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(2S,3S,4S,5R,6R)-6-[[(3S,4aS,6aR,6bR,8S,8aR,12aS,14aS,14bR)-8a-[(2S,3R,4S,5S)-3-[(2S,3R,4S,5S,6S)-4-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-5-[(2S,3R,4S,5R)-3,5-dihydroxy-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-3-hydroxy-6-methyloxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl]oxycarbonyl-8-hydroxy-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]-3,4,5-trihydroxyoxane-2-carboxylic 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 e7720156-7def-490a-ba1e-6b5c05e50616
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name (2S,3S,4S,5R,6R)-6-[[(3S,4aS,6aR,6bR,8S,8aR,12aS,14aS,14bR)-8a-[(2S,3R,4S,5S)-3-[(2S,3R,4S,5S,6S)-4-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-5-[(2S,3R,4S,5R)-3,5-dihydroxy-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-3-hydroxy-6-methyloxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl]oxycarbonyl-8-hydroxy-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]-3,4,5-trihydroxyoxane-2-carboxylic acid
SMILES (Canonical) CC1C(C(C(C(O1)OC2C(C(COC2OC(=O)C34CCC(CC3C5=CCC6C7(CCC(C(C7CCC6(C5(CC4O)C)C)(C)C)OC8C(C(C(C(O8)C(=O)O)O)O)O)C)(C)C)O)O)O)OC9C(C(CO9)(CO)O)O)OC1C(C(C(CO1)O)OC1C(C(C(CO1)O)O)O)O
SMILES (Isomeric) C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2[C@H]([C@H](CO[C@H]2OC(=O)[C@]34CCC(C[C@H]3C5=CC[C@H]6[C@]7(CC[C@@H](C([C@H]7CC[C@]6([C@]5(C[C@@H]4O)C)C)(C)C)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)C(=O)O)O)O)O)C)(C)C)O)O)O)O[C@H]9[C@@H]([C@](CO9)(CO)O)O)O[C@H]1[C@@H]([C@H]([C@@H](CO1)O)O[C@H]1[C@@H]([C@H]([C@@H](CO1)O)O)O)O
InChI InChI=1S/C62H98O30/c1-24-42(87-50-40(74)43(29(66)21-82-50)88-49-38(72)34(68)27(64)19-81-49)44(89-54-47(76)61(80,22-63)23-84-54)41(75)52(85-24)91-46-35(69)28(65)20-83-53(46)92-55(79)62-16-15-56(2,3)17-26(62)25-9-10-31-58(6)13-12-33(86-51-39(73)36(70)37(71)45(90-51)48(77)78)57(4,5)30(58)11-14-59(31,7)60(25,8)18-32(62)67/h9,24,26-47,49-54,63-76,80H,10-23H2,1-8H3,(H,77,78)/t24-,26-,27+,28-,29+,30+,31-,32-,33-,34-,35-,36-,37-,38+,39+,40+,41+,42-,43-,44-,45-,46+,47-,49-,50-,51+,52-,53-,54-,58-,59+,60-,61+,62+/m0/s1
InChI Key YAMNQJGOZFWKDF-CQUQRUIDSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C62H98O30
Molecular Weight 1323.40 g/mol
Exact Mass 1322.61429170 g/mol
Topological Polar Surface Area (TPSA) 469.00 Ų
XlogP -1.60
Atomic LogP (AlogP) -3.74
H-Bond Acceptor 29
H-Bond Donor 16
Rotatable Bonds 14

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,3S,4S,5R,6R)-6-[[(3S,4aS,6aR,6bR,8S,8aR,12aS,14aS,14bR)-8a-[(2S,3R,4S,5S)-3-[(2S,3R,4S,5S,6S)-4-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-5-[(2S,3R,4S,5R)-3,5-dihydroxy-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-3-hydroxy-6-methyloxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl]oxycarbonyl-8-hydroxy-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]-3,4,5-trihydroxyoxane-2-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 + 0.8427 84.27%
Caco-2 - 0.8670 86.70%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.8733 87.33%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior - 0.3806 38.06%
OATP1B3 inhibitior + 0.8381 83.81%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.5250 52.50%
BSEP inhibitior + 0.9587 95.87%
P-glycoprotein inhibitior + 0.7440 74.40%
P-glycoprotein substrate + 0.6229 62.29%
CYP3A4 substrate + 0.7462 74.62%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8811 88.11%
CYP3A4 inhibition - 0.8187 81.87%
CYP2C9 inhibition - 0.8372 83.72%
CYP2C19 inhibition - 0.9259 92.59%
CYP2D6 inhibition - 0.9408 94.08%
CYP1A2 inhibition - 0.9133 91.33%
CYP2C8 inhibition + 0.8006 80.06%
CYP inhibitory promiscuity - 0.9476 94.76%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.4689 46.89%
Eye corrosion - 0.9891 98.91%
Eye irritation - 0.8975 89.75%
Skin irritation + 0.5000 50.00%
Skin corrosion - 0.9368 93.68%
Ames mutagenesis - 0.6870 68.70%
Human Ether-a-go-go-Related Gene inhibition + 0.7725 77.25%
Micronuclear - 0.7900 79.00%
Hepatotoxicity - 0.7819 78.19%
skin sensitisation - 0.9098 90.98%
Respiratory toxicity + 0.5444 54.44%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.5500 55.00%
Nephrotoxicity - 0.9024 90.24%
Acute Oral Toxicity (c) III 0.6742 67.42%
Estrogen receptor binding + 0.7298 72.98%
Androgen receptor binding + 0.7491 74.91%
Thyroid receptor binding + 0.6708 67.08%
Glucocorticoid receptor binding + 0.8104 81.04%
Aromatase binding + 0.6652 66.52%
PPAR gamma + 0.8260 82.60%
Honey bee toxicity - 0.6637 66.37%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.5600 56.00%
Fish aquatic toxicity + 0.9692 96.92%

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 96.60% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.81% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.56% 86.33%
CHEMBL3714130 P46095 G-protein coupled receptor 6 93.62% 97.36%
CHEMBL226 P30542 Adenosine A1 receptor 89.56% 95.93%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.48% 89.00%
CHEMBL4302 P08183 P-glycoprotein 1 87.73% 92.98%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 87.71% 96.77%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.03% 100.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 86.65% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.99% 97.09%
CHEMBL2716 Q8WUI4 Histone deacetylase 7 85.63% 89.44%
CHEMBL2581 P07339 Cathepsin D 84.70% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 84.18% 94.45%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.62% 99.23%
CHEMBL5028 O14672 ADAM10 83.57% 97.50%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 83.27% 95.89%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 83.19% 94.33%
CHEMBL1937 Q92769 Histone deacetylase 2 83.15% 94.75%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.59% 95.89%
CHEMBL340 P08684 Cytochrome P450 3A4 82.58% 91.19%
CHEMBL221 P23219 Cyclooxygenase-1 81.87% 90.17%
CHEMBL325 Q13547 Histone deacetylase 1 81.83% 95.92%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 80.45% 91.07%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 80.25% 86.92%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 80.12% 95.17%

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 tataricus

Cross-Links

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PubChem 162869239
LOTUS LTS0019547
wikiData Q105345452