Cariphenone A

Details

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Internal ID 76258695-04c5-4d14-8ce2-8525c7119bf5
Taxonomy Benzenoids > Benzene and substituted derivatives > Benzophenones
IUPAC Name (5,7-dihydroxy-2,2,8-trimethylchromen-6-yl)-phenylmethanone
SMILES (Canonical) CC1=C(C(=C(C2=C1OC(C=C2)(C)C)O)C(=O)C3=CC=CC=C3)O
SMILES (Isomeric) CC1=C(C(=C(C2=C1OC(C=C2)(C)C)O)C(=O)C3=CC=CC=C3)O
InChI InChI=1S/C19H18O4/c1-11-15(20)14(16(21)12-7-5-4-6-8-12)17(22)13-9-10-19(2,3)23-18(11)13/h4-10,20,22H,1-3H3
InChI Key PCBXFMMSIAZNOI-UHFFFAOYSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C19H18O4
Molecular Weight 310.30 g/mol
Exact Mass 310.12050905 g/mol
Topological Polar Surface Area (TPSA) 66.80 Ų
XlogP 4.40
Atomic LogP (AlogP) 3.82
H-Bond Acceptor 4
H-Bond Donor 2
Rotatable Bonds 2

Synonyms

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CHEMBL456079
6-benzoyl-5,7-dihydroxy-2,2,8-trimethyl-2H-chromene
(5,7-dihydroxy-2,2,8-trimethylchromen-6-yl)-phenylmethanone

2D Structure

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2D Structure of Cariphenone A

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9797 97.97%
Caco-2 + 0.6676 66.76%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability + 0.7571 75.71%
Subcellular localzation Mitochondria 0.6989 69.89%
OATP2B1 inhibitior - 0.8585 85.85%
OATP1B1 inhibitior + 0.8258 82.58%
OATP1B3 inhibitior + 0.9672 96.72%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 1.0000 100.00%
BSEP inhibitior + 0.7635 76.35%
P-glycoprotein inhibitior - 0.4718 47.18%
P-glycoprotein substrate - 0.8275 82.75%
CYP3A4 substrate - 0.5000 50.00%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8142 81.42%
CYP3A4 inhibition + 0.6038 60.38%
CYP2C9 inhibition + 0.6495 64.95%
CYP2C19 inhibition + 0.5770 57.70%
CYP2D6 inhibition - 0.8414 84.14%
CYP1A2 inhibition + 0.9432 94.32%
CYP2C8 inhibition + 0.5495 54.95%
CYP inhibitory promiscuity + 0.7503 75.03%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5690 56.90%
Eye corrosion - 0.9885 98.85%
Eye irritation + 0.7898 78.98%
Skin irritation - 0.6828 68.28%
Skin corrosion - 0.9300 93.00%
Ames mutagenesis + 0.5100 51.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5935 59.35%
Micronuclear + 0.6700 67.00%
Hepatotoxicity + 0.6866 68.66%
skin sensitisation - 0.7396 73.96%
Respiratory toxicity - 0.5333 53.33%
Reproductive toxicity + 0.6778 67.78%
Mitochondrial toxicity - 0.5000 50.00%
Nephrotoxicity - 0.7121 71.21%
Acute Oral Toxicity (c) III 0.7226 72.26%
Estrogen receptor binding + 0.9600 96.00%
Androgen receptor binding + 0.5361 53.61%
Thyroid receptor binding + 0.8175 81.75%
Glucocorticoid receptor binding + 0.9043 90.43%
Aromatase binding + 0.7190 71.90%
PPAR gamma + 0.8082 80.82%
Honey bee toxicity - 0.9599 95.99%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5200 52.00%
Fish aquatic toxicity + 0.9795 97.95%

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 93.84% 91.11%
CHEMBL221 P23219 Cyclooxygenase-1 91.18% 90.17%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.74% 95.56%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 88.28% 99.23%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.47% 86.33%
CHEMBL3401 O75469 Pregnane X receptor 87.21% 94.73%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 85.76% 95.50%
CHEMBL2581 P07339 Cathepsin D 83.93% 98.95%
CHEMBL1951 P21397 Monoamine oxidase A 83.74% 91.49%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 82.49% 94.62%
CHEMBL2039 P27338 Monoamine oxidase B 81.30% 92.51%
CHEMBL230 P35354 Cyclooxygenase-2 80.84% 89.63%
CHEMBL3359 P21462 Formyl peptide receptor 1 80.71% 93.56%
CHEMBL4208 P20618 Proteasome component C5 80.71% 90.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.57% 89.00%
CHEMBL1293294 P51151 Ras-related protein Rab-9A 80.26% 87.67%

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 carinatum

Cross-Links

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PubChem 11381331
NPASS NPC223494
LOTUS LTS0116835
wikiData Q105205598