Perforatic acid

Details

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Internal ID f73f6569-a0a0-49b4-b345-1c9e88abd0bd
Taxonomy Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Pyranochromenes
IUPAC Name 5-methoxy-8,8-dimethyl-4-oxopyrano[2,3-h]chromene-2-carboxylic acid
SMILES (Canonical) CC1(C=CC2=C3C(=C(C=C2O1)OC)C(=O)C=C(O3)C(=O)O)C
SMILES (Isomeric) CC1(C=CC2=C3C(=C(C=C2O1)OC)C(=O)C=C(O3)C(=O)O)C
InChI InChI=1S/C16H14O6/c1-16(2)5-4-8-10(22-16)7-11(20-3)13-9(17)6-12(15(18)19)21-14(8)13/h4-7H,1-3H3,(H,18,19)
InChI Key CYENPHRRKQQAOP-UHFFFAOYSA-N
Popularity 3 references in papers

Physical and Chemical Properties

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Molecular Formula C16H14O6
Molecular Weight 302.28 g/mol
Exact Mass 302.07903816 g/mol
Topological Polar Surface Area (TPSA) 82.10 Ų
XlogP 2.20
Atomic LogP (AlogP) 2.68
H-Bond Acceptor 5
H-Bond Donor 1
Rotatable Bonds 2

Synonyms

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94736-67-1
5-Methoxy-8,8-dimethyl-4-oxo-4H,8H-benzo(1,2-b:3,4-b')dipyran-2-carboxylic acid
4H,8H-Benzo(1,2-b:3,4-b')dipyran-2-carboxylic acid, 5-methoxy-8,8-dimethyl-4-oxo-
5-methoxy-8,8-dimethyl-4-oxo-4H,8H-benzo(1,2-b:3,4-b)dipyran-2-carboxylic acid
5-Methoxy-8,8-dimethyl-4-oxo-4H,8H-benzo[1,2-b:3,4-b']dipyran-2-carboxylic acid
CHEMBL2164949
DTXSID70915334

2D Structure

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2D Structure of Perforatic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9692 96.92%
Caco-2 + 0.6269 62.69%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability + 0.5857 58.57%
Subcellular localzation Mitochondria 0.7262 72.62%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9320 93.20%
OATP1B3 inhibitior + 0.9351 93.51%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior - 0.6497 64.97%
P-glycoprotein inhibitior - 0.5815 58.15%
P-glycoprotein substrate - 0.7937 79.37%
CYP3A4 substrate + 0.5293 52.93%
CYP2C9 substrate - 0.8191 81.91%
CYP2D6 substrate - 0.8799 87.99%
CYP3A4 inhibition - 0.5974 59.74%
CYP2C9 inhibition - 0.8966 89.66%
CYP2C19 inhibition - 0.8050 80.50%
CYP2D6 inhibition - 0.8350 83.50%
CYP1A2 inhibition - 0.8227 82.27%
CYP2C8 inhibition - 0.7613 76.13%
CYP inhibitory promiscuity - 0.8155 81.55%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Danger 0.5600 56.00%
Eye corrosion - 0.9840 98.40%
Eye irritation + 0.8313 83.13%
Skin irritation - 0.7891 78.91%
Skin corrosion - 0.9666 96.66%
Ames mutagenesis - 0.5600 56.00%
Human Ether-a-go-go-Related Gene inhibition - 0.6226 62.26%
Micronuclear + 0.6300 63.00%
Hepatotoxicity - 0.5504 55.04%
skin sensitisation - 0.8262 82.62%
Respiratory toxicity + 0.5778 57.78%
Reproductive toxicity + 0.7333 73.33%
Mitochondrial toxicity - 0.5125 51.25%
Nephrotoxicity - 0.6509 65.09%
Acute Oral Toxicity (c) III 0.5112 51.12%
Estrogen receptor binding + 0.7806 78.06%
Androgen receptor binding + 0.6601 66.01%
Thyroid receptor binding + 0.5436 54.36%
Glucocorticoid receptor binding + 0.8459 84.59%
Aromatase binding + 0.6640 66.40%
PPAR gamma + 0.7675 76.75%
Honey bee toxicity - 0.7896 78.96%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.7200 72.00%
Fish aquatic toxicity + 0.9674 96.74%

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
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.39% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.40% 91.11%
CHEMBL2581 P07339 Cathepsin D 94.48% 98.95%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 93.47% 85.14%
CHEMBL1255126 O15151 Protein Mdm4 90.75% 90.20%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 89.99% 96.09%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 88.33% 96.77%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.12% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.02% 95.56%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 86.87% 94.00%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 85.95% 95.50%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 84.72% 93.00%
CHEMBL1293294 P51151 Ras-related protein Rab-9A 84.53% 87.67%
CHEMBL3864 Q06124 Protein-tyrosine phosphatase 2C 84.08% 94.42%
CHEMBL3060 Q9Y345 Glycine transporter 2 83.36% 99.17%
CHEMBL4208 P20618 Proteasome component C5 83.32% 90.00%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 83.07% 81.11%
CHEMBL2535 P11166 Glucose transporter 82.72% 98.75%
CHEMBL340 P08684 Cytochrome P450 3A4 82.44% 91.19%
CHEMBL2413 P32246 C-C chemokine receptor type 1 82.26% 89.50%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.23% 89.00%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 81.49% 85.30%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.32% 92.62%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.14% 97.14%

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 125232
LOTUS LTS0038837
wikiData Q82886302