5-Methoxy-8-methylbenzo[h]chromen-2-one

Details

Top
Internal ID 2ae9f924-2ea5-4955-8a78-624e6341a0e3
Taxonomy Organoheterocyclic compounds > Naphthopyrans
IUPAC Name 5-methoxy-8-methylbenzo[h]chromen-2-one
SMILES (Canonical) CC1=CC2=CC(=C3C=CC(=O)OC3=C2C=C1)OC
SMILES (Isomeric) CC1=CC2=CC(=C3C=CC(=O)OC3=C2C=C1)OC
InChI InChI=1S/C15H12O3/c1-9-3-4-11-10(7-9)8-13(17-2)12-5-6-14(16)18-15(11)12/h3-8H,1-2H3
InChI Key CJBHIYZSORBQMG-UHFFFAOYSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

Top
Molecular Formula C15H12O3
Molecular Weight 240.25 g/mol
Exact Mass 240.078644241 g/mol
Topological Polar Surface Area (TPSA) 35.50 Ų
XlogP 3.50
Atomic LogP (AlogP) 3.26
H-Bond Acceptor 3
H-Bond Donor 0
Rotatable Bonds 1

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of 5-Methoxy-8-methylbenzo[h]chromen-2-one

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9939 99.39%
Caco-2 + 0.8600 86.00%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability + 0.7429 74.29%
Subcellular localzation Mitochondria 0.6236 62.36%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9520 95.20%
OATP1B3 inhibitior + 0.9772 97.72%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 1.0000 100.00%
BSEP inhibitior + 0.5540 55.40%
P-glycoprotein inhibitior - 0.6676 66.76%
P-glycoprotein substrate - 0.8832 88.32%
CYP3A4 substrate - 0.5955 59.55%
CYP2C9 substrate - 0.7403 74.03%
CYP2D6 substrate - 0.8349 83.49%
CYP3A4 inhibition - 0.7858 78.58%
CYP2C9 inhibition - 0.6445 64.45%
CYP2C19 inhibition + 0.5693 56.93%
CYP2D6 inhibition - 0.8794 87.94%
CYP1A2 inhibition + 0.9837 98.37%
CYP2C8 inhibition - 0.6595 65.95%
CYP inhibitory promiscuity - 0.5110 51.10%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9313 93.13%
Carcinogenicity (trinary) Non-required 0.5351 53.51%
Eye corrosion - 0.6526 65.26%
Eye irritation + 0.8449 84.49%
Skin irritation - 0.5712 57.12%
Skin corrosion - 0.9884 98.84%
Ames mutagenesis - 0.5700 57.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4245 42.45%
Micronuclear + 0.8200 82.00%
Hepatotoxicity + 0.7000 70.00%
skin sensitisation - 0.9188 91.88%
Respiratory toxicity - 0.8444 84.44%
Reproductive toxicity + 0.7111 71.11%
Mitochondrial toxicity - 0.5500 55.00%
Nephrotoxicity - 0.6346 63.46%
Acute Oral Toxicity (c) III 0.5578 55.78%
Estrogen receptor binding + 0.8894 88.94%
Androgen receptor binding + 0.8772 87.72%
Thyroid receptor binding - 0.5340 53.40%
Glucocorticoid receptor binding + 0.8654 86.54%
Aromatase binding + 0.8617 86.17%
PPAR gamma + 0.6968 69.68%
Honey bee toxicity - 0.9046 90.46%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity + 0.6400 64.00%
Fish aquatic toxicity + 0.8617 86.17%

Targets

Top

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
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.29% 95.56%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 94.21% 94.00%
CHEMBL2581 P07339 Cathepsin D 91.04% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 90.03% 91.11%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 88.28% 89.62%
CHEMBL4306 P22460 Voltage-gated potassium channel subunit Kv1.5 85.46% 94.03%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.81% 99.23%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 83.80% 85.14%
CHEMBL3401 O75469 Pregnane X receptor 82.08% 94.73%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 81.98% 96.00%
CHEMBL4581 P52732 Kinesin-like protein 1 81.08% 93.18%

Plants that contains it

Top
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.
Acmella ciliata

Cross-Links

Top
PubChem 101914287
LOTUS LTS0057635
wikiData Q105222886