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6-[(1E,3E,5E)-6-[(1R,3S,4S,5S,7R,8S)-4,8-dihydroxy-7-[(1R)-1-hydroxyethyl]-1,5-dimethyl-2,6-dioxabicyclo[3.2.1]octan-3-yl]hexa-1,3,5-trienyl]-4-methoxy-5-methylpyran-2-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 92163cd1-6e36-4587-a2b3-e223ad813cbf
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > C-glycosyl compounds
IUPAC Name 6-[(1E,3E,5E)-6-[(1R,3S,4S,5S,7R,8S)-4,8-dihydroxy-7-[(1R)-1-hydroxyethyl]-1,5-dimethyl-2,6-dioxabicyclo[3.2.1]octan-3-yl]hexa-1,3,5-trienyl]-4-methoxy-5-methylpyran-2-one
SMILES (Canonical) CC1=C(OC(=O)C=C1OC)C=CC=CC=CC2C(C3(C(C(O2)(C(O3)C(C)O)C)O)C)O
SMILES (Isomeric) CC1=C(OC(=O)C=C1OC)/C=C/C=C/C=C/[C@H]2[C@@H]([C@]3([C@@H]([C@@](O2)([C@H](O3)[C@@H](C)O)C)O)C)O
InChI InChI=1S/C23H30O8/c1-13-15(29-18(25)12-17(13)28-5)10-8-6-7-9-11-16-19(26)22(3)21(27)23(4,30-16)20(31-22)14(2)24/h6-12,14,16,19-21,24,26-27H,1-5H3/b7-6+,10-8+,11-9+/t14-,16+,19+,20-,21+,22+,23+/m1/s1
InChI Key BSRDUXPTQGXEQN-FEUJOXJRSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C23H30O8
Molecular Weight 434.50 g/mol
Exact Mass 434.19406791 g/mol
Topological Polar Surface Area (TPSA) 115.00 Ų
XlogP 0.50
Atomic LogP (AlogP) 1.50
H-Bond Acceptor 8
H-Bond Donor 3
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 6-[(1E,3E,5E)-6-[(1R,3S,4S,5S,7R,8S)-4,8-dihydroxy-7-[(1R)-1-hydroxyethyl]-1,5-dimethyl-2,6-dioxabicyclo[3.2.1]octan-3-yl]hexa-1,3,5-trienyl]-4-methoxy-5-methylpyran-2-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9000 90.00%
Caco-2 - 0.7269 72.69%
Blood Brain Barrier - 0.7250 72.50%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.5846 58.46%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8918 89.18%
OATP1B3 inhibitior + 0.8660 86.60%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior + 0.7698 76.98%
P-glycoprotein inhibitior - 0.4415 44.15%
P-glycoprotein substrate - 0.6017 60.17%
CYP3A4 substrate + 0.6467 64.67%
CYP2C9 substrate - 0.8062 80.62%
CYP2D6 substrate - 0.8560 85.60%
CYP3A4 inhibition + 0.6391 63.91%
CYP2C9 inhibition - 0.8506 85.06%
CYP2C19 inhibition - 0.5161 51.61%
CYP2D6 inhibition - 0.8159 81.59%
CYP1A2 inhibition - 0.8684 86.84%
CYP2C8 inhibition - 0.5769 57.69%
CYP inhibitory promiscuity + 0.5959 59.59%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Danger 0.6257 62.57%
Eye corrosion - 0.9807 98.07%
Eye irritation - 0.9609 96.09%
Skin irritation - 0.7183 71.83%
Skin corrosion - 0.9324 93.24%
Ames mutagenesis - 0.7100 71.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6954 69.54%
Micronuclear + 0.7000 70.00%
Hepatotoxicity + 0.5302 53.02%
skin sensitisation - 0.7954 79.54%
Respiratory toxicity + 0.6667 66.67%
Reproductive toxicity + 0.7444 74.44%
Mitochondrial toxicity + 0.6250 62.50%
Nephrotoxicity - 0.5827 58.27%
Acute Oral Toxicity (c) II 0.3926 39.26%
Estrogen receptor binding + 0.7653 76.53%
Androgen receptor binding + 0.6892 68.92%
Thyroid receptor binding + 0.7153 71.53%
Glucocorticoid receptor binding + 0.6836 68.36%
Aromatase binding + 0.7266 72.66%
PPAR gamma + 0.7505 75.05%
Honey bee toxicity - 0.7878 78.78%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5000 50.00%
Fish aquatic toxicity + 0.9267 92.67%

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 98.25% 85.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.19% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.18% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.57% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.85% 89.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 89.58% 94.00%
CHEMBL2581 P07339 Cathepsin D 87.05% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.46% 86.33%
CHEMBL3060 Q9Y345 Glycine transporter 2 85.58% 99.17%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 85.31% 96.09%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 85.29% 95.89%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 84.81% 90.71%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 84.76% 96.00%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 84.19% 100.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 84.17% 97.14%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.01% 99.23%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.97% 95.89%
CHEMBL3401 O75469 Pregnane X receptor 83.34% 94.73%
CHEMBL213 P08588 Beta-1 adrenergic receptor 83.05% 95.56%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 83.04% 92.88%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 82.34% 91.07%

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 162869877
LOTUS LTS0114975
wikiData Q104945384