PlantaeDB Logo
Login Sign-up

(2S,3R,4S,5S,6R)-2-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-2-[[(1S,2S,4S,5R,8R,9R,10S,13S,14R,17S,18R)-2-hydroxy-9-(hydroxymethyl)-4,5,9,13,20,20-hexamethyl-24-oxahexacyclo[15.5.2.01,18.04,17.05,14.08,13]tetracos-15-en-10-yl]oxy]-6-(hydroxymethyl)oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol

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 caf180e5-9f7a-4e61-ab3a-d94441ac0b50
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name (2S,3R,4S,5S,6R)-2-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-2-[[(1S,2S,4S,5R,8R,9R,10S,13S,14R,17S,18R)-2-hydroxy-9-(hydroxymethyl)-4,5,9,13,20,20-hexamethyl-24-oxahexacyclo[15.5.2.01,18.04,17.05,14.08,13]tetracos-15-en-10-yl]oxy]-6-(hydroxymethyl)oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES (Canonical) CC1(CCC23COC4(C2C1)C=CC5C6(CCC(C(C6CCC5(C4(CC3O)C)C)(C)CO)OC7C(C(C(C(O7)CO)O)O)OC8C(C(C(C(O8)CO)O)O)O)C)C
SMILES (Isomeric) C[C@]12CC[C@@H]([C@@]([C@@H]1CC[C@@]3([C@@H]2C=C[C@@]45[C@]3(C[C@@H]([C@@]6([C@H]4CC(CC6)(C)C)CO5)O)C)C)(C)CO)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O
InChI InChI=1S/C42H68O14/c1-36(2)13-14-41-20-52-42(25(41)15-36)12-8-24-37(3)10-9-27(38(4,19-45)23(37)7-11-39(24,5)40(42,6)16-26(41)46)55-35-33(31(50)29(48)22(18-44)54-35)56-34-32(51)30(49)28(47)21(17-43)53-34/h8,12,21-35,43-51H,7,9-11,13-20H2,1-6H3/t21-,22-,23-,24-,25-,26+,27+,28-,29-,30+,31+,32-,33-,34+,35+,37+,38+,39-,40+,41-,42+/m1/s1
InChI Key LEKUNGHTKCLBBU-XGHRXYOHSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C42H68O14
Molecular Weight 797.00 g/mol
Exact Mass 796.46090684 g/mol
Topological Polar Surface Area (TPSA) 228.00 Ų
XlogP 2.00
Atomic LogP (AlogP) 0.75
H-Bond Acceptor 14
H-Bond Donor 9
Rotatable Bonds 7

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of (2S,3R,4S,5S,6R)-2-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-2-[[(1S,2S,4S,5R,8R,9R,10S,13S,14R,17S,18R)-2-hydroxy-9-(hydroxymethyl)-4,5,9,13,20,20-hexamethyl-24-oxahexacyclo[15.5.2.01,18.04,17.05,14.08,13]tetracos-15-en-10-yl]oxy]-6-(hydroxymethyl)oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6441 64.41%
Caco-2 - 0.8785 87.85%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.6663 66.63%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8474 84.74%
OATP1B3 inhibitior + 0.9158 91.58%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.5000 50.00%
BSEP inhibitior - 0.5970 59.70%
P-glycoprotein inhibitior + 0.7477 74.77%
P-glycoprotein substrate - 0.6020 60.20%
CYP3A4 substrate + 0.7223 72.23%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8287 82.87%
CYP3A4 inhibition - 0.9390 93.90%
CYP2C9 inhibition - 0.8634 86.34%
CYP2C19 inhibition - 0.8659 86.59%
CYP2D6 inhibition - 0.9457 94.57%
CYP1A2 inhibition - 0.9115 91.15%
CYP2C8 inhibition + 0.6471 64.71%
CYP inhibitory promiscuity - 0.9473 94.73%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6210 62.10%
Eye corrosion - 0.9900 99.00%
Eye irritation - 0.9097 90.97%
Skin irritation - 0.6612 66.12%
Skin corrosion - 0.9452 94.52%
Ames mutagenesis - 0.7000 70.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7225 72.25%
Micronuclear - 0.8900 89.00%
Hepatotoxicity - 0.5939 59.39%
skin sensitisation - 0.9108 91.08%
Respiratory toxicity - 0.5111 51.11%
Reproductive toxicity + 0.6889 68.89%
Mitochondrial toxicity - 0.5875 58.75%
Nephrotoxicity - 0.5831 58.31%
Acute Oral Toxicity (c) I 0.7129 71.29%
Estrogen receptor binding + 0.7195 71.95%
Androgen receptor binding + 0.7566 75.66%
Thyroid receptor binding - 0.5886 58.86%
Glucocorticoid receptor binding + 0.5702 57.02%
Aromatase binding + 0.6451 64.51%
PPAR gamma + 0.7115 71.15%
Honey bee toxicity - 0.6604 66.04%
Biodegradation - 0.6500 65.00%
Crustacea aquatic toxicity - 0.6000 60.00%
Fish aquatic toxicity + 0.9152 91.52%

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 96.15% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.31% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.18% 94.45%
CHEMBL226 P30542 Adenosine A1 receptor 94.17% 95.93%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.18% 97.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 91.27% 95.89%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 89.68% 95.50%
CHEMBL3714130 P46095 G-protein coupled receptor 6 87.79% 97.36%
CHEMBL4005 P42336 PI3-kinase p110-alpha subunit 87.31% 97.47%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.17% 100.00%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 85.49% 96.38%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 83.68% 92.62%
CHEMBL2243 O00519 Anandamide amidohydrolase 80.35% 97.53%
CHEMBL1293249 Q13887 Kruppel-like factor 5 80.14% 86.33%

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.
Clinopodium chinense

Cross-Links

Top
PubChem 102094427
LOTUS LTS0121637
wikiData Q105150616