5-Hydroxy-2,2-dimethyl-7-(2-phenylethyl)chromene-6-carboxylic acid

Details

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Internal ID d0f84612-dc27-4085-894f-1c107fd950e5
Taxonomy Phenylpropanoids and polyketides > Stilbenes
IUPAC Name 5-hydroxy-2,2-dimethyl-7-(2-phenylethyl)chromene-6-carboxylic acid
SMILES (Canonical) CC1(C=CC2=C(O1)C=C(C(=C2O)C(=O)O)CCC3=CC=CC=C3)C
SMILES (Isomeric) CC1(C=CC2=C(O1)C=C(C(=C2O)C(=O)O)CCC3=CC=CC=C3)C
InChI InChI=1S/C20H20O4/c1-20(2)11-10-15-16(24-20)12-14(17(18(15)21)19(22)23)9-8-13-6-4-3-5-7-13/h3-7,10-12,21H,8-9H2,1-2H3,(H,22,23)
InChI Key HLYPCHXOZWEYTK-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C20H20O4
Molecular Weight 324.40 g/mol
Exact Mass 324.13615911 g/mol
Topological Polar Surface Area (TPSA) 66.80 Ų
XlogP 4.80
Atomic LogP (AlogP) 4.06
H-Bond Acceptor 3
H-Bond Donor 2
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 5-Hydroxy-2,2-dimethyl-7-(2-phenylethyl)chromene-6-carboxylic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8756 87.56%
Caco-2 + 0.8222 82.22%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability + 0.5857 58.57%
Subcellular localzation Mitochondria 0.7864 78.64%
OATP2B1 inhibitior - 0.8572 85.72%
OATP1B1 inhibitior + 0.8542 85.42%
OATP1B3 inhibitior + 0.9565 95.65%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.7858 78.58%
P-glycoprotein inhibitior - 0.5000 50.00%
P-glycoprotein substrate - 0.6671 66.71%
CYP3A4 substrate + 0.5507 55.07%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8641 86.41%
CYP3A4 inhibition - 0.5111 51.11%
CYP2C9 inhibition + 0.6489 64.89%
CYP2C19 inhibition - 0.5654 56.54%
CYP2D6 inhibition - 0.8109 81.09%
CYP1A2 inhibition - 0.5338 53.38%
CYP2C8 inhibition + 0.6470 64.70%
CYP inhibitory promiscuity + 0.6358 63.58%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6307 63.07%
Eye corrosion - 0.9901 99.01%
Eye irritation + 0.6560 65.60%
Skin irritation - 0.7081 70.81%
Skin corrosion - 0.8890 88.90%
Ames mutagenesis - 0.6100 61.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7154 71.54%
Micronuclear + 0.5200 52.00%
Hepatotoxicity + 0.5125 51.25%
skin sensitisation - 0.7682 76.82%
Respiratory toxicity - 0.5778 57.78%
Reproductive toxicity + 0.7000 70.00%
Mitochondrial toxicity + 0.7250 72.50%
Nephrotoxicity - 0.6166 61.66%
Acute Oral Toxicity (c) III 0.4257 42.57%
Estrogen receptor binding + 0.9399 93.99%
Androgen receptor binding + 0.7524 75.24%
Thyroid receptor binding + 0.6823 68.23%
Glucocorticoid receptor binding + 0.8216 82.16%
Aromatase binding + 0.6363 63.63%
PPAR gamma + 0.7977 79.77%
Honey bee toxicity - 0.9050 90.50%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity - 0.6200 62.00%
Fish aquatic toxicity + 0.9796 97.96%

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 98.46% 91.11%
CHEMBL2581 P07339 Cathepsin D 97.56% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.68% 86.33%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.54% 96.09%
CHEMBL3401 O75469 Pregnane X receptor 91.78% 94.73%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.08% 94.45%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 87.19% 94.62%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.08% 95.56%
CHEMBL4208 P20618 Proteasome component C5 83.67% 90.00%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 83.60% 95.50%
CHEMBL3060 Q9Y345 Glycine transporter 2 81.40% 99.17%
CHEMBL3902 P09211 Glutathione S-transferase Pi 80.18% 93.81%

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.
Radula kojana

Cross-Links

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PubChem 14805901
LOTUS LTS0217378
wikiData Q105030399