PlantaeDB Logo
Login Sign-up

[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (4aR,6aS,6aS,6bR,8aR,10R,11R,12aR,14bS)-10-hydroxy-2,2,6b,9,9,12a-hexamethyl-11-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4,5,6,6a,6a,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-4a-carboxylate

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 588afc0e-bafa-4f25-a536-f4892ef4160b
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides
IUPAC Name [(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (4aR,6aS,6aS,6bR,8aR,10R,11R,12aR,14bS)-10-hydroxy-2,2,6b,9,9,12a-hexamethyl-11-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4,5,6,6a,6a,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-4a-carboxylate
SMILES (Canonical) CC1(CCC2(CCC3C(=CCC4C3(CCC5C4(CC(C(C5(C)C)O)OC6C(C(C(C(O6)CO)O)O)O)C)C)C2C1)C(=O)OC7C(C(C(C(O7)CO)O)O)O)C
SMILES (Isomeric) C[C@@]12CC[C@@H]3[C@@]([C@H]1CC=C4[C@H]2CC[C@@]5([C@H]4CC(CC5)(C)C)C(=O)O[C@@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)(C[C@H]([C@@H](C3(C)C)O)O[C@@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)C
InChI InChI=1S/C41H66O14/c1-37(2)13-14-41(36(51)55-35-32(49)30(47)28(45)24(18-43)54-35)12-9-20-19(21(41)15-37)7-8-26-39(20,5)11-10-25-38(3,4)33(50)22(16-40(25,26)6)52-34-31(48)29(46)27(44)23(17-42)53-34/h7,20-35,42-50H,8-18H2,1-6H3/t20-,21+,22-,23-,24-,25+,26+,27-,28-,29+,30+,31-,32-,33+,34+,35-,39+,40+,41-/m1/s1
InChI Key NITQHCWYMZTXJA-AACLHWAISA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C41H66O14
Molecular Weight 783.00 g/mol
Exact Mass 782.44525677 g/mol
Topological Polar Surface Area (TPSA) 236.00 Ų
XlogP 2.60
Atomic LogP (AlogP) 0.90
H-Bond Acceptor 14
H-Bond Donor 9
Rotatable Bonds 6

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of [(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (4aR,6aS,6aS,6bR,8aR,10R,11R,12aR,14bS)-10-hydroxy-2,2,6b,9,9,12a-hexamethyl-11-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4,5,6,6a,6a,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-4a-carboxylate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7499 74.99%
Caco-2 - 0.8816 88.16%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.8429 84.29%
Subcellular localzation Mitochondria 0.8758 87.58%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8286 82.86%
OATP1B3 inhibitior - 0.5977 59.77%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.5776 57.76%
BSEP inhibitior - 0.6424 64.24%
P-glycoprotein inhibitior + 0.7331 73.31%
P-glycoprotein substrate - 0.8171 81.71%
CYP3A4 substrate + 0.6979 69.79%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8587 85.87%
CYP3A4 inhibition - 0.9589 95.89%
CYP2C9 inhibition - 0.8763 87.63%
CYP2C19 inhibition - 0.9003 90.03%
CYP2D6 inhibition - 0.9427 94.27%
CYP1A2 inhibition - 0.8671 86.71%
CYP2C8 inhibition + 0.5000 50.00%
CYP inhibitory promiscuity - 0.9423 94.23%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6313 63.13%
Eye corrosion - 0.9895 98.95%
Eye irritation - 0.9109 91.09%
Skin irritation - 0.6520 65.20%
Skin corrosion - 0.9500 95.00%
Ames mutagenesis - 0.8500 85.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7263 72.63%
Micronuclear - 0.8700 87.00%
Hepatotoxicity - 0.7726 77.26%
skin sensitisation - 0.8940 89.40%
Respiratory toxicity + 0.5111 51.11%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity - 0.7750 77.50%
Nephrotoxicity - 0.8238 82.38%
Acute Oral Toxicity (c) III 0.7822 78.22%
Estrogen receptor binding + 0.7103 71.03%
Androgen receptor binding + 0.6822 68.22%
Thyroid receptor binding - 0.5938 59.38%
Glucocorticoid receptor binding + 0.6471 64.71%
Aromatase binding + 0.6296 62.96%
PPAR gamma + 0.7304 73.04%
Honey bee toxicity - 0.7294 72.94%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.6005 60.05%
Fish aquatic toxicity + 0.9603 96.03%

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 98.28% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.82% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.88% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.33% 94.45%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 87.77% 91.24%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.25% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.13% 100.00%
CHEMBL226 P30542 Adenosine A1 receptor 86.36% 95.93%
CHEMBL5255 O00206 Toll-like receptor 4 86.02% 92.50%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.83% 95.56%
CHEMBL221 P23219 Cyclooxygenase-1 85.63% 90.17%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.89% 86.33%
CHEMBL253 P34972 Cannabinoid CB2 receptor 84.49% 97.25%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 83.68% 95.50%
CHEMBL2581 P07339 Cathepsin D 83.40% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.70% 89.00%
CHEMBL4040 P28482 MAP kinase ERK2 80.16% 83.82%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 80.01% 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.
Bassia muricata

Cross-Links

Top
PubChem 162920359
LOTUS LTS0132136
wikiData Q105179995