PlantaeDB Logo
Login Sign-up

[(4S,4aS,5R,6aR,6aS,6bR,8aR,10S,12aR,14bS)-4a-(hydroxymethyl)-10-[(2S,3R,4S,5S)-4-hydroxy-5-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxyoxan-2-yl]oxy-2,2,6a,6b,9,9,12a-heptamethyl-4-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicen-5-yl] acetate

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

Top
Internal ID 352b143c-9f3b-4e5f-b325-697ae7959231
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name [(4S,4aS,5R,6aR,6aS,6bR,8aR,10S,12aR,14bS)-4a-(hydroxymethyl)-10-[(2S,3R,4S,5S)-4-hydroxy-5-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxyoxan-2-yl]oxy-2,2,6a,6b,9,9,12a-heptamethyl-4-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicen-5-yl] acetate
SMILES (Canonical) CC(=O)OC1CC2(C(=CCC3C2(CCC4C3(CCC(C4(C)C)OC5C(C(C(CO5)OC6C(C(C(C(O6)CO)O)O)O)O)OC7C(C(C(C(O7)COC8C(C(C(C(O8)CO)O)O)O)O)O)O)C)C)C9C1(C(CC(C9)(C)C)OC1C(C(C(C(O1)CO)O)O)O)CO)C
SMILES (Isomeric) CC(=O)O[C@@H]1C[C@@]2(C(=CC[C@H]3[C@]2(CC[C@@H]4[C@@]3(CC[C@@H](C4(C)C)O[C@H]5[C@@H]([C@H]([C@H](CO5)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)O)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O)O)O)O)C)C)[C@H]9[C@@]1([C@H](CC(C9)(C)C)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O)CO)C
InChI InChI=1S/C61H100O29/c1-24(66)82-36-17-60(8)25(26-15-56(2,3)16-35(61(26,36)23-65)89-53-48(78)44(74)39(69)29(20-64)85-53)9-10-33-58(6)13-12-34(57(4,5)32(58)11-14-59(33,60)7)88-55-50(41(71)31(22-81-55)87-52-47(77)43(73)38(68)28(19-63)84-52)90-54-49(79)45(75)40(70)30(86-54)21-80-51-46(76)42(72)37(67)27(18-62)83-51/h9,26-55,62-65,67-79H,10-23H2,1-8H3/t26-,27+,28+,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-,58-,59+,60+,61+/m0/s1
InChI Key UGTOAJHGZBCWMV-QVPHMLMRSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C61H100O29
Molecular Weight 1297.40 g/mol
Exact Mass 1296.63502715 g/mol
Topological Polar Surface Area (TPSA) 463.00 Ų
XlogP -2.60
Atomic LogP (AlogP) -4.59
H-Bond Acceptor 29
H-Bond Donor 17
Rotatable Bonds 16

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of [(4S,4aS,5R,6aR,6aS,6bR,8aR,10S,12aR,14bS)-4a-(hydroxymethyl)-10-[(2S,3R,4S,5S)-4-hydroxy-5-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxyoxan-2-yl]oxy-2,2,6a,6b,9,9,12a-heptamethyl-4-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicen-5-yl] acetate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7499 74.99%
Caco-2 - 0.8760 87.60%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.8758 87.58%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7587 75.87%
OATP1B3 inhibitior - 0.5977 59.77%
MATE1 inhibitior - 0.9812 98.12%
OCT2 inhibitior - 0.5776 57.76%
BSEP inhibitior + 0.9251 92.51%
P-glycoprotein inhibitior + 0.7454 74.54%
P-glycoprotein substrate - 0.5930 59.30%
CYP3A4 substrate + 0.7421 74.21%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8827 88.27%
CYP3A4 inhibition - 0.9589 95.89%
CYP2C9 inhibition - 0.8763 87.63%
CYP2C19 inhibition - 0.9003 90.03%
CYP2D6 inhibition - 0.9427 94.27%
CYP1A2 inhibition - 0.8671 86.71%
CYP2C8 inhibition + 0.7338 73.38%
CYP inhibitory promiscuity - 0.9423 94.23%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6313 63.13%
Eye corrosion - 0.9895 98.95%
Eye irritation - 0.8984 89.84%
Skin irritation - 0.6520 65.20%
Skin corrosion - 0.9500 95.00%
Ames mutagenesis - 0.6624 66.24%
Human Ether-a-go-go-Related Gene inhibition + 0.7726 77.26%
Micronuclear - 0.8700 87.00%
Hepatotoxicity - 0.8625 86.25%
skin sensitisation - 0.8940 89.40%
Respiratory toxicity - 0.6222 62.22%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity - 0.7750 77.50%
Nephrotoxicity - 0.6849 68.49%
Acute Oral Toxicity (c) III 0.7822 78.22%
Estrogen receptor binding + 0.7664 76.64%
Androgen receptor binding + 0.7487 74.87%
Thyroid receptor binding + 0.6454 64.54%
Glucocorticoid receptor binding + 0.7852 78.52%
Aromatase binding + 0.6665 66.65%
PPAR gamma + 0.8173 81.73%
Honey bee toxicity - 0.6258 62.58%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.5550 55.50%
Fish aquatic toxicity + 0.9603 96.03%

Targets

Top

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 98.29% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.62% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.22% 94.45%
CHEMBL221 P23219 Cyclooxygenase-1 93.79% 90.17%
CHEMBL2581 P07339 Cathepsin D 90.39% 98.95%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 89.32% 96.21%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.15% 97.09%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 86.49% 94.33%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.11% 100.00%
CHEMBL5255 O00206 Toll-like receptor 4 85.77% 92.50%
CHEMBL5028 O14672 ADAM10 85.54% 97.50%
CHEMBL253 P34972 Cannabinoid CB2 receptor 84.37% 97.25%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 84.04% 94.00%
CHEMBL3922 P50579 Methionine aminopeptidase 2 83.76% 97.28%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.26% 86.33%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.24% 95.89%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 83.22% 95.50%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 82.91% 95.17%
CHEMBL218 P21554 Cannabinoid CB1 receptor 82.42% 96.61%
CHEMBL1871 P10275 Androgen Receptor 82.38% 96.43%
CHEMBL3714130 P46095 G-protein coupled receptor 6 82.38% 97.36%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.59% 92.62%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 80.87% 100.00%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 80.44% 96.77%

Plants that contains it

Top
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.
Lysimachia foenum-graecum

Cross-Links

Top
PubChem 162847368
LOTUS LTS0099565
wikiData Q105272569