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(1S,4S,5R,8R,9R,10S,13S,14R,17S,18R)-10-[(2R,3R,4S,5S,6R)-3,5-dihydroxy-6-methyl-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-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-2-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

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Internal ID 0834fa7c-1d28-4074-8fcf-956a18ebfd3e
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name (1S,4S,5R,8R,9R,10S,13S,14R,17S,18R)-10-[(2R,3R,4S,5S,6R)-3,5-dihydroxy-6-methyl-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-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-2-one
SMILES (Canonical) CC1C(C(C(C(O1)OC2CCC3(C(C2(C)CO)CCC4(C3C=CC56C4(CC(=O)C7(C5CC(CC7)(C)C)CO6)C)C)C)O)OC8C(C(C(C(O8)CO)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(CC(=O)[C@@]7([C@H]5CC(CC7)(C)C)CO6)C)C)C)O)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O)O
InChI InChI=1S/C42H66O13/c1-21-28(46)33(55-34-31(49)30(48)29(47)22(18-43)53-34)32(50)35(52-21)54-27-10-11-37(4)23(38(27,5)19-44)8-12-39(6)24(37)9-13-42-25-16-36(2,3)14-15-41(25,20-51-42)26(45)17-40(39,42)7/h9,13,21-25,27-35,43-44,46-50H,8,10-12,14-20H2,1-7H3/t21-,22-,23-,24-,25-,27+,28+,29-,30+,31-,32-,33+,34+,35+,37+,38+,39-,40+,41-,42+/m1/s1
InChI Key ZCAIRJNQIKOVRP-QCCPTUIVSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C42H66O13
Molecular Weight 779.00 g/mol
Exact Mass 778.45034216 g/mol
Topological Polar Surface Area (TPSA) 205.00 Ų
XlogP 2.20
Atomic LogP (AlogP) 1.99
H-Bond Acceptor 13
H-Bond Donor 7
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1S,4S,5R,8R,9R,10S,13S,14R,17S,18R)-10-[(2R,3R,4S,5S,6R)-3,5-dihydroxy-6-methyl-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-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-2-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6673 66.73%
Caco-2 - 0.8767 87.67%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.7571 75.71%
Subcellular localzation Mitochondria 0.7947 79.47%
OATP2B1 inhibitior - 0.8740 87.40%
OATP1B1 inhibitior + 0.8245 82.45%
OATP1B3 inhibitior + 0.8750 87.50%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.5750 57.50%
BSEP inhibitior + 0.6172 61.72%
P-glycoprotein inhibitior + 0.7550 75.50%
P-glycoprotein substrate - 0.5269 52.69%
CYP3A4 substrate + 0.7335 73.35%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8597 85.97%
CYP3A4 inhibition - 0.9480 94.80%
CYP2C9 inhibition - 0.8506 85.06%
CYP2C19 inhibition - 0.8515 85.15%
CYP2D6 inhibition - 0.9474 94.74%
CYP1A2 inhibition - 0.8997 89.97%
CYP2C8 inhibition + 0.6591 65.91%
CYP inhibitory promiscuity - 0.9275 92.75%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6390 63.90%
Eye corrosion - 0.9899 98.99%
Eye irritation - 0.9123 91.23%
Skin irritation - 0.6777 67.77%
Skin corrosion - 0.9441 94.41%
Ames mutagenesis - 0.6570 65.70%
Human Ether-a-go-go-Related Gene inhibition + 0.7386 73.86%
Micronuclear - 0.9000 90.00%
Hepatotoxicity - 0.5762 57.62%
skin sensitisation - 0.9152 91.52%
Respiratory toxicity + 0.5889 58.89%
Reproductive toxicity + 0.6778 67.78%
Mitochondrial toxicity - 0.5500 55.00%
Nephrotoxicity + 0.6447 64.47%
Acute Oral Toxicity (c) I 0.5045 50.45%
Estrogen receptor binding + 0.7168 71.68%
Androgen receptor binding + 0.7586 75.86%
Thyroid receptor binding - 0.5962 59.62%
Glucocorticoid receptor binding + 0.6769 67.69%
Aromatase binding + 0.6491 64.91%
PPAR gamma + 0.7330 73.30%
Honey bee toxicity - 0.6772 67.72%
Biodegradation - 0.6500 65.00%
Crustacea aquatic toxicity + 0.5300 53.00%
Fish aquatic toxicity + 0.9598 95.98%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.15% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 95.60% 86.33%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 94.57% 93.04%
CHEMBL3714130 P46095 G-protein coupled receptor 6 93.81% 97.36%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 91.16% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.39% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.93% 89.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 89.24% 94.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 88.50% 99.23%
CHEMBL2581 P07339 Cathepsin D 87.64% 98.95%
CHEMBL1937 Q92769 Histone deacetylase 2 86.33% 94.75%
CHEMBL226 P30542 Adenosine A1 receptor 85.89% 95.93%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.84% 95.56%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.16% 100.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 84.02% 91.07%
CHEMBL241 Q14432 Phosphodiesterase 3A 82.93% 92.94%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.03% 95.89%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 80.50% 94.45%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.28% 92.62%

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 102123130
LOTUS LTS0024744
wikiData Q105370931