PlantaeDB Logo
Login Sign-up

(1S,4R,5R,6R,10S,12S,13S,16R,18S,21R)-18-[(2S,3R,4S,5R)-4,5-dihydroxy-3-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-4,6,12,17,17-pentamethyl-9-oxahexacyclo[11.9.0.01,21.04,12.05,10.016,21]docosane-8,15-dione

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 529bb085-8fe7-404d-a96b-da6c195a3fe7
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (1S,4R,5R,6R,10S,12S,13S,16R,18S,21R)-18-[(2S,3R,4S,5R)-4,5-dihydroxy-3-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-4,6,12,17,17-pentamethyl-9-oxahexacyclo[11.9.0.01,21.04,12.05,10.016,21]docosane-8,15-dione
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C36H54O12/c1-16-10-23(40)46-20-12-34(5)21-11-17(37)29-32(2,3)22(6-7-36(29)15-35(21,36)9-8-33(34,4)24(16)20)47-31-28(26(42)19(39)14-45-31)48-30-27(43)25(41)18(38)13-44-30/h16,18-22,24-31,38-39,41-43H,6-15H2,1-5H3/t16-,18+,19-,20+,21+,22+,24+,25+,26+,27-,28-,29+,30+,31+,33-,34+,35+,36-/m1/s1
InChI Key DYKMOCOYASXQGR-CBORDMJGSA-N
Popularity 2 references in papers

Physical and Chemical Properties

Top
Molecular Formula C36H54O12
Molecular Weight 678.80 g/mol
Exact Mass 678.36152715 g/mol
Topological Polar Surface Area (TPSA) 181.00 Ų
XlogP 1.50
Atomic LogP (AlogP) 1.45
H-Bond Acceptor 12
H-Bond Donor 5
Rotatable Bonds 4

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of (1S,4R,5R,6R,10S,12S,13S,16R,18S,21R)-18-[(2S,3R,4S,5R)-4,5-dihydroxy-3-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-4,6,12,17,17-pentamethyl-9-oxahexacyclo[11.9.0.01,21.04,12.05,10.016,21]docosane-8,15-dione

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6425 64.25%
Caco-2 - 0.8725 87.25%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.7383 73.83%
OATP2B1 inhibitior - 0.8656 86.56%
OATP1B1 inhibitior + 0.8201 82.01%
OATP1B3 inhibitior + 0.9310 93.10%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior - 0.7194 71.94%
P-glycoprotein inhibitior + 0.7443 74.43%
P-glycoprotein substrate - 0.5205 52.05%
CYP3A4 substrate + 0.7169 71.69%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8806 88.06%
CYP3A4 inhibition - 0.8897 88.97%
CYP2C9 inhibition - 0.8165 81.65%
CYP2C19 inhibition - 0.8608 86.08%
CYP2D6 inhibition - 0.9543 95.43%
CYP1A2 inhibition - 0.8903 89.03%
CYP2C8 inhibition + 0.6125 61.25%
CYP inhibitory promiscuity - 0.9861 98.61%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6602 66.02%
Eye corrosion - 0.9889 98.89%
Eye irritation - 0.9182 91.82%
Skin irritation - 0.6966 69.66%
Skin corrosion - 0.9334 93.34%
Ames mutagenesis - 0.5470 54.70%
Human Ether-a-go-go-Related Gene inhibition + 0.6743 67.43%
Micronuclear - 0.7500 75.00%
Hepatotoxicity - 0.5959 59.59%
skin sensitisation - 0.9029 90.29%
Respiratory toxicity + 0.6222 62.22%
Reproductive toxicity + 0.7889 78.89%
Mitochondrial toxicity + 0.6875 68.75%
Nephrotoxicity + 0.4545 45.45%
Acute Oral Toxicity (c) I 0.4089 40.89%
Estrogen receptor binding + 0.6534 65.34%
Androgen receptor binding + 0.7474 74.74%
Thyroid receptor binding - 0.6158 61.58%
Glucocorticoid receptor binding + 0.6333 63.33%
Aromatase binding + 0.6936 69.36%
PPAR gamma + 0.6499 64.99%
Honey bee toxicity - 0.6409 64.09%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity + 0.5900 59.00%
Fish aquatic toxicity + 0.9351 93.51%

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 95.76% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.94% 97.25%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 93.69% 96.77%
CHEMBL241 Q14432 Phosphodiesterase 3A 91.81% 92.94%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 91.01% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.76% 95.56%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.44% 100.00%
CHEMBL1293255 P15428 15-hydroxyprostaglandin dehydrogenase [NAD+] 88.54% 83.57%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.49% 89.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.41% 97.09%
CHEMBL3746 P80365 11-beta-hydroxysteroid dehydrogenase 2 85.53% 94.78%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 85.42% 97.14%
CHEMBL1902 P62942 FK506-binding protein 1A 84.57% 97.05%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.57% 86.33%
CHEMBL2581 P07339 Cathepsin D 83.79% 98.95%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 83.49% 82.69%
CHEMBL325 Q13547 Histone deacetylase 1 83.27% 95.92%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.84% 95.89%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 82.18% 100.00%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 81.81% 92.88%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.52% 99.23%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 80.41% 82.38%
CHEMBL1871 P10275 Androgen Receptor 80.30% 96.43%

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.
Astragalus eremophilus

Cross-Links

Top
PubChem 24882637
LOTUS LTS0098719
wikiData Q104991410