PlantaeDB Logo
Login Sign-up

(2S,4aR,6aR,6aS,6bR,8aR,10S,12aS)-10-[(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-2,4a,6a,6b,9,9,12a-heptamethyl-4-oxo-3,5,6,6a,7,8,8a,10,11,12-decahydro-1H-picene-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

Top
Internal ID 766ba4c6-dafe-4198-a5f3-7b1daf122dd1
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name (2S,4aR,6aR,6aS,6bR,8aR,10S,12aS)-10-[(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-2,4a,6a,6b,9,9,12a-heptamethyl-4-oxo-3,5,6,6a,7,8,8a,10,11,12-decahydro-1H-picene-2-carboxylic acid
SMILES (Canonical) CC1(C2CCC3(C(C2(CCC1OC4C(C(C(C(O4)CO)O)O)OC5C(C(C(C(O5)CO)O)O)O)C)C=CC6=C7CC(CC(=O)C7(CCC63C)C)(C)C(=O)O)C)C
SMILES (Isomeric) C[C@]12CC[C@@H](C([C@@H]1CC[C@@]3([C@@H]2C=CC4=C5C[C@](CC(=O)[C@@]5(CC[C@]43C)C)(C)C(=O)O)C)(C)C)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O
InChI InChI=1S/C42H64O14/c1-37(2)24-10-13-42(7)25(9-8-20-21-16-38(3,36(51)52)17-26(45)39(21,4)14-15-41(20,42)6)40(24,5)12-11-27(37)55-35-33(31(49)29(47)23(19-44)54-35)56-34-32(50)30(48)28(46)22(18-43)53-34/h8-9,22-25,27-35,43-44,46-50H,10-19H2,1-7H3,(H,51,52)/t22-,23-,24+,25-,27+,28-,29-,30+,31+,32-,33-,34+,35+,38+,39-,40+,41-,42-/m1/s1
InChI Key BCOBHETZSGOMDZ-BGXFYZCPSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C42H64O14
Molecular Weight 792.90 g/mol
Exact Mass 792.42960671 g/mol
Topological Polar Surface Area (TPSA) 233.00 Ų
XlogP 2.30
Atomic LogP (AlogP) 1.98
H-Bond Acceptor 13
H-Bond Donor 8
Rotatable Bonds 7

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of (2S,4aR,6aR,6aS,6bR,8aR,10S,12aS)-10-[(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-2,4a,6a,6b,9,9,12a-heptamethyl-4-oxo-3,5,6,6a,7,8,8a,10,11,12-decahydro-1H-picene-2-carboxylic acid

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7181 71.81%
Caco-2 - 0.8779 87.79%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.8914 89.14%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7564 75.64%
OATP1B3 inhibitior - 0.5187 51.87%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior + 0.5974 59.74%
BSEP inhibitior + 0.5600 56.00%
P-glycoprotein inhibitior + 0.7562 75.62%
P-glycoprotein substrate - 0.6931 69.31%
CYP3A4 substrate + 0.7168 71.68%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8882 88.82%
CYP3A4 inhibition - 0.9061 90.61%
CYP2C9 inhibition - 0.8653 86.53%
CYP2C19 inhibition - 0.9130 91.30%
CYP2D6 inhibition - 0.9498 94.98%
CYP1A2 inhibition - 0.8749 87.49%
CYP2C8 inhibition + 0.5970 59.70%
CYP inhibitory promiscuity - 0.9549 95.49%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6115 61.15%
Eye corrosion - 0.9892 98.92%
Eye irritation - 0.9128 91.28%
Skin irritation - 0.6295 62.95%
Skin corrosion - 0.9453 94.53%
Ames mutagenesis - 0.7970 79.70%
Human Ether-a-go-go-Related Gene inhibition - 0.3884 38.84%
Micronuclear - 0.7900 79.00%
Hepatotoxicity - 0.6751 67.51%
skin sensitisation - 0.9028 90.28%
Respiratory toxicity + 0.6556 65.56%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity - 0.6250 62.50%
Nephrotoxicity + 0.5531 55.31%
Acute Oral Toxicity (c) III 0.7689 76.89%
Estrogen receptor binding + 0.7365 73.65%
Androgen receptor binding + 0.7344 73.44%
Thyroid receptor binding - 0.6223 62.23%
Glucocorticoid receptor binding + 0.6477 64.77%
Aromatase binding + 0.6541 65.41%
PPAR gamma + 0.7345 73.45%
Honey bee toxicity - 0.7111 71.11%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity - 0.6650 66.50%
Fish aquatic toxicity + 0.9722 97.22%

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 97.52% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.51% 96.09%
CHEMBL2581 P07339 Cathepsin D 93.83% 98.95%
CHEMBL220 P22303 Acetylcholinesterase 91.81% 94.45%
CHEMBL3714130 P46095 G-protein coupled receptor 6 88.50% 97.36%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.89% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.07% 97.09%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 85.58% 94.00%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 85.36% 93.04%
CHEMBL1937 Q92769 Histone deacetylase 2 85.05% 94.75%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.72% 86.33%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.32% 95.89%
CHEMBL221 P23219 Cyclooxygenase-1 83.22% 90.17%
CHEMBL5255 O00206 Toll-like receptor 4 83.06% 92.50%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.81% 99.23%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 82.40% 94.45%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.38% 100.00%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 81.29% 93.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 81.23% 99.17%

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.
Glycyrrhiza echinata

Cross-Links

Top
PubChem 101037782
LOTUS LTS0170493
wikiData Q104923534