(2S)-7-hydroxy-2-methyl-2-(4-methylpent-3-enyl)-5-(2-phenylethyl)chromene-6-carboxylic acid

Details

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Internal ID bdcf951d-9d4e-409c-a920-9347312f16a8
Taxonomy Phenylpropanoids and polyketides > Stilbenes
IUPAC Name (2S)-7-hydroxy-2-methyl-2-(4-methylpent-3-enyl)-5-(2-phenylethyl)chromene-6-carboxylic acid
SMILES (Canonical) CC(=CCCC1(C=CC2=C(O1)C=C(C(=C2CCC3=CC=CC=C3)C(=O)O)O)C)C
SMILES (Isomeric) CC(=CCC[C@]1(C=CC2=C(O1)C=C(C(=C2CCC3=CC=CC=C3)C(=O)O)O)C)C
InChI InChI=1S/C25H28O4/c1-17(2)8-7-14-25(3)15-13-19-20(12-11-18-9-5-4-6-10-18)23(24(27)28)21(26)16-22(19)29-25/h4-6,8-10,13,15-16,26H,7,11-12,14H2,1-3H3,(H,27,28)/t25-/m0/s1
InChI Key KUMVKKMSPZFSOG-VWLOTQADSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C25H28O4
Molecular Weight 392.50 g/mol
Exact Mass 392.19875937 g/mol
Topological Polar Surface Area (TPSA) 66.80 Ų
XlogP 6.70
Atomic LogP (AlogP) 5.79
H-Bond Acceptor 3
H-Bond Donor 2
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S)-7-hydroxy-2-methyl-2-(4-methylpent-3-enyl)-5-(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 + 0.9483 94.83%
Caco-2 - 0.6869 68.69%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.6867 68.67%
OATP2B1 inhibitior - 0.8587 85.87%
OATP1B1 inhibitior + 0.8085 80.85%
OATP1B3 inhibitior + 0.9306 93.06%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior + 0.9748 97.48%
P-glycoprotein inhibitior + 0.8041 80.41%
P-glycoprotein substrate - 0.6551 65.51%
CYP3A4 substrate + 0.5846 58.46%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8641 86.41%
CYP3A4 inhibition - 0.6869 68.69%
CYP2C9 inhibition - 0.5392 53.92%
CYP2C19 inhibition - 0.5363 53.63%
CYP2D6 inhibition - 0.7956 79.56%
CYP1A2 inhibition + 0.7284 72.84%
CYP2C8 inhibition + 0.6109 61.09%
CYP inhibitory promiscuity + 0.5828 58.28%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6683 66.83%
Eye corrosion - 0.9938 99.38%
Eye irritation - 0.6825 68.25%
Skin irritation - 0.6500 65.00%
Skin corrosion - 0.9172 91.72%
Ames mutagenesis - 0.6337 63.37%
Human Ether-a-go-go-Related Gene inhibition + 0.7596 75.96%
Micronuclear - 0.7700 77.00%
Hepatotoxicity + 0.5500 55.00%
skin sensitisation - 0.7314 73.14%
Respiratory toxicity + 0.5778 57.78%
Reproductive toxicity + 0.8222 82.22%
Mitochondrial toxicity + 0.7875 78.75%
Nephrotoxicity - 0.6777 67.77%
Acute Oral Toxicity (c) III 0.5194 51.94%
Estrogen receptor binding + 0.8983 89.83%
Androgen receptor binding + 0.6508 65.08%
Thyroid receptor binding + 0.6341 63.41%
Glucocorticoid receptor binding + 0.7232 72.32%
Aromatase binding + 0.6016 60.16%
PPAR gamma + 0.7763 77.63%
Honey bee toxicity - 0.8451 84.51%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.6200 62.00%
Fish aquatic toxicity + 0.9927 99.27%

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 98.98% 91.11%
CHEMBL2581 P07339 Cathepsin D 97.29% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.08% 94.45%
CHEMBL3401 O75469 Pregnane X receptor 94.08% 94.73%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 92.62% 94.62%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.52% 86.33%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 91.19% 95.50%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.62% 95.56%
CHEMBL3060 Q9Y345 Glycine transporter 2 90.09% 99.17%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 89.60% 96.09%
CHEMBL221 P23219 Cyclooxygenase-1 85.77% 90.17%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.92% 89.00%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 81.01% 96.95%
CHEMBL4208 P20618 Proteasome component C5 80.80% 90.00%
CHEMBL4040 P28482 MAP kinase ERK2 80.12% 83.82%

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 14805903
LOTUS LTS0168191
wikiData Q105146246