5-Hydroxy-8-(2-hydroxy-3-methylbut-3-enyl)-7-methoxy-2-methylchromen-4-one

Details

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Internal ID 3c899463-3349-4cc5-8c58-cdf9b5350464
Taxonomy Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Chromones
IUPAC Name 5-hydroxy-8-(2-hydroxy-3-methylbut-3-enyl)-7-methoxy-2-methylchromen-4-one
SMILES (Canonical) CC1=CC(=O)C2=C(O1)C(=C(C=C2O)OC)CC(C(=C)C)O
SMILES (Isomeric) CC1=CC(=O)C2=C(O1)C(=C(C=C2O)OC)CC(C(=C)C)O
InChI InChI=1S/C16H18O5/c1-8(2)11(17)6-10-14(20-4)7-13(19)15-12(18)5-9(3)21-16(10)15/h5,7,11,17,19H,1,6H2,2-4H3
InChI Key HPHRKLAQYUCXBZ-UHFFFAOYSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C16H18O5
Molecular Weight 290.31 g/mol
Exact Mass 290.11542367 g/mol
Topological Polar Surface Area (TPSA) 76.00 Ų
XlogP 3.00
Atomic LogP (AlogP) 2.30
H-Bond Acceptor 5
H-Bond Donor 2
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 5-Hydroxy-8-(2-hydroxy-3-methylbut-3-enyl)-7-methoxy-2-methylchromen-4-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9891 98.91%
Caco-2 + 0.6845 68.45%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability + 0.5286 52.86%
Subcellular localzation Mitochondria 0.6080 60.80%
OATP2B1 inhibitior - 0.7185 71.85%
OATP1B1 inhibitior + 0.9017 90.17%
OATP1B3 inhibitior + 0.9293 92.93%
MATE1 inhibitior - 0.8200 82.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.5685 56.85%
P-glycoprotein inhibitior - 0.7119 71.19%
P-glycoprotein substrate - 0.7528 75.28%
CYP3A4 substrate + 0.5559 55.59%
CYP2C9 substrate - 0.5948 59.48%
CYP2D6 substrate - 0.7986 79.86%
CYP3A4 inhibition - 0.6172 61.72%
CYP2C9 inhibition - 0.7065 70.65%
CYP2C19 inhibition + 0.6336 63.36%
CYP2D6 inhibition - 0.7448 74.48%
CYP1A2 inhibition + 0.7593 75.93%
CYP2C8 inhibition - 0.6534 65.34%
CYP inhibitory promiscuity + 0.6951 69.51%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9513 95.13%
Carcinogenicity (trinary) Non-required 0.7016 70.16%
Eye corrosion - 0.9892 98.92%
Eye irritation - 0.5676 56.76%
Skin irritation - 0.7558 75.58%
Skin corrosion - 0.9585 95.85%
Ames mutagenesis - 0.5964 59.64%
Human Ether-a-go-go-Related Gene inhibition - 0.4887 48.87%
Micronuclear + 0.5100 51.00%
Hepatotoxicity - 0.5750 57.50%
skin sensitisation - 0.7616 76.16%
Respiratory toxicity + 0.5222 52.22%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 0.6625 66.25%
Nephrotoxicity - 0.5864 58.64%
Acute Oral Toxicity (c) III 0.5228 52.28%
Estrogen receptor binding + 0.6338 63.38%
Androgen receptor binding - 0.5550 55.50%
Thyroid receptor binding + 0.6560 65.60%
Glucocorticoid receptor binding + 0.6528 65.28%
Aromatase binding + 0.6338 63.38%
PPAR gamma + 0.8627 86.27%
Honey bee toxicity - 0.7481 74.81%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.7400 74.00%
Fish aquatic toxicity + 0.9784 97.84%

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 96.85% 91.11%
CHEMBL2581 P07339 Cathepsin D 95.45% 98.95%
CHEMBL3401 O75469 Pregnane X receptor 93.42% 94.73%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 93.41% 94.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.31% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.75% 89.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 89.75% 85.14%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.70% 94.45%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.55% 86.33%
CHEMBL3060 Q9Y345 Glycine transporter 2 87.27% 99.17%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 85.40% 96.95%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 83.52% 97.21%
CHEMBL1255126 O15151 Protein Mdm4 81.39% 90.20%
CHEMBL1937 Q92769 Histone deacetylase 2 81.37% 94.75%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 80.59% 95.50%

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.
Harrisonia perforata

Cross-Links

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PubChem 11623431
LOTUS LTS0217718
wikiData Q105031704