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[(1S,3S,4S,5S,7R,8S)-4-hydroxy-7-[(1R)-1-hydroxyethyl]-3-[(1E,3E,5E)-6-(4-methoxy-3-methyl-6-oxopyran-2-yl)hexa-1,3,5-trienyl]-1,5-dimethyl-2,6-dioxabicyclo[3.2.1]octan-8-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 2649dc1f-dbfb-4977-835f-ce3499f0e218
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > C-glycosyl compounds
IUPAC Name [(1S,3S,4S,5S,7R,8S)-4-hydroxy-7-[(1R)-1-hydroxyethyl]-3-[(1E,3E,5E)-6-(4-methoxy-3-methyl-6-oxopyran-2-yl)hexa-1,3,5-trienyl]-1,5-dimethyl-2,6-dioxabicyclo[3.2.1]octan-8-yl] acetate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C25H32O9/c1-14-17(32-20(28)13-19(14)30-6)11-9-7-8-10-12-18-21(29)24(4)23(31-16(3)27)25(5,33-18)22(34-24)15(2)26/h7-13,15,18,21-23,26,29H,1-6H3/b8-7+,11-9+,12-10+/t15-,18+,21+,22-,23+,24+,25+/m1/s1
InChI Key UKPVUEBWITXZRF-SQUAEOCQSA-N
Popularity 3 references in papers

Physical and Chemical Properties

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Molecular Formula C25H32O9
Molecular Weight 476.50 g/mol
Exact Mass 476.20463259 g/mol
Topological Polar Surface Area (TPSA) 121.00 Ų
XlogP 1.10
Atomic LogP (AlogP) 2.07
H-Bond Acceptor 9
H-Bond Donor 2
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,3S,4S,5S,7R,8S)-4-hydroxy-7-[(1R)-1-hydroxyethyl]-3-[(1E,3E,5E)-6-(4-methoxy-3-methyl-6-oxopyran-2-yl)hexa-1,3,5-trienyl]-1,5-dimethyl-2,6-dioxabicyclo[3.2.1]octan-8-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 + 0.9320 93.20%
Caco-2 - 0.7535 75.35%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.7058 70.58%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8765 87.65%
OATP1B3 inhibitior + 0.8284 82.84%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.8431 84.31%
P-glycoprotein inhibitior + 0.6685 66.85%
P-glycoprotein substrate - 0.5205 52.05%
CYP3A4 substrate + 0.6677 66.77%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8716 87.16%
CYP3A4 inhibition - 0.5618 56.18%
CYP2C9 inhibition - 0.8623 86.23%
CYP2C19 inhibition - 0.6766 67.66%
CYP2D6 inhibition - 0.8830 88.30%
CYP1A2 inhibition - 0.9177 91.77%
CYP2C8 inhibition + 0.4629 46.29%
CYP inhibitory promiscuity - 0.6816 68.16%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Danger 0.6478 64.78%
Eye corrosion - 0.9818 98.18%
Eye irritation - 0.9445 94.45%
Skin irritation - 0.7354 73.54%
Skin corrosion - 0.9267 92.67%
Ames mutagenesis - 0.6800 68.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7220 72.20%
Micronuclear + 0.7200 72.00%
Hepatotoxicity - 0.5424 54.24%
skin sensitisation - 0.8165 81.65%
Respiratory toxicity + 0.6667 66.67%
Reproductive toxicity + 0.7444 74.44%
Mitochondrial toxicity + 0.6500 65.00%
Nephrotoxicity - 0.5656 56.56%
Acute Oral Toxicity (c) II 0.4053 40.53%
Estrogen receptor binding + 0.7955 79.55%
Androgen receptor binding + 0.7238 72.38%
Thyroid receptor binding + 0.6795 67.95%
Glucocorticoid receptor binding + 0.7117 71.17%
Aromatase binding + 0.6813 68.13%
PPAR gamma + 0.7233 72.33%
Honey bee toxicity - 0.7324 73.24%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.5000 50.00%
Fish aquatic toxicity + 0.9579 95.79%

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
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 99.28% 85.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.53% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.59% 94.45%
CHEMBL1806 P11388 DNA topoisomerase II alpha 93.08% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.30% 95.56%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.93% 96.09%
CHEMBL2581 P07339 Cathepsin D 90.10% 98.95%
CHEMBL340 P08684 Cytochrome P450 3A4 90.10% 91.19%
CHEMBL3060 Q9Y345 Glycine transporter 2 88.14% 99.17%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.80% 86.33%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 86.44% 95.89%
CHEMBL2413 P32246 C-C chemokine receptor type 1 86.23% 89.50%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 85.69% 94.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.97% 99.23%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 84.71% 96.00%
CHEMBL3401 O75469 Pregnane X receptor 83.65% 94.73%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 81.54% 91.07%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 81.17% 97.21%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.09% 97.14%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 81.03% 92.88%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.92% 95.89%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 80.72% 95.50%
CHEMBL213 P08588 Beta-1 adrenergic receptor 80.53% 95.56%
CHEMBL5028 O14672 ADAM10 80.52% 97.50%

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 101844051
LOTUS LTS0124719
wikiData Q105274789