase binding + 0.6302 63.02%
PPAR gamma + 0.8283 82.83%
Honey bee toxicity - 0.6715 67.15%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.6200 62.00%
Fish aquatic toxicity + 0.9585 95.85%

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 97.41% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.59% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.60% 95.56%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.64% 96.09%
CHEMBL3714130 P46095 G-protein coupled receptor 6 89.82% 97.36%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 89.21% 96.77%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.10% 89.00%
CHEMBL5255 O00206 Toll-like receptor 4 88.02% 92.50%
CHEMBL253 P34972 Cannabinoid CB2 receptor 87.23% 97.25%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.48% 100.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.33% 86.33%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 85.70% 93.00%
CHEMBL1937 Q92769 Histone deacetylase 2 85.11% 94.75%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.82% 95.89%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.08% 97.09%
CHEMBL5957 P21589 5'-nucleotidase 83.66% 97.78%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 83.31% 95.50%
CHEMBL2581 P07339 Cathepsin D 82.98% 98.95%
CHEMBL5028 O14672 ADAM10 82.48% 97.50%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.16% 92.62%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 81.63% 95.50%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 81.26% 96.90%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 80.45% 97.21%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 80.00% 94.33%

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.
Gliricidia sepium

Cross-Links

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PubChem 163013224
LOTUS LTS0144498
wikiData Q105009491