11,12-dihydro-3H-yohimban-14-one

Details

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Internal ID 2591fb6a-2515-4c2c-ab1d-8f32d5a2258a
Taxonomy Organoheterocyclic compounds > Indoles and derivatives > Pyridoindoles > Beta carbolines
IUPAC Name 11,12-dihydro-3H-yohimban-14-one
SMILES (Canonical) C1CN2C(=CC3=CC=CC=C3C2=O)C4=C1C5=CC=CC=C5N4
SMILES (Isomeric) C1CN2C(=CC3=CC=CC=C3C2=O)C4=C1C5=CC=CC=C5N4
InChI InChI=1S/C19H14N2O/c22-19-13-6-2-1-5-12(13)11-17-18-15(9-10-21(17)19)14-7-3-4-8-16(14)20-18/h1-8,11,20H,9-10H2
InChI Key FPHSGABECBHHIN-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C19H14N2O
Molecular Weight 286.30 g/mol
Exact Mass 286.110613074 g/mol
Topological Polar Surface Area (TPSA) 36.10 Ų
XlogP 3.30
Atomic LogP (AlogP) 3.71
H-Bond Acceptor 2
H-Bond Donor 1
Rotatable Bonds 0

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 11,12-dihydro-3H-yohimban-14-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9945 99.45%
Caco-2 + 0.9049 90.49%
Blood Brain Barrier + 0.9067 90.67%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.8109 81.09%
OATP2B1 inhibitior - 0.8573 85.73%
OATP1B1 inhibitior + 0.9178 91.78%
OATP1B3 inhibitior + 0.9479 94.79%
MATE1 inhibitior - 0.7200 72.00%
OCT2 inhibitior + 0.6633 66.33%
BSEP inhibitior + 0.8715 87.15%
P-glycoprotein inhibitior - 0.7678 76.78%
P-glycoprotein substrate - 0.8922 89.22%
CYP3A4 substrate + 0.5356 53.56%
CYP2C9 substrate - 0.8062 80.62%
CYP2D6 substrate - 0.7998 79.98%
CYP3A4 inhibition + 0.6076 60.76%
CYP2C9 inhibition - 0.9350 93.50%
CYP2C19 inhibition - 0.8759 87.59%
CYP2D6 inhibition - 0.7574 75.74%
CYP1A2 inhibition + 0.9307 93.07%
CYP2C8 inhibition - 0.7768 77.68%
CYP inhibitory promiscuity + 0.6890 68.90%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.7001 70.01%
Eye corrosion - 0.9870 98.70%
Eye irritation - 0.9755 97.55%
Skin irritation - 0.7530 75.30%
Skin corrosion - 0.9516 95.16%
Ames mutagenesis + 0.6800 68.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5634 56.34%
Micronuclear + 0.6700 67.00%
Hepatotoxicity + 0.7573 75.73%
skin sensitisation - 0.9072 90.72%
Respiratory toxicity + 0.8000 80.00%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 0.8875 88.75%
Nephrotoxicity - 0.6695 66.95%
Acute Oral Toxicity (c) II 0.5495 54.95%
Estrogen receptor binding + 0.9642 96.42%
Androgen receptor binding - 0.5000 50.00%
Thyroid receptor binding + 0.7492 74.92%
Glucocorticoid receptor binding + 0.7052 70.52%
Aromatase binding + 0.7779 77.79%
PPAR gamma + 0.7925 79.25%
Honey bee toxicity - 0.9297 92.97%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity + 0.7200 72.00%
Fish aquatic toxicity - 0.6780 67.80%

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
CHEMBL5697 Q9GZT9 Egl nine homolog 1 97.17% 93.40%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 96.77% 95.56%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.87% 91.11%
CHEMBL2581 P07339 Cathepsin D 94.66% 98.95%
CHEMBL3192 Q9BY41 Histone deacetylase 8 89.96% 93.99%
CHEMBL2535 P11166 Glucose transporter 88.13% 98.75%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 87.66% 85.14%
CHEMBL3310 Q96DB2 Histone deacetylase 11 87.58% 88.56%
CHEMBL1781 P11387 DNA topoisomerase I 87.23% 97.00%
CHEMBL4302 P08183 P-glycoprotein 1 87.18% 92.98%
CHEMBL255 P29275 Adenosine A2b receptor 86.44% 98.59%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.26% 99.23%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.41% 89.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 84.28% 94.00%
CHEMBL2708 Q16584 Mitogen-activated protein kinase kinase kinase 11 83.98% 81.14%
CHEMBL2094127 P06493 Cyclin-dependent kinase 1/cyclin B 83.58% 96.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 82.05% 96.09%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 80.74% 91.71%
CHEMBL2095226 P05556 Integrin alpha-5/beta-1 80.56% 96.39%

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.
Nauclea orientalis
Nauclea pobeguinii

Cross-Links

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PubChem 5320031
LOTUS LTS0194140
wikiData Q105105402