2-hydroxy-1,3,10-trimethoxy-7-(methylamino)-6,7-dihydro-5H-benzo[a]heptalen-9-one

Details

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Internal ID aa3d7337-9ad5-4fd7-b5bb-52b43fa5ad58
Taxonomy Hydrocarbon derivatives > Tropones
IUPAC Name 2-hydroxy-1,3,10-trimethoxy-7-(methylamino)-6,7-dihydro-5H-benzo[a]heptalen-9-one
SMILES (Canonical) CNC1CCC2=CC(=C(C(=C2C3=CC=C(C(=O)C=C13)OC)OC)O)OC
SMILES (Isomeric) CNC1CCC2=CC(=C(C(=C2C3=CC=C(C(=O)C=C13)OC)OC)O)OC
InChI InChI=1S/C20H23NO5/c1-21-14-7-5-11-9-17(25-3)19(23)20(26-4)18(11)12-6-8-16(24-2)15(22)10-13(12)14/h6,8-10,14,21,23H,5,7H2,1-4H3
InChI Key KEOVUWFJHROWNK-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C20H23NO5
Molecular Weight 357.40 g/mol
Exact Mass 357.15762283 g/mol
Topological Polar Surface Area (TPSA) 77.00 Ų
XlogP 1.00
Atomic LogP (AlogP) 2.65
H-Bond Acceptor 6
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 2-hydroxy-1,3,10-trimethoxy-7-(methylamino)-6,7-dihydro-5H-benzo[a]heptalen-9-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9910 99.10%
Caco-2 + 0.8445 84.45%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability + 0.5429 54.29%
Subcellular localzation Nucleus 0.6829 68.29%
OATP2B1 inhibitior - 0.8692 86.92%
OATP1B1 inhibitior + 0.9120 91.20%
OATP1B3 inhibitior + 0.9409 94.09%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.7713 77.13%
P-glycoprotein inhibitior - 0.7579 75.79%
P-glycoprotein substrate + 0.8980 89.80%
CYP3A4 substrate + 0.7127 71.27%
CYP2C9 substrate - 0.6039 60.39%
CYP2D6 substrate + 0.4688 46.88%
CYP3A4 inhibition - 0.6436 64.36%
CYP2C9 inhibition - 0.9264 92.64%
CYP2C19 inhibition - 0.8794 87.94%
CYP2D6 inhibition - 0.8874 88.74%
CYP1A2 inhibition - 0.8715 87.15%
CYP2C8 inhibition + 0.9244 92.44%
CYP inhibitory promiscuity - 0.8869 88.69%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9100 91.00%
Carcinogenicity (trinary) Non-required 0.7004 70.04%
Eye corrosion - 0.9886 98.86%
Eye irritation - 0.8512 85.12%
Skin irritation - 0.7192 71.92%
Skin corrosion - 0.9207 92.07%
Ames mutagenesis - 0.9000 90.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5227 52.27%
Micronuclear + 0.5800 58.00%
Hepatotoxicity - 0.6397 63.97%
skin sensitisation - 0.8850 88.50%
Respiratory toxicity + 0.8111 81.11%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 0.8000 80.00%
Nephrotoxicity + 0.5755 57.55%
Acute Oral Toxicity (c) III 0.5301 53.01%
Estrogen receptor binding + 0.8469 84.69%
Androgen receptor binding + 0.8127 81.27%
Thyroid receptor binding + 0.8058 80.58%
Glucocorticoid receptor binding + 0.8555 85.55%
Aromatase binding - 0.5000 50.00%
PPAR gamma + 0.7368 73.68%
Honey bee toxicity - 0.8854 88.54%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity - 0.5800 58.00%
Fish aquatic toxicity + 0.8395 83.95%

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 97.87% 91.11%
CHEMBL1951 P21397 Monoamine oxidase A 97.64% 91.49%
CHEMBL2581 P07339 Cathepsin D 93.36% 98.95%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 92.14% 90.71%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.07% 96.09%
CHEMBL2041 P07949 Tyrosine-protein kinase receptor RET 91.17% 91.79%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 90.28% 93.03%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.90% 95.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.53% 95.89%
CHEMBL2535 P11166 Glucose transporter 89.29% 98.75%
CHEMBL217 P14416 Dopamine D2 receptor 86.62% 95.62%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 86.22% 96.21%
CHEMBL2056 P21728 Dopamine D1 receptor 86.08% 91.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.06% 86.33%
CHEMBL241 Q14432 Phosphodiesterase 3A 85.99% 92.94%
CHEMBL3060 Q9Y345 Glycine transporter 2 85.40% 99.17%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 84.07% 92.62%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 83.96% 85.14%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 83.04% 96.38%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 82.35% 95.89%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.90% 94.00%
CHEMBL4208 P20618 Proteasome component C5 81.84% 90.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.41% 89.00%
CHEMBL4040 P28482 MAP kinase ERK2 81.15% 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.
Colchicum autumnale
Colchicum szovitsii subsp. brachyphyllum
Sandersonia aurantiaca

Cross-Links

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PubChem 14413735
LOTUS LTS0171476
wikiData Q105140125