PlantaeDB Logo
Login Sign-up

(2S,3R,4S,5S,6R)-2-[(2R,3S,4R,5R,6S)-4,5-dihydroxy-2-(hydroxymethyl)-6-[[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[(2R,3R,4S,5S,6R)-5-hydroxy-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-methyl-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-4-yl]oxyoxan-2-yl]methoxy]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 b3ff2b40-d89c-4fe7-81d8-f186b21db736
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name (2S,3R,4S,5S,6R)-2-[(2R,3S,4R,5R,6S)-4,5-dihydroxy-2-(hydroxymethyl)-6-[[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[(2R,3R,4S,5S,6R)-5-hydroxy-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-methyl-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-4-yl]oxyoxan-2-yl]methoxy]oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES (Canonical) CC1C(C(C(C(O1)OC2CCC3(C(C2(C)CO)CCC4(C3C=CC56C4(CC(C7(C5CC(CC7)(C)C)CO6)O)C)C)C)OC8C(C(C(C(O8)CO)O)O)O)OC9C(C(C(C(O9)COC1C(C(C(C(O1)CO)OC1C(C(C(C(O1)CO)O)O)O)O)O)O)O)O)O
SMILES (Isomeric) C[C@@H]1[C@@H]([C@@H]([C@H]([C@@H](O1)O[C@H]2CC[C@]3([C@H]([C@]2(C)CO)CC[C@@]4([C@@H]3C=C[C@@]56[C@]4(C[C@@H]([C@@]7([C@H]5CC(CC7)(C)C)CO6)O)C)C)C)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O)O[C@H]9[C@@H]([C@H]([C@@H]([C@H](O9)CO[C@@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O)O)O)O)O)O)O
InChI InChI=1S/C60H98O28/c1-24-34(66)47(87-52-44(76)40(72)37(69)28(84-52)21-78-49-45(77)41(73)46(27(20-63)83-49)86-50-42(74)38(70)35(67)25(18-61)81-50)48(88-51-43(75)39(71)36(68)26(19-62)82-51)53(80-24)85-33-10-11-55(4)29(56(33,5)22-64)8-12-57(6)30(55)9-13-60-31-16-54(2,3)14-15-59(31,23-79-60)32(65)17-58(57,60)7/h9,13,24-53,61-77H,8,10-12,14-23H2,1-7H3/t24-,25-,26-,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+,55+,56+,57-,58+,59-,60+/m1/s1
InChI Key RNPGVYTUIOFVJK-POPHGUHSSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

Top
Molecular Formula C60H98O28
Molecular Weight 1267.40 g/mol
Exact Mass 1266.62446247 g/mol
Topological Polar Surface Area (TPSA) 445.00 Ų
XlogP -3.40
Atomic LogP (AlogP) -4.75
H-Bond Acceptor 28
H-Bond Donor 17
Rotatable Bonds 15

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of (2S,3R,4S,5S,6R)-2-[(2R,3S,4R,5R,6S)-4,5-dihydroxy-2-(hydroxymethyl)-6-[[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[(2R,3R,4S,5S,6R)-5-hydroxy-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-methyl-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-4-yl]oxyoxan-2-yl]methoxy]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 - 0.8743 87.43%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.6663 66.63%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8500 85.00%
OATP1B3 inhibitior + 0.9158 91.58%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.5000 50.00%
BSEP inhibitior + 0.9377 93.77%
P-glycoprotein inhibitior + 0.7438 74.38%
P-glycoprotein substrate + 0.6058 60.58%
CYP3A4 substrate + 0.7367 73.67%
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 + 0.7485 74.85%
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 - 0.8987 89.87%
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 + 0.7911 79.11%
Micronuclear - 0.8900 89.00%
Hepatotoxicity - 0.5939 59.39%
skin sensitisation - 0.9108 91.08%
Respiratory toxicity - 0.5333 53.33%
Reproductive toxicity + 0.6889 68.89%
Mitochondrial toxicity - 0.5875 58.75%
Nephrotoxicity - 0.7726 77.26%
Acute Oral Toxicity (c) I 0.7129 71.29%
Estrogen receptor binding + 0.7992 79.92%
Androgen receptor binding + 0.7588 75.88%
Thyroid receptor binding + 0.6093 60.93%
Glucocorticoid receptor binding + 0.7498 74.98%
Aromatase binding + 0.6700 67.00%
PPAR gamma + 0.8135 81.35%
Honey bee toxicity - 0.6276 62.76%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5100 51.00%
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 97.47% 91.11%
CHEMBL226 P30542 Adenosine A1 receptor 96.46% 95.93%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.45% 96.09%
CHEMBL3714130 P46095 G-protein coupled receptor 6 94.76% 97.36%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.50% 97.09%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 91.75% 95.50%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.97% 94.45%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.43% 95.89%
CHEMBL1914 P06276 Butyrylcholinesterase 89.57% 95.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.34% 86.33%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.29% 100.00%
CHEMBL4005 P42336 PI3-kinase p110-alpha subunit 86.46% 97.47%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 86.43% 93.04%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.08% 89.00%
CHEMBL325 Q13547 Histone deacetylase 1 84.47% 95.92%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 83.34% 94.00%
CHEMBL2581 P07339 Cathepsin D 82.69% 98.95%
CHEMBL2243 O00519 Anandamide amidohydrolase 82.40% 97.53%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 82.03% 89.05%
CHEMBL1937 Q92769 Histone deacetylase 2 81.95% 94.75%
CHEMBL4618 P09960 Leukotriene A4 hydrolase 81.31% 97.86%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 81.09% 96.38%
CHEMBL241 Q14432 Phosphodiesterase 3A 80.51% 92.94%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.42% 92.62%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 80.12% 100.00%

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 gracile

Cross-Links

Top
PubChem 163049193
LOTUS LTS0045192
wikiData Q105241740