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dimethyl (2S,3R,4S,4aR,6aR,6bS,8R,8aR,12aS,14aR,14bR)-8-hydroxy-4-(hydroxymethyl)-2-methoxy-6a,6b,11,11,14b-pentamethyl-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicene-4,8a-dicarboxylate

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 88bb3ed9-fd8f-4c7c-a98e-fa6a34cdcfcd
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name dimethyl (2S,3R,4S,4aR,6aR,6bS,8R,8aR,12aS,14aR,14bR)-8-hydroxy-4-(hydroxymethyl)-2-methoxy-6a,6b,11,11,14b-pentamethyl-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicene-4,8a-dicarboxylate
SMILES (Canonical) CC1(CCC2(C(C1)C3=CCC4C(C3(CC2O)C)(CCC5C4(CC(C(C5(CO)C(=O)OC)OC6C(C(C(C(O6)CO)O)O)O)OC)C)C)C(=O)OC)C
SMILES (Isomeric) C[C@@]12CC[C@@H]3[C@@]([C@H]1CC=C4[C@]2(C[C@H]([C@@]5([C@H]4CC(CC5)(C)C)C(=O)OC)O)C)(C[C@@H]([C@@H]([C@]3(CO)C(=O)OC)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)OC)C
InChI InChI=1S/C39H62O13/c1-34(2)13-14-38(32(46)49-7)21(15-34)20-9-10-24-35(3)16-22(48-6)30(52-31-29(45)28(44)27(43)23(18-40)51-31)39(19-41,33(47)50-8)25(35)11-12-36(24,4)37(20,5)17-26(38)42/h9,21-31,40-45H,10-19H2,1-8H3/t21-,22-,23+,24+,25+,26+,27+,28-,29+,30-,31-,35+,36+,37+,38+,39+/m0/s1
InChI Key FWAUBWMZNFOEIR-NVEQNNMNSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C39H62O13
Molecular Weight 738.90 g/mol
Exact Mass 738.41904203 g/mol
Topological Polar Surface Area (TPSA) 202.00 Ų
XlogP 3.00
Atomic LogP (AlogP) 1.87
H-Bond Acceptor 13
H-Bond Donor 6
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of dimethyl (2S,3R,4S,4aR,6aR,6bS,8R,8aR,12aS,14aR,14bR)-8-hydroxy-4-(hydroxymethyl)-2-methoxy-6a,6b,11,11,14b-pentamethyl-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicene-4,8a-dicarboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7914 79.14%
Caco-2 - 0.8695 86.95%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.8558 85.58%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7984 79.84%
OATP1B3 inhibitior - 0.2801 28.01%
MATE1 inhibitior - 0.9812 98.12%
OCT2 inhibitior - 0.5750 57.50%
BSEP inhibitior + 0.5612 56.12%
P-glycoprotein inhibitior + 0.7783 77.83%
P-glycoprotein substrate - 0.5935 59.35%
CYP3A4 substrate + 0.7120 71.20%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8628 86.28%
CYP3A4 inhibition - 0.8105 81.05%
CYP2C9 inhibition - 0.8436 84.36%
CYP2C19 inhibition - 0.8587 85.87%
CYP2D6 inhibition - 0.9413 94.13%
CYP1A2 inhibition - 0.8397 83.97%
CYP2C8 inhibition + 0.6323 63.23%
CYP inhibitory promiscuity - 0.9689 96.89%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6806 68.06%
Eye corrosion - 0.9891 98.91%
Eye irritation - 0.9130 91.30%
Skin irritation - 0.6435 64.35%
Skin corrosion - 0.9454 94.54%
Ames mutagenesis - 0.6916 69.16%
Human Ether-a-go-go-Related Gene inhibition + 0.7166 71.66%
Micronuclear - 0.7600 76.00%
Hepatotoxicity - 0.8348 83.48%
skin sensitisation - 0.8930 89.30%
Respiratory toxicity + 0.5889 58.89%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.5125 51.25%
Nephrotoxicity - 0.6384 63.84%
Acute Oral Toxicity (c) III 0.7478 74.78%
Estrogen receptor binding + 0.6827 68.27%
Androgen receptor binding + 0.7526 75.26%
Thyroid receptor binding - 0.6035 60.35%
Glucocorticoid receptor binding + 0.6833 68.33%
Aromatase binding + 0.6720 67.20%
PPAR gamma + 0.7266 72.66%
Honey bee toxicity - 0.7364 73.64%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.6500 65.00%
Fish aquatic toxicity + 0.9345 93.45%

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 99.25% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.15% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.64% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.58% 97.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.54% 95.89%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 88.33% 94.33%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 85.86% 95.50%
CHEMBL221 P23219 Cyclooxygenase-1 85.85% 90.17%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 85.53% 94.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.22% 100.00%
CHEMBL5028 O14672 ADAM10 84.96% 97.50%
CHEMBL5255 O00206 Toll-like receptor 4 84.62% 92.50%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.13% 95.56%
CHEMBL253 P34972 Cannabinoid CB2 receptor 83.00% 97.25%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 81.42% 91.07%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 81.39% 95.50%
CHEMBL3401 O75469 Pregnane X receptor 80.64% 94.73%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 80.53% 96.21%
CHEMBL2581 P07339 Cathepsin D 80.42% 98.95%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 80.22% 96.77%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.07% 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.
Platycodon grandiflorus

Cross-Links

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PubChem 163024406
LOTUS LTS0020836
wikiData Q105003066