(1R,2R,4S,5R,8R,9S,10R,11S,13R,14R,18S,21S)-10-[(2R,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-2,11-dihydroxy-4,5,9,13,20,20-hexamethyl-23-oxo-22-oxahexacyclo[19.2.1.01,18.04,17.05,14.08,13]tetracos-16-ene-9-carboxylic acid

Details

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Internal ID c6d686c9-b4f1-4827-a794-ed856483304b
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name (1R,2R,4S,5R,8R,9S,10R,11S,13R,14R,18S,21S)-10-[(2R,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-2,11-dihydroxy-4,5,9,13,20,20-hexamethyl-23-oxo-22-oxahexacyclo[19.2.1.01,18.04,17.05,14.08,13]tetracos-16-ene-9-carboxylic acid
SMILES (Canonical) CC1(CC2C3=CCC4C(C3(CC(C25CC1OC5=O)O)C)(CCC6C4(CC(C(C6(C)C(=O)O)OC7C(C(C(C(O7)CO)OC8C(C(C(CO8)O)O)O)O)O)O)C)C)C
SMILES (Isomeric) C[C@@]12CC[C@@H]3[C@@]([C@H]1CC=C4[C@]2(C[C@H]([C@]56[C@H]4CC([C@H](C5)OC6=O)(C)C)O)C)(C[C@@H]([C@@H]([C@@]3(C)C(=O)O)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O[C@H]8[C@@H]([C@H]([C@@H](CO8)O)O)O)O)O)O)C
InChI InChI=1S/C41H62O16/c1-36(2)11-18-17-7-8-22-37(3)12-19(43)31(57-33-29(49)27(47)30(21(15-42)54-33)56-32-28(48)26(46)20(44)16-53-32)40(6,34(50)51)23(37)9-10-38(22,4)39(17,5)13-24(45)41(18)14-25(36)55-35(41)52/h7,18-33,42-49H,8-16H2,1-6H3,(H,50,51)/t18-,19-,20+,21+,22+,23+,24+,25-,26-,27+,28+,29+,30+,31-,32-,33-,37+,38+,39+,40-,41+/m0/s1
InChI Key VNVQGMPVWXBPFO-BPNPBRQBSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C41H62O16
Molecular Weight 810.90 g/mol
Exact Mass 810.40378589 g/mol
Topological Polar Surface Area (TPSA) 262.00 Ų
XlogP -0.20
Atomic LogP (AlogP) -0.02
H-Bond Acceptor 15
H-Bond Donor 9
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1R,2R,4S,5R,8R,9S,10R,11S,13R,14R,18S,21S)-10-[(2R,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-2,11-dihydroxy-4,5,9,13,20,20-hexamethyl-23-oxo-22-oxahexacyclo[19.2.1.01,18.04,17.05,14.08,13]tetracos-16-ene-9-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 + 0.8413 84.13%
Caco-2 - 0.8912 89.12%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.8435 84.35%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8205 82.05%
OATP1B3 inhibitior + 0.8601 86.01%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6000 60.00%
BSEP inhibitior - 0.4913 49.13%
P-glycoprotein inhibitior + 0.7474 74.74%
P-glycoprotein substrate + 0.5434 54.34%
CYP3A4 substrate + 0.7191 71.91%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8769 87.69%
CYP3A4 inhibition - 0.8370 83.70%
CYP2C9 inhibition - 0.7584 75.84%
CYP2C19 inhibition - 0.8953 89.53%
CYP2D6 inhibition - 0.9405 94.05%
CYP1A2 inhibition - 0.8912 89.12%
CYP2C8 inhibition + 0.6702 67.02%
CYP inhibitory promiscuity - 0.9496 94.96%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.5083 50.83%
Eye corrosion - 0.9885 98.85%
Eye irritation - 0.9112 91.12%
Skin irritation - 0.5306 53.06%
Skin corrosion - 0.9347 93.47%
Ames mutagenesis - 0.5800 58.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7030 70.30%
Micronuclear - 0.7900 79.00%
Hepatotoxicity - 0.6984 69.84%
skin sensitisation - 0.9015 90.15%
Respiratory toxicity + 0.6000 60.00%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.5500 55.00%
Nephrotoxicity - 0.5525 55.25%
Acute Oral Toxicity (c) III 0.6547 65.47%
Estrogen receptor binding + 0.7830 78.30%
Androgen receptor binding + 0.7489 74.89%
Thyroid receptor binding - 0.6059 60.59%
Glucocorticoid receptor binding + 0.6805 68.05%
Aromatase binding + 0.6471 64.71%
PPAR gamma + 0.7681 76.81%
Honey bee toxicity - 0.7055 70.55%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5850 58.50%
Fish aquatic toxicity + 0.9726 97.26%

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 98.14% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.38% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 92.33% 97.25%
CHEMBL218 P21554 Cannabinoid CB1 receptor 92.07% 96.61%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.02% 95.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.83% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.26% 97.09%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 87.15% 94.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.17% 95.89%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 85.79% 92.62%
CHEMBL3714130 P46095 G-protein coupled receptor 6 84.91% 97.36%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 84.40% 96.77%
CHEMBL5255 O00206 Toll-like receptor 4 84.37% 92.50%
CHEMBL340 P08684 Cytochrome P450 3A4 83.70% 91.19%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.25% 100.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 82.61% 91.07%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.69% 97.14%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.62% 86.33%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 80.20% 95.71%
CHEMBL5028 O14672 ADAM10 80.04% 97.50%

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.
Aster ageratoides

Cross-Links

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PubChem 163061394
LOTUS LTS0105560
wikiData Q105289965