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(2S,3R,4S,4aR,6aR,6bR,8aS,12aS,14aR,14bR)-8a-[(2S,3R,4S,5S,6R)-5-acetyloxy-3-[(2S,3R,4S,5R,6S)-3,4-dihydroxy-6-methyl-5-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-6-methyl-4-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxycarbonyl-3-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-2-hydroxy-6b-(hydroxymethyl)-4,6a,11,11,14b-pentamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicene-4-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 77bcbf2e-10a2-4362-ae1e-7488e62d8cea
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name (2S,3R,4S,4aR,6aR,6bR,8aS,12aS,14aR,14bR)-8a-[(2S,3R,4S,5S,6R)-5-acetyloxy-3-[(2S,3R,4S,5R,6S)-3,4-dihydroxy-6-methyl-5-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-6-methyl-4-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxycarbonyl-3-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-2-hydroxy-6b-(hydroxymethyl)-4,6a,11,11,14b-pentamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicene-4-carboxylic acid
SMILES (Canonical) CC1C(C(C(C(O1)OC2C(C(OC(C2OC3C(C(C(C(O3)C)OC4C(C(C(CO4)O)O)O)O)O)OC(=O)C56CCC(CC5C7=CCC8C(C7(CC6)CO)(CCC9C8(CC(C(C9(C)C(=O)O)OC1C(C(C(C(O1)CO)O)O)OC1C(C(C(C(O1)CO)O)O)O)O)C)C)(C)C)C)OC(=O)C)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](O[C@H]([C@@H]2O[C@H]3[C@@H]([C@@H]([C@H]([C@@H](O3)C)O[C@H]4[C@@H]([C@H]([C@@H](CO4)O)O)O)O)O)OC(=O)[C@@]56CC[C@@]7(C(=CC[C@H]8[C@]7(CC[C@@H]9[C@@]8(C[C@@H]([C@@H]([C@@]9(C)C(=O)O)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O)O)C)C)[C@@H]5CC(CC6)(C)C)CO)C)OC(=O)C)O)O)O
InChI InChI=1S/C67H106O34/c1-24-36(74)40(78)45(83)55(90-24)98-51-49(93-27(4)71)26(3)92-59(52(51)99-56-47(85)43(81)48(25(2)91-56)96-54-44(82)37(75)31(73)22-89-54)101-61(88)66-15-14-62(5,6)18-29(66)28-10-11-34-63(7)19-30(72)53(65(9,60(86)87)35(63)12-13-64(34,8)67(28,23-70)17-16-66)100-58-50(42(80)39(77)33(21-69)95-58)97-57-46(84)41(79)38(76)32(20-68)94-57/h10,24-26,29-59,68-70,72-85H,11-23H2,1-9H3,(H,86,87)/t24-,25-,26+,29-,30-,31+,32+,33+,34+,35+,36-,37-,38+,39+,40+,41-,42-,43-,44+,45+,46+,47+,48-,49-,50+,51-,52+,53-,54-,55-,56-,57-,58-,59-,63+,64+,65-,66-,67-/m0/s1
InChI Key RUKMTWSLPMKVQW-MTHYMKSESA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C67H106O34
Molecular Weight 1455.50 g/mol
Exact Mass 1454.6565504 g/mol
Topological Polar Surface Area (TPSA) 535.00 Ų
XlogP -3.80
Atomic LogP (AlogP) -5.09
H-Bond Acceptor 33
H-Bond Donor 18
Rotatable Bonds 17

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,3R,4S,4aR,6aR,6bR,8aS,12aS,14aR,14bR)-8a-[(2S,3R,4S,5S,6R)-5-acetyloxy-3-[(2S,3R,4S,5R,6S)-3,4-dihydroxy-6-methyl-5-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-6-methyl-4-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxycarbonyl-3-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-2-hydroxy-6b-(hydroxymethyl)-4,6a,11,11,14b-pentamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicene-4-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 + 0.7601 76.01%
Caco-2 - 0.8646 86.46%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.8703 87.03%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7710 77.10%
OATP1B3 inhibitior - 0.4610 46.10%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.5026 50.26%
BSEP inhibitior + 0.9741 97.41%
P-glycoprotein inhibitior + 0.7440 74.40%
P-glycoprotein substrate + 0.6335 63.35%
CYP3A4 substrate + 0.7359 73.59%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8804 88.04%
CYP3A4 inhibition - 0.8310 83.10%
CYP2C9 inhibition - 0.8704 87.04%
CYP2C19 inhibition - 0.9216 92.16%
CYP2D6 inhibition - 0.9491 94.91%
CYP1A2 inhibition - 0.9009 90.09%
CYP2C8 inhibition + 0.7473 74.73%
CYP inhibitory promiscuity - 0.9733 97.33%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6024 60.24%
Eye corrosion - 0.9896 98.96%
Eye irritation - 0.8970 89.70%
Skin irritation - 0.5876 58.76%
Skin corrosion - 0.9441 94.41%
Ames mutagenesis - 0.7200 72.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7580 75.80%
Micronuclear - 0.7800 78.00%
Hepatotoxicity - 0.8084 80.84%
skin sensitisation - 0.9013 90.13%
Respiratory toxicity + 0.5333 53.33%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity - 0.6250 62.50%
Nephrotoxicity - 0.7462 74.62%
Acute Oral Toxicity (c) III 0.8023 80.23%
Estrogen receptor binding + 0.6678 66.78%
Androgen receptor binding + 0.7575 75.75%
Thyroid receptor binding + 0.6978 69.78%
Glucocorticoid receptor binding + 0.8109 81.09%
Aromatase binding + 0.6833 68.33%
PPAR gamma + 0.8363 83.63%
Honey bee toxicity - 0.6522 65.22%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.6300 63.00%
Fish aquatic toxicity + 0.9585 95.85%

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 99.36% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.30% 96.09%
CHEMBL3714130 P46095 G-protein coupled receptor 6 94.57% 97.36%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.78% 94.45%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.48% 86.33%
CHEMBL2581 P07339 Cathepsin D 90.73% 98.95%
CHEMBL218 P21554 Cannabinoid CB1 receptor 89.35% 96.61%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.85% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.69% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.22% 89.00%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 85.19% 95.50%
CHEMBL5028 O14672 ADAM10 84.62% 97.50%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 84.44% 95.17%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 84.33% 86.92%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.07% 100.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 81.83% 97.25%
CHEMBL340 P08684 Cytochrome P450 3A4 81.68% 91.19%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.43% 94.00%
CHEMBL5255 O00206 Toll-like receptor 4 80.58% 92.50%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 80.17% 91.07%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 80.07% 96.77%

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.
Polygala fallax

Cross-Links

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PubChem 102600407
LOTUS LTS0033879
wikiData Q105245672