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[(2S,3R)-3-[(1S,2R,4aR,4bR,7S,8aS,10aR)-7-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-4b,8,8,10a-tetramethyl-2'-oxospiro[2,3,4,4a,5,6,7,8a,9,10-decahydrophenanthrene-1,4'-oxolane]-2-yl]-1-[(2R)-4-methyl-5-oxo-2H-furan-2-yl]butan-2-yl] acetate

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 f19b2bc1-9ac7-40ba-b304-d3f55793ece1
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides
IUPAC Name [(2S,3R)-3-[(1S,2R,4aR,4bR,7S,8aS,10aR)-7-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-4b,8,8,10a-tetramethyl-2'-oxospiro[2,3,4,4a,5,6,7,8a,9,10-decahydrophenanthrene-1,4'-oxolane]-2-yl]-1-[(2R)-4-methyl-5-oxo-2H-furan-2-yl]butan-2-yl] acetate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C44H68O16/c1-20-15-24(57-38(20)53)16-26(56-23(4)46)21(2)25-9-10-29-42(7)13-12-30(41(5,6)28(42)11-14-43(29,8)44(25)17-31(47)54-19-44)59-40-37(35(51)33(49)27(18-45)58-40)60-39-36(52)34(50)32(48)22(3)55-39/h15,21-22,24-30,32-37,39-40,45,48-52H,9-14,16-19H2,1-8H3/t21-,22+,24+,25-,26+,27-,28-,29-,30+,32+,33-,34-,35+,36-,37-,39+,40+,42+,43-,44+/m1/s1
InChI Key ODNHLYCLMUNJRG-FXZWWABJSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C44H68O16
Molecular Weight 853.00 g/mol
Exact Mass 852.45073608 g/mol
Topological Polar Surface Area (TPSA) 237.00 Ų
XlogP 3.60
Atomic LogP (AlogP) 2.06
H-Bond Acceptor 16
H-Bond Donor 6
Rotatable Bonds 10

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2S,3R)-3-[(1S,2R,4aR,4bR,7S,8aS,10aR)-7-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-4b,8,8,10a-tetramethyl-2'-oxospiro[2,3,4,4a,5,6,7,8a,9,10-decahydrophenanthrene-1,4'-oxolane]-2-yl]-1-[(2R)-4-methyl-5-oxo-2H-furan-2-yl]butan-2-yl] acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7491 74.91%
Caco-2 - 0.8794 87.94%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.8143 81.43%
Subcellular localzation Mitochondria 0.8741 87.41%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7805 78.05%
OATP1B3 inhibitior + 0.8341 83.41%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.5000 50.00%
BSEP inhibitior + 0.8416 84.16%
P-glycoprotein inhibitior + 0.7719 77.19%
P-glycoprotein substrate + 0.6293 62.93%
CYP3A4 substrate + 0.7395 73.95%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8950 89.50%
CYP3A4 inhibition - 0.9028 90.28%
CYP2C9 inhibition - 0.8323 83.23%
CYP2C19 inhibition - 0.9040 90.40%
CYP2D6 inhibition - 0.9397 93.97%
CYP1A2 inhibition - 0.8911 89.11%
CYP2C8 inhibition + 0.7380 73.80%
CYP inhibitory promiscuity - 0.9118 91.18%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5624 56.24%
Eye corrosion - 0.9896 98.96%
Eye irritation - 0.9069 90.69%
Skin irritation - 0.5713 57.13%
Skin corrosion - 0.9401 94.01%
Ames mutagenesis - 0.6200 62.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7359 73.59%
Micronuclear - 0.8100 81.00%
Hepatotoxicity - 0.7282 72.82%
skin sensitisation - 0.9096 90.96%
Respiratory toxicity + 0.6667 66.67%
Reproductive toxicity + 0.8556 85.56%
Mitochondrial toxicity + 0.5375 53.75%
Nephrotoxicity - 0.8309 83.09%
Acute Oral Toxicity (c) III 0.5655 56.55%
Estrogen receptor binding + 0.7807 78.07%
Androgen receptor binding + 0.7262 72.62%
Thyroid receptor binding - 0.5691 56.91%
Glucocorticoid receptor binding + 0.7665 76.65%
Aromatase binding + 0.6899 68.99%
PPAR gamma + 0.7699 76.99%
Honey bee toxicity - 0.6119 61.19%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5100 51.00%
Fish aquatic toxicity + 0.9770 97.70%

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
CHEMBL2581 P07339 Cathepsin D 97.97% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.97% 91.11%
CHEMBL3714130 P46095 G-protein coupled receptor 6 97.80% 97.36%
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.82% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.11% 96.09%
CHEMBL1937 Q92769 Histone deacetylase 2 94.31% 94.75%
CHEMBL1806 P11388 DNA topoisomerase II alpha 94.22% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.83% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.86% 95.56%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 90.85% 95.89%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 90.71% 98.75%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.61% 94.45%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.34% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.66% 97.09%
CHEMBL3359 P21462 Formyl peptide receptor 1 84.87% 93.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.31% 95.89%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 84.31% 96.47%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 83.57% 91.24%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 83.27% 94.00%
CHEMBL221 P23219 Cyclooxygenase-1 82.84% 90.17%
CHEMBL218 P21554 Cannabinoid CB1 receptor 82.81% 96.61%
CHEMBL5255 O00206 Toll-like receptor 4 82.28% 92.50%
CHEMBL5028 O14672 ADAM10 81.78% 97.50%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 80.38% 93.00%
CHEMBL4005 P42336 PI3-kinase p110-alpha subunit 80.20% 97.47%

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.
Hovenia dulcis

Cross-Links

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PubChem 124871790
LOTUS LTS0049226
wikiData Q105189933