4-[6-[[3,4-Dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-3-hydroxybenzaldehyde

Details

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Internal ID 5fc46f8f-e86c-4c81-88ca-d3315046305a
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
IUPAC Name 4-[6-[[3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-3-hydroxybenzaldehyde
SMILES (Canonical) C1C(C(C(O1)OCC2C(C(C(C(O2)OC3=C(C=C(C=C3)C=O)O)O)O)O)O)(CO)O
SMILES (Isomeric) C1C(C(C(O1)OCC2C(C(C(C(O2)OC3=C(C=C(C=C3)C=O)O)O)O)O)O)(CO)O
InChI InChI=1S/C18H24O12/c19-4-8-1-2-10(9(21)3-8)29-16-14(24)13(23)12(22)11(30-16)5-27-17-15(25)18(26,6-20)7-28-17/h1-4,11-17,20-26H,5-7H2
InChI Key HNPKQZLEUUJVIJ-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C18H24O12
Molecular Weight 432.40 g/mol
Exact Mass 432.12677620 g/mol
Topological Polar Surface Area (TPSA) 196.00 Ų
XlogP -2.90
Atomic LogP (AlogP) -3.15
H-Bond Acceptor 12
H-Bond Donor 7
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 4-[6-[[3,4-Dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-3-hydroxybenzaldehyde

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.6616 66.16%
Caco-2 - 0.8867 88.67%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.7247 72.47%
OATP2B1 inhibitior - 0.8513 85.13%
OATP1B1 inhibitior + 0.9197 91.97%
OATP1B3 inhibitior + 0.9401 94.01%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior - 0.7818 78.18%
P-glycoprotein inhibitior - 0.7745 77.45%
P-glycoprotein substrate - 0.7821 78.21%
CYP3A4 substrate + 0.5845 58.45%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8383 83.83%
CYP3A4 inhibition - 0.8413 84.13%
CYP2C9 inhibition - 0.9026 90.26%
CYP2C19 inhibition - 0.8638 86.38%
CYP2D6 inhibition - 0.9030 90.30%
CYP1A2 inhibition - 0.9098 90.98%
CYP2C8 inhibition + 0.5060 50.60%
CYP inhibitory promiscuity - 0.8573 85.73%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6169 61.69%
Eye corrosion - 0.9930 99.30%
Eye irritation - 0.9082 90.82%
Skin irritation - 0.8258 82.58%
Skin corrosion - 0.9592 95.92%
Ames mutagenesis + 0.5200 52.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5157 51.57%
Micronuclear - 0.6467 64.67%
Hepatotoxicity - 0.7583 75.83%
skin sensitisation - 0.8318 83.18%
Respiratory toxicity - 0.5667 56.67%
Reproductive toxicity + 0.6778 67.78%
Mitochondrial toxicity - 0.6750 67.50%
Nephrotoxicity - 0.6092 60.92%
Acute Oral Toxicity (c) III 0.6261 62.61%
Estrogen receptor binding + 0.7126 71.26%
Androgen receptor binding - 0.6621 66.21%
Thyroid receptor binding + 0.6252 62.52%
Glucocorticoid receptor binding - 0.4933 49.33%
Aromatase binding + 0.7625 76.25%
PPAR gamma + 0.7913 79.13%
Honey bee toxicity - 0.8121 81.21%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.6700 67.00%
Fish aquatic toxicity + 0.6571 65.71%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.96% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 96.70% 95.56%
CHEMBL226 P30542 Adenosine A1 receptor 95.96% 95.93%
CHEMBL1951 P21397 Monoamine oxidase A 95.38% 91.49%
CHEMBL1806 P11388 DNA topoisomerase II alpha 92.70% 89.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.57% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.50% 97.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.41% 86.33%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 90.08% 96.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 89.49% 96.09%
CHEMBL3194 P02766 Transthyretin 86.77% 90.71%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.05% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.09% 100.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 85.08% 92.94%
CHEMBL1293255 P15428 15-hydroxyprostaglandin dehydrogenase [NAD+] 84.27% 83.57%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 83.87% 86.92%
CHEMBL4208 P20618 Proteasome component C5 81.70% 90.00%
CHEMBL3401 O75469 Pregnane X receptor 81.17% 94.73%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 80.87% 83.00%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 80.24% 89.62%

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.
Bretschneidera sinensis

Cross-Links

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PubChem 75244261
LOTUS LTS0091885
wikiData Q105031007