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dimethyl (2S,3R,4S,4aR,6aR,6bS,8R,8aR,12aS,14aR,14bR)-2,8-dihydroxy-4-(hydroxymethyl)-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 de5e2158-a115-47c3-8244-df7f8e7dcff5
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)-2,8-dihydroxy-4-(hydroxymethyl)-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)O)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)O)C
InChI InChI=1S/C38H60O13/c1-33(2)12-13-37(31(46)48-6)20(14-33)19-8-9-23-34(3)15-21(41)29(51-30-28(45)27(44)26(43)22(17-39)50-30)38(18-40,32(47)49-7)24(34)10-11-35(23,4)36(19,5)16-25(37)42/h8,20-30,39-45H,9-18H2,1-7H3/t20-,21-,22+,23+,24+,25+,26+,27-,28+,29-,30-,34+,35+,36+,37+,38+/m0/s1
InChI Key NNSORRYIPHQLSB-RSQIZJCKSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C38H60O13
Molecular Weight 724.90 g/mol
Exact Mass 724.40339196 g/mol
Topological Polar Surface Area (TPSA) 213.00 Ų
XlogP 2.40
Atomic LogP (AlogP) 1.21
H-Bond Acceptor 13
H-Bond Donor 7
Rotatable Bonds 6

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)-2,8-dihydroxy-4-(hydroxymethyl)-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 - 0.8702 87.02%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.8558 85.58%
OATP2B1 inhibitior - 0.8693 86.93%
OATP1B1 inhibitior + 0.7917 79.17%
OATP1B3 inhibitior - 0.2801 28.01%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior - 0.5750 57.50%
BSEP inhibitior - 0.5742 57.42%
P-glycoprotein inhibitior + 0.7595 75.95%
P-glycoprotein substrate - 0.6211 62.11%
CYP3A4 substrate + 0.7105 71.05%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8591 85.91%
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 + 0.6140 61.40%
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 - 0.9137 91.37%
Skin irritation - 0.6435 64.35%
Skin corrosion - 0.9454 94.54%
Ames mutagenesis - 0.7424 74.24%
Human Ether-a-go-go-Related Gene inhibition + 0.7130 71.30%
Micronuclear - 0.7600 76.00%
Hepatotoxicity - 0.7875 78.75%
skin sensitisation - 0.8930 89.30%
Respiratory toxicity + 0.6000 60.00%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.5125 51.25%
Nephrotoxicity - 0.7117 71.17%
Acute Oral Toxicity (c) III 0.7478 74.78%
Estrogen receptor binding + 0.7062 70.62%
Androgen receptor binding + 0.7490 74.90%
Thyroid receptor binding - 0.6149 61.49%
Glucocorticoid receptor binding + 0.6453 64.53%
Aromatase binding + 0.6542 65.42%
PPAR gamma + 0.7026 70.26%
Honey bee toxicity - 0.7552 75.52%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.6700 67.00%
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 99.38% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.41% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.65% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.93% 97.09%
CHEMBL218 P21554 Cannabinoid CB1 receptor 89.16% 96.61%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.95% 95.89%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 88.60% 94.33%
CHEMBL253 P34972 Cannabinoid CB2 receptor 88.45% 97.25%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.85% 100.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 85.53% 94.00%
CHEMBL5028 O14672 ADAM10 84.96% 97.50%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 84.82% 95.50%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.62% 95.56%
CHEMBL2581 P07339 Cathepsin D 83.81% 98.95%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 83.78% 89.67%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 83.76% 91.07%
CHEMBL5255 O00206 Toll-like receptor 4 83.14% 92.50%
CHEMBL3401 O75469 Pregnane X receptor 82.63% 94.73%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 82.45% 96.77%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 82.12% 96.21%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 80.78% 93.00%

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.
Platycodon grandiflorus

Cross-Links

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PubChem 163041361
LOTUS LTS0097270
wikiData Q105182294