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

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

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Internal ID 8ce8fe34-a193-4f95-b84b-89482ef5eb58
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name [(1S,2S,4S,5R,8R,9R,10S,13S,14R,17S,18R)-2-hydroxy-4,5,9,13,20,20-hexamethyl-10-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-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)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)COC(=O)C)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)O)O
InChI InChI=1S/C38H60O9/c1-21-28(41)29(42)30(43)31(46-21)47-27-11-12-33(5)23(34(27,6)19-44-22(2)39)9-13-35(7)24(33)10-14-38-25-17-32(3,4)15-16-37(25,20-45-38)26(40)18-36(35,38)8/h10,14,21,23-31,40-43H,9,11-13,15-20H2,1-8H3/t21-,23-,24-,25-,26+,27+,28+,29+,30-,31+,33+,34+,35-,36+,37-,38+/m1/s1
InChI Key GBWXRMCMYHYMRZ-PKOLGPRMSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C38H60O9
Molecular Weight 660.90 g/mol
Exact Mass 660.42373349 g/mol
Topological Polar Surface Area (TPSA) 135.00 Ų
XlogP 4.70
Atomic LogP (AlogP) 4.52
H-Bond Acceptor 9
H-Bond Donor 4
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,2S,4S,5R,8R,9R,10S,13S,14R,17S,18R)-2-hydroxy-4,5,9,13,20,20-hexamethyl-10-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-24-oxahexacyclo[15.5.2.01,18.04,17.05,14.08,13]tetracos-15-en-9-yl]methyl acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7689 76.89%
Caco-2 - 0.8347 83.47%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.7763 77.63%
OATP2B1 inhibitior - 0.7191 71.91%
OATP1B1 inhibitior + 0.8384 83.84%
OATP1B3 inhibitior + 0.9068 90.68%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior + 0.7934 79.34%
P-glycoprotein inhibitior + 0.7620 76.20%
P-glycoprotein substrate - 0.5260 52.60%
CYP3A4 substrate + 0.7242 72.42%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8793 87.93%
CYP3A4 inhibition - 0.9347 93.47%
CYP2C9 inhibition - 0.8548 85.48%
CYP2C19 inhibition - 0.8528 85.28%
CYP2D6 inhibition - 0.9494 94.94%
CYP1A2 inhibition - 0.9172 91.72%
CYP2C8 inhibition + 0.6810 68.10%
CYP inhibitory promiscuity - 0.9558 95.58%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6213 62.13%
Eye corrosion - 0.9905 99.05%
Eye irritation - 0.9171 91.71%
Skin irritation - 0.6180 61.80%
Skin corrosion - 0.9408 94.08%
Ames mutagenesis - 0.6300 63.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6889 68.89%
Micronuclear - 0.8800 88.00%
Hepatotoxicity - 0.6762 67.62%
skin sensitisation - 0.9024 90.24%
Respiratory toxicity + 0.5778 57.78%
Reproductive toxicity + 0.7222 72.22%
Mitochondrial toxicity + 0.5125 51.25%
Nephrotoxicity - 0.6475 64.75%
Acute Oral Toxicity (c) I 0.6445 64.45%
Estrogen receptor binding + 0.5794 57.94%
Androgen receptor binding + 0.7403 74.03%
Thyroid receptor binding - 0.5534 55.34%
Glucocorticoid receptor binding + 0.6739 67.39%
Aromatase binding + 0.6601 66.01%
PPAR gamma + 0.6905 69.05%
Honey bee toxicity - 0.7307 73.07%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.5045 50.45%
Fish aquatic toxicity + 0.9665 96.65%

Targets

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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 97.66% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.56% 91.11%
CHEMBL3714130 P46095 G-protein coupled receptor 6 93.92% 97.36%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.33% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.14% 97.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.81% 86.33%
CHEMBL2782 P35610 Acyl coenzyme A:cholesterol acyltransferase 1 88.65% 91.65%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.12% 89.00%
CHEMBL2243 O00519 Anandamide amidohydrolase 87.93% 97.53%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.73% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.65% 95.89%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 86.12% 96.38%
CHEMBL2581 P07339 Cathepsin D 85.46% 98.95%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 84.67% 89.05%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 83.87% 91.07%
CHEMBL5028 O14672 ADAM10 83.62% 97.50%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.69% 92.62%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.46% 100.00%
CHEMBL221 P23219 Cyclooxygenase-1 81.34% 90.17%
CHEMBL2413 P32246 C-C chemokine receptor type 1 80.75% 89.50%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 80.63% 82.69%
CHEMBL2096618 P11274 Bcr/Abl fusion protein 80.47% 85.83%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 80.43% 95.50%
CHEMBL2842 P42345 Serine/threonine-protein kinase mTOR 80.08% 92.78%

Plants that contains it

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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 chinense

Cross-Links

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PubChem 122189261
LOTUS LTS0264777
wikiData Q105006130