PlantaeDB Logo
Login Sign-up

(1S,2R,4S,5R,8R,10S,13R,14R,17R,18R,20R,23R)-10-[(2R,3S,4R,5S)-5-[(2R,3S,4R,5R,6S)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-4-hydroxy-3-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-2,23-dihydroxy-4,5,9,9,13,20-hexamethyl-24-oxahexacyclo[15.5.2.01,18.04,17.05,14.08,13]tetracosane-20-carbaldehyde

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 416170f3-edb7-481c-b597-50a41edee7b3
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (1S,2R,4S,5R,8R,10S,13R,14R,17R,18R,20R,23R)-10-[(2R,3S,4R,5S)-5-[(2R,3S,4R,5R,6S)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-4-hydroxy-3-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-2,23-dihydroxy-4,5,9,9,13,20-hexamethyl-24-oxahexacyclo[15.5.2.01,18.04,17.05,14.08,13]tetracosane-20-carbaldehyde
SMILES (Canonical) CC1C(C(C(C(O1)OC2C(C(C(OC2OC3COC(C(C3O)OC4C(C(C(C(O4)CO)O)O)O)OC5CCC6(C(C5(C)C)CCC7(C6CCC89C7(CC(C1(C8CC(CC1)(C)C=O)C(O9)O)O)C)C)C)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]3CO[C@@H]([C@H]([C@@H]3O)O[C@@H]4[C@H]([C@@H]([C@H]([C@@H](O4)CO)O)O)O)O[C@H]5CC[C@@]6([C@H]7CC[C@@]89[C@@H]1C[C@](CC[C@]1([C@@H](C[C@]8([C@@]7(CC[C@H]6C5(C)C)C)C)O)[C@@H](O9)O)(C)C=O)C)CO)O)O)O)O)O
InChI InChI=1S/C53H86O23/c1-22-31(58)35(62)38(65)42(69-22)75-41-37(64)33(60)24(19-55)71-45(41)72-25-20-68-44(40(34(25)61)74-43-39(66)36(63)32(59)23(18-54)70-43)73-30-10-11-49(5)26(47(30,2)3)8-12-50(6)27(49)9-13-53-28-16-48(4,21-56)14-15-52(28,46(67)76-53)29(57)17-51(50,53)7/h21-46,54-55,57-67H,8-20H2,1-7H3/t22-,23-,24-,25-,26-,27+,28+,29+,30-,31-,32-,33-,34+,35+,36+,37+,38-,39-,40-,41-,42+,43+,44+,45+,46+,48+,49-,50+,51-,52-,53+/m0/s1
InChI Key QTDSJNJKENZETM-KURCHPDLSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C53H86O23
Molecular Weight 1091.20 g/mol
Exact Mass 1090.55598899 g/mol
Topological Polar Surface Area (TPSA) 363.00 Ų
XlogP -1.20
Atomic LogP (AlogP) -2.19
H-Bond Acceptor 23
H-Bond Donor 13
Rotatable Bonds 11

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of (1S,2R,4S,5R,8R,10S,13R,14R,17R,18R,20R,23R)-10-[(2R,3S,4R,5S)-5-[(2R,3S,4R,5R,6S)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-4-hydroxy-3-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-2,23-dihydroxy-4,5,9,9,13,20-hexamethyl-24-oxahexacyclo[15.5.2.01,18.04,17.05,14.08,13]tetracosane-20-carbaldehyde

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6397 63.97%
Caco-2 - 0.8824 88.24%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.8571 85.71%
Subcellular localzation Mitochondria 0.7227 72.27%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7956 79.56%
OATP1B3 inhibitior + 0.9276 92.76%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.5500 55.00%
BSEP inhibitior + 0.9046 90.46%
P-glycoprotein inhibitior + 0.7456 74.56%
P-glycoprotein substrate + 0.5334 53.34%
CYP3A4 substrate + 0.7482 74.82%
CYP2C9 substrate - 0.8043 80.43%
CYP2D6 substrate - 0.8287 82.87%
CYP3A4 inhibition - 0.9228 92.28%
CYP2C9 inhibition - 0.8526 85.26%
CYP2C19 inhibition - 0.8627 86.27%
CYP2D6 inhibition - 0.9523 95.23%
CYP1A2 inhibition - 0.9157 91.57%
CYP2C8 inhibition + 0.7151 71.51%
CYP inhibitory promiscuity - 0.9693 96.93%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6545 65.45%
Eye corrosion - 0.9907 99.07%
Eye irritation - 0.9021 90.21%
Skin irritation - 0.6766 67.66%
Skin corrosion - 0.9455 94.55%
Ames mutagenesis - 0.5200 52.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7880 78.80%
Micronuclear - 0.9000 90.00%
Hepatotoxicity - 0.8459 84.59%
skin sensitisation - 0.9229 92.29%
Respiratory toxicity + 0.6000 60.00%
Reproductive toxicity + 0.7222 72.22%
Mitochondrial toxicity - 0.5875 58.75%
Nephrotoxicity - 0.8717 87.17%
Acute Oral Toxicity (c) I 0.6300 63.00%
Estrogen receptor binding + 0.7930 79.30%
Androgen receptor binding + 0.7471 74.71%
Thyroid receptor binding - 0.4913 49.13%
Glucocorticoid receptor binding + 0.6975 69.75%
Aromatase binding + 0.6433 64.33%
PPAR gamma + 0.7862 78.62%
Honey bee toxicity - 0.5633 56.33%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5155 51.55%
Fish aquatic toxicity + 0.8764 87.64%

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 96.49% 91.11%
CHEMBL218 P21554 Cannabinoid CB1 receptor 94.52% 96.61%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.45% 96.09%
CHEMBL221 P23219 Cyclooxygenase-1 93.32% 90.17%
CHEMBL3714130 P46095 G-protein coupled receptor 6 88.77% 97.36%
CHEMBL226 P30542 Adenosine A1 receptor 87.33% 95.93%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.23% 95.56%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 86.90% 97.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.65% 89.00%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 86.64% 96.21%
CHEMBL1871 P10275 Androgen Receptor 86.35% 96.43%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.16% 97.09%
CHEMBL2581 P07339 Cathepsin D 86.07% 98.95%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.95% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.91% 95.89%
CHEMBL1937 Q92769 Histone deacetylase 2 84.85% 94.75%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 84.58% 95.50%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 83.90% 91.24%
CHEMBL1163125 O60885 Bromodomain-containing protein 4 83.74% 97.31%
CHEMBL1293255 P15428 15-hydroxyprostaglandin dehydrogenase [NAD+] 83.71% 83.57%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 83.38% 100.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.77% 92.62%
CHEMBL2107 P61073 C-X-C chemokine receptor type 4 81.24% 93.10%
CHEMBL2716 Q8WUI4 Histone deacetylase 7 80.98% 89.44%
CHEMBL5028 O14672 ADAM10 80.69% 97.50%
CHEMBL241 Q14432 Phosphodiesterase 3A 80.45% 92.94%
CHEMBL2534 O15530 3-phosphoinositide dependent protein kinase-1 80.40% 95.36%
CHEMBL1293249 Q13887 Kruppel-like factor 5 80.35% 86.33%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 80.08% 100.00%

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.
Ardisia mamillata

Cross-Links

Top
PubChem 163050942
LOTUS LTS0029870
wikiData Q105227638