[10-[3,5-Dihydroxy-6-methyl-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-2-hydroxy-4,5,9,13,20,20-hexamethyl-24-oxahexacyclo[15.5.2.01,18.04,17.05,14.08,13]tetracos-15-en-9-yl]methyl acetate

Details

Top
Internal ID 0ec18852-63ce-4835-84f2-a426c6ff8fa4
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name [10-[3,5-dihydroxy-6-methyl-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-2-hydroxy-4,5,9,13,20,20-hexamethyl-24-oxahexacyclo[15.5.2.01,18.04,17.05,14.08,13]tetracos-15-en-9-yl]methyl acetate
SMILES (Canonical) CC1C(C(C(C(O1)OC2CCC3(C(C2(C)COC(=O)C)CCC4(C3C=CC56C4(CC(C7(C5CC(CC7)(C)C)CO6)O)C)C)C)O)OC8C(C(C(C(O8)CO)O)O)O)O
SMILES (Isomeric) CC1C(C(C(C(O1)OC2CCC3(C(C2(C)COC(=O)C)CCC4(C3C=CC56C4(CC(C7(C5CC(CC7)(C)C)CO6)O)C)C)C)O)OC8C(C(C(C(O8)CO)O)O)O)O
InChI InChI=1S/C44H70O14/c1-22-30(48)35(58-36-33(51)32(50)31(49)24(19-45)56-36)34(52)37(55-22)57-29-11-12-39(5)25(40(29,6)20-53-23(2)46)9-13-41(7)26(39)10-14-44-27-17-38(3,4)15-16-43(27,21-54-44)28(47)18-42(41,44)8/h10,14,22,24-37,45,47-52H,9,11-13,15-21H2,1-8H3
InChI Key DEYCHTXYLPWRCP-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C44H70O14
Molecular Weight 823.00 g/mol
Exact Mass 822.47655690 g/mol
Topological Polar Surface Area (TPSA) 214.00 Ų
XlogP 3.10
Atomic LogP (AlogP) 2.35
H-Bond Acceptor 14
H-Bond Donor 7
Rotatable Bonds 7

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of [10-[3,5-Dihydroxy-6-methyl-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-2-hydroxy-4,5,9,13,20,20-hexamethyl-24-oxahexacyclo[15.5.2.01,18.04,17.05,14.08,13]tetracos-15-en-9-yl]methyl acetate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7235 72.35%
Caco-2 - 0.8786 87.86%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.7571 75.71%
Subcellular localzation Mitochondria 0.7561 75.61%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8062 80.62%
OATP1B3 inhibitior + 0.9009 90.09%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.5750 57.50%
BSEP inhibitior + 0.6835 68.35%
P-glycoprotein inhibitior + 0.7642 76.42%
P-glycoprotein substrate + 0.5116 51.16%
CYP3A4 substrate + 0.7314 73.14%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8785 87.85%
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 + 0.7095 70.95%
CYP inhibitory promiscuity - 0.9568 95.68%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6305 63.05%
Eye corrosion - 0.9905 99.05%
Eye irritation - 0.9080 90.80%
Skin irritation - 0.6279 62.79%
Skin corrosion - 0.9429 94.29%
Ames mutagenesis - 0.6470 64.70%
Human Ether-a-go-go-Related Gene inhibition + 0.6702 67.02%
Micronuclear - 0.8900 89.00%
Hepatotoxicity - 0.6262 62.62%
skin sensitisation - 0.9113 91.13%
Respiratory toxicity + 0.5667 56.67%
Reproductive toxicity + 0.7222 72.22%
Mitochondrial toxicity - 0.6000 60.00%
Nephrotoxicity - 0.7017 70.17%
Acute Oral Toxicity (c) I 0.6357 63.57%
Estrogen receptor binding + 0.7456 74.56%
Androgen receptor binding + 0.7560 75.60%
Thyroid receptor binding - 0.5810 58.10%
Glucocorticoid receptor binding + 0.7023 70.23%
Aromatase binding + 0.6543 65.43%
PPAR gamma + 0.7698 76.98%
Honey bee toxicity - 0.6772 67.72%
Biodegradation - 0.6250 62.50%
Crustacea aquatic toxicity - 0.5455 54.55%
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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.58% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.83% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.48% 94.45%
CHEMBL3714130 P46095 G-protein coupled receptor 6 94.46% 97.36%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.29% 86.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.38% 97.09%
CHEMBL2782 P35610 Acyl coenzyme A:cholesterol acyltransferase 1 90.32% 91.65%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.97% 89.00%
CHEMBL2243 O00519 Anandamide amidohydrolase 88.40% 97.53%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.74% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.21% 95.89%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 86.22% 95.50%
CHEMBL2842 P42345 Serine/threonine-protein kinase mTOR 85.15% 92.78%
CHEMBL2581 P07339 Cathepsin D 84.97% 98.95%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 84.79% 91.24%
CHEMBL5028 O14672 ADAM10 83.62% 97.50%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.52% 100.00%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 83.21% 94.33%
CHEMBL226 P30542 Adenosine A1 receptor 81.81% 95.93%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.40% 95.89%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.29% 94.00%
CHEMBL5255 O00206 Toll-like receptor 4 80.16% 92.50%
CHEMBL4005 P42336 PI3-kinase p110-alpha subunit 80.09% 97.47%

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 falcatum

Cross-Links

Top
PubChem 73819346
LOTUS LTS0041379
wikiData Q104977673