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(3S,4R,4aR)-3-[(2S,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[[(1S,3S)-3-methyl-8-oxo-3,4,5,6-tetrahydro-1H-pyrano[3,4-c]pyran-1-yl]oxy]oxan-2-yl]oxy-4-ethenyl-4a-hydroxy-3,4,5,6-tetrahydropyrano[3,4-c]pyran-8-one

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 24376868-a062-432e-8b6b-0bc71880b058
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
IUPAC Name (3S,4R,4aR)-3-[(2S,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[[(1S,3S)-3-methyl-8-oxo-3,4,5,6-tetrahydro-1H-pyrano[3,4-c]pyran-1-yl]oxy]oxan-2-yl]oxy-4-ethenyl-4a-hydroxy-3,4,5,6-tetrahydropyrano[3,4-c]pyran-8-one
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C25H32O13/c1-3-13-22(34-10-14-20(29)33-7-5-25(13,14)31)38-24-18(28)17(27)19(15(9-26)36-24)37-23-16-12(8-11(2)35-23)4-6-32-21(16)30/h3,10-11,13,15,17-19,22-24,26-28,31H,1,4-9H2,2H3/t11-,13-,15+,17+,18+,19+,22-,23-,24-,25+/m0/s1
InChI Key PHYGQKMPRRTNQO-OXWYOFONSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C25H32O13
Molecular Weight 540.50 g/mol
Exact Mass 540.18429107 g/mol
Topological Polar Surface Area (TPSA) 180.00 Ų
XlogP -1.80
Atomic LogP (AlogP) -1.07
H-Bond Acceptor 13
H-Bond Donor 4
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3S,4R,4aR)-3-[(2S,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[[(1S,3S)-3-methyl-8-oxo-3,4,5,6-tetrahydro-1H-pyrano[3,4-c]pyran-1-yl]oxy]oxan-2-yl]oxy-4-ethenyl-4a-hydroxy-3,4,5,6-tetrahydropyrano[3,4-c]pyran-8-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6916 69.16%
Caco-2 - 0.8695 86.95%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.8478 84.78%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8371 83.71%
OATP1B3 inhibitior + 0.8996 89.96%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.5867 58.67%
BSEP inhibitior - 0.6953 69.53%
P-glycoprotein inhibitior - 0.5207 52.07%
P-glycoprotein substrate - 0.5358 53.58%
CYP3A4 substrate + 0.6926 69.26%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8843 88.43%
CYP3A4 inhibition - 0.7254 72.54%
CYP2C9 inhibition - 0.8707 87.07%
CYP2C19 inhibition - 0.8494 84.94%
CYP2D6 inhibition - 0.9259 92.59%
CYP1A2 inhibition - 0.8348 83.48%
CYP2C8 inhibition + 0.4702 47.02%
CYP inhibitory promiscuity - 0.9553 95.53%
UGT catelyzed - 0.7000 70.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5081 50.81%
Eye corrosion - 0.9866 98.66%
Eye irritation - 0.9334 93.34%
Skin irritation - 0.6225 62.25%
Skin corrosion - 0.9310 93.10%
Ames mutagenesis - 0.5854 58.54%
Human Ether-a-go-go-Related Gene inhibition - 0.4774 47.74%
Micronuclear - 0.8000 80.00%
Hepatotoxicity - 0.5750 57.50%
skin sensitisation - 0.8717 87.17%
Respiratory toxicity + 0.7222 72.22%
Reproductive toxicity + 0.8111 81.11%
Mitochondrial toxicity + 0.5500 55.00%
Nephrotoxicity - 0.7089 70.89%
Acute Oral Toxicity (c) III 0.6519 65.19%
Estrogen receptor binding + 0.7581 75.81%
Androgen receptor binding + 0.6453 64.53%
Thyroid receptor binding - 0.6208 62.08%
Glucocorticoid receptor binding + 0.6354 63.54%
Aromatase binding + 0.5285 52.85%
PPAR gamma + 0.6371 63.71%
Honey bee toxicity - 0.6641 66.41%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity - 0.6300 63.00%
Fish aquatic toxicity + 0.9066 90.66%

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 94.74% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.64% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.64% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.08% 97.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 92.76% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.15% 96.09%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 91.83% 91.24%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.86% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.66% 95.89%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 86.73% 92.88%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 86.52% 85.14%
CHEMBL3401 O75469 Pregnane X receptor 85.70% 94.73%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.59% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.47% 86.33%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 83.42% 94.45%
CHEMBL218 P21554 Cannabinoid CB1 receptor 83.21% 96.61%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 82.35% 97.33%
CHEMBL226 P30542 Adenosine A1 receptor 81.68% 95.93%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 163036486
LOTUS LTS0199984
wikiData Q105209304