(7E)-3,10-dihydroxy-14H-benzo[e][2]benzazecin-13-one

Details

Top
Internal ID 353b5d55-65a6-446e-91f8-a4071c26cb2e
Taxonomy Alkaloids and derivatives > Protopine alkaloids
IUPAC Name (7E)-3,10-dihydroxy-14H-benzo[e][2]benzazecin-13-one
SMILES (Canonical) C1C2=C(C=C(C=C2)O)C=NC=CC3=C(C1=O)C=CC(=C3)O
SMILES (Isomeric) C1C2=C(C=C(C=C2)O)C=N/C=C/C3=C(C1=O)C=CC(=C3)O
InChI InChI=1S/C17H13NO3/c19-14-2-1-11-9-17(21)16-4-3-15(20)7-12(16)5-6-18-10-13(11)8-14/h1-8,10,19-20H,9H2/b6-5+,18-10?
InChI Key PHTNPJUNCWXYDO-LZGHNAOBSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C17H13NO3
Molecular Weight 279.29 g/mol
Exact Mass 279.08954328 g/mol
Topological Polar Surface Area (TPSA) 69.90 Ų
XlogP 2.30
Atomic LogP (AlogP) 2.93
H-Bond Acceptor 4
H-Bond Donor 2
Rotatable Bonds 0

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of (7E)-3,10-dihydroxy-14H-benzo[e][2]benzazecin-13-one

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9974 99.74%
Caco-2 + 0.8295 82.95%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability + 0.5429 54.29%
Subcellular localzation Mitochondria 0.6768 67.68%
OATP2B1 inhibitior - 0.5788 57.88%
OATP1B1 inhibitior + 0.8758 87.58%
OATP1B3 inhibitior + 0.9437 94.37%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.6675 66.75%
P-glycoprotein inhibitior - 0.9129 91.29%
P-glycoprotein substrate - 0.7097 70.97%
CYP3A4 substrate - 0.5000 50.00%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7859 78.59%
CYP3A4 inhibition + 0.6768 67.68%
CYP2C9 inhibition - 0.5802 58.02%
CYP2C19 inhibition + 0.5412 54.12%
CYP2D6 inhibition - 0.7478 74.78%
CYP1A2 inhibition + 0.8459 84.59%
CYP2C8 inhibition - 0.7835 78.35%
CYP inhibitory promiscuity + 0.7546 75.46%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.7753 77.53%
Carcinogenicity (trinary) Non-required 0.4709 47.09%
Eye corrosion - 0.9859 98.59%
Eye irritation + 0.7038 70.38%
Skin irritation - 0.6022 60.22%
Skin corrosion - 0.9752 97.52%
Ames mutagenesis - 0.6300 63.00%
Human Ether-a-go-go-Related Gene inhibition - 0.7051 70.51%
Micronuclear + 0.6300 63.00%
Hepatotoxicity + 0.6875 68.75%
skin sensitisation - 0.5935 59.35%
Respiratory toxicity + 0.6333 63.33%
Reproductive toxicity + 0.7556 75.56%
Mitochondrial toxicity - 0.5571 55.71%
Nephrotoxicity + 0.4580 45.80%
Acute Oral Toxicity (c) III 0.4712 47.12%
Estrogen receptor binding + 0.8813 88.13%
Androgen receptor binding + 0.6623 66.23%
Thyroid receptor binding + 0.6789 67.89%
Glucocorticoid receptor binding + 0.9193 91.93%
Aromatase binding + 0.8778 87.78%
PPAR gamma + 0.8823 88.23%
Honey bee toxicity - 0.9090 90.90%
Biodegradation - 1.0000 100.00%
Crustacea aquatic toxicity - 0.5700 57.00%
Fish aquatic toxicity + 0.7978 79.78%

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
CHEMBL1951 P21397 Monoamine oxidase A 98.07% 91.49%
CHEMBL2581 P07339 Cathepsin D 94.44% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.40% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.67% 95.56%
CHEMBL4208 P20618 Proteasome component C5 85.15% 90.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 84.97% 99.17%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 84.91% 99.15%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 84.78% 90.71%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.40% 86.33%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 81.69% 96.21%
CHEMBL2107 P61073 C-X-C chemokine receptor type 4 81.44% 93.10%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 81.39% 96.09%
CHEMBL4040 P28482 MAP kinase ERK2 81.34% 83.82%
CHEMBL2535 P11166 Glucose transporter 81.31% 98.75%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 81.16% 85.14%

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.
Aristolochia constricta

Cross-Links

Top
PubChem 102091737
LOTUS LTS0143804
wikiData Q105209205