PlantaeDB Logo
Login Sign-up

(2S,3S,4S,5R,6R)-6-[[(3S,4R,4aR,6aR,6bS,8aR,9S,10R,11R,12aS,14aR,14bR)-9-hydroxy-4,11-bis(hydroxymethyl)-4,6a,6b,8a,11,14b-hexamethyl-10-[(2S,3R,4R,5S,6S)-3,4,5-triacetyloxy-6-methyloxan-2-yl]oxy-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3,4-dihydroxy-5-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-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

Top
Internal ID 7a270d92-4107-4fc0-a12d-df012e8e6492
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name (2S,3S,4S,5R,6R)-6-[[(3S,4R,4aR,6aR,6bS,8aR,9S,10R,11R,12aS,14aR,14bR)-9-hydroxy-4,11-bis(hydroxymethyl)-4,6a,6b,8a,11,14b-hexamethyl-10-[(2S,3R,4R,5S,6S)-3,4,5-triacetyloxy-6-methyloxan-2-yl]oxy-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3,4-dihydroxy-5-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxane-2-carboxylic acid
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C53H82O22/c1-23-37(69-24(2)56)40(70-25(3)57)41(71-26(4)58)47(68-23)75-43-42(64)49(6)17-18-52(9)27(28(49)19-48(43,5)21-54)11-12-31-50(7)15-14-32(51(8,22-55)30(50)13-16-53(31,52)10)72-46-39(35(62)34(61)38(73-46)44(65)66)74-45-36(63)33(60)29(59)20-67-45/h11,23,28-43,45-47,54-55,59-64H,12-22H2,1-10H3,(H,65,66)/t23-,28-,29+,30+,31+,32-,33-,34-,35-,36+,37-,38-,39+,40+,41+,42+,43-,45-,46+,47-,48+,49+,50-,51-,52+,53+/m0/s1
InChI Key FRNZMTLWCBSEDI-FDBAFKKJSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C53H82O22
Molecular Weight 1071.20 g/mol
Exact Mass 1070.52977424 g/mol
Topological Polar Surface Area (TPSA) 333.00 Ų
XlogP 1.80
Atomic LogP (AlogP) 1.00
H-Bond Acceptor 21
H-Bond Donor 9
Rotatable Bonds 12

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of (2S,3S,4S,5R,6R)-6-[[(3S,4R,4aR,6aR,6bS,8aR,9S,10R,11R,12aS,14aR,14bR)-9-hydroxy-4,11-bis(hydroxymethyl)-4,6a,6b,8a,11,14b-hexamethyl-10-[(2S,3R,4R,5S,6S)-3,4,5-triacetyloxy-6-methyloxan-2-yl]oxy-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3,4-dihydroxy-5-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxane-2-carboxylic acid

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6935 69.35%
Caco-2 - 0.8687 86.87%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.8439 84.39%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7966 79.66%
OATP1B3 inhibitior - 0.3315 33.15%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.5298 52.98%
BSEP inhibitior + 0.9590 95.90%
P-glycoprotein inhibitior + 0.7492 74.92%
P-glycoprotein substrate + 0.5697 56.97%
CYP3A4 substrate + 0.7406 74.06%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8862 88.62%
CYP3A4 inhibition - 0.8440 84.40%
CYP2C9 inhibition - 0.9283 92.83%
CYP2C19 inhibition - 0.9358 93.58%
CYP2D6 inhibition - 0.9547 95.47%
CYP1A2 inhibition - 0.9059 90.59%
CYP2C8 inhibition + 0.7952 79.52%
CYP inhibitory promiscuity - 0.9773 97.73%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6071 60.71%
Eye corrosion - 0.9901 99.01%
Eye irritation - 0.8995 89.95%
Skin irritation - 0.5279 52.79%
Skin corrosion - 0.9458 94.58%
Ames mutagenesis - 0.6600 66.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7361 73.61%
Micronuclear - 0.7800 78.00%
Hepatotoxicity - 0.7750 77.50%
skin sensitisation - 0.9251 92.51%
Respiratory toxicity - 0.6111 61.11%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity - 0.5000 50.00%
Nephrotoxicity - 0.7225 72.25%
Acute Oral Toxicity (c) III 0.7253 72.53%
Estrogen receptor binding + 0.7720 77.20%
Androgen receptor binding + 0.7357 73.57%
Thyroid receptor binding + 0.5691 56.91%
Glucocorticoid receptor binding + 0.7923 79.23%
Aromatase binding + 0.6327 63.27%
PPAR gamma + 0.8276 82.76%
Honey bee toxicity - 0.6836 68.36%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5500 55.00%
Fish aquatic toxicity + 0.9440 94.40%

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
CHEMBL3714130 P46095 G-protein coupled receptor 6 98.01% 97.36%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.72% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.44% 96.09%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 90.88% 93.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.09% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.82% 86.33%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.25% 94.45%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 89.08% 96.77%
CHEMBL2581 P07339 Cathepsin D 88.62% 98.95%
CHEMBL1293294 P51151 Ras-related protein Rab-9A 88.18% 87.67%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.68% 89.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.66% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.92% 95.89%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 85.81% 91.07%
CHEMBL340 P08684 Cytochrome P450 3A4 85.34% 91.19%
CHEMBL5028 O14672 ADAM10 83.90% 97.50%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 83.30% 95.89%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 81.30% 95.50%
CHEMBL3060 Q9Y345 Glycine transporter 2 81.08% 99.17%
CHEMBL1937 Q92769 Histone deacetylase 2 80.30% 94.75%

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.
Staurogyne merguensis

Cross-Links

Top
PubChem 10748647
LOTUS LTS0269331
wikiData Q105000325