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5-hydroxy-5-(4-hydroxy-7-methoxy-2,3,8-trimethyl-6,9-dioxo-2H-benzo[g][1]benzofuran-3-yl)-2-methylpent-2-enoic acid

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

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Internal ID 0bfc0776-06f2-4f30-bcba-e592fce7f8f9
Taxonomy Organoheterocyclic compounds > Naphthofurans
IUPAC Name 5-hydroxy-5-(4-hydroxy-7-methoxy-2,3,8-trimethyl-6,9-dioxo-2H-benzo[g][1]benzofuran-3-yl)-2-methylpent-2-enoic acid
SMILES (Canonical) CC1C(C2=C(C=C3C(=C2O1)C(=O)C(=C(C3=O)OC)C)O)(C)C(CC=C(C)C(=O)O)O
SMILES (Isomeric) CC1C(C2=C(C=C3C(=C2O1)C(=O)C(=C(C3=O)OC)C)O)(C)C(CC=C(C)C(=O)O)O
InChI InChI=1S/C22H24O8/c1-9(21(27)28)6-7-14(24)22(4)11(3)30-20-15-12(8-13(23)16(20)22)18(26)19(29-5)10(2)17(15)25/h6,8,11,14,23-24H,7H2,1-5H3,(H,27,28)
InChI Key JJZAZDAEVNRFGT-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C22H24O8
Molecular Weight 416.40 g/mol
Exact Mass 416.14711772 g/mol
Topological Polar Surface Area (TPSA) 130.00 Ų
XlogP 2.50
Atomic LogP (AlogP) 2.51
H-Bond Acceptor 7
H-Bond Donor 3
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 5-hydroxy-5-(4-hydroxy-7-methoxy-2,3,8-trimethyl-6,9-dioxo-2H-benzo[g][1]benzofuran-3-yl)-2-methylpent-2-enoic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9876 98.76%
Caco-2 - 0.6307 63.07%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability + 0.5286 52.86%
Subcellular localzation Mitochondria 0.5830 58.30%
OATP2B1 inhibitior - 0.5737 57.37%
OATP1B1 inhibitior + 0.8006 80.06%
OATP1B3 inhibitior + 0.8712 87.12%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior - 0.7322 73.22%
P-glycoprotein inhibitior - 0.5777 57.77%
P-glycoprotein substrate - 0.6312 63.12%
CYP3A4 substrate + 0.6491 64.91%
CYP2C9 substrate - 0.5947 59.47%
CYP2D6 substrate - 0.8639 86.39%
CYP3A4 inhibition - 0.6890 68.90%
CYP2C9 inhibition - 0.6762 67.62%
CYP2C19 inhibition - 0.7372 73.72%
CYP2D6 inhibition - 0.8603 86.03%
CYP1A2 inhibition - 0.5457 54.57%
CYP2C8 inhibition + 0.5405 54.05%
CYP inhibitory promiscuity + 0.5480 54.80%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Danger 0.4597 45.97%
Eye corrosion - 0.9911 99.11%
Eye irritation - 0.7498 74.98%
Skin irritation - 0.6625 66.25%
Skin corrosion - 0.9338 93.38%
Ames mutagenesis - 0.5508 55.08%
Human Ether-a-go-go-Related Gene inhibition - 0.4471 44.71%
Micronuclear + 0.5159 51.59%
Hepatotoxicity + 0.5367 53.67%
skin sensitisation - 0.7748 77.48%
Respiratory toxicity + 0.6000 60.00%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.8125 81.25%
Nephrotoxicity - 0.8078 80.78%
Acute Oral Toxicity (c) I 0.3855 38.55%
Estrogen receptor binding + 0.8309 83.09%
Androgen receptor binding + 0.5774 57.74%
Thyroid receptor binding - 0.5856 58.56%
Glucocorticoid receptor binding + 0.8048 80.48%
Aromatase binding + 0.5700 57.00%
PPAR gamma + 0.6890 68.90%
Honey bee toxicity - 0.7864 78.64%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.6000 60.00%
Fish aquatic toxicity + 0.9812 98.12%

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
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 97.25% 95.56%
CHEMBL2581 P07339 Cathepsin D 97.15% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.51% 91.11%
CHEMBL1806 P11388 DNA topoisomerase II alpha 94.99% 89.00%
CHEMBL1951 P21397 Monoamine oxidase A 94.71% 91.49%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 94.43% 99.23%
CHEMBL3401 O75469 Pregnane X receptor 91.79% 94.73%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.23% 86.33%
CHEMBL340 P08684 Cytochrome P450 3A4 90.44% 91.19%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 90.09% 99.15%
CHEMBL240 Q12809 HERG 89.10% 89.76%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 87.04% 96.09%
CHEMBL3060 Q9Y345 Glycine transporter 2 85.85% 99.17%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 85.47% 85.14%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 84.35% 97.14%
CHEMBL1937 Q92769 Histone deacetylase 2 84.20% 94.75%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 84.07% 91.07%
CHEMBL2535 P11166 Glucose transporter 82.92% 98.75%
CHEMBL3359 P21462 Formyl peptide receptor 1 82.76% 93.56%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 81.62% 96.00%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 81.15% 96.95%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 81.00% 97.21%
CHEMBL2964 P36507 Dual specificity mitogen-activated protein kinase kinase 2 80.81% 80.00%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 80.61% 98.75%

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.
There are no matching plants.

Cross-Links

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PubChem 76032083
LOTUS LTS0259529
wikiData Q104169620