5-Hydroxy-6-(2-methylbutanoyl)-4-phenylfuro[2,3-h]chromen-2-one

Details

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Internal ID 05992e95-ed1f-43e9-bf81-3b83b911fb16
Taxonomy Phenylpropanoids and polyketides > Neoflavonoids > Neoflavones
IUPAC Name 5-hydroxy-6-(2-methylbutanoyl)-4-phenylfuro[2,3-h]chromen-2-one
SMILES (Canonical) CCC(C)C(=O)C1=C2C(=C3C(=C1O)C(=CC(=O)O3)C4=CC=CC=C4)C=CO2
SMILES (Isomeric) CCC(C)C(=O)C1=C2C(=C3C(=C1O)C(=CC(=O)O3)C4=CC=CC=C4)C=CO2
InChI InChI=1S/C22H18O5/c1-3-12(2)19(24)18-20(25)17-15(13-7-5-4-6-8-13)11-16(23)27-22(17)14-9-10-26-21(14)18/h4-12,25H,3H2,1-2H3
InChI Key JAUBTGXMJPQEII-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C22H18O5
Molecular Weight 362.40 g/mol
Exact Mass 362.11542367 g/mol
Topological Polar Surface Area (TPSA) 76.70 Ų
XlogP 4.80
Atomic LogP (AlogP) 5.14
H-Bond Acceptor 5
H-Bond Donor 1
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 5-Hydroxy-6-(2-methylbutanoyl)-4-phenylfuro[2,3-h]chromen-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 + 0.9826 98.26%
Caco-2 + 0.7326 73.26%
Blood Brain Barrier - 0.7000 70.00%
Human oral bioavailability + 0.5857 58.57%
Subcellular localzation Mitochondria 0.7691 76.91%
OATP2B1 inhibitior - 0.7253 72.53%
OATP1B1 inhibitior + 0.7886 78.86%
OATP1B3 inhibitior + 0.8874 88.74%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.8989 89.89%
P-glycoprotein inhibitior + 0.6448 64.48%
P-glycoprotein substrate - 0.6190 61.90%
CYP3A4 substrate - 0.5104 51.04%
CYP2C9 substrate + 1.0000 100.00%
CYP2D6 substrate - 0.8613 86.13%
CYP3A4 inhibition - 0.8574 85.74%
CYP2C9 inhibition + 0.9031 90.31%
CYP2C19 inhibition + 0.5433 54.33%
CYP2D6 inhibition - 0.9449 94.49%
CYP1A2 inhibition + 0.5092 50.92%
CYP2C8 inhibition + 0.7056 70.56%
CYP inhibitory promiscuity - 0.6458 64.58%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.4844 48.44%
Eye corrosion - 0.9919 99.19%
Eye irritation - 0.9344 93.44%
Skin irritation - 0.7403 74.03%
Skin corrosion - 0.9414 94.14%
Ames mutagenesis + 0.5036 50.36%
Human Ether-a-go-go-Related Gene inhibition + 0.7249 72.49%
Micronuclear + 0.7700 77.00%
Hepatotoxicity + 0.5534 55.34%
skin sensitisation - 0.8504 85.04%
Respiratory toxicity + 0.6889 68.89%
Reproductive toxicity + 0.7111 71.11%
Mitochondrial toxicity + 0.7375 73.75%
Nephrotoxicity - 0.8436 84.36%
Acute Oral Toxicity (c) II 0.5085 50.85%
Estrogen receptor binding + 0.8689 86.89%
Androgen receptor binding + 0.8982 89.82%
Thyroid receptor binding + 0.5157 51.57%
Glucocorticoid receptor binding + 0.8030 80.30%
Aromatase binding + 0.7180 71.80%
PPAR gamma + 0.8393 83.93%
Honey bee toxicity - 0.9124 91.24%
Biodegradation - 0.9500 95.00%
Crustacea aquatic toxicity - 0.5800 58.00%
Fish aquatic toxicity + 0.9932 99.32%

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
CHEMBL2581 P07339 Cathepsin D 99.22% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.24% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.86% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.69% 89.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 90.82% 99.23%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.05% 86.33%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 86.04% 95.50%
CHEMBL3060 Q9Y345 Glycine transporter 2 85.97% 99.17%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 85.31% 94.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 85.23% 85.14%
CHEMBL3401 O75469 Pregnane X receptor 84.09% 94.73%
CHEMBL1907591 P30926 Neuronal acetylcholine receptor; alpha4/beta4 83.49% 100.00%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 80.43% 99.15%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 80.05% 96.09%

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.
Calophyllum dispar

Cross-Links

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PubChem 21592417
LOTUS LTS0051550
wikiData Q105124074