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[(1S,12S,13R,14R,15E)-15-ethylidene-5-methoxy-3-methyl-3,17-diazapentacyclo[12.3.1.02,10.04,9.012,17]octadeca-2(10),4(9),5,7-tetraen-13-yl]methanol

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

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Internal ID 1fa31aa9-7515-4a48-b3fe-ca9d46d4e843
Taxonomy Alkaloids and derivatives > Macroline alkaloids
IUPAC Name [(1S,12S,13R,14R,15E)-15-ethylidene-5-methoxy-3-methyl-3,17-diazapentacyclo[12.3.1.02,10.04,9.012,17]octadeca-2(10),4(9),5,7-tetraen-13-yl]methanol
SMILES (Canonical) CC=C1CN2C3CC1C(C2CC4=C3N(C5=C4C=CC=C5OC)C)CO
SMILES (Isomeric) C/C=C\1/CN2[C@H]3C[C@@H]1[C@H]([C@@H]2CC4=C3N(C5=C4C=CC=C5OC)C)CO
InChI InChI=1S/C21H26N2O2/c1-4-12-10-23-17-9-15-13-6-5-7-19(25-3)21(13)22(2)20(15)18(23)8-14(12)16(17)11-24/h4-7,14,16-18,24H,8-11H2,1-3H3/b12-4-/t14-,16+,17-,18-/m0/s1
InChI Key UODIREBYLLUENO-OONYBVTKSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C21H26N2O2
Molecular Weight 338.40 g/mol
Exact Mass 338.199428076 g/mol
Topological Polar Surface Area (TPSA) 37.60 Ų
XlogP 2.00
Atomic LogP (AlogP) 3.04
H-Bond Acceptor 4
H-Bond Donor 1
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,12S,13R,14R,15E)-15-ethylidene-5-methoxy-3-methyl-3,17-diazapentacyclo[12.3.1.02,10.04,9.012,17]octadeca-2(10),4(9),5,7-tetraen-13-yl]methanol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9597 95.97%
Caco-2 + 0.8380 83.80%
Blood Brain Barrier + 0.8108 81.08%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.7070 70.70%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8597 85.97%
OATP1B3 inhibitior + 0.9386 93.86%
MATE1 inhibitior - 0.7218 72.18%
OCT2 inhibitior + 0.6000 60.00%
BSEP inhibitior + 0.7953 79.53%
P-glycoprotein inhibitior - 0.5879 58.79%
P-glycoprotein substrate + 0.7132 71.32%
CYP3A4 substrate + 0.6966 69.66%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate + 0.5168 51.68%
CYP3A4 inhibition - 0.6665 66.65%
CYP2C9 inhibition - 0.8097 80.97%
CYP2C19 inhibition - 0.6371 63.71%
CYP2D6 inhibition + 0.6490 64.90%
CYP1A2 inhibition + 0.5574 55.74%
CYP2C8 inhibition + 0.6410 64.10%
CYP inhibitory promiscuity + 0.7595 75.95%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.6328 63.28%
Eye corrosion - 0.9874 98.74%
Eye irritation - 0.9925 99.25%
Skin irritation - 0.7746 77.46%
Skin corrosion - 0.9272 92.72%
Ames mutagenesis - 0.5500 55.00%
Human Ether-a-go-go-Related Gene inhibition + 0.9231 92.31%
Micronuclear + 0.6000 60.00%
Hepatotoxicity - 0.5216 52.16%
skin sensitisation - 0.8587 85.87%
Respiratory toxicity + 0.8222 82.22%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.8875 88.75%
Nephrotoxicity + 0.4793 47.93%
Acute Oral Toxicity (c) III 0.7028 70.28%
Estrogen receptor binding + 0.6293 62.93%
Androgen receptor binding + 0.6458 64.58%
Thyroid receptor binding + 0.5941 59.41%
Glucocorticoid receptor binding + 0.6388 63.88%
Aromatase binding - 0.5937 59.37%
PPAR gamma - 0.5784 57.84%
Honey bee toxicity - 0.8563 85.63%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity + 0.5800 58.00%
Fish aquatic toxicity + 0.7676 76.76%

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 98.99% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.44% 85.14%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.83% 95.56%
CHEMBL2581 P07339 Cathepsin D 94.63% 98.95%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.07% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 89.39% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.42% 86.33%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 87.90% 89.62%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.57% 95.89%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 87.04% 95.83%
CHEMBL3192 Q9BY41 Histone deacetylase 8 86.57% 93.99%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.42% 97.09%
CHEMBL2535 P11166 Glucose transporter 85.44% 98.75%
CHEMBL1902 P62942 FK506-binding protein 1A 84.00% 97.05%
CHEMBL2096618 P11274 Bcr/Abl fusion protein 83.72% 85.83%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.39% 97.14%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 82.58% 100.00%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 82.46% 86.92%
CHEMBL3060 Q9Y345 Glycine transporter 2 81.94% 99.17%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.45% 89.00%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 80.88% 96.00%
CHEMBL240 Q12809 HERG 80.74% 89.76%
CHEMBL5805 Q9NR97 Toll-like receptor 8 80.18% 96.25%
CHEMBL1907 P15144 Aminopeptidase N 80.13% 93.31%

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.
Rauvolfia bahiensis

Cross-Links

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PubChem 11244657
LOTUS LTS0161511
wikiData Q105276274