PlantaeDB Logo
Login Sign-up

(2R,3R,4S,5S,6R)-2-[[(1R,3aS,4S,5Z,9R,12aS)-4-hydroxy-6-(hydroxymethyl)-1-(2-hydroxypropan-2-yl)-3a-methyl-10-methylidene-1,2,3,4,7,8,9,11,12,12a-decahydrocyclopenta[11]annulen-9-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol

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 25c97d71-ed14-48ac-a9e1-da8fdd19ea1d
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides
IUPAC Name (2R,3R,4S,5S,6R)-2-[[(1R,3aS,4S,5Z,9R,12aS)-4-hydroxy-6-(hydroxymethyl)-1-(2-hydroxypropan-2-yl)-3a-methyl-10-methylidene-1,2,3,4,7,8,9,11,12,12a-decahydrocyclopenta[11]annulen-9-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES (Canonical) CC12CCC(C1CCC(=C)C(CCC(=CC2O)CO)OC3C(C(C(C(O3)CO)O)O)O)C(C)(C)O
SMILES (Isomeric) C[C@]12CC[C@H]([C@@H]1CCC(=C)[C@@H](CC/C(=C/[C@@H]2O)/CO)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)C(C)(C)O
InChI InChI=1S/C26H44O9/c1-14-5-7-17-16(25(2,3)33)9-10-26(17,4)20(29)11-15(12-27)6-8-18(14)34-24-23(32)22(31)21(30)19(13-28)35-24/h11,16-24,27-33H,1,5-10,12-13H2,2-4H3/b15-11-/t16-,17+,18-,19-,20+,21-,22+,23-,24-,26+/m1/s1
InChI Key ZWKMGRHUOROWGL-MDACRANHSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C26H44O9
Molecular Weight 500.60 g/mol
Exact Mass 500.29853298 g/mol
Topological Polar Surface Area (TPSA) 160.00 Ų
XlogP -0.30
Atomic LogP (AlogP) 0.38
H-Bond Acceptor 9
H-Bond Donor 7
Rotatable Bonds 5

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of (2R,3R,4S,5S,6R)-2-[[(1R,3aS,4S,5Z,9R,12aS)-4-hydroxy-6-(hydroxymethyl)-1-(2-hydroxypropan-2-yl)-3a-methyl-10-methylidene-1,2,3,4,7,8,9,11,12,12a-decahydrocyclopenta[11]annulen-9-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6502 65.02%
Caco-2 - 0.8083 80.83%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.8429 84.29%
Subcellular localzation Mitochondria 0.7319 73.19%
OATP2B1 inhibitior - 0.8602 86.02%
OATP1B1 inhibitior + 0.8599 85.99%
OATP1B3 inhibitior + 0.8482 84.82%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior - 0.6335 63.35%
P-glycoprotein inhibitior - 0.6585 65.85%
P-glycoprotein substrate - 0.7395 73.95%
CYP3A4 substrate + 0.6983 69.83%
CYP2C9 substrate - 0.7890 78.90%
CYP2D6 substrate - 0.8406 84.06%
CYP3A4 inhibition - 0.9281 92.81%
CYP2C9 inhibition - 0.7679 76.79%
CYP2C19 inhibition - 0.8105 81.05%
CYP2D6 inhibition - 0.9352 93.52%
CYP1A2 inhibition - 0.7846 78.46%
CYP2C8 inhibition + 0.5609 56.09%
CYP inhibitory promiscuity - 0.9023 90.23%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.7000 70.00%
Eye corrosion - 0.9874 98.74%
Eye irritation - 0.9487 94.87%
Skin irritation - 0.6513 65.13%
Skin corrosion - 0.9453 94.53%
Ames mutagenesis - 0.6700 67.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7401 74.01%
Micronuclear - 0.9100 91.00%
Hepatotoxicity - 0.6524 65.24%
skin sensitisation - 0.8735 87.35%
Respiratory toxicity + 0.5667 56.67%
Reproductive toxicity + 0.6556 65.56%
Mitochondrial toxicity - 0.5875 58.75%
Nephrotoxicity - 0.7958 79.58%
Acute Oral Toxicity (c) III 0.5596 55.96%
Estrogen receptor binding + 0.7550 75.50%
Androgen receptor binding + 0.6690 66.90%
Thyroid receptor binding + 0.5799 57.99%
Glucocorticoid receptor binding + 0.6678 66.78%
Aromatase binding + 0.7043 70.43%
PPAR gamma - 0.5000 50.00%
Honey bee toxicity - 0.7549 75.49%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.6700 67.00%
Fish aquatic toxicity + 0.9552 95.52%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 99.16% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.18% 91.11%
CHEMBL2581 P07339 Cathepsin D 91.17% 98.95%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.35% 95.89%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.27% 97.09%
CHEMBL1977 P11473 Vitamin D receptor 89.73% 99.43%
CHEMBL226 P30542 Adenosine A1 receptor 89.64% 95.93%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 88.36% 96.09%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 87.30% 97.14%
CHEMBL2996 Q05655 Protein kinase C delta 86.32% 97.79%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.09% 100.00%
CHEMBL218 P21554 Cannabinoid CB1 receptor 85.00% 96.61%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 84.79% 89.05%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 84.31% 94.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 83.35% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 82.46% 95.56%
CHEMBL1871 P10275 Androgen Receptor 81.19% 96.43%
CHEMBL3401 O75469 Pregnane X receptor 81.11% 94.73%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.48% 92.62%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 80.31% 95.50%

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.
Chrozophora plicata

Cross-Links

Top
PubChem 162901040
LOTUS LTS0223252
wikiData Q105384995