7-Hydroxy-6-isobutyryl-5-methoxy-2,2-dimethylbenzopyran

Details

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Internal ID 90e74bc4-8078-4dbf-84b0-ad0022730562
Taxonomy Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > 2,2-dimethyl-1-benzopyrans
IUPAC Name 1-(7-hydroxy-5-methoxy-2,2-dimethylchromen-6-yl)-2-methylpropan-1-one
SMILES (Canonical) CC(C)C(=O)C1=C(C2=C(C=C1O)OC(C=C2)(C)C)OC
SMILES (Isomeric) CC(C)C(=O)C1=C(C2=C(C=C1O)OC(C=C2)(C)C)OC
InChI InChI=1S/C16H20O4/c1-9(2)14(18)13-11(17)8-12-10(15(13)19-5)6-7-16(3,4)20-12/h6-9,17H,1-5H3
InChI Key JGLBGRDHLZINFL-UHFFFAOYSA-N
Popularity 11 references in papers

Physical and Chemical Properties

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Molecular Formula C16H20O4
Molecular Weight 276.33 g/mol
Exact Mass 276.13615911 g/mol
Topological Polar Surface Area (TPSA) 55.80 Ų
XlogP 3.70
Atomic LogP (AlogP) 3.42
H-Bond Acceptor 4
H-Bond Donor 1
Rotatable Bonds 3

Synonyms

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CHEMBL4172147
7-hydroxy-6-isobutyryl-5-methoxy-2,2-dimethylbenzopyran

2D Structure

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2D Structure of 7-Hydroxy-6-isobutyryl-5-methoxy-2,2-dimethylbenzopyran

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9914 99.14%
Caco-2 + 0.9111 91.11%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability + 0.5714 57.14%
Subcellular localzation Mitochondria 0.7509 75.09%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9074 90.74%
OATP1B3 inhibitior + 0.9897 98.97%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior - 0.6622 66.22%
P-glycoprotein inhibitior - 0.8876 88.76%
P-glycoprotein substrate - 0.9015 90.15%
CYP3A4 substrate + 0.5127 51.27%
CYP2C9 substrate + 0.5981 59.81%
CYP2D6 substrate - 0.8360 83.60%
CYP3A4 inhibition + 0.6604 66.04%
CYP2C9 inhibition - 0.7586 75.86%
CYP2C19 inhibition + 0.7565 75.65%
CYP2D6 inhibition - 0.7882 78.82%
CYP1A2 inhibition + 0.8528 85.28%
CYP2C8 inhibition - 0.7712 77.12%
CYP inhibitory promiscuity + 0.6169 61.69%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9413 94.13%
Carcinogenicity (trinary) Non-required 0.4920 49.20%
Eye corrosion - 0.9674 96.74%
Eye irritation + 0.7710 77.10%
Skin irritation - 0.7036 70.36%
Skin corrosion - 0.9656 96.56%
Ames mutagenesis - 0.6200 62.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4490 44.90%
Micronuclear + 0.5800 58.00%
Hepatotoxicity - 0.6112 61.12%
skin sensitisation - 0.8406 84.06%
Respiratory toxicity - 0.6000 60.00%
Reproductive toxicity + 0.7333 73.33%
Mitochondrial toxicity - 0.6000 60.00%
Nephrotoxicity - 0.6326 63.26%
Acute Oral Toxicity (c) III 0.4851 48.51%
Estrogen receptor binding + 0.9390 93.90%
Androgen receptor binding - 0.6293 62.93%
Thyroid receptor binding + 0.7555 75.55%
Glucocorticoid receptor binding + 0.6780 67.80%
Aromatase binding + 0.7066 70.66%
PPAR gamma + 0.9007 90.07%
Honey bee toxicity - 0.9062 90.62%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5955 59.55%
Fish aquatic toxicity + 0.9385 93.85%

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 99.37% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.90% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.64% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 91.90% 85.14%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 88.17% 99.15%
CHEMBL4208 P20618 Proteasome component C5 87.02% 90.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.86% 89.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 84.52% 91.07%
CHEMBL3060 Q9Y345 Glycine transporter 2 84.26% 99.17%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 83.59% 92.62%
CHEMBL2581 P07339 Cathepsin D 83.50% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.46% 95.56%
CHEMBL2535 P11166 Glucose transporter 83.44% 98.75%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.07% 86.33%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.98% 94.00%
CHEMBL3401 O75469 Pregnane X receptor 81.45% 94.73%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 80.92% 85.30%
CHEMBL340 P08684 Cytochrome P450 3A4 80.28% 91.19%

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.
Hypericum polyanthemum

Cross-Links

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PubChem 10423575
LOTUS LTS0199563
wikiData Q105127495