(2R)-8-hydroxy-2-methyl-2-(4-methylpent-3-enyl)benzo[g]chromene-5,10-dione

Details

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Internal ID f4f55601-2bbd-4b30-bdb8-9587a5885f17
Taxonomy Organoheterocyclic compounds > Naphthopyrans > Naphthopyranones
IUPAC Name (2R)-8-hydroxy-2-methyl-2-(4-methylpent-3-enyl)benzo[g]chromene-5,10-dione
SMILES (Canonical) CC(=CCCC1(C=CC2=C(O1)C(=O)C3=C(C2=O)C=CC(=C3)O)C)C
SMILES (Isomeric) CC(=CCC[C@@]1(C=CC2=C(O1)C(=O)C3=C(C2=O)C=CC(=C3)O)C)C
InChI InChI=1S/C20H20O4/c1-12(2)5-4-9-20(3)10-8-15-17(22)14-7-6-13(21)11-16(14)18(23)19(15)24-20/h5-8,10-11,21H,4,9H2,1-3H3/t20-/m1/s1
InChI Key IDVZSGFQQMFFSF-HXUWFJFHSA-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) 63.60 Ų
XlogP 4.20
Atomic LogP (AlogP) 4.12
H-Bond Acceptor 4
H-Bond Donor 1
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2R)-8-hydroxy-2-methyl-2-(4-methylpent-3-enyl)benzo[g]chromene-5,10-dione

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9918 99.18%
Caco-2 + 0.5781 57.81%
Blood Brain Barrier + 0.7000 70.00%
Human oral bioavailability + 0.5429 54.29%
Subcellular localzation Mitochondria 0.7547 75.47%
OATP2B1 inhibitior - 0.8592 85.92%
OATP1B1 inhibitior + 0.7651 76.51%
OATP1B3 inhibitior + 0.9373 93.73%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.7000 70.00%
BSEP inhibitior + 0.8476 84.76%
P-glycoprotein inhibitior - 0.5951 59.51%
P-glycoprotein substrate - 0.6592 65.92%
CYP3A4 substrate + 0.6210 62.10%
CYP2C9 substrate - 0.8067 80.67%
CYP2D6 substrate - 0.8229 82.29%
CYP3A4 inhibition - 0.7169 71.69%
CYP2C9 inhibition + 0.5184 51.84%
CYP2C19 inhibition - 0.5572 55.72%
CYP2D6 inhibition - 0.7315 73.15%
CYP1A2 inhibition + 0.6208 62.08%
CYP2C8 inhibition - 0.5874 58.74%
CYP inhibitory promiscuity - 0.6929 69.29%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9118 91.18%
Carcinogenicity (trinary) Non-required 0.6740 67.40%
Eye corrosion - 0.9898 98.98%
Eye irritation - 0.5682 56.82%
Skin irritation - 0.6461 64.61%
Skin corrosion - 0.9121 91.21%
Ames mutagenesis - 0.6700 67.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3986 39.86%
Micronuclear - 0.8300 83.00%
Hepatotoxicity + 0.6575 65.75%
skin sensitisation - 0.6636 66.36%
Respiratory toxicity + 0.6111 61.11%
Reproductive toxicity + 0.8333 83.33%
Mitochondrial toxicity + 0.7125 71.25%
Nephrotoxicity - 0.6060 60.60%
Acute Oral Toxicity (c) III 0.6665 66.65%
Estrogen receptor binding + 0.9033 90.33%
Androgen receptor binding + 0.7155 71.55%
Thyroid receptor binding + 0.5134 51.34%
Glucocorticoid receptor binding + 0.8564 85.64%
Aromatase binding + 0.7532 75.32%
PPAR gamma + 0.8802 88.02%
Honey bee toxicity - 0.8315 83.15%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.5900 59.00%
Fish aquatic toxicity + 0.9654 96.54%

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 97.82% 91.11%
CHEMBL3401 O75469 Pregnane X receptor 96.62% 94.73%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.30% 95.56%
CHEMBL2581 P07339 Cathepsin D 94.89% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 92.49% 89.00%
CHEMBL1951 P21397 Monoamine oxidase A 91.96% 91.49%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.93% 86.33%
CHEMBL3038469 P24941 CDK2/Cyclin A 89.92% 91.38%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 89.14% 96.38%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.82% 94.45%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 88.77% 90.71%
CHEMBL3060 Q9Y345 Glycine transporter 2 85.69% 99.17%
CHEMBL2107 P61073 C-X-C chemokine receptor type 4 83.87% 93.10%
CHEMBL1937 Q92769 Histone deacetylase 2 81.20% 94.75%
CHEMBL4208 P20618 Proteasome component C5 81.02% 90.00%
CHEMBL3922 P50579 Methionine aminopeptidase 2 80.05% 97.28%

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.
Stereospermum kunthianum

Cross-Links

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PubChem 162973482
LOTUS LTS0145885
wikiData Q105111571