PlantaeDB Logo
Login Sign-up

(2S,3S,4S,5R,6R)-6-[[(3S,4aR,6aR,6bS,8aS,12aS,14aR,14bR)-8a-carboxy-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]-4-[(2S,3R,4S,5S,6R)-3,5-dihydroxy-6-(hydroxymethyl)-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-3,5-dihydroxyoxane-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 cc7c91c3-fa8b-48f2-bbf2-80fe12d3c9c3
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,8aS,12aS,14aR,14bR)-8a-carboxy-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]-4-[(2S,3R,4S,5S,6R)-3,5-dihydroxy-6-(hydroxymethyl)-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-3,5-dihydroxyoxane-2-carboxylic acid
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C47H74O18/c1-42(2)14-16-47(41(58)59)17-15-45(6)21(22(47)18-42)8-9-26-44(5)12-11-27(43(3,4)25(44)10-13-46(26,45)7)62-40-33(55)35(31(53)36(65-40)37(56)57)64-39-32(54)34(29(51)24(19-48)61-39)63-38-30(52)28(50)23(49)20-60-38/h8,22-36,38-40,48-55H,9-20H2,1-7H3,(H,56,57)(H,58,59)/t22-,23+,24+,25-,26+,27-,28-,29-,30+,31-,32+,33+,34-,35-,36-,38-,39-,40+,44-,45+,46+,47-/m0/s1
InChI Key RVBWZIGAJCWQFF-SIVKYBEISA-N
Popularity 2 references in papers

Physical and Chemical Properties

Top
Molecular Formula C47H74O18
Molecular Weight 927.10 g/mol
Exact Mass 926.48751551 g/mol
Topological Polar Surface Area (TPSA) 292.00 Ų
XlogP 3.00
Atomic LogP (AlogP) 1.44
H-Bond Acceptor 16
H-Bond Donor 10
Rotatable Bonds 9

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of (2S,3S,4S,5R,6R)-6-[[(3S,4aR,6aR,6bS,8aS,12aS,14aR,14bR)-8a-carboxy-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]-4-[(2S,3R,4S,5S,6R)-3,5-dihydroxy-6-(hydroxymethyl)-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-3,5-dihydroxyoxane-2-carboxylic acid

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7601 76.01%
Caco-2 - 0.8873 88.73%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.7571 75.71%
Subcellular localzation Mitochondria 0.8703 87.03%
OATP2B1 inhibitior - 0.8805 88.05%
OATP1B1 inhibitior - 0.3289 32.89%
OATP1B3 inhibitior - 0.4610 46.10%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.5026 50.26%
BSEP inhibitior + 0.7559 75.59%
P-glycoprotein inhibitior + 0.7512 75.12%
P-glycoprotein substrate - 0.7285 72.85%
CYP3A4 substrate + 0.7221 72.21%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8798 87.98%
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 + 0.7183 71.83%
CYP inhibitory promiscuity - 0.9733 97.33%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6024 60.24%
Eye corrosion - 0.9896 98.96%
Eye irritation - 0.9063 90.63%
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 + 0.6641 66.41%
Micronuclear - 0.7800 78.00%
Hepatotoxicity - 0.9500 95.00%
skin sensitisation - 0.9013 90.13%
Respiratory toxicity + 0.5111 51.11%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity - 0.6250 62.50%
Nephrotoxicity - 0.8626 86.26%
Acute Oral Toxicity (c) III 0.8023 80.23%
Estrogen receptor binding + 0.8110 81.10%
Androgen receptor binding + 0.7315 73.15%
Thyroid receptor binding - 0.5866 58.66%
Glucocorticoid receptor binding + 0.7118 71.18%
Aromatase binding + 0.6470 64.70%
PPAR gamma + 0.7906 79.06%
Honey bee toxicity - 0.7054 70.54%
Biodegradation - 0.6500 65.00%
Crustacea aquatic toxicity - 0.6055 60.55%
Fish aquatic toxicity + 0.9585 95.85%

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 97.67% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.90% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.94% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.43% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.84% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.93% 86.33%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 86.83% 95.17%
CHEMBL2581 P07339 Cathepsin D 84.13% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.96% 89.00%
CHEMBL5028 O14672 ADAM10 82.34% 97.50%
CHEMBL5255 O00206 Toll-like receptor 4 81.77% 92.50%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.56% 100.00%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 81.48% 93.00%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 81.40% 96.77%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 81.36% 95.50%
CHEMBL226 P30542 Adenosine A1 receptor 81.07% 95.93%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 81.02% 94.33%
CHEMBL3060 Q9Y345 Glycine transporter 2 80.87% 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.
Guapira graciliflora

Cross-Links

Top
PubChem 101518154
LOTUS LTS0119816
wikiData Q105245949