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(2S,3S,4S,5R,6R)-6-[[(2S,3R,4S,4aR,6aR,6bS,8R,8aR,12aS,14aR,14bR)-8a-[(2S,3R,4S,5S,6R)-5-acetyloxy-6-methyl-4-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-3-[(2S,3R,4R,5R,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxycarbonyl-4-carboxy-2,8-dihydroxy-4,6a,6b,11,11,14b-hexamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3,4-dihydroxy-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-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 58387e7a-e6f9-4b99-a9cb-bc1ba5ceda4d
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name (2S,3S,4S,5R,6R)-6-[[(2S,3R,4S,4aR,6aR,6bS,8R,8aR,12aS,14aR,14bR)-8a-[(2S,3R,4S,5S,6R)-5-acetyloxy-6-methyl-4-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-3-[(2S,3R,4R,5R,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxycarbonyl-4-carboxy-2,8-dihydroxy-4,6a,6b,11,11,14b-hexamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3,4-dihydroxy-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxane-2-carboxylic acid
SMILES (Canonical) CC1C(C(C(C(O1)OC2C(C(C(OC2OC3C(CC4(C(C3(C)C(=O)O)CCC5(C4CC=C6C5(CC(C7(C6CC(CC7)(C)C)C(=O)OC8C(C(C(C(O8)C)OC(=O)C)OC9C(C(C(C(O9)C)O)O)O)OC1C(C(C(C(O1)C)O)O)O)O)C)C)C)O)C(=O)O)O)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]([C@H](O[C@H]2O[C@H]3[C@H](C[C@]4([C@H]([C@]3(C)C(=O)O)CC[C@@]5([C@@H]4CC=C6[C@]5(C[C@H]([C@@]7([C@H]6CC(CC7)(C)C)C(=O)O[C@H]8[C@@H]([C@H]([C@H]([C@H](O8)C)OC(=O)C)O[C@H]9[C@@H]([C@@H]([C@H]([C@@H](O9)C)O)O)O)O[C@H]1[C@@H]([C@@H]([C@H]([C@H](O1)C)O)O)O)O)C)C)C)O)C(=O)O)O)O)O)O)O
InChI InChI=1S/C62H96O30/c1-21-32(66)35(69)40(74)50(82-21)88-45-39(73)38(72)44(49(77)78)87-53(45)91-48-28(64)19-58(8)29-13-12-26-27-18-57(6,7)16-17-62(27,31(65)20-60(26,10)59(29,9)15-14-30(58)61(48,11)55(79)80)56(81)92-54-47(90-52-42(76)37(71)34(68)23(3)84-52)46(43(24(4)85-54)86-25(5)63)89-51-41(75)36(70)33(67)22(2)83-51/h12,21-24,27-48,50-54,64-76H,13-20H2,1-11H3,(H,77,78)(H,79,80)/t21-,22-,23+,24+,27-,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-,54-,58+,59+,60+,61-,62+/m0/s1
InChI Key GDMHQAWNMFIIFV-LIVCYDLQSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C62H96O30
Molecular Weight 1321.40 g/mol
Exact Mass 1320.59864164 g/mol
Topological Polar Surface Area (TPSA) 473.00 Ų
XlogP -0.80
Atomic LogP (AlogP) -2.43
H-Bond Acceptor 28
H-Bond Donor 15
Rotatable Bonds 13

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-[[(2S,3R,4S,4aR,6aR,6bS,8R,8aR,12aS,14aR,14bR)-8a-[(2S,3R,4S,5S,6R)-5-acetyloxy-6-methyl-4-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-3-[(2S,3R,4R,5R,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxycarbonyl-4-carboxy-2,8-dihydroxy-4,6a,6b,11,11,14b-hexamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3,4-dihydroxy-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-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 + 0.8930 89.30%
Caco-2 - 0.8653 86.53%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.8083 80.83%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7692 76.92%
OATP1B3 inhibitior - 0.2824 28.24%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior + 0.5179 51.79%
BSEP inhibitior + 0.9514 95.14%
P-glycoprotein inhibitior + 0.7454 74.54%
P-glycoprotein substrate + 0.5957 59.57%
CYP3A4 substrate + 0.7294 72.94%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8818 88.18%
CYP3A4 inhibition - 0.7383 73.83%
CYP2C9 inhibition - 0.8875 88.75%
CYP2C19 inhibition - 0.9224 92.24%
CYP2D6 inhibition - 0.9442 94.42%
CYP1A2 inhibition - 0.9036 90.36%
CYP2C8 inhibition + 0.7415 74.15%
CYP inhibitory promiscuity - 0.9736 97.36%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5990 59.90%
Eye corrosion - 0.9903 99.03%
Eye irritation - 0.8972 89.72%
Skin irritation + 0.5000 50.00%
Skin corrosion - 0.9225 92.25%
Ames mutagenesis - 0.8000 80.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7552 75.52%
Micronuclear - 0.7100 71.00%
Hepatotoxicity - 0.7194 71.94%
skin sensitisation - 0.8190 81.90%
Respiratory toxicity + 0.5778 57.78%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.6375 63.75%
Nephrotoxicity - 0.6962 69.62%
Acute Oral Toxicity (c) IV 0.4944 49.44%
Estrogen receptor binding + 0.6891 68.91%
Androgen receptor binding + 0.7542 75.42%
Thyroid receptor binding + 0.6771 67.71%
Glucocorticoid receptor binding + 0.8111 81.11%
Aromatase binding + 0.6485 64.85%
PPAR gamma + 0.8240 82.40%
Honey bee toxicity - 0.6888 68.88%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.6200 62.00%
Fish aquatic toxicity + 0.9830 98.30%

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 98.65% 91.11%
CHEMBL3714130 P46095 G-protein coupled receptor 6 94.83% 97.36%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.13% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.08% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.83% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.38% 86.33%
CHEMBL1951 P21397 Monoamine oxidase A 88.01% 91.49%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.91% 89.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.86% 100.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 85.46% 85.14%
CHEMBL340 P08684 Cytochrome P450 3A4 85.26% 91.19%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 85.17% 96.77%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 85.06% 93.00%
CHEMBL1937 Q92769 Histone deacetylase 2 83.45% 94.75%
CHEMBL1293294 P51151 Ras-related protein Rab-9A 83.21% 87.67%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.04% 95.89%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 83.03% 81.11%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.90% 99.23%
CHEMBL2820 P03951 Coagulation factor XI 82.54% 95.29%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.14% 94.00%
CHEMBL5028 O14672 ADAM10 81.51% 97.50%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.45% 92.62%

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.
Herniaria fontanesii

Cross-Links

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PubChem 162886551
LOTUS LTS0068190
wikiData Q105006806