6-Hydroxy-5-methoxy-7-phenyl-3h-benzo[de]isochromen-1-one

Details

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Internal ID 33f31df4-8e12-4195-8979-27d8c3806a41
Taxonomy Benzenoids > Naphthalenes > Naphthols and derivatives
IUPAC Name 8-hydroxy-7-methoxy-10-phenyl-3-oxatricyclo[7.3.1.05,13]trideca-1(13),5,7,9,11-pentaen-2-one
SMILES (Canonical) COC1=C(C2=C(C=CC3=C2C(=C1)COC3=O)C4=CC=CC=C4)O
SMILES (Isomeric) COC1=C(C2=C(C=CC3=C2C(=C1)COC3=O)C4=CC=CC=C4)O
InChI InChI=1S/C19H14O4/c1-22-15-9-12-10-23-19(21)14-8-7-13(11-5-3-2-4-6-11)17(16(12)14)18(15)20/h2-9,20H,10H2,1H3
InChI Key SXWREBCNSRFADJ-UHFFFAOYSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C19H14O4
Molecular Weight 306.30 g/mol
Exact Mass 306.08920892 g/mol
Topological Polar Surface Area (TPSA) 55.80 Ų
XlogP 3.80
Atomic LogP (AlogP) 3.89
H-Bond Acceptor 4
H-Bond Donor 1
Rotatable Bonds 2

Synonyms

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8-Hydroxy-7-methoxy-10-phenyl-3-oxatricyclo[7.3.1.05,13]trideca-1(13),5,7,9,11-pentaen-2-one

2D Structure

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2D Structure of 6-Hydroxy-5-methoxy-7-phenyl-3h-benzo[de]isochromen-1-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9812 98.12%
Caco-2 + 0.8475 84.75%
Blood Brain Barrier - 0.7250 72.50%
Human oral bioavailability + 0.6000 60.00%
Subcellular localzation Mitochondria 0.8373 83.73%
OATP2B1 inhibitior - 0.8604 86.04%
OATP1B1 inhibitior + 0.9317 93.17%
OATP1B3 inhibitior + 0.9651 96.51%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.9750 97.50%
BSEP inhibitior + 0.8598 85.98%
P-glycoprotein inhibitior - 0.5656 56.56%
P-glycoprotein substrate - 0.7218 72.18%
CYP3A4 substrate + 0.5341 53.41%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7574 75.74%
CYP3A4 inhibition - 0.7152 71.52%
CYP2C9 inhibition + 0.8594 85.94%
CYP2C19 inhibition - 0.5091 50.91%
CYP2D6 inhibition - 0.9087 90.87%
CYP1A2 inhibition + 0.5464 54.64%
CYP2C8 inhibition - 0.5994 59.94%
CYP inhibitory promiscuity + 0.5299 52.99%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9710 97.10%
Carcinogenicity (trinary) Non-required 0.5658 56.58%
Eye corrosion - 0.9704 97.04%
Eye irritation + 0.7080 70.80%
Skin irritation - 0.6678 66.78%
Skin corrosion - 0.9779 97.79%
Ames mutagenesis + 0.5582 55.82%
Human Ether-a-go-go-Related Gene inhibition - 0.6846 68.46%
Micronuclear + 0.7933 79.33%
Hepatotoxicity + 0.6625 66.25%
skin sensitisation - 0.9481 94.81%
Respiratory toxicity + 0.6111 61.11%
Reproductive toxicity + 0.7778 77.78%
Mitochondrial toxicity - 0.5625 56.25%
Nephrotoxicity - 0.5689 56.89%
Acute Oral Toxicity (c) III 0.7652 76.52%
Estrogen receptor binding + 0.9272 92.72%
Androgen receptor binding + 0.8380 83.80%
Thyroid receptor binding - 0.5062 50.62%
Glucocorticoid receptor binding + 0.8436 84.36%
Aromatase binding + 0.6692 66.92%
PPAR gamma + 0.6459 64.59%
Honey bee toxicity - 0.8836 88.36%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity + 0.5551 55.51%
Fish aquatic toxicity + 0.9155 91.55%

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 98.13% 91.11%
CHEMBL2581 P07339 Cathepsin D 97.30% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 97.04% 86.33%
CHEMBL2002 P12268 Inosine-5'-monophosphate dehydrogenase 2 96.82% 98.21%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 96.45% 95.56%
CHEMBL1951 P21397 Monoamine oxidase A 95.61% 91.49%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.16% 96.09%
CHEMBL3192 Q9BY41 Histone deacetylase 8 88.25% 93.99%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 87.97% 94.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.16% 89.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 85.83% 99.17%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 83.74% 85.14%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.29% 99.23%
CHEMBL1907 P15144 Aminopeptidase N 80.96% 93.31%

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.
Xiphidium caeruleum

Cross-Links

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PubChem 23244116
LOTUS LTS0231666
wikiData Q105263380