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(2S,3R,4aS,5S,7R,8R,8aR)-7-[[(3S,4aR,6aR,6bS,8aS,12aS,14aR,14bR)-8a-carboxy-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]-2-(carboxymethoxy)-3,8-dihydroxy-2,4a,5,7,8,8a-hexahydropyrano[3,4-b][1,4]dioxine-3,5-dicarboxylic 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 10814625-bfca-4895-a4ae-a42edaa5e94f
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (2S,3R,4aS,5S,7R,8R,8aR)-7-[[(3S,4aR,6aR,6bS,8aS,12aS,14aR,14bR)-8a-carboxy-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]-2-(carboxymethoxy)-3,8-dihydroxy-2,4a,5,7,8,8a-hexahydropyrano[3,4-b][1,4]dioxine-3,5-dicarboxylic acid
SMILES (Canonical) CC1(CCC2(CCC3(C(=CCC4C3(CCC5C4(CCC(C5(C)C)OC6C(C7C(C(O6)C(=O)O)OC(C(O7)OCC(=O)O)(C(=O)O)O)O)C)C)C2C1)C)C(=O)O)C
SMILES (Isomeric) C[C@]12CC[C@@H](C([C@@H]1CC[C@@]3([C@@H]2CC=C4[C@]3(CC[C@@]5([C@H]4CC(CC5)(C)C)C(=O)O)C)C)(C)C)O[C@H]6[C@@H]([C@@H]7[C@@H]([C@H](O6)C(=O)O)O[C@]([C@H](O7)OCC(=O)O)(C(=O)O)O)O
InChI InChI=1S/C41H60O15/c1-35(2)14-16-40(32(47)48)17-15-38(6)20(21(40)18-35)8-9-23-37(5)12-11-24(36(3,4)22(37)10-13-39(23,38)7)53-31-26(44)27-28(29(54-31)30(45)46)56-41(51,33(49)50)34(55-27)52-19-25(42)43/h8,21-24,26-29,31,34,44,51H,9-19H2,1-7H3,(H,42,43)(H,45,46)(H,47,48)(H,49,50)/t21-,22-,23+,24-,26+,27+,28-,29-,31+,34-,37-,38+,39+,40-,41-/m0/s1
InChI Key JZICHZJWNUYONS-JQNARZGYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C41H60O15
Molecular Weight 792.90 g/mol
Exact Mass 792.39322120 g/mol
Topological Polar Surface Area (TPSA) 236.00 Ų
XlogP 4.90
Atomic LogP (AlogP) 4.41
H-Bond Acceptor 11
H-Bond Donor 6
Rotatable Bonds 8

Synonyms

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168010-05-7
beta-D-Glucopyranosiduronic acid,(3beta)-17-carboxy-28-norolean-12-en-3-yl 3,4-O-((1S,2R)-2-carboxy-1-(carboxymethoxy)-2-hydroxy-1,2-ethanediyl)-
DTXSID101316051

2D Structure

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2D Structure of (2S,3R,4aS,5S,7R,8R,8aR)-7-[[(3S,4aR,6aR,6bS,8aS,12aS,14aR,14bR)-8a-carboxy-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]-2-(carboxymethoxy)-3,8-dihydroxy-2,4a,5,7,8,8a-hexahydropyrano[3,4-b][1,4]dioxine-3,5-dicarboxylic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9267 92.67%
Caco-2 - 0.8711 87.11%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.9044 90.44%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7168 71.68%
OATP1B3 inhibitior - 0.2667 26.67%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6026 60.26%
BSEP inhibitior + 0.5601 56.01%
P-glycoprotein inhibitior + 0.7710 77.10%
P-glycoprotein substrate - 0.5887 58.87%
CYP3A4 substrate + 0.7144 71.44%
CYP2C9 substrate - 0.8093 80.93%
CYP2D6 substrate - 0.8724 87.24%
CYP3A4 inhibition - 0.7491 74.91%
CYP2C9 inhibition - 0.8331 83.31%
CYP2C19 inhibition - 0.9214 92.14%
CYP2D6 inhibition - 0.9529 95.29%
CYP1A2 inhibition - 0.8368 83.68%
CYP2C8 inhibition + 0.6988 69.88%
CYP inhibitory promiscuity - 0.9655 96.55%
UGT catelyzed - 0.7000 70.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.5876 58.76%
Eye corrosion - 0.9910 99.10%
Eye irritation - 0.9073 90.73%
Skin irritation + 0.5171 51.71%
Skin corrosion - 0.9449 94.49%
Ames mutagenesis - 0.8493 84.93%
Human Ether-a-go-go-Related Gene inhibition - 0.4948 49.48%
Micronuclear - 0.7500 75.00%
Hepatotoxicity - 0.8250 82.50%
skin sensitisation - 0.8862 88.62%
Respiratory toxicity + 0.7444 74.44%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.5750 57.50%
Nephrotoxicity - 0.7211 72.11%
Acute Oral Toxicity (c) III 0.6269 62.69%
Estrogen receptor binding + 0.7315 73.15%
Androgen receptor binding + 0.7435 74.35%
Thyroid receptor binding - 0.5891 58.91%
Glucocorticoid receptor binding + 0.7299 72.99%
Aromatase binding + 0.6394 63.94%
PPAR gamma + 0.7576 75.76%
Honey bee toxicity - 0.7437 74.37%
Biodegradation - 0.6750 67.50%
Crustacea aquatic toxicity - 0.5555 55.55%
Fish aquatic toxicity + 0.9851 98.51%

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
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.74% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.69% 91.11%
CHEMBL221 P23219 Cyclooxygenase-1 95.60% 90.17%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.97% 96.09%
CHEMBL2581 P07339 Cathepsin D 91.83% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.75% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.39% 95.56%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 88.68% 93.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.62% 95.89%
CHEMBL340 P08684 Cytochrome P450 3A4 85.24% 91.19%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 84.72% 96.77%
CHEMBL3060 Q9Y345 Glycine transporter 2 84.63% 99.17%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.41% 86.33%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 81.71% 95.17%
CHEMBL5255 O00206 Toll-like receptor 4 81.52% 92.50%
CHEMBL3714130 P46095 G-protein coupled receptor 6 81.46% 97.36%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.50% 89.00%

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.
Beta vulgaris

Cross-Links

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PubChem 101926301
LOTUS LTS0032650
wikiData Q105137410