Amurensinine

Details

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Internal ID 70a8ef99-819b-4bfb-b40a-f240ad981872
Taxonomy Benzenoids > Dibenzocycloheptenes
IUPAC Name (1S,11R)-14,15-dimethoxy-19-methyl-5,7-dioxa-19-azapentacyclo[9.7.2.02,10.04,8.012,17]icosa-2,4(8),9,12,14,16-hexaene
SMILES (Canonical) CN1CC2C3=CC4=C(C=C3C1CC5=CC(=C(C=C25)OC)OC)OCO4
SMILES (Isomeric) CN1C[C@H]2C3=CC4=C(C=C3[C@@H]1CC5=CC(=C(C=C25)OC)OC)OCO4
InChI InChI=1S/C20H21NO4/c1-21-9-15-12-6-18(23-3)17(22-2)5-11(12)4-16(21)14-8-20-19(7-13(14)15)24-10-25-20/h5-8,15-16H,4,9-10H2,1-3H3/t15-,16+/m1/s1
InChI Key CHGJYZLWIIUFAG-CVEARBPZSA-N
Popularity 7 references in papers

Physical and Chemical Properties

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Molecular Formula C20H21NO4
Molecular Weight 339.40 g/mol
Exact Mass 339.14705815 g/mol
Topological Polar Surface Area (TPSA) 40.20 Ų
XlogP 3.10
Atomic LogP (AlogP) 3.11
H-Bond Acceptor 5
H-Bond Donor 0
Rotatable Bonds 2

Synonyms

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10470-47-0
(-)-Amurensinine
(1S,11R)-14,15-dimethoxy-19-methyl-5,7-dioxa-19-azapentacyclo[9.7.2.02,10.04,8.012,17]icosa-2,4(8),9,12,14,16-hexaene

2D Structure

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2D Structure of Amurensinine

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9554 95.54%
Caco-2 + 0.9377 93.77%
Blood Brain Barrier + 0.8250 82.50%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Lysosomes 0.6420 64.20%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9268 92.68%
OATP1B3 inhibitior + 0.9497 94.97%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.6000 60.00%
BSEP inhibitior + 0.7913 79.13%
P-glycoprotein inhibitior - 0.5434 54.34%
P-glycoprotein substrate - 0.6837 68.37%
CYP3A4 substrate + 0.5900 59.00%
CYP2C9 substrate - 0.6084 60.84%
CYP2D6 substrate + 0.7248 72.48%
CYP3A4 inhibition + 0.6523 65.23%
CYP2C9 inhibition - 0.8168 81.68%
CYP2C19 inhibition + 0.6760 67.60%
CYP2D6 inhibition + 0.6983 69.83%
CYP1A2 inhibition - 0.6645 66.45%
CYP2C8 inhibition - 0.9137 91.37%
CYP inhibitory promiscuity - 0.5167 51.67%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5787 57.87%
Eye corrosion - 0.9890 98.90%
Eye irritation - 0.9380 93.80%
Skin irritation - 0.7945 79.45%
Skin corrosion - 0.9447 94.47%
Ames mutagenesis + 0.5030 50.30%
Human Ether-a-go-go-Related Gene inhibition + 0.7215 72.15%
Micronuclear + 0.5500 55.00%
Hepatotoxicity - 0.5341 53.41%
skin sensitisation - 0.8494 84.94%
Respiratory toxicity + 0.6333 63.33%
Reproductive toxicity + 0.8556 85.56%
Mitochondrial toxicity + 0.8750 87.50%
Nephrotoxicity + 0.4917 49.17%
Acute Oral Toxicity (c) III 0.6899 68.99%
Estrogen receptor binding + 0.8157 81.57%
Androgen receptor binding + 0.5238 52.38%
Thyroid receptor binding + 0.6510 65.10%
Glucocorticoid receptor binding + 0.8590 85.90%
Aromatase binding - 0.6142 61.42%
PPAR gamma - 0.5537 55.37%
Honey bee toxicity - 0.7456 74.56%
Biodegradation - 0.9750 97.50%
Crustacea aquatic toxicity + 0.6500 65.00%
Fish aquatic toxicity + 0.9616 96.16%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.89% 96.09%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 96.17% 96.77%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 94.29% 93.40%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 93.09% 85.14%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 90.89% 89.62%
CHEMBL2581 P07339 Cathepsin D 87.09% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.86% 95.56%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 86.70% 92.62%
CHEMBL4247 Q9UM73 ALK tyrosine kinase receptor 85.83% 96.86%
CHEMBL2413 P32246 C-C chemokine receptor type 1 85.61% 89.50%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 85.36% 95.89%
CHEMBL3192 Q9BY41 Histone deacetylase 8 85.16% 93.99%
CHEMBL5311 P37023 Serine/threonine-protein kinase receptor R3 83.93% 82.67%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 83.58% 82.38%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.20% 95.89%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.73% 86.33%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 82.56% 97.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 81.99% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 81.68% 94.45%
CHEMBL2056 P21728 Dopamine D1 receptor 80.98% 91.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 80.15% 92.94%

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.
Meconopsis horridula
Meconopsis robusta
Papaver pygmaeum

Cross-Links

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PubChem 10958724
NPASS NPC250654
LOTUS LTS0086777
wikiData Q104958751