PlantaeDB Logo
Login Sign-up

(2R,3R,4S,5S,6R)-2-[[(1S,4S,4aS,6S,8aS)-4-hydroxy-6-(2-hydroxypropan-2-yl)-4,8a-dimethyl-1,2,3,4a,5,6,7,8-octahydronaphthalen-1-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 08a33c51-60a8-4f45-9369-d6541a7e9940
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
IUPAC Name (2R,3R,4S,5S,6R)-2-[[(1S,4S,4aS,6S,8aS)-4-hydroxy-6-(2-hydroxypropan-2-yl)-4,8a-dimethyl-1,2,3,4a,5,6,7,8-octahydronaphthalen-1-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES (Canonical) CC12CCC(CC1C(CCC2OC3C(C(C(C(O3)CO)O)O)O)(C)O)C(C)(C)O
SMILES (Isomeric) C[C@]12CC[C@@H](C[C@@H]1[C@@](CC[C@@H]2O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)(C)O)C(C)(C)O
InChI InChI=1S/C21H38O8/c1-19(2,26)11-5-7-20(3)13(9-11)21(4,27)8-6-14(20)29-18-17(25)16(24)15(23)12(10-22)28-18/h11-18,22-27H,5-10H2,1-4H3/t11-,12+,13-,14-,15+,16-,17+,18-,20-,21-/m0/s1
InChI Key DFHHFRMIXADSOZ-JWUAHDKTSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C21H38O8
Molecular Weight 418.50 g/mol
Exact Mass 418.25666817 g/mol
Topological Polar Surface Area (TPSA) 140.00 Ų
XlogP 0.00
Atomic LogP (AlogP) -0.09
H-Bond Acceptor 8
H-Bond Donor 6
Rotatable Bonds 4

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of (2R,3R,4S,5S,6R)-2-[[(1S,4S,4aS,6S,8aS)-4-hydroxy-6-(2-hydroxypropan-2-yl)-4,8a-dimethyl-1,2,3,4a,5,6,7,8-octahydronaphthalen-1-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 + 0.6128 61.28%
Caco-2 - 0.7704 77.04%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.7571 75.71%
Subcellular localzation Mitochondria 0.7110 71.10%
OATP2B1 inhibitior - 0.7254 72.54%
OATP1B1 inhibitior + 0.8961 89.61%
OATP1B3 inhibitior + 0.8460 84.60%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.6542 65.42%
BSEP inhibitior - 0.9139 91.39%
P-glycoprotein inhibitior - 0.7373 73.73%
P-glycoprotein substrate - 0.9183 91.83%
CYP3A4 substrate + 0.6812 68.12%
CYP2C9 substrate - 0.7983 79.83%
CYP2D6 substrate - 0.8352 83.52%
CYP3A4 inhibition - 0.8514 85.14%
CYP2C9 inhibition - 0.8571 85.71%
CYP2C19 inhibition - 0.8784 87.84%
CYP2D6 inhibition - 0.9627 96.27%
CYP1A2 inhibition - 0.8201 82.01%
CYP2C8 inhibition - 0.5787 57.87%
CYP inhibitory promiscuity - 0.9680 96.80%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.7501 75.01%
Eye corrosion - 0.9909 99.09%
Eye irritation - 0.9589 95.89%
Skin irritation - 0.7136 71.36%
Skin corrosion - 0.9577 95.77%
Ames mutagenesis - 0.8300 83.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5167 51.67%
Micronuclear - 0.8900 89.00%
Hepatotoxicity - 0.6439 64.39%
skin sensitisation - 0.9199 91.99%
Respiratory toxicity + 0.5111 51.11%
Reproductive toxicity + 0.6889 68.89%
Mitochondrial toxicity - 0.5625 56.25%
Nephrotoxicity - 0.6876 68.76%
Acute Oral Toxicity (c) III 0.5400 54.00%
Estrogen receptor binding + 0.7324 73.24%
Androgen receptor binding - 0.5282 52.82%
Thyroid receptor binding + 0.6271 62.71%
Glucocorticoid receptor binding + 0.6168 61.68%
Aromatase binding + 0.6525 65.25%
PPAR gamma + 0.6055 60.55%
Honey bee toxicity - 0.7481 74.81%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.6500 65.00%
Fish aquatic toxicity + 0.8267 82.67%

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 98.39% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.14% 91.11%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 95.47% 100.00%
CHEMBL2996 Q05655 Protein kinase C delta 94.69% 97.79%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.03% 97.09%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.15% 96.09%
CHEMBL226 P30542 Adenosine A1 receptor 91.89% 95.93%
CHEMBL218 P21554 Cannabinoid CB1 receptor 90.51% 96.61%
CHEMBL220 P22303 Acetylcholinesterase 90.11% 94.45%
CHEMBL1871 P10275 Androgen Receptor 88.13% 96.43%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.39% 100.00%
CHEMBL2581 P07339 Cathepsin D 84.88% 98.95%
CHEMBL237 P41145 Kappa opioid receptor 84.45% 98.10%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 84.35% 97.14%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.03% 95.89%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 83.95% 95.50%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.24% 89.00%
CHEMBL4618 P09960 Leukotriene A4 hydrolase 82.13% 97.86%
CHEMBL1977 P11473 Vitamin D receptor 82.05% 99.43%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.71% 92.62%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 80.96% 95.58%
CHEMBL241 Q14432 Phosphodiesterase 3A 80.40% 92.94%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 80.39% 94.23%

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.
Laggera crispata
Maytenus boaria

Cross-Links

Top
PubChem 101682271
LOTUS LTS0083313
wikiData Q104977865