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methyl (4aR,5R,6aR,6aS,6bR,8aR,9R,10R,11S,12aR,14bS)-5,11-dihydroxy-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-10-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-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 21a78fd9-742c-45ff-bade-ecd4f94e697e
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name methyl (4aR,5R,6aR,6aS,6bR,8aR,9R,10R,11S,12aR,14bS)-5,11-dihydroxy-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-10-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate
SMILES (Canonical) CC1(CCC2(C(C1)C3=CCC4C(C3(CC2O)C)(CCC5C4(CC(C(C5(C)CO)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(C)CO)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)O)C
InChI InChI=1S/C37H60O11/c1-32(2)12-13-37(31(45)46-7)20(14-32)19-8-9-24-33(3)15-21(40)29(48-30-28(44)27(43)26(42)22(17-38)47-30)34(4,18-39)23(33)10-11-35(24,5)36(19,6)16-25(37)41/h8,20-30,38-44H,9-18H2,1-7H3/t20-,21-,22+,23+,24+,25+,26+,27-,28+,29-,30-,33-,34-,35+,36+,37+/m0/s1
InChI Key ZRFXBWYDLDSWMT-QMHIMAEKSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C37H60O11
Molecular Weight 680.90 g/mol
Exact Mass 680.41356273 g/mol
Topological Polar Surface Area (TPSA) 186.00 Ų
XlogP 3.40
Atomic LogP (AlogP) 2.06
H-Bond Acceptor 11
H-Bond Donor 7
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl (4aR,5R,6aR,6aS,6bR,8aR,9R,10R,11S,12aR,14bS)-5,11-dihydroxy-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-10-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8148 81.48%
Caco-2 - 0.8604 86.04%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.8431 84.31%
OATP2B1 inhibitior - 0.8648 86.48%
OATP1B1 inhibitior + 0.8087 80.87%
OATP1B3 inhibitior - 0.3737 37.37%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior - 0.7000 70.00%
BSEP inhibitior - 0.5655 56.55%
P-glycoprotein inhibitior + 0.7541 75.41%
P-glycoprotein substrate - 0.6354 63.54%
CYP3A4 substrate + 0.7117 71.17%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8591 85.91%
CYP3A4 inhibition - 0.9061 90.61%
CYP2C9 inhibition - 0.8496 84.96%
CYP2C19 inhibition - 0.8428 84.28%
CYP2D6 inhibition - 0.9347 93.47%
CYP1A2 inhibition - 0.8303 83.03%
CYP2C8 inhibition + 0.6084 60.84%
CYP inhibitory promiscuity - 0.9611 96.11%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6897 68.97%
Eye corrosion - 0.9895 98.95%
Eye irritation - 0.9157 91.57%
Skin irritation - 0.6628 66.28%
Skin corrosion - 0.9480 94.80%
Ames mutagenesis - 0.7324 73.24%
Human Ether-a-go-go-Related Gene inhibition + 0.7037 70.37%
Micronuclear - 0.8300 83.00%
Hepatotoxicity - 0.8227 82.27%
skin sensitisation - 0.8817 88.17%
Respiratory toxicity + 0.5556 55.56%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity - 0.5750 57.50%
Nephrotoxicity + 0.5464 54.64%
Acute Oral Toxicity (c) III 0.7371 73.71%
Estrogen receptor binding + 0.6701 67.01%
Androgen receptor binding + 0.7438 74.38%
Thyroid receptor binding - 0.5957 59.57%
Glucocorticoid receptor binding + 0.5750 57.50%
Aromatase binding + 0.6502 65.02%
PPAR gamma + 0.6611 66.11%
Honey bee toxicity - 0.7769 77.69%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.6600 66.00%
Fish aquatic toxicity + 0.9077 90.77%

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 98.87% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.74% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.19% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.57% 97.09%
CHEMBL3714130 P46095 G-protein coupled receptor 6 90.38% 97.36%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 88.80% 94.33%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 87.23% 91.07%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.99% 95.89%
CHEMBL2782 P35610 Acyl coenzyme A:cholesterol acyltransferase 1 86.48% 91.65%
CHEMBL253 P34972 Cannabinoid CB2 receptor 85.69% 97.25%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 85.44% 94.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.29% 95.56%
CHEMBL218 P21554 Cannabinoid CB1 receptor 84.36% 96.61%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.69% 100.00%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 83.44% 95.50%
CHEMBL5028 O14672 ADAM10 81.77% 97.50%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.62% 92.62%
CHEMBL5255 O00206 Toll-like receptor 4 81.53% 92.50%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 80.89% 96.21%
CHEMBL3401 O75469 Pregnane X receptor 80.66% 94.73%

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 162854205
LOTUS LTS0271414
wikiData Q105381942