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(2S,3S,4S,5R,6R)-6-[[(3S,4aR,6aR,6bS,7R,8S,8aR,9R,10R,12aS,14aR,14bR)-9-acetyloxy-10-[(2S)-2-acetyloxy-2-methylbutanoyl]oxy-7,8-dihydroxy-8a-(hydroxymethyl)-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-[(2S,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxyoxane-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 fb043f84-d31f-46c3-b793-2e918f020b20
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name (2S,3S,4S,5R,6R)-6-[[(3S,4aR,6aR,6bS,7R,8S,8aR,9R,10R,12aS,14aR,14bR)-9-acetyloxy-10-[(2S)-2-acetyloxy-2-methylbutanoyl]oxy-7,8-dihydroxy-8a-(hydroxymethyl)-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-[(2S,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxyoxane-2-carboxylic acid
SMILES (Canonical) CCC(C)(C(=O)OC1C(C2(C(CC1(C)C)C3=CCC4C5(CCC(C(C5CCC4(C3(C(C2O)O)C)C)(C)C)OC6C(C(C(C(O6)C(=O)O)OC7C(C(C(O7)CO)O)O)OC8C(C(C(CO8)O)O)O)OC9C(C(C(C(O9)CO)O)O)O)C)CO)OC(=O)C)OC(=O)C
SMILES (Isomeric) CC[C@@](C)(C(=O)O[C@H]1[C@@H]([C@]2([C@@H](CC1(C)C)C3=CC[C@@H]4[C@]5(CC[C@@H](C([C@@H]5CC[C@]4([C@@]3([C@H]([C@H]2O)O)C)C)(C)C)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)C(=O)O)O[C@H]7[C@@H]([C@H]([C@@H](O7)CO)O)O)O[C@H]8[C@@H]([C@H]([C@H](CO8)O)O)O)O[C@H]9[C@@H]([C@H]([C@@H]([C@H](O9)CO)O)O)O)C)CO)OC(=O)C)OC(=O)C
InChI InChI=1S/C61H96O29/c1-12-59(10,90-25(3)66)54(79)89-47-48(81-24(2)65)61(23-64)27(19-55(47,4)5)26-13-14-32-57(8)17-16-33(56(6,7)31(57)15-18-58(32,9)60(26,11)45(75)46(61)76)84-53-44(88-52-40(74)37(71)35(69)29(20-62)82-52)42(85-50-38(72)34(68)28(67)22-80-50)41(43(87-53)49(77)78)86-51-39(73)36(70)30(21-63)83-51/h13,27-48,50-53,62-64,67-76H,12,14-23H2,1-11H3,(H,77,78)/t27-,28-,29+,30-,31-,32+,33-,34-,35+,36-,37-,38+,39+,40+,41-,42-,43-,44+,45-,46+,47-,48-,50-,51-,52-,53+,57-,58+,59-,60-,61-/m0/s1
InChI Key WDNGULRWMIQLKO-NTBZUZGMSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C61H96O29
Molecular Weight 1293.40 g/mol
Exact Mass 1292.60372702 g/mol
Topological Polar Surface Area (TPSA) 453.00 Ų
XlogP -0.10
Atomic LogP (AlogP) -2.45
H-Bond Acceptor 28
H-Bond Donor 14
Rotatable Bonds 17

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,4aR,6aR,6bS,7R,8S,8aR,9R,10R,12aS,14aR,14bR)-9-acetyloxy-10-[(2S)-2-acetyloxy-2-methylbutanoyl]oxy-7,8-dihydroxy-8a-(hydroxymethyl)-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-[(2S,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxyoxane-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 + 0.9077 90.77%
Caco-2 - 0.8624 86.24%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.8562 85.62%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7677 76.77%
OATP1B3 inhibitior + 0.8595 85.95%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6000 60.00%
BSEP inhibitior + 0.9545 95.45%
P-glycoprotein inhibitior + 0.7444 74.44%
P-glycoprotein substrate + 0.6603 66.03%
CYP3A4 substrate + 0.7503 75.03%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8862 88.62%
CYP3A4 inhibition - 0.6055 60.55%
CYP2C9 inhibition - 0.8021 80.21%
CYP2C19 inhibition - 0.8999 89.99%
CYP2D6 inhibition - 0.9305 93.05%
CYP1A2 inhibition - 0.9125 91.25%
CYP2C8 inhibition + 0.8189 81.89%
CYP inhibitory promiscuity - 0.9166 91.66%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.4543 45.43%
Eye corrosion - 0.9890 98.90%
Eye irritation - 0.8970 89.70%
Skin irritation + 0.5366 53.66%
Skin corrosion - 0.9356 93.56%
Ames mutagenesis - 0.6500 65.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7377 73.77%
Micronuclear - 0.7700 77.00%
Hepatotoxicity - 0.8298 82.98%
skin sensitisation - 0.9104 91.04%
Respiratory toxicity - 0.5778 57.78%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.5750 57.50%
Nephrotoxicity - 0.8814 88.14%
Acute Oral Toxicity (c) III 0.7057 70.57%
Estrogen receptor binding + 0.6817 68.17%
Androgen receptor binding + 0.7653 76.53%
Thyroid receptor binding + 0.6721 67.21%
Glucocorticoid receptor binding + 0.7968 79.68%
Aromatase binding + 0.6877 68.77%
PPAR gamma + 0.8012 80.12%
Honey bee toxicity - 0.6501 65.01%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5400 54.00%
Fish aquatic toxicity + 0.9791 97.91%

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 99.13% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.40% 97.25%
CHEMBL2581 P07339 Cathepsin D 95.94% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.86% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.44% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.15% 86.33%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.82% 94.45%
CHEMBL218 P21554 Cannabinoid CB1 receptor 89.98% 96.61%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 89.32% 94.33%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.69% 95.89%
CHEMBL3359 P21462 Formyl peptide receptor 1 88.25% 93.56%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 87.82% 96.77%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 87.37% 97.29%
CHEMBL3060 Q9Y345 Glycine transporter 2 86.57% 99.17%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 86.54% 96.21%
CHEMBL5028 O14672 ADAM10 86.49% 97.50%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 86.48% 100.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 86.16% 97.14%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 85.07% 96.90%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 84.92% 95.50%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 84.64% 91.03%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 84.63% 91.07%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.20% 97.09%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 83.71% 91.24%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 83.19% 95.50%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.66% 100.00%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 82.03% 97.33%
CHEMBL5255 O00206 Toll-like receptor 4 82.03% 92.50%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 81.66% 95.71%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 81.48% 93.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.24% 92.62%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.16% 89.00%

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.
Pittosporum tobira

Cross-Links

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PubChem 162983036
LOTUS LTS0018174
wikiData Q105302551