PlantaeDB Logo
Login Sign-up

(1S,2R,4S,5R,8R,10S,13S,14R,17S,18R)-10-[(2R,3R,4S,5R,6R)-3-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-4,5-dihydroxy-6-methyloxan-2-yl]oxy-2-hydroxy-4,5,9,9,13,20,20-heptamethyl-24-oxahexacyclo[15.5.2.01,18.04,17.05,14.08,13]tetracos-15-en-21-one

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 611ac457-ecf9-49d9-855f-21cfbbc318e4
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name (1S,2R,4S,5R,8R,10S,13S,14R,17S,18R)-10-[(2R,3R,4S,5R,6R)-3-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-4,5-dihydroxy-6-methyloxan-2-yl]oxy-2-hydroxy-4,5,9,9,13,20,20-heptamethyl-24-oxahexacyclo[15.5.2.01,18.04,17.05,14.08,13]tetracos-15-en-21-one
SMILES (Canonical) CC1C(C(C(C(O1)OC2C(C(C(OC2OC3C(C(C(OC3OC4CCC5(C(C4(C)C)CCC6(C5C=CC78C6(CC(C9(C7CC(C(=O)C9)(C)C)CO8)O)C)C)C)C)O)O)CO)O)O)O)O)O
SMILES (Isomeric) C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2[C@H]([C@@H]([C@H](O[C@H]2O[C@@H]3[C@H]([C@H]([C@H](O[C@H]3O[C@H]4CC[C@]5([C@H](C4(C)C)CC[C@@]6([C@@H]5C=C[C@@]78[C@]6(C[C@H]([C@@]9([C@H]7CC(C(=O)C9)(C)C)CO8)O)C)C)C)C)O)O)CO)O)O)O)O)O
InChI InChI=1S/C48H76O17/c1-21-30(52)33(55)36(58)39(60-21)64-38-35(57)32(54)23(19-49)62-41(38)65-37-34(56)31(53)22(2)61-40(37)63-29-12-13-44(7)24(43(29,5)6)10-14-45(8)25(44)11-15-48-26-16-42(3,4)27(50)18-47(26,20-59-48)28(51)17-46(45,48)9/h11,15,21-26,28-41,49,51-58H,10,12-14,16-20H2,1-9H3/t21-,22+,23+,24-,25+,26+,28+,29-,30-,31-,32+,33+,34-,35-,36+,37+,38+,39-,40-,41-,44-,45+,46-,47+,48-/m0/s1
InChI Key RYKWBOUIIFTUAC-PGCPYQBQSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C48H76O17
Molecular Weight 925.10 g/mol
Exact Mass 924.50825095 g/mol
Topological Polar Surface Area (TPSA) 264.00 Ų
XlogP 1.20
Atomic LogP (AlogP) 0.84
H-Bond Acceptor 17
H-Bond Donor 9
Rotatable Bonds 7

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of (1S,2R,4S,5R,8R,10S,13S,14R,17S,18R)-10-[(2R,3R,4S,5R,6R)-3-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-4,5-dihydroxy-6-methyloxan-2-yl]oxy-2-hydroxy-4,5,9,9,13,20,20-heptamethyl-24-oxahexacyclo[15.5.2.01,18.04,17.05,14.08,13]tetracos-15-en-21-one

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7235 72.35%
Caco-2 - 0.8879 88.79%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.7561 75.61%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7880 78.80%
OATP1B3 inhibitior + 0.9009 90.09%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.5750 57.50%
BSEP inhibitior + 0.6757 67.57%
P-glycoprotein inhibitior + 0.7536 75.36%
P-glycoprotein substrate - 0.5218 52.18%
CYP3A4 substrate + 0.7280 72.80%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8597 85.97%
CYP3A4 inhibition - 0.9130 91.30%
CYP2C9 inhibition - 0.8588 85.88%
CYP2C19 inhibition - 0.8720 87.20%
CYP2D6 inhibition - 0.9479 94.79%
CYP1A2 inhibition - 0.9165 91.65%
CYP2C8 inhibition + 0.6533 65.33%
CYP inhibitory promiscuity - 0.9568 95.68%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6305 63.05%
Eye corrosion - 0.9905 99.05%
Eye irritation - 0.9050 90.50%
Skin irritation - 0.6279 62.79%
Skin corrosion - 0.9429 94.29%
Ames mutagenesis - 0.7100 71.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7486 74.86%
Micronuclear - 0.8900 89.00%
Hepatotoxicity - 0.6307 63.07%
skin sensitisation - 0.9113 91.13%
Respiratory toxicity + 0.6667 66.67%
Reproductive toxicity + 0.7222 72.22%
Mitochondrial toxicity - 0.6000 60.00%
Nephrotoxicity - 0.7097 70.97%
Acute Oral Toxicity (c) I 0.6357 63.57%
Estrogen receptor binding + 0.7579 75.79%
Androgen receptor binding + 0.7561 75.61%
Thyroid receptor binding - 0.5158 51.58%
Glucocorticoid receptor binding + 0.7284 72.84%
Aromatase binding + 0.6445 64.45%
PPAR gamma + 0.7720 77.20%
Honey bee toxicity - 0.6415 64.15%
Biodegradation - 0.6750 67.50%
Crustacea aquatic toxicity + 0.5050 50.50%
Fish aquatic toxicity + 0.9406 94.06%

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 98.48% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.83% 96.09%
CHEMBL2581 P07339 Cathepsin D 94.15% 98.95%
CHEMBL3714130 P46095 G-protein coupled receptor 6 92.39% 97.36%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.72% 86.33%
CHEMBL1937 Q92769 Histone deacetylase 2 90.42% 94.75%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.84% 97.09%
CHEMBL226 P30542 Adenosine A1 receptor 89.54% 95.93%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 88.93% 94.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 87.19% 92.94%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.65% 100.00%
CHEMBL1951 P21397 Monoamine oxidase A 86.62% 91.49%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 86.02% 93.04%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.88% 89.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.17% 95.89%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 82.80% 95.56%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.05% 99.23%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 81.26% 97.33%

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.
Bupleurum rotundifolium

Cross-Links

Top
PubChem 16097920
LOTUS LTS0269662
wikiData Q105247671