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

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Internal ID 21f261bd-122f-4c47-80d6-2679ac79b604
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides
IUPAC Name [(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (1R,2R,4aS,6aS,12aR)-1-hydroxy-1,2,6a,9,9,12a-hexamethyl-10-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4,5,6,6a,6b,7,8,8a,10,11,12,13,14b-tetradecahydro-2H-picene-4a-carboxylate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C41H66O14/c1-19-11-14-41(36(50)55-35-32(49)30(47)28(45)24(18-43)53-35)16-15-38(4)20-9-10-25-37(2,3)26(54-34-31(48)29(46)27(44)23(17-42)52-34)12-13-39(25,5)21(20)7-8-22(38)33(41)40(19,6)51/h8,19-21,23-35,42-49,51H,7,9-18H2,1-6H3/t19-,20?,21?,23-,24-,25?,26?,27-,28-,29+,30+,31-,32-,33?,34+,35+,38+,39-,40-,41+/m1/s1
InChI Key DQBOLWJQUKCGES-WFCRRSMSSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C41H66O14
Molecular Weight 783.00 g/mol
Exact Mass 782.44525677 g/mol
Topological Polar Surface Area (TPSA) 236.00 Ų
XlogP 2.10
Atomic LogP (AlogP) 0.90
H-Bond Acceptor 14
H-Bond Donor 9
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7499 74.99%
Caco-2 - 0.8838 88.38%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.8758 87.58%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8197 81.97%
OATP1B3 inhibitior - 0.5977 59.77%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.5776 57.76%
BSEP inhibitior - 0.5484 54.84%
P-glycoprotein inhibitior + 0.7406 74.06%
P-glycoprotein substrate - 0.7078 70.78%
CYP3A4 substrate + 0.7239 72.39%
CYP2C9 substrate - 0.7973 79.73%
CYP2D6 substrate - 0.8649 86.49%
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 + 0.5820 58.20%
CYP inhibitory promiscuity - 0.9423 94.23%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6313 63.13%
Eye corrosion - 0.9895 98.95%
Eye irritation - 0.9130 91.30%
Skin irritation - 0.6520 65.20%
Skin corrosion - 0.9500 95.00%
Ames mutagenesis - 0.7100 71.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6742 67.42%
Micronuclear - 0.8700 87.00%
Hepatotoxicity - 0.8396 83.96%
skin sensitisation - 0.8940 89.40%
Respiratory toxicity + 0.6889 68.89%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity - 0.7750 77.50%
Nephrotoxicity - 0.9253 92.53%
Acute Oral Toxicity (c) III 0.7822 78.22%
Estrogen receptor binding + 0.7343 73.43%
Androgen receptor binding + 0.7241 72.41%
Thyroid receptor binding - 0.5926 59.26%
Glucocorticoid receptor binding + 0.6295 62.95%
Aromatase binding + 0.5979 59.79%
PPAR gamma + 0.7158 71.58%
Honey bee toxicity - 0.6961 69.61%
Biodegradation - 0.6750 67.50%
Crustacea aquatic toxicity - 0.5450 54.50%
Fish aquatic toxicity + 0.9603 96.03%

Targets

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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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.69% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.78% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.26% 97.25%
CHEMBL2581 P07339 Cathepsin D 94.09% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.03% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.65% 95.56%
CHEMBL226 P30542 Adenosine A1 receptor 90.59% 95.93%
CHEMBL5255 O00206 Toll-like receptor 4 88.34% 92.50%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 88.01% 96.77%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.33% 100.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 85.21% 94.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.71% 86.33%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 84.53% 95.89%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.47% 89.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.75% 95.89%
CHEMBL3714130 P46095 G-protein coupled receptor 6 82.68% 97.36%
CHEMBL3060 Q9Y345 Glycine transporter 2 80.16% 99.17%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.02% 100.00%

Plants that contains it

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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.
Ilex kaushue

Cross-Links

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PubChem 6325388
LOTUS LTS0225955
wikiData Q105104248