PlantaeDB Logo
Login Sign-up

(2R,3R,4S,5R,6R)-2-[[(1R,4R,5R,8S,16S,19S,22R)-5,19-dimethyl-15,18,20-trioxahexacyclo[14.5.1.01,14.04,13.05,10.019,22]docosa-10,13-dien-8-yl]oxy]-4-methoxy-6-methyloxane-3,5-diol

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 f65db593-9898-4cc8-a08f-60ffbc741712
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Oxasteroids and derivatives
IUPAC Name (2R,3R,4S,5R,6R)-2-[[(1R,4R,5R,8S,16S,19S,22R)-5,19-dimethyl-15,18,20-trioxahexacyclo[14.5.1.01,14.04,13.05,10.019,22]docosa-10,13-dien-8-yl]oxy]-4-methoxy-6-methyloxane-3,5-diol
SMILES (Canonical) CC1C(C(C(C(O1)OC2CCC3(C4CCC56COC7(C5C(CO7)OC6=C4CC=C3C2)C)C)O)OC)O
SMILES (Isomeric) C[C@@H]1[C@H]([C@@H]([C@H]([C@@H](O1)O[C@H]2CC[C@@]3([C@H]4CC[C@]56CO[C@@]7([C@H]5[C@@H](CO7)OC6=C4CC=C3C2)C)C)O)OC)O
InChI InChI=1S/C28H40O8/c1-14-20(29)22(31-4)21(30)25(34-14)35-16-7-9-26(2)15(11-16)5-6-17-18(26)8-10-28-13-33-27(3)23(28)19(12-32-27)36-24(17)28/h5,14,16,18-23,25,29-30H,6-13H2,1-4H3/t14-,16+,18+,19-,20-,21-,22+,23-,25+,26+,27-,28+/m1/s1
InChI Key YBPWTJKOAKCPCG-DREBAJGFSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

Top
Molecular Formula C28H40O8
Molecular Weight 504.60 g/mol
Exact Mass 504.27231823 g/mol
Topological Polar Surface Area (TPSA) 95.80 Ų
XlogP 1.40
Atomic LogP (AlogP) 2.82
H-Bond Acceptor 8
H-Bond Donor 2
Rotatable Bonds 3

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of (2R,3R,4S,5R,6R)-2-[[(1R,4R,5R,8S,16S,19S,22R)-5,19-dimethyl-15,18,20-trioxahexacyclo[14.5.1.01,14.04,13.05,10.019,22]docosa-10,13-dien-8-yl]oxy]-4-methoxy-6-methyloxane-3,5-diol

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9069 90.69%
Caco-2 - 0.7479 74.79%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.7018 70.18%
OATP2B1 inhibitior - 0.8588 85.88%
OATP1B1 inhibitior + 0.8719 87.19%
OATP1B3 inhibitior + 0.9683 96.83%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior - 0.6200 62.00%
P-glycoprotein inhibitior + 0.5966 59.66%
P-glycoprotein substrate + 0.5943 59.43%
CYP3A4 substrate + 0.6913 69.13%
CYP2C9 substrate - 0.8054 80.54%
CYP2D6 substrate - 0.8158 81.58%
CYP3A4 inhibition - 0.9285 92.85%
CYP2C9 inhibition - 0.9440 94.40%
CYP2C19 inhibition - 0.9318 93.18%
CYP2D6 inhibition - 0.9298 92.98%
CYP1A2 inhibition - 0.8684 86.84%
CYP2C8 inhibition + 0.6241 62.41%
CYP inhibitory promiscuity - 0.8745 87.45%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.4534 45.34%
Eye corrosion - 0.9881 98.81%
Eye irritation - 0.9565 95.65%
Skin irritation - 0.6463 64.63%
Skin corrosion - 0.9402 94.02%
Ames mutagenesis - 0.7700 77.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4453 44.53%
Micronuclear - 0.7800 78.00%
Hepatotoxicity - 0.5875 58.75%
skin sensitisation - 0.8874 88.74%
Respiratory toxicity + 0.5333 53.33%
Reproductive toxicity + 0.8000 80.00%
Mitochondrial toxicity - 0.5250 52.50%
Nephrotoxicity - 0.6393 63.93%
Acute Oral Toxicity (c) I 0.3873 38.73%
Estrogen receptor binding + 0.6797 67.97%
Androgen receptor binding + 0.6974 69.74%
Thyroid receptor binding - 0.5583 55.83%
Glucocorticoid receptor binding + 0.6923 69.23%
Aromatase binding + 0.6161 61.61%
PPAR gamma - 0.5000 50.00%
Honey bee toxicity - 0.6956 69.56%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.6400 64.00%
Fish aquatic toxicity + 0.9102 91.02%

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 98.80% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.93% 96.09%
CHEMBL241 Q14432 Phosphodiesterase 3A 95.36% 92.94%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.08% 94.45%
CHEMBL5608 Q16288 NT-3 growth factor receptor 92.29% 95.89%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 92.02% 85.14%
CHEMBL1994 P08235 Mineralocorticoid receptor 90.63% 100.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.55% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.77% 86.33%
CHEMBL2243 O00519 Anandamide amidohydrolase 89.41% 97.53%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 88.79% 94.00%
CHEMBL226 P30542 Adenosine A1 receptor 87.73% 95.93%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 85.72% 95.89%
CHEMBL2581 P07339 Cathepsin D 85.65% 98.95%
CHEMBL3714130 P46095 G-protein coupled receptor 6 85.46% 97.36%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.27% 97.09%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 84.31% 91.07%
CHEMBL2413 P32246 C-C chemokine receptor type 1 81.00% 89.50%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.16% 92.62%

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.
Vincetoxicum stauntonii

Cross-Links

Top
PubChem 162911141
LOTUS LTS0190668
wikiData Q105345986