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(1S,4S,5R,8R,10S,13R,14R,17S,18R)-10-[(2S,3R,4S,5S)-4-hydroxy-3,5-bis[[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy]oxan-2-yl]oxy-4,5,9,9,13,20,20-heptamethyl-24-oxahexacyclo[15.5.2.01,18.04,17.05,14.08,13]tetracosan-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 3a02c399-e377-461b-a6b7-9573a21bb113
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (1S,4S,5R,8R,10S,13R,14R,17S,18R)-10-[(2S,3R,4S,5S)-4-hydroxy-3,5-bis[[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy]oxan-2-yl]oxy-4,5,9,9,13,20,20-heptamethyl-24-oxahexacyclo[15.5.2.01,18.04,17.05,14.08,13]tetracosan-2-one
SMILES (Canonical) CC1(CCC23COC4(C2C1)CCC5C6(CCC(C(C6CCC5(C4(CC3=O)C)C)(C)C)OC7C(C(C(CO7)OC8C(C(C(C(O8)CO)O)O)O)O)OC9C(C(C(C(O9)CO)O)O)O)C)C
SMILES (Isomeric) C[C@]12CC[C@@H](C([C@@H]1CC[C@@]3([C@@H]2CC[C@@]45[C@]3(CC(=O)[C@@]6([C@H]4CC(CC6)(C)C)CO5)C)C)(C)C)O[C@H]7[C@@H]([C@H]([C@H](CO7)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O)O)O[C@H]9[C@@H]([C@H]([C@@H]([C@H](O9)CO)O)O)O
InChI InChI=1S/C47H76O17/c1-41(2)14-15-46-21-59-47(27(46)16-41)13-9-26-43(5)11-10-29(42(3,4)25(43)8-12-44(26,6)45(47,7)17-28(46)50)63-40-37(64-39-36(57)34(55)31(52)23(19-49)61-39)32(53)24(20-58-40)62-38-35(56)33(54)30(51)22(18-48)60-38/h22-27,29-40,48-49,51-57H,8-21H2,1-7H3/t22-,23-,24+,25+,26-,27-,29+,30-,31-,32+,33+,34+,35-,36-,37-,38+,39+,40+,43+,44-,45+,46-,47+/m1/s1
InChI Key XTYJROYNRUEJHM-OYBQSHDESA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C47H76O17
Molecular Weight 913.10 g/mol
Exact Mass 912.50825095 g/mol
Topological Polar Surface Area (TPSA) 264.00 Ų
XlogP 1.70
Atomic LogP (AlogP) 0.67
H-Bond Acceptor 17
H-Bond Donor 9
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1S,4S,5R,8R,10S,13R,14R,17S,18R)-10-[(2S,3R,4S,5S)-4-hydroxy-3,5-bis[[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy]oxan-2-yl]oxy-4,5,9,9,13,20,20-heptamethyl-24-oxahexacyclo[15.5.2.01,18.04,17.05,14.08,13]tetracosan-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 + 0.5657 56.57%
Caco-2 - 0.8829 88.29%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.7788 77.88%
OATP2B1 inhibitior - 0.8757 87.57%
OATP1B1 inhibitior + 0.7913 79.13%
OATP1B3 inhibitior + 0.9214 92.14%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.5750 57.50%
BSEP inhibitior - 0.6803 68.03%
P-glycoprotein inhibitior + 0.7465 74.65%
P-glycoprotein substrate - 0.6426 64.26%
CYP3A4 substrate + 0.7404 74.04%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8546 85.46%
CYP3A4 inhibition - 0.9523 95.23%
CYP2C9 inhibition - 0.8384 83.84%
CYP2C19 inhibition - 0.8391 83.91%
CYP2D6 inhibition - 0.9523 95.23%
CYP1A2 inhibition - 0.9014 90.14%
CYP2C8 inhibition + 0.6210 62.10%
CYP inhibitory promiscuity - 0.9486 94.86%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6596 65.96%
Eye corrosion - 0.9900 99.00%
Eye irritation - 0.9057 90.57%
Skin irritation - 0.7218 72.18%
Skin corrosion - 0.9467 94.67%
Ames mutagenesis - 0.5770 57.70%
Human Ether-a-go-go-Related Gene inhibition - 0.3600 36.00%
Micronuclear - 0.9100 91.00%
Hepatotoxicity - 0.7625 76.25%
skin sensitisation - 0.9276 92.76%
Respiratory toxicity + 0.6222 62.22%
Reproductive toxicity + 0.6778 67.78%
Mitochondrial toxicity - 0.5375 53.75%
Nephrotoxicity + 0.5814 58.14%
Acute Oral Toxicity (c) I 0.5225 52.25%
Estrogen receptor binding + 0.7756 77.56%
Androgen receptor binding + 0.7573 75.73%
Thyroid receptor binding - 0.5840 58.40%
Glucocorticoid receptor binding + 0.6547 65.47%
Aromatase binding + 0.6565 65.65%
PPAR gamma + 0.7376 73.76%
Honey bee toxicity - 0.5762 57.62%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity + 0.5300 53.00%
Fish aquatic toxicity + 0.9141 91.41%

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 97.65% 91.11%
CHEMBL1937 Q92769 Histone deacetylase 2 92.92% 94.75%
CHEMBL2581 P07339 Cathepsin D 91.60% 98.95%
CHEMBL220 P22303 Acetylcholinesterase 90.54% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.09% 97.09%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 88.01% 99.23%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 87.68% 96.09%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 86.41% 94.00%
CHEMBL3524 P56524 Histone deacetylase 4 86.27% 92.97%
CHEMBL221 P23219 Cyclooxygenase-1 85.46% 90.17%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.36% 86.33%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.63% 100.00%
CHEMBL218 P21554 Cannabinoid CB1 receptor 84.43% 96.61%
CHEMBL241 Q14432 Phosphodiesterase 3A 84.02% 92.94%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.43% 95.56%
CHEMBL1293255 P15428 15-hydroxyprostaglandin dehydrogenase [NAD+] 83.25% 83.57%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.38% 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.
Lysimachia davurica

Cross-Links

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PubChem 101412172
LOTUS LTS0023935
wikiData Q105341999