1-[2,4-Dihydroxy-6-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-3-methylbutan-1-one

Details

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Internal ID 67e97443-acf0-4ec9-b5f6-c52d7c8a67fc
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
IUPAC Name 1-[2,4-dihydroxy-6-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-3-methylbutan-1-one
SMILES (Canonical) CC(C)CC(=O)C1=C(C=C(C=C1OC2C(C(C(C(O2)CO)O)O)O)O)O
SMILES (Isomeric) CC(C)CC(=O)C1=C(C=C(C=C1OC2C(C(C(C(O2)CO)O)O)O)O)O
InChI InChI=1S/C17H24O9/c1-7(2)3-9(20)13-10(21)4-8(19)5-11(13)25-17-16(24)15(23)14(22)12(6-18)26-17/h4-5,7,12,14-19,21-24H,3,6H2,1-2H3
InChI Key SYVLRDXITUYNAK-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C17H24O9
Molecular Weight 372.40 g/mol
Exact Mass 372.14203234 g/mol
Topological Polar Surface Area (TPSA) 157.00 Ų
XlogP 0.30
Atomic LogP (AlogP) -0.49
H-Bond Acceptor 9
H-Bond Donor 6
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 1-[2,4-Dihydroxy-6-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-3-methylbutan-1-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.5635 56.35%
Caco-2 - 0.8507 85.07%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.7571 75.71%
Subcellular localzation Mitochondria 0.8009 80.09%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8765 87.65%
OATP1B3 inhibitior + 0.9356 93.56%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior - 0.9646 96.46%
P-glycoprotein inhibitior - 0.8411 84.11%
P-glycoprotein substrate - 0.8756 87.56%
CYP3A4 substrate + 0.5200 52.00%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8625 86.25%
CYP3A4 inhibition - 0.8135 81.35%
CYP2C9 inhibition - 0.7503 75.03%
CYP2C19 inhibition - 0.8624 86.24%
CYP2D6 inhibition - 0.8894 88.94%
CYP1A2 inhibition - 0.6856 68.56%
CYP2C8 inhibition - 0.7475 74.75%
CYP inhibitory promiscuity - 0.7472 74.72%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.7329 73.29%
Eye corrosion - 0.9906 99.06%
Eye irritation - 0.8449 84.49%
Skin irritation - 0.8528 85.28%
Skin corrosion - 0.9589 95.89%
Ames mutagenesis - 0.7300 73.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5669 56.69%
Micronuclear - 0.6567 65.67%
Hepatotoxicity - 0.7551 75.51%
skin sensitisation - 0.8252 82.52%
Respiratory toxicity - 0.5444 54.44%
Reproductive toxicity + 0.5778 57.78%
Mitochondrial toxicity - 0.6500 65.00%
Nephrotoxicity + 0.5528 55.28%
Acute Oral Toxicity (c) III 0.7533 75.33%
Estrogen receptor binding - 0.5000 50.00%
Androgen receptor binding - 0.5975 59.75%
Thyroid receptor binding - 0.5383 53.83%
Glucocorticoid receptor binding + 0.5412 54.12%
Aromatase binding + 0.5366 53.66%
PPAR gamma + 0.6111 61.11%
Honey bee toxicity - 0.8315 83.15%
Biodegradation - 0.6500 65.00%
Crustacea aquatic toxicity - 0.6955 69.55%
Fish aquatic toxicity + 0.8762 87.62%

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 97.39% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.32% 96.09%
CHEMBL2581 P07339 Cathepsin D 94.48% 98.95%
CHEMBL3401 O75469 Pregnane X receptor 93.31% 94.73%
CHEMBL3060 Q9Y345 Glycine transporter 2 91.94% 99.17%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.28% 89.00%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 85.69% 99.15%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 85.68% 96.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 83.56% 94.45%
CHEMBL4208 P20618 Proteasome component C5 83.28% 90.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 83.16% 95.89%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 82.90% 82.50%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 82.37% 95.56%

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.
Humulus lupulus

Cross-Links

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PubChem 5326314
LOTUS LTS0160780
wikiData Q105263808